DD271447A5 - Verfahren zur regulierung des wachstums von pflanzen - Google Patents
Verfahren zur regulierung des wachstums von pflanzen Download PDFInfo
- Publication number
- DD271447A5 DD271447A5 DD87308038A DD30803887A DD271447A5 DD 271447 A5 DD271447 A5 DD 271447A5 DD 87308038 A DD87308038 A DD 87308038A DD 30803887 A DD30803887 A DD 30803887A DD 271447 A5 DD271447 A5 DD 271447A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- group
- compound
- carbon atoms
- general formula
- formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 37
- 230000012010 growth Effects 0.000 title claims abstract description 10
- 230000001105 regulatory effect Effects 0.000 title claims abstract description 6
- 230000008569 process Effects 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 186
- 239000000203 mixture Substances 0.000 claims abstract description 91
- 230000008635 plant growth Effects 0.000 claims abstract description 14
- 230000033228 biological regulation Effects 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 126
- 125000004432 carbon atom Chemical group C* 0.000 claims description 108
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 65
- -1 trifluoromethoxy, trifluoromethylthio, nitro, cyano, amino, carboxy, phenoxy Chemical group 0.000 claims description 59
- 241000196324 Embryophyta Species 0.000 claims description 44
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 41
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 40
- 125000005843 halogen group Chemical group 0.000 claims description 37
- 125000001424 substituent group Chemical group 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 32
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 29
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 29
- 125000003545 alkoxy group Chemical group 0.000 claims description 24
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 22
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 239000004094 surface-active agent Substances 0.000 claims description 19
- 125000003282 alkyl amino group Chemical group 0.000 claims description 17
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 17
- 125000003277 amino group Chemical group 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 16
- 125000005236 alkanoylamino group Chemical group 0.000 claims description 15
- 239000003085 diluting agent Substances 0.000 claims description 14
- 125000004414 alkyl thio group Chemical group 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 11
- 239000012141 concentrate Substances 0.000 claims description 10
- 150000002460 imidazoles Chemical class 0.000 claims description 9
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 235000013399 edible fruits Nutrition 0.000 claims description 7
- 239000008187 granular material Substances 0.000 claims description 7
- 230000007062 hydrolysis Effects 0.000 claims description 7
- 238000006460 hydrolysis reaction Methods 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 6
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 5
- 238000004113 cell culture Methods 0.000 claims description 5
- 239000002609 medium Substances 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- NQNAXZNCKOOLLI-UHFFFAOYSA-N 2-(4-chlorophenyl)-4-cyano-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=CC(Cl)=CC=2)=N1 NQNAXZNCKOOLLI-UHFFFAOYSA-N 0.000 claims description 4
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 4
- 239000004550 soluble concentrate Substances 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 239000007900 aqueous suspension Substances 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 230000010933 acylation Effects 0.000 claims description 2
- 238000005917 acylation reaction Methods 0.000 claims description 2
- 230000029936 alkylation Effects 0.000 claims description 2
- 238000005804 alkylation reaction Methods 0.000 claims description 2
- 230000032050 esterification Effects 0.000 claims description 2
- 238000005886 esterification reaction Methods 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 238000005809 transesterification reaction Methods 0.000 claims description 2
- 239000004563 wettable powder Substances 0.000 claims description 2
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 2
- 241001649081 Dina Species 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 1
- 240000006064 Urena lobata Species 0.000 claims 1
- 239000006143 cell culture medium Substances 0.000 claims 1
- 229960004279 formaldehyde Drugs 0.000 claims 1
- 235000019256 formaldehyde Nutrition 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000000700 radioactive tracer Substances 0.000 claims 1
- 230000026267 regulation of growth Effects 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 38
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 27
- 229940126062 Compound A Drugs 0.000 description 26
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 26
- 235000013339 cereals Nutrition 0.000 description 23
- 239000000243 solution Substances 0.000 description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 14
- 229910052731 fluorine Inorganic materials 0.000 description 14
- 229910052740 iodine Inorganic materials 0.000 description 14
- 239000011630 iodine Substances 0.000 description 14
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 13
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 13
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 13
- 229910052794 bromium Inorganic materials 0.000 description 13
- 239000000460 chlorine Substances 0.000 description 13
- 229910052801 chlorine Inorganic materials 0.000 description 13
- 230000000694 effects Effects 0.000 description 13
- 239000011737 fluorine Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- BXDZOYLPNAIDOC-UHFFFAOYSA-N N-[5-[(5-tert-butyl-1,3-oxazol-2-yl)methylsulfanyl]-1,3-thiazol-2-yl]-1-[2-[2-[2-[2-[2-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]ethoxy]ethoxy]ethoxy]ethylamino]-2-oxoethyl]piperidine-4-carboxamide Chemical compound CC(C)(C)c1cnc(CSc2cnc(NC(=O)C3CCN(CC(=O)NCCOCCOCCOCCNc4cccc5C(=O)N(C6CCC(=O)NC6=O)C(=O)c45)CC3)s2)o1 BXDZOYLPNAIDOC-UHFFFAOYSA-N 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000000354 decomposition reaction Methods 0.000 description 9
- 239000005648 plant growth regulator Substances 0.000 description 9
- 239000002689 soil Substances 0.000 description 9
- 150000003857 carboxamides Chemical class 0.000 description 8
- 235000008504 concentrate Nutrition 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 238000004382 potting Methods 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000007858 starting material Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 239000003337 fertilizer Substances 0.000 description 7
- POBKQPFHESVIME-UHFFFAOYSA-N 2-(4-chlorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(Cl)=CC=C1C1=NC(C#N)=C(C#N)N1 POBKQPFHESVIME-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 6
- 230000009286 beneficial effect Effects 0.000 description 6
- 239000000546 pharmaceutical excipient Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- QFMDFTQOJHFVNR-UHFFFAOYSA-N 1-[2,2-dichloro-1-(4-ethylphenyl)ethyl]-4-ethylbenzene Chemical compound C1=CC(CC)=CC=C1C(C(Cl)Cl)C1=CC=C(CC)C=C1 QFMDFTQOJHFVNR-UHFFFAOYSA-N 0.000 description 5
- MFHHIMNJGUTYFC-UHFFFAOYSA-N 2-(4-chlorophenyl)-1H-imidazole-5-carbonitrile Chemical compound C1=CC(Cl)=CC=C1C1=NC=C(C#N)N1 MFHHIMNJGUTYFC-UHFFFAOYSA-N 0.000 description 5
- 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 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 230000003110 anti-inflammatory effect Effects 0.000 description 5
- 239000002518 antifoaming agent Substances 0.000 description 5
- 239000000969 carrier Substances 0.000 description 5
- 229930002875 chlorophyll Natural products 0.000 description 5
- 235000019804 chlorophyll Nutrition 0.000 description 5
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 239000004009 herbicide Substances 0.000 description 5
- 239000003415 peat Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 244000070406 Malus silvestris Species 0.000 description 4
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 4
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 3
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- 240000005979 Hordeum vulgare Species 0.000 description 3
- 235000007340 Hordeum vulgare Nutrition 0.000 description 3
- FAIXYKHYOGVFKA-UHFFFAOYSA-N Kinetin Natural products N=1C=NC=2N=CNC=2C=1N(C)C1=CC=CO1 FAIXYKHYOGVFKA-UHFFFAOYSA-N 0.000 description 3
- 244000088415 Raphanus sativus Species 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 3
- 239000000417 fungicide Substances 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 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 3
- QANMHLXAZMSUEX-UHFFFAOYSA-N kinetin Chemical compound N=1C=NC=2N=CNC=2C=1NCC1=CC=CO1 QANMHLXAZMSUEX-UHFFFAOYSA-N 0.000 description 3
- 229960001669 kinetin Drugs 0.000 description 3
- 238000003801 milling Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 3
- 230000000361 pesticidal effect Effects 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 2
- MYMXAOLFNVGWJA-UHFFFAOYSA-N 2-(2-chlorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound ClC1=CC=CC=C1C1=NC(C#N)=C(C#N)N1 MYMXAOLFNVGWJA-UHFFFAOYSA-N 0.000 description 2
- XNJKDHRTYWZJLR-UHFFFAOYSA-N 2-(2-chlorophenyl)-4-cyano-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C(=CC=CC=2)Cl)=N1 XNJKDHRTYWZJLR-UHFFFAOYSA-N 0.000 description 2
- NQLCQVAWPMBQAB-UHFFFAOYSA-N 2-(2-methylphenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound CC1=CC=CC=C1C1=NC(C#N)=C(C#N)N1 NQLCQVAWPMBQAB-UHFFFAOYSA-N 0.000 description 2
- PSCXHWMVYBHCBP-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=C(Cl)C(Cl)=CC=C1C1=NC(C#N)=C(C#N)N1 PSCXHWMVYBHCBP-UHFFFAOYSA-N 0.000 description 2
- BGXWEBOXZMFFOF-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound FC1=CC=CC(C=2NC(=C(C#N)N=2)C#N)=C1 BGXWEBOXZMFFOF-UHFFFAOYSA-N 0.000 description 2
- HTCOFJQKMWDORX-UHFFFAOYSA-N 2-(3-methoxyphenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound COC1=CC=CC(C=2NC(=C(C#N)N=2)C#N)=C1 HTCOFJQKMWDORX-UHFFFAOYSA-N 0.000 description 2
- PYYYLMJBICIYDK-UHFFFAOYSA-N 2-(4-aminophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(N)=CC=C1C1=NC(C#N)=C(C#N)N1 PYYYLMJBICIYDK-UHFFFAOYSA-N 0.000 description 2
- VYIMCGYPCVVBQM-UHFFFAOYSA-N 2-(4-bromophenyl)-4-cyano-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=CC(Br)=CC=2)=N1 VYIMCGYPCVVBQM-UHFFFAOYSA-N 0.000 description 2
- BMTQOJUWHGWRPD-UHFFFAOYSA-N 2-(4-methylphenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(C)=CC=C1C1=NC(C#N)=C(C#N)N1 BMTQOJUWHGWRPD-UHFFFAOYSA-N 0.000 description 2
- CUXFDJPSKAIGNS-UHFFFAOYSA-N 2-(4-phenylmethoxyphenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound N1C(C#N)=C(C#N)N=C1C(C=C1)=CC=C1OCC1=CC=CC=C1 CUXFDJPSKAIGNS-UHFFFAOYSA-N 0.000 description 2
- PNCXXDUZLYTSQW-UHFFFAOYSA-N 2-[2-(trifluoromethyl)phenyl]-1h-imidazole-4,5-dicarbonitrile Chemical compound FC(F)(F)C1=CC=CC=C1C1=NC(C#N)=C(C#N)N1 PNCXXDUZLYTSQW-UHFFFAOYSA-N 0.000 description 2
- CMFQICFOHXMDCZ-UHFFFAOYSA-N 2-[4-(trifluoromethyl)phenyl]-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=NC(C#N)=C(C#N)N1 CMFQICFOHXMDCZ-UHFFFAOYSA-N 0.000 description 2
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 description 2
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 2
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 description 2
- KPEBQADMBGCXJE-UHFFFAOYSA-N 4-cyano-2-(4-phenoxyphenyl)-1h-imidazole-5-carboxamide Chemical compound N1C(C#N)=C(C(=O)N)N=C1C(C=C1)=CC=C1OC1=CC=CC=C1 KPEBQADMBGCXJE-UHFFFAOYSA-N 0.000 description 2
- 241000219144 Abutilon Species 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 241000251169 Alopias vulpinus Species 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
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 208000003495 Coccidiosis Diseases 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 206010023076 Isosporiasis Diseases 0.000 description 2
- 235000011430 Malus pumila Nutrition 0.000 description 2
- 235000015103 Malus silvestris Nutrition 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 235000021536 Sugar beet Nutrition 0.000 description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000006978 adaptation Effects 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 235000021016 apples Nutrition 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000005059 dormancy Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000009969 flowable effect Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000008202 granule composition Substances 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 235000014666 liquid concentrate Nutrition 0.000 description 2
- 235000009973 maize Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- KHMZXBVYPKOYSL-UHFFFAOYSA-N n-[4-(4,5-dicyano-1h-imidazol-2-yl)phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NC(C#N)=C(C#N)N1 KHMZXBVYPKOYSL-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 244000144977 poultry Species 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000008247 solid mixture Substances 0.000 description 2
- 238000009331 sowing Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical compound NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- UDPGUMQDCGORJQ-UHFFFAOYSA-N (2-chloroethyl)phosphonic acid Chemical compound OP(O)(=O)CCCl UDPGUMQDCGORJQ-UHFFFAOYSA-N 0.000 description 1
- MTQKMPGBALVEDL-ZPCKWCKBSA-N (z,12r)-12-hydroxy-2-sulfooctadec-9-enoic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCC(C(O)=O)S(O)(=O)=O MTQKMPGBALVEDL-ZPCKWCKBSA-N 0.000 description 1
- OXLXSOPFNVKUMU-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC OXLXSOPFNVKUMU-UHFFFAOYSA-N 0.000 description 1
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
- QMQZIXCNLUPEIN-UHFFFAOYSA-N 1h-imidazole-2-carbonitrile Chemical compound N#CC1=NC=CN1 QMQZIXCNLUPEIN-UHFFFAOYSA-N 0.000 description 1
- TVFWYUWNQVRQRG-UHFFFAOYSA-N 2,3,4-tris(2-phenylethenyl)phenol Chemical compound C=1C=CC=CC=1C=CC1=C(C=CC=2C=CC=CC=2)C(O)=CC=C1C=CC1=CC=CC=C1 TVFWYUWNQVRQRG-UHFFFAOYSA-N 0.000 description 1
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 1
- SIKOMCKSYMEBIK-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound ClC1=CC(Cl)=CC=C1C1=NC(C#N)=C(C#N)N1 SIKOMCKSYMEBIK-UHFFFAOYSA-N 0.000 description 1
- KAXOZCLWFSBEPQ-UHFFFAOYSA-N 2-(2-fluorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound FC1=CC=CC=C1C1=NC(C#N)=C(C#N)N1 KAXOZCLWFSBEPQ-UHFFFAOYSA-N 0.000 description 1
- DOEKWTKLDFCTNU-UHFFFAOYSA-N 2-(2-hydroxyethylamino)ethanol;oxirane Chemical compound C1CO1.OCCNCCO DOEKWTKLDFCTNU-UHFFFAOYSA-N 0.000 description 1
- HHXHWIXPGRBICQ-UHFFFAOYSA-N 2-(3-bromophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound BrC1=CC=CC(C=2NC(=C(C#N)N=2)C#N)=C1 HHXHWIXPGRBICQ-UHFFFAOYSA-N 0.000 description 1
- PUVUMCLLQLVQQC-UHFFFAOYSA-N 2-(3-chlorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound ClC1=CC=CC(C=2NC(=C(C#N)N=2)C#N)=C1 PUVUMCLLQLVQQC-UHFFFAOYSA-N 0.000 description 1
- IZBGGAWPGSZDSY-UHFFFAOYSA-N 2-(3-nitrophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound [O-][N+](=O)C1=CC=CC(C=2NC(=C(C#N)N=2)C#N)=C1 IZBGGAWPGSZDSY-UHFFFAOYSA-N 0.000 description 1
- BNFOGUWKFHBWCG-UHFFFAOYSA-N 2-(4-aminophenyl)-4-cyano-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=CC(N)=CC=2)=N1 BNFOGUWKFHBWCG-UHFFFAOYSA-N 0.000 description 1
- YAKPNBWUILZSDC-UHFFFAOYSA-N 2-(4-bromophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(Br)=CC=C1C1=NC(C#N)=C(C#N)N1 YAKPNBWUILZSDC-UHFFFAOYSA-N 0.000 description 1
- BFEWACUSIKMKNE-UHFFFAOYSA-N 2-(4-fluorophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(F)=CC=C1C1=NC(C#N)=C(C#N)N1 BFEWACUSIKMKNE-UHFFFAOYSA-N 0.000 description 1
- XCVOOLIJMNZDHP-UHFFFAOYSA-N 2-(4-methoxyphenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(OC)=CC=C1C1=NC(C#N)=C(C#N)N1 XCVOOLIJMNZDHP-UHFFFAOYSA-N 0.000 description 1
- BZSLNLJATVLSSL-UHFFFAOYSA-N 2-(4-nitrophenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1=NC(C#N)=C(C#N)N1 BZSLNLJATVLSSL-UHFFFAOYSA-N 0.000 description 1
- KGGISRRDDDDZQD-UHFFFAOYSA-N 2-(4-phenoxyphenyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound N1C(C#N)=C(C#N)N=C1C(C=C1)=CC=C1OC1=CC=CC=C1 KGGISRRDDDDZQD-UHFFFAOYSA-N 0.000 description 1
- CPHXLFKIUVVIOQ-UHFFFAOYSA-N 2-(trifluoromethoxy)benzaldehyde Chemical group FC(F)(F)OC1=CC=CC=C1C=O CPHXLFKIUVVIOQ-UHFFFAOYSA-N 0.000 description 1
- TXROYAMPMHFPNE-UHFFFAOYSA-N 2-[4-(dimethylamino)phenyl]-1H-imidazole-5-carbonitrile Chemical compound C1=CC(N(C)C)=CC=C1C1=NC=C(C#N)N1 TXROYAMPMHFPNE-UHFFFAOYSA-N 0.000 description 1
- IPYGFQDWZLERLM-UHFFFAOYSA-N 2-[4-(trifluoromethoxy)phenyl]-1h-imidazole-4,5-dicarbonitrile Chemical compound C1=CC(OC(F)(F)F)=CC=C1C1=NC(C#N)=C(C#N)N1 IPYGFQDWZLERLM-UHFFFAOYSA-N 0.000 description 1
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 description 1
- 125000006325 2-propenyl amino group Chemical group [H]C([H])=C([H])C([H])([H])N([H])* 0.000 description 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 1
- NKVRMXCAEBFXDB-UHFFFAOYSA-N 4-(4,5-dicyano-1h-imidazol-2-yl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=NC(C#N)=C(C#N)N1 NKVRMXCAEBFXDB-UHFFFAOYSA-N 0.000 description 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
- MAALNILWRGEQME-UHFFFAOYSA-N 4-cyano-2-(2-methylphenyl)-1h-imidazole-5-carboxamide Chemical compound CC1=CC=CC=C1C1=NC(C#N)=C(C(N)=O)N1 MAALNILWRGEQME-UHFFFAOYSA-N 0.000 description 1
- BKUOIMWSNSDSDU-UHFFFAOYSA-N 4-cyano-2-(3-fluorophenyl)-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=C(F)C=CC=2)=N1 BKUOIMWSNSDSDU-UHFFFAOYSA-N 0.000 description 1
- DRDWLTDQKKDANC-UHFFFAOYSA-N 4-cyano-2-(3-nitrophenyl)-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=C(C=CC=2)[N+]([O-])=O)=N1 DRDWLTDQKKDANC-UHFFFAOYSA-N 0.000 description 1
- RBVFFSODVAFBLZ-UHFFFAOYSA-N 4-cyano-2-(4-methylphenyl)-1h-imidazole-5-carboxamide Chemical compound C1=CC(C)=CC=C1C1=NC(C#N)=C(C(N)=O)N1 RBVFFSODVAFBLZ-UHFFFAOYSA-N 0.000 description 1
- GACHWTSDZUJMMP-UHFFFAOYSA-N 4-cyano-2-[2-(trifluoromethyl)phenyl]-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C(=CC=CC=2)C(F)(F)F)=N1 GACHWTSDZUJMMP-UHFFFAOYSA-N 0.000 description 1
- GYAYVEYRBGMLFK-UHFFFAOYSA-N 4-cyano-2-[4-(diethylamino)phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=CC(N(CC)CC)=CC=C1C1=NC(C#N)=C(C(N)=O)N1 GYAYVEYRBGMLFK-UHFFFAOYSA-N 0.000 description 1
- NWCYMYPOFIEIKJ-UHFFFAOYSA-N 4-cyano-2-[4-(trifluoromethoxy)phenyl]-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=CC(OC(F)(F)F)=CC=2)=N1 NWCYMYPOFIEIKJ-UHFFFAOYSA-N 0.000 description 1
- GTMCSSFLIYXOAJ-UHFFFAOYSA-N 4-cyano-2-[4-(trifluoromethyl)phenyl]-1h-imidazole-5-carboxamide Chemical compound N#CC1=C(C(=O)N)NC(C=2C=CC(=CC=2)C(F)(F)F)=N1 GTMCSSFLIYXOAJ-UHFFFAOYSA-N 0.000 description 1
- ZPHDKGGLKYRQBW-UHFFFAOYSA-N 4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CCOCC1 ZPHDKGGLKYRQBW-UHFFFAOYSA-N 0.000 description 1
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical class O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- XCYPHVQONOTYJL-UHFFFAOYSA-N C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.[Na].C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.[Ca] Chemical compound C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.[Na].C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.[Ca] XCYPHVQONOTYJL-UHFFFAOYSA-N 0.000 description 1
- JGLMVXWAHNTPRF-CMDGGOBGSA-N CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O Chemical group CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O JGLMVXWAHNTPRF-CMDGGOBGSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 239000005946 Cypermethrin Substances 0.000 description 1
- 239000001692 EU approved anti-caking agent Substances 0.000 description 1
- 201000005569 Gout Diseases 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 101100058191 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) bcp-1 gene Proteins 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000019057 Raphanus caudatus Nutrition 0.000 description 1
- 235000011380 Raphanus sativus Nutrition 0.000 description 1
- 229920002323 Silicone foam Polymers 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- 244000071378 Viburnum opulus Species 0.000 description 1
- 235000019013 Viburnum opulus Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 230000002961 anti-hyperuricemic effect Effects 0.000 description 1
- 230000001572 anti-trichomonad Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002152 aqueous-organic solution Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 238000000498 ball milling Methods 0.000 description 1
- 150000007514 bases Chemical class 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
- 235000013361 beverage Nutrition 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 1
- 235000021152 breakfast Nutrition 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229960005286 carbaryl Drugs 0.000 description 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 1
- 125000001589 carboacyl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 125000001651 cyanato group Chemical group [*]OC#N 0.000 description 1
- 229960005424 cypermethrin Drugs 0.000 description 1
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 description 1
- 230000035613 defoliation Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 125000005265 dialkylamine group Chemical group 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
- 125000004188 dichlorophenyl group Chemical group 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000005489 dwarf bean Nutrition 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000005094 fruit set Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 1
- 150000002680 magnesium Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 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
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- QVDVENIYNXDSOK-UHFFFAOYSA-N n-methoxy-n-methylmethanamine Chemical compound CON(C)C QVDVENIYNXDSOK-UHFFFAOYSA-N 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000000644 propagated effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000018406 regulation of metabolic process Effects 0.000 description 1
- 210000005000 reproductive tract Anatomy 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000013514 silicone foam Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004546 suspension concentrate Substances 0.000 description 1
- 229940065721 systemic for obstructive airway disease xanthines Drugs 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000003419 tautomerization reaction Methods 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 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
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- C07D233/66—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB868624879A GB8624879D0 (en) | 1986-10-17 | 1986-10-17 | Compositions of matter |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD271447A5 true DD271447A5 (de) | 1989-09-06 |
Family
ID=10605878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD87308038A DD271447A5 (de) | 1986-10-17 | 1987-10-16 | Verfahren zur regulierung des wachstums von pflanzen |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP0269238A1 (fr) |
| JP (1) | JPS63104965A (fr) |
| AU (1) | AU7981087A (fr) |
| BR (1) | BR8705542A (fr) |
| DD (1) | DD271447A5 (fr) |
| DK (1) | DK542687A (fr) |
| FI (1) | FI874550A7 (fr) |
| GB (1) | GB8624879D0 (fr) |
| HU (1) | HUT47381A (fr) |
| IE (1) | IE872774L (fr) |
| IL (1) | IL84176A0 (fr) |
| MA (1) | MA21084A1 (fr) |
| MY (1) | MY102713A (fr) |
| OA (1) | OA08690A (fr) |
| PL (1) | PL268268A1 (fr) |
| PT (1) | PT85948A (fr) |
| TN (1) | TNSN87115A1 (fr) |
| ZA (1) | ZA877765B (fr) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2368631A1 (fr) * | 1999-03-26 | 2000-10-05 | Euro-Celtique S.A. | Pyrazoles, imidazoles, oxazoles, thiazoles et pyrroles aryle substitues et leurs utilisations |
| CR6243A (es) * | 1999-09-20 | 2008-04-16 | Syngenta Participations Ag | Formulaciones plaguicidas que contienen tensoactivo de poliarilfenolfosfatoester alcoxilado y tensoactivo de lignosulfonato alcoxilado |
| SE0401653D0 (sv) * | 2004-06-24 | 2004-06-24 | Astrazeneca Ab | New compounds |
| JP4911925B2 (ja) * | 2005-06-13 | 2012-04-04 | 日本エンバイロケミカルズ株式会社 | 抗シロアリ剤 |
| CA2632021A1 (fr) | 2005-12-23 | 2007-06-28 | Astrazeneca Ab | Modulateurs des recepteurs gaba-b |
| JP2009521428A (ja) | 2005-12-23 | 2009-06-04 | アストラゼネカ・アクチエボラーグ | 胃腸疾患治療用のイミダゾール誘導体 |
| WO2011010695A1 (fr) * | 2009-07-24 | 2011-01-27 | 国立大学法人静岡大学 | Procédé permettant d'augmenter le rendement des cultures vivrières de base |
| CA2837434A1 (fr) | 2011-04-27 | 2012-11-01 | Basf Se | Derive d'imidazole |
| CN104326939B (zh) * | 2014-09-30 | 2016-06-22 | 广东工业大学 | 一种二氨基马来腈衍生物及其制备方法和应用 |
| WO2020246468A1 (fr) | 2019-06-06 | 2020-12-10 | ビタミンC60バイオリサーチ株式会社 | Activateur cellulaire de cellule animale |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3501286A (en) * | 1964-06-29 | 1970-03-17 | Shell Oil Co | Plant growth control |
| BE795808A (fr) * | 1972-02-24 | 1973-08-22 | Beecham Group Ltd | Amidazoles polysubstitues |
| US3968228A (en) * | 1973-11-13 | 1976-07-06 | Merck & Co., Inc. | 4-Nitro-5-cyanoimidazoles as coccidiostats |
| DD140966A1 (de) * | 1978-12-28 | 1980-04-09 | Doerthe Creuzburg | Mittel zur regulierung des pflanzenwachstums |
-
1986
- 1986-10-17 GB GB868624879A patent/GB8624879D0/en active Pending
-
1987
- 1987-10-14 MA MA21325A patent/MA21084A1/fr unknown
- 1987-10-14 IL IL84176A patent/IL84176A0/xx unknown
- 1987-10-15 MY MYPI87002928A patent/MY102713A/en unknown
- 1987-10-15 FI FI874550A patent/FI874550A7/fi not_active IP Right Cessation
- 1987-10-15 IE IE872774A patent/IE872774L/xx unknown
- 1987-10-15 EP EP87309141A patent/EP0269238A1/fr not_active Withdrawn
- 1987-10-15 ZA ZA877765A patent/ZA877765B/xx unknown
- 1987-10-15 AU AU79810/87A patent/AU7981087A/en not_active Abandoned
- 1987-10-16 PL PL1987268268A patent/PL268268A1/xx unknown
- 1987-10-16 JP JP62261517A patent/JPS63104965A/ja active Pending
- 1987-10-16 DK DK542687A patent/DK542687A/da not_active Application Discontinuation
- 1987-10-16 BR BR8705542A patent/BR8705542A/pt unknown
- 1987-10-16 HU HU874662A patent/HUT47381A/hu unknown
- 1987-10-16 DD DD87308038A patent/DD271447A5/de unknown
- 1987-10-16 OA OA59211A patent/OA08690A/xx unknown
- 1987-10-19 PT PT85948A patent/PT85948A/fr unknown
- 1987-10-19 TN TNTNSN87115A patent/TNSN87115A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU7981087A (en) | 1988-04-21 |
| IE872774L (en) | 1988-04-17 |
| PL268268A1 (en) | 1989-04-03 |
| FI874550A7 (fi) | 1988-04-18 |
| MY102713A (en) | 1992-09-30 |
| PT85948A (fr) | 1987-11-01 |
| ZA877765B (en) | 1988-04-20 |
| EP0269238A1 (fr) | 1988-06-01 |
| JPS63104965A (ja) | 1988-05-10 |
| DK542687A (da) | 1988-04-18 |
| HUT47381A (en) | 1989-03-28 |
| MA21084A1 (fr) | 1988-07-01 |
| TNSN87115A1 (fr) | 1990-01-01 |
| FI874550A0 (fi) | 1987-10-15 |
| DK542687D0 (da) | 1987-10-16 |
| GB8624879D0 (en) | 1986-11-19 |
| OA08690A (en) | 1989-03-31 |
| BR8705542A (pt) | 1988-05-24 |
| IL84176A0 (en) | 1988-03-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0007990B1 (fr) | Pyrazol-éthers, leur procédé de préparation et herbicides les contenant | |
| EP0002180A1 (fr) | Dérivés du amino-3-pyrazole, herbicides les contenant et procédé pour combattre la croissance des plantes indésirables | |
| DE2648008A1 (de) | Acetanilide | |
| DE69129711T2 (de) | 3-(Substituierte Phenyl)Pyrazol-Derivate, Verfahren zu deren Herstellung, diese enthaltende herbizide Zusammensetzung und Verfahren zur Bekämpfung von Unkraut unter Verwendung dieser Zusammensetzung | |
| CH644371A5 (de) | In 2- und 4-stellung disubstituierte 5-thiazolcarbonsaeuren und deren funktionelle derivate. | |
| DE3604042A1 (de) | Imidazolidin(thi)on-derivate, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz | |
| DE2808795C2 (fr) | ||
| EP0011693A1 (fr) | N-hétérocycles N-substitués par trifluorométhane-sulfonylaminophényle, leur préparation, compositions les contenant et leur utilisation pour la régulation de la croissance des plantes | |
| EP1276375B1 (fr) | Combinaisons de principes actifs fongicides | |
| EP0071794A1 (fr) | Dérivés de l'acide 5-amino-1-phényl-pyrazol-4-carboxylique, leur procédé de préparation et leur application comme herbicides | |
| DE3514057C2 (fr) | ||
| EP0003805A1 (fr) | Pyridazones et compositions herbicides les contenant | |
| DD271447A5 (de) | Verfahren zur regulierung des wachstums von pflanzen | |
| DE60123219T2 (de) | 3-thiomethylpyrazole als pestizide | |
| DE3837926A1 (de) | Herbizide mittel, die 2-(4-heteroaryloxy)- oder 2-(4-aryloxy)-phenoxyessig- oder -propionsaeurederivate und/oder cyclohexenonderivate als herbizide wirkstoffe und naphthalinderivate als antidots enthalten, sowie ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses | |
| EP0561845A1 (fr) | 4-oxo-4h-benzopyrannes pyrido-anneles, leur procede de fabrication et leur utilisation comme antidotes. | |
| DE2615878C2 (de) | Polycyclische stickstoffhaltige Verbindungen | |
| EP0158954A2 (fr) | Dérivés de tétrahydroquinoline-1-yl carbonylimidazoles, leurs intermédiaires; leur procédé de préparation et herbicides ou fongicides pour l'agriculture ou l'horticulture | |
| DE3533440A1 (de) | N-substituierte 3,4,5,6-tetrahydrophthalimide, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz | |
| EP0136974A2 (fr) | Dérivés d'acide pyridazinylcarboxylique à activité gamétocide | |
| DD202611A5 (de) | Herbizidformulierung | |
| DD284799A5 (de) | Herbizide zusammensetzung und verfahren zur bekaempfung von unkraeutern | |
| DD260211A5 (de) | Fungizides mittel und seine verwendung | |
| DD203454A5 (de) | Herbizides mittel | |
| DE3246705C2 (de) | Tetrahydrobenzthiazolderivate und diese Verbindungen als wirksamen Bestandteil enthaltende herbizide Mittel |