DD207143A5 - Agrochemisches schaedlingsbekaempfungsmittel - Google Patents

Agrochemisches schaedlingsbekaempfungsmittel Download PDF

Info

Publication number: DD207143A5
Authority: DD; German Democratic Republic
Prior art keywords: alkyl; item; independently; formula; halogen
Prior art date: 1981-05-12

Application number

DD82239803A

Other languages

German (de)

English (en)

Inventor

Adolf Hubele

Peter Riebli

Original Assignee

Ciba Geigy Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1981-05-12

Filing date

1982-05-12

Publication date

1984-02-22

1982-05-12 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1984-02-22 Publication of DD207143A5 publication Critical patent/DD207143A5/de

Links

239000003905 agrochemical Substances 0.000 title claims abstract description 18
239000003795 chemical substances by application Substances 0.000 title claims abstract description 17
150000001875 compounds Chemical class 0.000 claims abstract description 136
239000000203 mixture Substances 0.000 claims abstract description 86
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 61
239000001257 hydrogen Substances 0.000 claims abstract description 61
229910052736 halogen Inorganic materials 0.000 claims abstract description 59
150000002367 halogens Chemical class 0.000 claims abstract description 59
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 52
150000002431 hydrogen Chemical class 0.000 claims abstract description 39
241000233866 Fungi Species 0.000 claims abstract description 19
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 19
244000005700 microbiome Species 0.000 claims abstract description 10
230000003032 phytopathogenic effect Effects 0.000 claims abstract description 9
125000001624 naphthyl group Chemical group 0.000 claims abstract description 3
239000000460 chlorine Chemical group 0.000 claims description 437
150000003839 salts Chemical class 0.000 claims description 114
-1 C 1 -C 3 -alkoxy Chemical group 0.000 claims description 96
238000002360 preparation method Methods 0.000 claims description 36
239000002253 acid Substances 0.000 claims description 30
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 29
125000000217 alkyl group Chemical group 0.000 claims description 25
238000000034 method Methods 0.000 claims description 24
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
229910052751 metal Chemical class 0.000 claims description 19
239000002184 metal Chemical class 0.000 claims description 19
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
125000004432 carbon atom Chemical group C* 0.000 claims description 17
239000007787 solid Substances 0.000 claims description 17
229910052801 chlorine Inorganic materials 0.000 claims description 15
239000007788 liquid Substances 0.000 claims description 15
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 14
206010061217 Infestation Diseases 0.000 claims description 14
239000000654 additive Substances 0.000 claims description 14
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 13
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 13
229910052794 bromium Inorganic materials 0.000 claims description 13
125000002947 alkylene group Chemical group 0.000 claims description 11
239000004094 surface-active agent Substances 0.000 claims description 9
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
239000000969 carrier Substances 0.000 claims description 8
125000003545 alkoxy group Chemical group 0.000 claims description 7
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
239000001301 oxygen Substances 0.000 claims description 6
229910052760 oxygen Inorganic materials 0.000 claims description 6
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
239000011737 fluorine Chemical group 0.000 claims description 5
229910052731 fluorine Inorganic materials 0.000 claims description 5
239000000575 pesticide Substances 0.000 claims description 5
239000000546 pharmaceutical excipient Substances 0.000 claims description 5
QDKWLJJOYIFEBS-UHFFFAOYSA-N 1-fluoro-4-$l^{1}-oxidanylbenzene Chemical group [O]C1=CC=C(F)C=C1 QDKWLJJOYIFEBS-UHFFFAOYSA-N 0.000 claims description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
239000011593 sulfur Substances 0.000 claims description 4
230000000996 additive effect Effects 0.000 claims description 3
230000003449 preventive effect Effects 0.000 claims description 3
MJPPGVVIDGQOQT-UHFFFAOYSA-N 2-bromo-5-(2-bromo-2-nitroethenyl)furan Chemical compound [O-][N+](=O)C(Br)=CC1=CC=C(Br)O1 MJPPGVVIDGQOQT-UHFFFAOYSA-N 0.000 claims description 2
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 2
239000002671 adjuvant Substances 0.000 claims description 2
244000038559 crop plants Species 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
230000002265 prevention Effects 0.000 claims description 2
239000013256 coordination polymer Substances 0.000 claims 2
ZAGUSKAXELYWCE-UHFFFAOYSA-N 1,3-dioxolan-2-ylmethanol Chemical compound OCC1OCCO1 ZAGUSKAXELYWCE-UHFFFAOYSA-N 0.000 claims 1
HTWIZMNMTWYQRN-UHFFFAOYSA-N 2-methyl-1,3-dioxolane Chemical compound CC1OCCO1 HTWIZMNMTWYQRN-UHFFFAOYSA-N 0.000 claims 1
ILNJBIQQAIIMEY-UHFFFAOYSA-N 4-oxo-1h-quinoline-3-carboxylic acid Chemical compound C1=CC=CC2=C(O)C(C(=O)O)=CN=C21 ILNJBIQQAIIMEY-UHFFFAOYSA-N 0.000 claims 1
229940125904 compound 1 Drugs 0.000 claims 1
229910000365 copper sulfate Inorganic materials 0.000 claims 1
230000003641 microbiacidal effect Effects 0.000 abstract description 9
230000000843 anti-fungal effect Effects 0.000 abstract description 7
230000000949 anxiolytic effect Effects 0.000 abstract description 7
229940124561 microbicide Drugs 0.000 abstract description 7
241001465754 Metazoa Species 0.000 abstract description 6
230000002082 anti-convulsion Effects 0.000 abstract description 5
150000002170 ethers Chemical class 0.000 abstract description 5
229940121375 antifungal agent Drugs 0.000 abstract description 4
239000002249 anxiolytic agent Substances 0.000 abstract description 4
230000003071 parasitic effect Effects 0.000 abstract description 4
208000019901 Anxiety disease Diseases 0.000 abstract description 3
206010026749 Mania Diseases 0.000 abstract description 3
230000036506 anxiety Effects 0.000 abstract description 3
229940079593 drug Drugs 0.000 abstract description 3
239000003814 drug Substances 0.000 abstract description 3
206010015037 epilepsy Diseases 0.000 abstract description 3
239000002855 microbicide agent Substances 0.000 abstract description 3
238000001228 spectrum Methods 0.000 abstract description 3
230000005284 excitation Effects 0.000 abstract description 2
125000001309 chloro group Chemical group Cl* 0.000 description 307
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 64
239000004480 active ingredient Substances 0.000 description 63
241000196324 Embryophyta Species 0.000 description 36
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 36
125000001246 bromo group Chemical group Br* 0.000 description 33
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 29
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 28
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 26
238000006243 chemical reaction Methods 0.000 description 24
239000011572 manganese Substances 0.000 description 24
239000003921 oil Substances 0.000 description 24
229910021591 Copper(I) chloride Inorganic materials 0.000 description 23
239000013543 active substance Substances 0.000 description 23
235000019198 oils Nutrition 0.000 description 23
OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 22
239000002904 solvent Substances 0.000 description 22
229920001223 polyethylene glycol Polymers 0.000 description 21
239000011347 resin Substances 0.000 description 21
229920005989 resin Polymers 0.000 description 21
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 20
235000014113 dietary fatty acids Nutrition 0.000 description 20
239000000194 fatty acid Substances 0.000 description 20
229930195729 fatty acid Natural products 0.000 description 20
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 18
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 17
IXCSERBJSXMMFS-UHFFFAOYSA-N hcl hcl Chemical compound Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 17
239000000243 solution Substances 0.000 description 17
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 16
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 16
239000002202 Polyethylene glycol Substances 0.000 description 16
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Substances [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 15
239000007921 spray Substances 0.000 description 15
239000000725 suspension Substances 0.000 description 15
239000000126 substance Substances 0.000 description 14
229920002472 Starch Polymers 0.000 description 13
238000001816 cooling Methods 0.000 description 13
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Substances [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 13
239000003826 tablet Substances 0.000 description 13
239000000454 talc Substances 0.000 description 13
229910052623 talc Inorganic materials 0.000 description 13
235000012222 talc Nutrition 0.000 description 13
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 12
239000002585 base Substances 0.000 description 12
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 12
239000008187 granular material Substances 0.000 description 12
229910052938 sodium sulfate Inorganic materials 0.000 description 12
235000011152 sodium sulphate Nutrition 0.000 description 12
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 12
239000000825 pharmaceutical preparation Substances 0.000 description 11
239000000741 silica gel Substances 0.000 description 11
229910002027 silica gel Inorganic materials 0.000 description 11
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
239000000839 emulsion Substances 0.000 description 10
238000001704 evaporation Methods 0.000 description 10
230000008020 evaporation Effects 0.000 description 10
238000009472 formulation Methods 0.000 description 10
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
239000000843 powder Substances 0.000 description 10
239000011541 reaction mixture Substances 0.000 description 10
235000019698 starch Nutrition 0.000 description 10
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 9
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 9
239000006071 cream Substances 0.000 description 9
150000004665 fatty acids Chemical class 0.000 description 9
239000008101 lactose Substances 0.000 description 9
BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 9
239000005995 Aluminium silicate Substances 0.000 description 8
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
235000012211 aluminium silicate Nutrition 0.000 description 8
230000015572 biosynthetic process Effects 0.000 description 8
238000009835 boiling Methods 0.000 description 8
239000013078 crystal Substances 0.000 description 8
239000003480 eluent Substances 0.000 description 8
239000003995 emulsifying agent Substances 0.000 description 8
235000019441 ethanol Nutrition 0.000 description 8
235000019359 magnesium stearate Nutrition 0.000 description 8
239000012071 phase Substances 0.000 description 8
150000003254 radicals Chemical group 0.000 description 8
239000011734 sodium Substances 0.000 description 8
239000008107 starch Substances 0.000 description 8
238000003786 synthesis reaction Methods 0.000 description 8
230000009885 systemic effect Effects 0.000 description 8
239000008096 xylene Substances 0.000 description 8
XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
240000005979 Hordeum vulgare Species 0.000 description 7
239000005662 Paraffin oil Substances 0.000 description 7
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
239000002775 capsule Substances 0.000 description 7
230000000694 effects Effects 0.000 description 7
239000000284 extract Substances 0.000 description 7
239000004615 ingredient Substances 0.000 description 7
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 7
150000002576 ketones Chemical class 0.000 description 7
239000002689 soil Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
150000007513 acids Chemical class 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
150000002009 diols Chemical class 0.000 description 6
150000002191 fatty alcohols Chemical class 0.000 description 6
235000011187 glycerol Nutrition 0.000 description 6
IRHTZOCLLONTOC-UHFFFAOYSA-N hexacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCO IRHTZOCLLONTOC-UHFFFAOYSA-N 0.000 description 6
238000005907 ketalization reaction Methods 0.000 description 6
238000002156 mixing Methods 0.000 description 6
239000002674 ointment Substances 0.000 description 6
239000003208 petroleum Substances 0.000 description 6
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
239000000047 product Substances 0.000 description 6
FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 6
238000003756 stirring Methods 0.000 description 6
WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 5
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
235000021355 Stearic acid Nutrition 0.000 description 5
241000209140 Triticum Species 0.000 description 5
239000003513 alkali Substances 0.000 description 5
229910052783 alkali metal Inorganic materials 0.000 description 5
150000004945 aromatic hydrocarbons Chemical class 0.000 description 5
230000003197 catalytic effect Effects 0.000 description 5
229960000541 cetyl alcohol Drugs 0.000 description 5
239000012141 concentrate Substances 0.000 description 5
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
229930195733 hydrocarbon Natural products 0.000 description 5
150000002430 hydrocarbons Chemical class 0.000 description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
229940068917 polyethylene glycols Drugs 0.000 description 5
238000010992 reflux Methods 0.000 description 5
239000000600 sorbitol Substances 0.000 description 5
235000010356 sorbitol Nutrition 0.000 description 5
239000008117 stearic acid Substances 0.000 description 5
FLPJVCMIKUWSDR-UHFFFAOYSA-N 2-(4-formylphenoxy)acetamide Chemical compound NC(=O)COC1=CC=C(C=O)C=C1 FLPJVCMIKUWSDR-UHFFFAOYSA-N 0.000 description 4
HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 4
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
244000105624 Arachis hypogaea Species 0.000 description 4
206010017533 Fungal infection Diseases 0.000 description 4
208000031888 Mycoses Diseases 0.000 description 4
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
244000046052 Phaseolus vulgaris Species 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
229920001214 Polysorbate 60 Polymers 0.000 description 4
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 4
230000001773 anti-convulsant effect Effects 0.000 description 4
239000001961 anticonvulsive agent Substances 0.000 description 4
229960003965 antiepileptics Drugs 0.000 description 4
239000011230 binding agent Substances 0.000 description 4
239000004359 castor oil Substances 0.000 description 4
235000019438 castor oil Nutrition 0.000 description 4
150000001768 cations Chemical class 0.000 description 4
229940074979 cetyl palmitate Drugs 0.000 description 4
238000000576 coating method Methods 0.000 description 4
238000004440 column chromatography Methods 0.000 description 4
235000008504 concentrate Nutrition 0.000 description 4
239000012043 crude product Substances 0.000 description 4
238000010790 dilution Methods 0.000 description 4
239000012895 dilution Substances 0.000 description 4
239000008298 dragée Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
239000003925 fat Substances 0.000 description 4
235000019197 fats Nutrition 0.000 description 4
239000006260 foam Substances 0.000 description 4
229920000159 gelatin Polymers 0.000 description 4
235000019322 gelatine Nutrition 0.000 description 4
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
PXDJXZJSCPSGGI-UHFFFAOYSA-N hexadecanoic acid hexadecyl ester Natural products CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC PXDJXZJSCPSGGI-UHFFFAOYSA-N 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 4
208000015181 infectious disease Diseases 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000000463 material Substances 0.000 description 4
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
239000011707 mineral Substances 0.000 description 4
235000010755 mineral Nutrition 0.000 description 4
150000007522 mineralic acids Chemical class 0.000 description 4
239000002736 nonionic surfactant Substances 0.000 description 4
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
150000007524 organic acids Chemical class 0.000 description 4
235000005985 organic acids Nutrition 0.000 description 4
239000003755 preservative agent Substances 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000003381 stabilizer Substances 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
235000000346 sugar Nutrition 0.000 description 4
150000005846 sugar alcohols Polymers 0.000 description 4
238000012360 testing method Methods 0.000 description 4
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
229940100445 wheat starch Drugs 0.000 description 4
NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
241000221787 Erysiphe Species 0.000 description 3
108010010803 Gelatin Proteins 0.000 description 3
235000007340 Hordeum vulgare Nutrition 0.000 description 3
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 3
229920001732 Lignosulfonate Polymers 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
241000221300 Puccinia Species 0.000 description 3
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical group OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 3
235000021307 Triticum Nutrition 0.000 description 3
150000001335 aliphatic alkanes Chemical class 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
229910052784 alkaline earth metal Inorganic materials 0.000 description 3
125000003342 alkenyl group Chemical group 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 3
229910052791 calcium Inorganic materials 0.000 description 3
239000011575 calcium Substances 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
239000001768 carboxy methyl cellulose Substances 0.000 description 3
235000010980 cellulose Nutrition 0.000 description 3
229920002678 cellulose Polymers 0.000 description 3
239000001913 cellulose Substances 0.000 description 3
235000013339 cereals Nutrition 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
239000003240 coconut oil Substances 0.000 description 3
235000019864 coconut oil Nutrition 0.000 description 3
235000013399 edible fruits Nutrition 0.000 description 3
238000005516 engineering process Methods 0.000 description 3
239000003205 fragrance Substances 0.000 description 3
239000008273 gelatin Substances 0.000 description 3
229940014259 gelatin Drugs 0.000 description 3
235000011852 gelatine desserts Nutrition 0.000 description 3
150000008282 halocarbons Chemical class 0.000 description 3
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
238000011534 incubation Methods 0.000 description 3
239000012442 inert solvent Substances 0.000 description 3
239000000543 intermediate Substances 0.000 description 3
229910052740 iodine Inorganic materials 0.000 description 3
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 3
238000007911 parenteral administration Methods 0.000 description 3
229940093429 polyethylene glycol 6000 Drugs 0.000 description 3
229920000151 polyglycol Polymers 0.000 description 3
239000010695 polyglycol Substances 0.000 description 3
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 3
239000001267 polyvinylpyrrolidone Substances 0.000 description 3
229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
229910000027 potassium carbonate Inorganic materials 0.000 description 3
229920006395 saturated elastomer Polymers 0.000 description 3
239000000377 silicon dioxide Substances 0.000 description 3
229920002545 silicone oil Polymers 0.000 description 3
235000011076 sorbitan monostearate Nutrition 0.000 description 3
239000001587 sorbitan monostearate Substances 0.000 description 3
229940035048 sorbitan monostearate Drugs 0.000 description 3
150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
150000003626 triacylglycerols Chemical class 0.000 description 3
229940099259 vaseline Drugs 0.000 description 3
239000004563 wettable powder Substances 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
OMLMUODZKURBPS-UHFFFAOYSA-N 2-[[2-[4-(2-chlorophenoxy)phenyl]-4-ethyl-1,3-dioxolan-2-yl]methyl]-1h-imidazole Chemical compound O1C(CC)COC1(C=1C=CC(OC=2C(=CC=CC=2)Cl)=CC=1)CC1=NC=CN1 OMLMUODZKURBPS-UHFFFAOYSA-N 0.000 description 2
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
235000001674 Agaricus brunnescens Nutrition 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
235000016068 Berberis vulgaris Nutrition 0.000 description 2
241000335053 Beta vulgaris Species 0.000 description 2
241001465180 Botrytis Species 0.000 description 2
125000004399 C1-C4 alkenyl group Chemical group 0.000 description 2
229910021532 Calcite Inorganic materials 0.000 description 2
229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
241001157813 Cercospora Species 0.000 description 2
235000013162 Cocos nucifera Nutrition 0.000 description 2
244000060011 Cocos nucifera Species 0.000 description 2
240000008067 Cucumis sativus Species 0.000 description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
239000004166 Lanolin Substances 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
244000070406 Malus silvestris Species 0.000 description 2
229920000168 Microcrystalline cellulose Polymers 0.000 description 2
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
240000007594 Oryza sativa Species 0.000 description 2
235000007164 Oryza sativa Nutrition 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
206010037888 Rash pustular Diseases 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
229920002125 Sokalan® Polymers 0.000 description 2
240000006394 Sorghum bicolor Species 0.000 description 2
241000317942 Venturia <ichneumonid wasp> Species 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
239000000853 adhesive Substances 0.000 description 2
230000001070 adhesive effect Effects 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
239000003945 anionic surfactant Substances 0.000 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
229960000892 attapulgite Drugs 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
235000013871 bee wax Nutrition 0.000 description 2
239000012166 beeswax Substances 0.000 description 2
229940092714 benzenesulfonic acid Drugs 0.000 description 2
125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 description 2
239000001506 calcium phosphate Substances 0.000 description 2
150000004649 carbonic acid derivatives Chemical class 0.000 description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
239000008112 carboxymethyl-cellulose Substances 0.000 description 2
239000003093 cationic surfactant Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
238000011161 development Methods 0.000 description 2
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
201000010099 disease Diseases 0.000 description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
229940071161 dodecylbenzenesulfonate Drugs 0.000 description 2
239000010685 fatty oil Substances 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
239000003337 fertilizer Substances 0.000 description 2
239000000945 filler Substances 0.000 description 2
239000012467 final product Substances 0.000 description 2
239000000417 fungicide Substances 0.000 description 2
239000007903 gelatin capsule Substances 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
238000000227 grinding Methods 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
230000026030 halogenation Effects 0.000 description 2
238000005658 halogenation reaction Methods 0.000 description 2
239000003906 humectant Substances 0.000 description 2
150000004678 hydrides Chemical class 0.000 description 2
229940071870 hydroiodic acid Drugs 0.000 description 2
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 2
238000001727 in vivo Methods 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
229960002216 methylparaben Drugs 0.000 description 2
229940016286 microcrystalline cellulose Drugs 0.000 description 2
235000019813 microcrystalline cellulose Nutrition 0.000 description 2
239000008108 microcrystalline cellulose Substances 0.000 description 2
210000003097 mucus Anatomy 0.000 description 2
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
229910017604 nitric acid Inorganic materials 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
229910052625 palygorskite Inorganic materials 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
239000008194 pharmaceutical composition Substances 0.000 description 2
235000021317 phosphate Nutrition 0.000 description 2
150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
229920000136 polysorbate Polymers 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
238000000746 purification Methods 0.000 description 2
208000029561 pustule Diseases 0.000 description 2
239000000376 reactant Substances 0.000 description 2
235000009566 rice Nutrition 0.000 description 2
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
235000012239 silicon dioxide Nutrition 0.000 description 2
239000000344 soap Substances 0.000 description 2
239000012312 sodium hydride Substances 0.000 description 2
229910000104 sodium hydride Inorganic materials 0.000 description 2
235000009518 sodium iodide Nutrition 0.000 description 2
238000009331 sowing Methods 0.000 description 2
235000020354 squash Nutrition 0.000 description 2
239000007858 starting material Substances 0.000 description 2
150000003871 sulfonates Chemical class 0.000 description 2
150000003460 sulfonic acids Chemical class 0.000 description 2
239000000829 suppository Substances 0.000 description 2
239000002511 suppository base Substances 0.000 description 2
239000004546 suspension concentrate Substances 0.000 description 2
230000000699 topical effect Effects 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
239000001993 wax Substances 0.000 description 2
239000011701 zinc Substances 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 description 1
DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 1
SKDFWEPBABSFMG-UHFFFAOYSA-N 1,2-dichloro-1,1-difluoroethane Chemical compound FC(F)(Cl)CCl SKDFWEPBABSFMG-UHFFFAOYSA-N 0.000 description 1
IQXJCCZJOIKIAD-UHFFFAOYSA-N 1-(2-methoxyethoxy)hexadecane Chemical compound CCCCCCCCCCCCCCCCOCCOC IQXJCCZJOIKIAD-UHFFFAOYSA-N 0.000 description 1
IDXJBIAXULSNJA-UHFFFAOYSA-N 1-[[2-(4-phenoxyphenyl)-1,3-dioxan-2-yl]methyl]-1,2,4-triazole Chemical compound O1CCCOC1(C=1C=CC(OC=2C=CC=CC=2)=CC=1)CN1C=NC=N1 IDXJBIAXULSNJA-UHFFFAOYSA-N 0.000 description 1
TZGFQIXRVUHDLE-UHFFFAOYSA-N 1-chloro-2-nitro-4-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=CC=C1Cl TZGFQIXRVUHDLE-UHFFFAOYSA-N 0.000 description 1
IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
YNCPXBIZAPNQIJ-UHFFFAOYSA-N 1h-imidazole;sodium Chemical compound [Na].C1=CNC=N1 YNCPXBIZAPNQIJ-UHFFFAOYSA-N 0.000 description 1
KBLAMUYRMZPYLS-UHFFFAOYSA-N 2,3-bis(2-methylpropyl)naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 KBLAMUYRMZPYLS-UHFFFAOYSA-N 0.000 description 1
JCRNSBKSAQHNIN-UHFFFAOYSA-N 2,4-dibutylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(CCCC)=CC(CCCC)=C21 JCRNSBKSAQHNIN-UHFFFAOYSA-N 0.000 description 1
PIVQOLRJROCTMB-UHFFFAOYSA-N 2-(bromomethyl)-2,4-diphenyl-1,3-dioxolane Chemical compound O1C(CBr)(C=2C=CC=CC=2)OCC1C1=CC=CC=C1 PIVQOLRJROCTMB-UHFFFAOYSA-N 0.000 description 1
WIUNZHRFZHXCKW-UHFFFAOYSA-N 2-(bromomethyl)-4-methyl-2-(4-phenoxyphenyl)-1,3-dioxane Chemical compound O1C(C)CCOC1(CBr)C(C=C1)=CC=C1OC1=CC=CC=C1 WIUNZHRFZHXCKW-UHFFFAOYSA-N 0.000 description 1
KJUNVBSMCCDGCL-UHFFFAOYSA-N 2-[[2-[4-(2,4-dimethylphenoxy)phenyl]-4-ethyl-1,3-dioxolan-2-yl]methyl]-1h-imidazole Chemical compound O1C(CC)COC1(C=1C=CC(OC=2C(=CC(C)=CC=2)C)=CC=1)CC1=NC=CN1 KJUNVBSMCCDGCL-UHFFFAOYSA-N 0.000 description 1
CQMMDEJDZIVXAN-UHFFFAOYSA-N 2-[[2-[4-(4-chlorophenoxy)phenyl]-4-ethyl-1,3-dioxolan-2-yl]methyl]-1h-imidazole Chemical compound O1C(CC)COC1(C=1C=CC(OC=2C=CC(Cl)=CC=2)=CC=1)CC1=NC=CN1 CQMMDEJDZIVXAN-UHFFFAOYSA-N 0.000 description 1
RSZOQUJOVPTYJC-UHFFFAOYSA-N 2-[[2-[4-(4-fluorophenoxy)phenyl]-4,5-dimethyl-1,3-dioxolan-2-yl]methyl]-1H-imidazole Chemical compound FC1=CC=C(OC2=CC=C(C=C2)C2(OC(C(O2)C)C)CC=2NC=CN2)C=C1 RSZOQUJOVPTYJC-UHFFFAOYSA-N 0.000 description 1
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical class CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
PXACTUVBBMDKRW-UHFFFAOYSA-N 4-bromobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Br)C=C1 PXACTUVBBMDKRW-UHFFFAOYSA-N 0.000 description 1
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
RGUKYNXWOWSRET-UHFFFAOYSA-N 4-pyrrolidin-1-ylpyridine Chemical compound C1CCCN1C1=CC=NC=C1 RGUKYNXWOWSRET-UHFFFAOYSA-N 0.000 description 1
RJCHCFQTUKAYAA-UHFFFAOYSA-N 5-[[2-amino-5-[(4-methoxyphenyl)methyl]-3-methylimidazol-4-yl]methyl]-2-methoxybenzene-1,3-diol Chemical compound C1=CC(OC)=CC=C1CC1=C(CC=2C=C(O)C(OC)=C(O)C=2)N(C)C(=N)N1 RJCHCFQTUKAYAA-UHFFFAOYSA-N 0.000 description 1
229920001817 Agar Polymers 0.000 description 1
241000223600 Alternaria Species 0.000 description 1
244000144725 Amygdalus communis Species 0.000 description 1
241000235349 Ascomycota Species 0.000 description 1
244000003416 Asparagus officinalis Species 0.000 description 1
235000005340 Asparagus officinalis Nutrition 0.000 description 1
241001225321 Aspergillus fumigatus Species 0.000 description 1
241000416162 Astragalus gummifer Species 0.000 description 1
235000007319 Avena orientalis Nutrition 0.000 description 1
244000075850 Avena orientalis Species 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
239000004604 Blowing Agent Substances 0.000 description 1
241001480061 Blumeria graminis Species 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
241000123650 Botrytis cinerea Species 0.000 description 1
241000167854 Bourreria succulenta Species 0.000 description 1
244000056139 Brassica cretica Species 0.000 description 1
235000003351 Brassica cretica Nutrition 0.000 description 1
240000002791 Brassica napus Species 0.000 description 1
240000007124 Brassica oleracea Species 0.000 description 1
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
235000003343 Brassica rupestris Nutrition 0.000 description 1
235000004977 Brassica sinapistrum Nutrition 0.000 description 1
238000006418 Brown reaction Methods 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
241000222122 Candida albicans Species 0.000 description 1
235000002566 Capsicum Nutrition 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
241000700199 Cavia porcellus Species 0.000 description 1
241000251730 Chondrichthyes Species 0.000 description 1
241000723346 Cinnamomum camphora Species 0.000 description 1
235000005979 Citrus limon Nutrition 0.000 description 1
244000131522 Citrus pyriformis Species 0.000 description 1
240000000560 Citrus x paradisi Species 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
240000000491 Corchorus aestuans Species 0.000 description 1
235000011777 Corchorus aestuans Nutrition 0.000 description 1
235000010862 Corchorus capsularis Nutrition 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000219112 Cucumis Species 0.000 description 1
235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
235000009849 Cucumis sativus Nutrition 0.000 description 1
235000009854 Cucurbita moschata Nutrition 0.000 description 1
240000001980 Cucurbita pepo Species 0.000 description 1
235000009852 Cucurbita pepo Nutrition 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
235000002767 Daucus carota Nutrition 0.000 description 1
244000000626 Daucus carota Species 0.000 description 1
229920002307 Dextran Polymers 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 description 1
HYTRYEXINDDXJK-UHFFFAOYSA-N Ethyl isopropyl ketone Chemical compound CCC(=O)C(C)C HYTRYEXINDDXJK-UHFFFAOYSA-N 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
240000009088 Fragaria x ananassa Species 0.000 description 1
239000001828 Gelatine Substances 0.000 description 1
241000208150 Geraniaceae Species 0.000 description 1
PVNIQBQSYATKKL-UHFFFAOYSA-N Glycerol trihexadecanoate Natural products CCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC PVNIQBQSYATKKL-UHFFFAOYSA-N 0.000 description 1
241000208818 Helianthus Species 0.000 description 1
235000003222 Helianthus annuus Nutrition 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
241000238631 Hexapoda Species 0.000 description 1
235000008694 Humulus lupulus Nutrition 0.000 description 1
244000025221 Humulus lupulus Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
235000003228 Lactuca sativa Nutrition 0.000 description 1
240000008415 Lactuca sativa Species 0.000 description 1
241000218195 Lauraceae Species 0.000 description 1
240000004322 Lens culinaris Species 0.000 description 1
235000014647 Lens culinaris subsp culinaris Nutrition 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
235000004431 Linum usitatissimum Nutrition 0.000 description 1
240000006240 Linum usitatissimum Species 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
244000081841 Malus domestica Species 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
241000893980 Microsporum canis Species 0.000 description 1
241001518729 Monilinia Species 0.000 description 1
240000005561 Musa balbisiana Species 0.000 description 1
235000018290 Musa x paradisiaca Nutrition 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
229910002651 NO3 Inorganic materials 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
241000207836 Olea <angiosperm> Species 0.000 description 1
240000001090 Papaver somniferum Species 0.000 description 1
235000008753 Papaver somniferum Nutrition 0.000 description 1
241000315044 Passalora arachidicola Species 0.000 description 1
244000025272 Persea americana Species 0.000 description 1
235000008673 Persea americana Nutrition 0.000 description 1
239000004264 Petrolatum Substances 0.000 description 1
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
241000758706 Piperaceae Species 0.000 description 1
240000004713 Pisum sativum Species 0.000 description 1
235000010582 Pisum sativum Nutrition 0.000 description 1
241000896242 Podosphaera Species 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
240000005809 Prunus persica Species 0.000 description 1
235000006040 Prunus persica var persica Nutrition 0.000 description 1
241000221301 Puccinia graminis Species 0.000 description 1
241000220324 Pyrus Species 0.000 description 1
235000004443 Ricinus communis Nutrition 0.000 description 1
241000283984 Rodentia Species 0.000 description 1
240000007651 Rubus glaucus Species 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
235000007238 Secale cereale Nutrition 0.000 description 1
244000082988 Secale cereale Species 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
241001533598 Septoria Species 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
239000004141 Sodium laurylsulphate Substances 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 1
239000004147 Sorbitan trioleate Substances 0.000 description 1
PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 1
235000011684 Sorghum saccharatum Nutrition 0.000 description 1
208000005392 Spasm Diseases 0.000 description 1
235000009337 Spinacia oleracea Nutrition 0.000 description 1
244000300264 Spinacia oleracea Species 0.000 description 1
241001085826 Sporotrichum Species 0.000 description 1
VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
244000299461 Theobroma cacao Species 0.000 description 1
235000009470 Theobroma cacao Nutrition 0.000 description 1
229920001615 Tragacanth Polymers 0.000 description 1
241000223229 Trichophyton rubrum Species 0.000 description 1
241000510929 Uncinula Species 0.000 description 1
244000078534 Vaccinium myrtillus Species 0.000 description 1
241000228452 Venturia inaequalis Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
FGUZFFWTBWJBIL-XWVZOOPGSA-N [(1r)-1-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)O[C@H](CO)[C@H]1OC[C@H](O)[C@H]1O FGUZFFWTBWJBIL-XWVZOOPGSA-N 0.000 description 1
SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000001785 acacia senegal l. willd gum Substances 0.000 description 1
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
229940081735 acetylcellulose Drugs 0.000 description 1
230000000274 adsorptive effect Effects 0.000 description 1
239000008272 agar Substances 0.000 description 1
235000010419 agar Nutrition 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
239000000783 alginic acid Substances 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
229960001126 alginic acid Drugs 0.000 description 1
150000004781 alginic acids Chemical class 0.000 description 1
229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
150000008041 alkali metal carbonates Chemical class 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
150000004791 alkyl magnesium halides Chemical class 0.000 description 1
125000005278 alkyl sulfonyloxy group Chemical group 0.000 description 1
235000020224 almond Nutrition 0.000 description 1
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
230000003561 anti-manic effect Effects 0.000 description 1
230000001857 anti-mycotic effect Effects 0.000 description 1
229910052787 antimony Inorganic materials 0.000 description 1
235000021016 apples Nutrition 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229940091771 aspergillus fumigatus Drugs 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
150000008107 benzenesulfonic acids Chemical class 0.000 description 1
BCOZLGOHQFNXBI-UHFFFAOYSA-M benzyl-bis(2-chloroethyl)-ethylazanium;bromide Chemical compound [Br-].ClCC[N+](CC)(CCCl)CC1=CC=CC=C1 BCOZLGOHQFNXBI-UHFFFAOYSA-M 0.000 description 1
235000021028 berry Nutrition 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
235000021029 blackberry Nutrition 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
239000011449 brick Substances 0.000 description 1
230000001680 brushing effect Effects 0.000 description 1
BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229940105847 calamine Drugs 0.000 description 1
FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 description 1
235000011010 calcium phosphates Nutrition 0.000 description 1
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
235000013539 calcium stearate Nutrition 0.000 description 1
239000008116 calcium stearate Substances 0.000 description 1
229960000846 camphor Drugs 0.000 description 1
229930008380 camphor Natural products 0.000 description 1
229940095731 candida albicans Drugs 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
239000012876 carrier material Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
229950009789 cetomacrogol 1000 Drugs 0.000 description 1
235000019693 cherries Nutrition 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
235000016213 coffee Nutrition 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
239000002131 composite material Substances 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
150000004696 coordination complex Chemical class 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
239000003599 detergent Substances 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical group [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical group CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
235000019700 dicalcium phosphate Nutrition 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
229940087091 dichlorotetrafluoroethane Drugs 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
229940043264 dodecyl sulfate Drugs 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
239000003937 drug carrier Substances 0.000 description 1
239000000428 dust Substances 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
238000004945 emulsification Methods 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
239000002702 enteric coating Substances 0.000 description 1
238000009505 enteric coating Methods 0.000 description 1
125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
NBEMQPLNBYYUAZ-UHFFFAOYSA-N ethyl acetate;propan-2-one Chemical compound CC(C)=O.CCOC(C)=O NBEMQPLNBYYUAZ-UHFFFAOYSA-N 0.000 description 1
LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
229940093471 ethyl oleate Drugs 0.000 description 1
150000005452 ethyl sulfates Chemical class 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000011049 filling Methods 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
239000008098 formaldehyde solution Substances 0.000 description 1
NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
210000004051 gastric juice Anatomy 0.000 description 1
125000003827 glycol group Chemical group 0.000 description 1
238000005469 granulation Methods 0.000 description 1
230000003179 granulation Effects 0.000 description 1
230000035876 healing Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
239000000017 hydrogel Substances 0.000 description 1
239000010512 hydrogenated peanut oil Substances 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
150000002440 hydroxy compounds Chemical class 0.000 description 1
229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 description 1
229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 description 1
239000005457 ice water Substances 0.000 description 1
238000005286 illumination Methods 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
239000011630 iodine Substances 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000002372 labelling Methods 0.000 description 1
239000004922 lacquer Substances 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
235000019388 lanolin Nutrition 0.000 description 1
235000021374 legumes Nutrition 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
230000000670 limiting effect Effects 0.000 description 1
239000012280 lithium aluminium hydride Substances 0.000 description 1
238000012792 lyophilization process Methods 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
235000009973 maize Nutrition 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000001630 malic acid Substances 0.000 description 1
235000011090 malic acid Nutrition 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
239000000155 melt Substances 0.000 description 1
230000006996 mental state Effects 0.000 description 1
125000005905 mesyloxy group Chemical group 0.000 description 1
229910052987 metal hydride Inorganic materials 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
150000005451 methyl sulfates Chemical class 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
229960002900 methylcellulose Drugs 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
230000002906 microbiologic effect Effects 0.000 description 1
239000003750 molluscacide Substances 0.000 description 1
230000002013 molluscicidal effect Effects 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
235000010460 mustard Nutrition 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
230000001069 nematicidal effect Effects 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
150000002823 nitrates Chemical class 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000000269 nucleophilic effect Effects 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
CKQVRZJOMJRTOY-UHFFFAOYSA-N octadecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O CKQVRZJOMJRTOY-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
UYDLBVPAAFVANX-UHFFFAOYSA-N octylphenoxy polyethoxyethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCO)C=C1 UYDLBVPAAFVANX-UHFFFAOYSA-N 0.000 description 1
239000003791 organic solvent mixture Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
239000006072 paste Substances 0.000 description 1
244000052769 pathogen Species 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
235000020232 peanut Nutrition 0.000 description 1
235000021017 pears Nutrition 0.000 description 1
WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
229940066842 petrolatum Drugs 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000000049 pigment Substances 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
235000021018 plums Nutrition 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000223 polyglycerol Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229950008882 polysorbate Drugs 0.000 description 1
229940113124 polysorbate 60 Drugs 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229920001592 potato starch Polymers 0.000 description 1
229940116317 potato starch Drugs 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000003380 propellant Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Chemical group CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
229960003415 propylparaben Drugs 0.000 description 1
239000008262 pumice Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
235000021013 raspberries Nutrition 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
229940100486 rice starch Drugs 0.000 description 1
239000004576 sand Substances 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000028327 secretion Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
MDUSUFIKBUMDTJ-UHFFFAOYSA-N sodium;1h-1,2,4-triazole Chemical compound [Na].C=1N=CNN=1 MDUSUFIKBUMDTJ-UHFFFAOYSA-N 0.000 description 1
GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
NWZBFJYXRGSRGD-UHFFFAOYSA-M sodium;octadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O NWZBFJYXRGSRGD-UHFFFAOYSA-M 0.000 description 1
239000007901 soft capsule Substances 0.000 description 1
229940057429 sorbitan isostearate Drugs 0.000 description 1
229950004959 sorbitan oleate Drugs 0.000 description 1
229960005078 sorbitan sesquioleate Drugs 0.000 description 1
229950011392 sorbitan stearate Drugs 0.000 description 1
235000019337 sorbitan trioleate Nutrition 0.000 description 1
229960000391 sorbitan trioleate Drugs 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000004575 stone Substances 0.000 description 1
235000021012 strawberries Nutrition 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid group Chemical class S(N)(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
239000003760 tallow Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
238000011200 topical administration Methods 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000011573 trace mineral Substances 0.000 description 1
235000013619 trace mineral Nutrition 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
229940078499 tricalcium phosphate Drugs 0.000 description 1
229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
235000019731 tricalcium phosphate Nutrition 0.000 description 1
125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
229910052727 yttrium Inorganic materials 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
CPYIZQLXMGRKSW-UHFFFAOYSA-N zinc;iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+3].[Fe+3].[Zn+2] CPYIZQLXMGRKSW-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)
Luminescent Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Hydrogenated Pyridines (AREA)

DD82239803A 1981-05-12 1982-05-12 Agrochemisches schaedlingsbekaempfungsmittel DD207143A5 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH306681		1981-05-12
CH242882		1982-04-21

Publications (1)

Publication Number	Publication Date
DD207143A5 true DD207143A5 (de)	1984-02-22

Family

ID=25690423

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
DD82239803A DD207143A5 (de)	1981-05-12	1982-05-12	Agrochemisches schaedlingsbekaempfungsmittel
DD255958A DD212039A1 (de)	1981-05-12	1982-05-12	Verfahren zur herstellung neuer arylphenylether-derivate

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
DD255958A DD212039A1 (de)	1981-05-12	1982-05-12	Verfahren zur herstellung neuer arylphenylether-derivate

Country Status (25)

Country	Link
EP (1)	EP0065485B1 (fr)
KR (1)	KR870001021B1 (fr)
AR (4)	AR241224A1 (fr)
AU (1)	AU562239B2 (fr)
BG (1)	BG60715B2 (fr)
CA (1)	CA1192203A (fr)
CS (1)	CS241507B2 (fr)
DD (2)	DD207143A5 (fr)
DE (1)	DE3280151D1 (fr)
DK (1)	DK157866C (fr)
ES (5)	ES8307797A1 (fr)
FI (1)	FI77458C (fr)
GB (1)	GB2098607B (fr)
GR (1)	GR76419B (fr)
HU (1)	HU189136B (fr)
IE (1)	IE53225B1 (fr)
IL (1)	IL65728A (fr)
MA (1)	MA19470A1 (fr)
NO (1)	NO160580C (fr)
NZ (1)	NZ200581A (fr)
OA (1)	OA07097A (fr)
PH (1)	PH21917A (fr)
PL (5)	PL138255B1 (fr)
PT (1)	PT74872A (fr)
SU (2)	SU1178309A3 (fr)

Families Citing this family (59)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3144318A1 (de) *	1981-11-07	1983-05-19	Bayer Ag, 5090 Leverkusen	2-imidazolylmethyl-2-phenyl-1, 3-dioxolane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
FI834141A7 (fi) *	1982-11-16	1984-05-17	Ciba Geigy Ag	Foerfarande foer framstaellning av nya arylfenyleterderivat.
FI842502A7 (fi) *	1983-06-27	1984-12-28	Ciba Geigy Ag	Foerfarande foer framstaellning av nya 2-substituerade bensofuran derivat.
DE3404819A1 (de) *	1984-02-10	1985-08-14	Ludwig Heumann & Co GmbH, 8500 Nürnberg	Neue 1,3-dioxolanylderivate, verfahren zu ihrer herstellung, ihre verwendung und diese verbindungen enthaltendes arzneimittel
US4870094A (en) *	1984-05-02	1989-09-26	Uniroyal Chemical Company, Inc.	Substituted imidazoles and triazoles
US5039332A (en) *	1985-09-19	1991-08-13	Uniroyal Chemical Company, Inc.	Substituted oxathiolanes
IT1186784B (it) *	1985-11-04	1987-12-16	Montedison Spa	Azoliderivati ad attivita' antufungina
MY100575A (en) *	1985-11-22	1990-12-15	Ciba Geigy Ag	Microbicides
EP0296518A1 (fr) *	1987-06-22	1988-12-28	Ciba-Geigy Ag	Dérivés de phényléthers comme microbicide, procédé de leur préparation et leur application
ATE84668T1 (de) *	1988-08-04	1993-02-15	Ciba Geigy Ag	Mikrobizide mittel.
US5250559A (en) *	1988-11-18	1993-10-05	Ciba-Geigy Corporation	Microbicidal compositions
EP0443980A1 (fr) *	1990-01-25	1991-08-28	Ciba-Geigy Ag	Microbicides
ATE135161T1 (de) *	1990-11-20	1996-03-15	Ciba Geigy Ag	Fungizide mittel
DK0548025T3 (da) *	1991-12-19	1996-05-13	Ciba Geigy Ag	Mikrobicider
EP0556157B1 (fr) *	1992-02-13	1997-11-26	Novartis AG	Mélanges fongicides à base de fongicides triazoliques et de 4,6-diméthyl-N-phenyl-2-pyrimidinamine
DK0645091T3 (da) *	1993-09-24	1996-05-13	Basf Ag	Fungicide blandinger
US5741818A (en) *	1995-06-07	1998-04-21	University Of Saskatchewan	Semicarbazones having CNS activity and pharmaceutical preparations containing same
DE19521487A1 (de) *	1995-06-13	1996-12-19	Bayer Ag	Mercapto-triazolyl-dioxacycloalkane
NZ500590A (en)	1997-04-22	2001-11-30	Cocensys Inc	Carbocyclic and heterocyclic substituted semicarbazones and thiosemicarbazones and the use thereof
AU2003246635A1 (en) *	2002-07-10	2004-02-02	Basf Aktiengesellschaft	Fungicidal mixtures based on dithianon
CN100358855C (zh) *	2003-09-05	2008-01-02	江苏长青农化股份有限公司	4-(4-氯苯氧基)-2-氯苯基-甲基酮的一种生产方法
USD525473S1 (en) *	2004-02-05	2006-07-25	Koninklijke Philips Electronics, N.V.	Toaster
EP1744629B1 (fr)	2004-04-30	2012-12-05	Basf Se	Melanges fongicides
AU2007298999B2 (en)	2006-09-18	2013-11-07	Basf Se	Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
EP2258177A3 (fr)	2006-12-15	2011-11-09	Rohm and Haas Company	Mélanges contenant du methylcyclopropène
EP2109366A2 (fr)	2007-02-06	2009-10-21	Basf Se	Mélanges pesticides
US20100093715A1 (en)	2007-04-23	2010-04-15	Basf Se	Plant productivity enhancement by combining chemical agents with transgenic modifications
JP2010540495A (ja)	2007-09-26	2010-12-24	ビーエーエスエフソシエタス・ヨーロピア	ボスカリド及びクロロタロニルを含む三成分殺菌組成物
AU2010261822A1 (en) *	2009-06-18	2012-01-19	Basf Se	Triazole compounds carrying a sulfur substituent
WO2010146115A1 (fr)	2009-06-18	2010-12-23	Basf Se	Composés de triazole portant un substituant de soufre
WO2010146116A1 (fr)	2009-06-18	2010-12-23	Basf Se	Composés de triazole portant un substituant soufré
WO2010149758A1 (fr)	2009-06-25	2010-12-29	Basf Se	Dérivés de 1,2,4-triazole antifongiques
BR112012001001A2 (pt)	2009-07-14	2016-11-16	Basf Se	compositos azol das formulas i e ii, compostos das formulas i e i, compostos de formula ix, composição agricola, uso de um composto farmaceutica, metodo para tratar infecções de câncer ou virus para combater fungos zoopatigênicos ou humanopatogenicos
CN102640755A (zh) *	2009-07-22	2012-08-22	山东京博控股股份有限公司	一种杀虫、杀螨组合物
WO2011026796A1 (fr)	2009-09-01	2011-03-10	Basf Se	Mélanges fongicides synergiques contenant des lactylates et procédé de lutte contre des champignons phytopathogènes
CN102484997A (zh) *	2010-12-02	2012-06-06	江苏丘陵地区镇江农业科学研究所	防治葡萄病害的多用途杀菌剂
BR112013014913A2 (pt)	2010-12-20	2016-07-19	Basf Se	misturas pesticidas, composição pesticida ou parasiticida, método para proteger os vegetais do ataque ou da infestação por insetos, para o controle dos insetos, para o controle dos fungos fitopatogênicos prejudiciais, para a proteção dos vegetais dos fungos fitopatogênicos prejudiciais, para a proteção do material de propagação dos vegetais, para a proteção dos animais contra a infestação ou infecção por parasitas, para o tratamento dos aminais infectados ou infectados por parasitas e utilização
CN102060850B (zh) *	2011-01-12	2012-12-05	周保东	一种苯醚甲环唑的制备方法及精制方法
EP2481284A3 (fr)	2011-01-27	2012-10-17	Basf Se	Mélanges de pesticides
WO2012127009A1 (fr)	2011-03-23	2012-09-27	Basf Se	Compositions contenant des composés ioniques polymères comprenant des groupes imidazolium
CN103987261A (zh)	2011-09-02	2014-08-13	巴斯夫欧洲公司	包含芳基喹唑啉酮化合物的农业混合物
CN102432600B (zh) *	2011-11-14	2013-12-11	江苏澄扬作物科技有限公司	一种苯醚甲环唑的提纯方法
EP3646731A1 (fr)	2012-06-20	2020-05-06	Basf Se	Mélanges pesticides comprenant des composés de cyanosulfoximine
US20150257383A1 (en)	2012-10-12	2015-09-17	Basf Se	Method for combating phytopathogenic harmful microbes on cultivated plants or plant propagation material
EA030875B1 (ru)	2012-12-20	2018-10-31	Басф Агро Б.В.	Композиции, содержащие триазольное соединение
CN103073408A (zh) *	2013-01-06	2013-05-01	扬州市天平化工厂有限公司	二氯二苯醚酮的制备方法
EP2783569A1 (fr)	2013-03-28	2014-10-01	Basf Se	Compositions comprenant un composé de triazole
EP2835052A1 (fr)	2013-08-07	2015-02-11	Basf Se	Mélanges fongicides comprenant des pyrimidines fongicides
CA2923101A1 (fr)	2013-09-16	2015-03-19	Basf Se	Composes pyrimidines fongicides
WO2015036059A1 (fr)	2013-09-16	2015-03-19	Basf Se	Composés fongicides de pyrimidine
EP2979549A1 (fr)	2014-07-31	2016-02-03	Basf Se	Procédé pour améliorer la santé d'une plante
CA2963446A1 (fr)	2014-10-24	2016-04-28	Basf Se	Polymeres non ampholytes quaternarisables hydrosolubles pour modifier la charge superficielle de particules solides
PL3316692T3 (pl)	2015-07-02	2021-10-11	BASF Agro B.V.	Kompozycje owadobójcze zawierające związek triazolowy
CA3003065A1 (fr)	2015-10-27	2017-05-04	Bayer Cropscience Aktiengesellschaft	Composition contenant un phyto-protecteur, un fongicide et du metalaxyl
US20190281828A1 (en)	2016-09-22	2019-09-19	Bayer Cropscience Aktiengesellschaft	Novel triazole derivatives
CN109715621A (zh)	2016-09-22	2019-05-03	拜耳作物科学股份公司	新的三唑衍生物
EP3519404A1 (fr)	2016-09-29	2019-08-07	Bayer CropScience Aktiengesellschaft	Dérivés d'imidazolylméthyldioxolane à substitution en position 5 en tant que fongicides
US11185548B2 (en)	2016-12-23	2021-11-30	Helmholtz Zentrum Munchen—Deutsches Forschungszentrum Für Gesundheit Und Umwelt (Gmbh)	Inhibitors of cytochrome P450 family 7 subfamily B member 1 (CYP7B1) for use in treating diseases
CN107306965A (zh) *	2017-06-05	2017-11-03	江苏耕耘化学有限公司	四氢苯醚唑在制备农用杀菌剂或杀菌剂组合物中的应用及其制备方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3936470A (en) *	1975-01-27	1976-02-03	Janssen Pharmaceutica N.V.	1,3-Dioxolan-2-ylmethylimidazoles
US4101665A (en) *	1975-10-06	1978-07-18	Janssen Pharmaceutica N.V.	1-(2-Ar-4-aryloxymethyl-1,3-dioxolan-2-ylmethyl)imidazoles
US4160838A (en) *	1977-06-02	1979-07-10	Janssen Pharmaceutica N.V.	Antimicrobial and plant-growth-regulating triazole derivatives
IL61011A (en) *	1979-09-12	1985-07-31	Janssen Pharmaceutica Nv	Dioxolanyl-and dioxanyl-methazolium derivatives,their preparation and fungicidal compositions comprising them
CA1173449A (fr) *	1979-11-16	1984-08-28	Adolf Hubele	1-¬2-(4-diphenyl)ethyl\|-1h-azolylcetals
DE3018865A1 (de) *	1980-05-16	1981-11-26	Bayer Ag, 5090 Leverkusen	Antimikrobielle mittel
US4321272A (en) *	1980-08-25	1982-03-23	Syntex (U.S.A.) Inc.	Derivatives of substituted N-alkylimidazoles
DE3144318A1 (de) *	1981-11-07	1983-05-19	Bayer Ag, 5090 Leverkusen	2-imidazolylmethyl-2-phenyl-1, 3-dioxolane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide

1982
- 1982-05-05 FI FI821572A patent/FI77458C/fi not_active IP Right Cessation
- 1982-05-06 DE DE8282810193T patent/DE3280151D1/de not_active Expired - Lifetime
- 1982-05-06 EP EP82810193A patent/EP0065485B1/fr not_active Expired - Lifetime
- 1982-05-07 GB GB8213324A patent/GB2098607B/en not_active Expired
- 1982-05-10 IL IL65728A patent/IL65728A/xx not_active IP Right Cessation
- 1982-05-10 GR GR68119A patent/GR76419B/el unknown
- 1982-05-10 CA CA000402589A patent/CA1192203A/fr not_active Expired
- 1982-05-10 MA MA19676A patent/MA19470A1/fr unknown
- 1982-05-10 AR AR82289356A patent/AR241224A1/es active
- 1982-05-11 PL PL1982236376A patent/PL138255B1/pl unknown
- 1982-05-11 PL PL1982243095A patent/PL139118B1/pl unknown
- 1982-05-11 ES ES512067A patent/ES8307797A1/es not_active Expired
- 1982-05-11 OA OA57684A patent/OA07097A/fr unknown
- 1982-05-11 PL PL1982243097A patent/PL139117B1/pl unknown
- 1982-05-11 NO NO821560A patent/NO160580C/no not_active IP Right Cessation
- 1982-05-11 AU AU83584/82A patent/AU562239B2/en not_active Expired
- 1982-05-11 BG BG056607A patent/BG60715B2/xx unknown
- 1982-05-11 DK DK211582A patent/DK157866C/da not_active IP Right Cessation
- 1982-05-11 IE IE1128/82A patent/IE53225B1/en not_active IP Right Cessation
- 1982-05-11 PL PL1982243094A patent/PL138798B1/pl unknown
- 1982-05-11 HU HU821471A patent/HU189136B/hu unknown
- 1982-05-11 SU SU823441700A patent/SU1178309A3/ru active
- 1982-05-11 NZ NZ200581A patent/NZ200581A/en unknown
- 1982-05-11 PT PT74872A patent/PT74872A/pt unknown
- 1982-05-11 PL PL1982243096A patent/PL138797B1/pl unknown
- 1982-05-12 PH PH27284A patent/PH21917A/en unknown
- 1982-05-12 DD DD82239803A patent/DD207143A5/de not_active IP Right Cessation
- 1982-05-12 DD DD255958A patent/DD212039A1/xx not_active IP Right Cessation
- 1982-05-12 KR KR8202108A patent/KR870001021B1/ko not_active Expired
- 1982-05-12 CS CS823455A patent/CS241507B2/cs unknown
- 1982-12-27 SU SU823529008A patent/SU1436855A3/ru active
1983
- 1983-04-15 ES ES521525A patent/ES8500936A1/es not_active Expired
- 1983-04-15 ES ES521528A patent/ES521528A0/es active Granted
- 1983-04-15 ES ES521526A patent/ES8406470A1/es not_active Expired
- 1983-04-15 ES ES521527A patent/ES521527A0/es active Granted
- 1983-09-27 AR AR83294336A patent/AR241907A1/es active
- 1983-09-27 AR AR83294335A patent/AR241704A1/es active
- 1983-09-27 AR AR83294338A patent/AR244222A1/es active

Also Published As

Publication number	Publication date
NO160580B (no)	1989-01-23
AU8358482A (en)	1982-11-18
PL243094A1 (en)	1984-04-24
ES521526A0 (es)	1984-08-01
PL243096A1 (en)	1984-05-07
DK157866C (da)	1990-07-30
PL243097A1 (en)	1984-05-07
NO160580C (no)	1989-05-03
NO821560L (no)	1982-11-15
DD212039A1 (de)	1984-08-01
KR870001021B1 (ko)	1987-05-23
IE821128L (en)	1982-11-12
PT74872A (de)	1982-06-01
PL243095A1 (en)	1984-04-24
ES521525A0 (es)	1984-12-01
GR76419B (fr)	1984-08-10
IL65728A (en)	1985-05-31
EP0065485A2 (fr)	1982-11-24
IE53225B1 (en)	1988-09-14
CS241507B2 (en)	1986-03-13
AR241907A1 (es)	1993-01-29
SU1436855A3 (ru)	1988-11-07
EP0065485A3 (en)	1984-01-11
ES8500936A1 (es)	1984-12-01
PL138255B1 (en)	1986-08-30
IL65728A0 (en)	1982-08-31
FI77458B (fi)	1988-11-30
ES8406471A1 (es)	1984-08-01
GB2098607B (en)	1985-01-03
AR241704A1 (es)	1992-11-30
GB2098607A (en)	1982-11-24
NZ200581A (en)	1986-11-12
SU1178309A3 (ru)	1985-09-07
CS345582A2 (en)	1985-08-15
BG60715B2 (en)	1996-01-31
DK157866B (da)	1990-02-26
AR241224A1 (es)	1992-02-28
PL236376A1 (en)	1983-12-19
DK211582A (da)	1982-11-13
ES8406470A1 (es)	1984-08-01
ES8405789A1 (es)	1984-07-01
DE3280151D1 (de)	1990-05-23
KR830010104A (ko)	1983-12-26
AR244222A1 (es)	1993-10-29
PL139118B1 (en)	1986-12-31
PL139117B1 (en)	1986-12-31
EP0065485B1 (fr)	1990-04-18
FI821572L (fi)	1982-11-13
ES521527A0 (es)	1984-08-01
MA19470A1 (fr)	1982-12-31
PL138798B1 (en)	1986-11-29
ES512067A0 (es)	1983-08-01
FI821572A0 (fi)	1982-05-05
HU189136B (en)	1986-06-30
OA07097A (fr)	1987-01-31
ES8307797A1 (es)	1983-08-01
FI77458C (fi)	1989-03-10
PL138797B1 (en)	1986-11-29
CA1192203A (fr)	1985-08-20
AU562239B2 (en)	1987-06-04
PH21917A (en)	1988-04-08
ES521528A0 (es)	1984-07-01

Legal Events

Date	Code	Title	Description
1999-11-25	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DD207143A5 (de)	1984-02-22	Agrochemisches schaedlingsbekaempfungsmittel
EP0126430B1 (fr)	1991-08-28	Procédé pour la préparation de dérivés de 1-triazolyléthyléthers, composés microbicides contenant des dérivés nouveaux de 1-triazolyl-phenoxyphényléthyléther comme ingrédients actifs et leur application
EP0275955B1 (fr)	1990-07-04	Composition microbicide
EP0114567B1 (fr)	1988-09-14	Dérivés du 1-carbonyl-1-phényl-2-azolyl-éthanol possédant des propriétés microbicides et étant des agents régulateurs de croissance des plantes et leurs intermédiaires
DE3801233A1 (de)	1988-08-04	Mikrobizides mittel
DD215930A5 (de)	1984-11-28	Mittel zur bekaempfung oder verhuetung eines befalls durch mikroorganismen
EP0086173B1 (fr)	1986-09-03	Dérivés de triazolcarbinols possédant une activité fongicide et étant des agents de régulation de croissance des plantes
EP0149426B1 (fr)	1988-05-04	Microbicides
EP0112292B1 (fr)	1987-07-29	Régulateurs de croissance des végétaux et microbicides
EP0091398B1 (fr)	1987-09-02	Dérivés de l'azolylpropane à action microbicide et régulatrice de croissance des plantes
EP0070798A2 (fr)	1983-01-26	Microbicides et régulateurs de croissance
DE2943631A1 (de)	1980-05-14	Azolylketale, verfahren zu ihrer herstellung und ihre verwendung als mikrobizide
EP0079856A1 (fr)	1983-05-25	Microbicide triazolyl-vinyl éthers
EP0296518A1 (fr)	1988-12-28	Dérivés de phényléthers comme microbicide, procédé de leur préparation et leur application
EP0116262B1 (fr)	1989-12-27	Dérivés du fluor azolyl propanol, microbicides et agents régulateurs de croissance des plantes
EP0060962B1 (fr)	1985-08-07	Triazolylméthyldioxolanes microbicides et leur préparation
EP0228343A2 (fr)	1987-07-08	Dérivés microbiens de 2-(1-triazolyl)-1-phényl-éthanone-(1)-cétals
DE3505869A1 (de)	1985-08-22	2-((arylthio)phenyl)-2-(1h-azolylmethyl)-diox(ol)ane als mikrobizide
EP0215307B1 (fr)	1991-07-24	Dérivés de la pyrimidine, leur procédé de préparation et leur application en tant que microbicides
EP0228995A1 (fr)	1987-07-15	Microbicides
EP0443980A1 (fr)	1991-08-28	Microbicides
NZ208208A (en)	1987-06-30	Pyridine derivatives and microbicidal compositions
EP0113644A2 (fr)	1984-07-18	Dérivés d'halogénoazolyl propane, microbicides et agents régulateurs de croissance des plantes
DE3224186A1 (de)	1983-01-20	Mikrobizide und wuchsregulierende mittel
DE3529646A1 (de)	1986-03-06	Mikrobizide