DD209715A5 - Schaedlingsbekaempfungsmittel - Google Patents

Schaedlingsbekaempfungsmittel Download PDF

Info

Publication number: DD209715A5
Authority: DD; German Democratic Republic
Prior art keywords: formula; compounds; ethyl; butyl; iodopropargyl
Prior art date: 1982-05-14

Application number

DD83250871A

Other languages

German (de)

English (en)

Inventor

Hans-Georg Schmitt

Paul Reinecke

Wilfried Paulus

Hermann Genth

Walter Radt

Original Assignee

Bayer 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.)

1982-05-14

Filing date

1983-05-12

Publication date

1984-05-23

1983-05-12 Application filed by Bayer Ag filed Critical Bayer Ag

1984-05-23 Publication of DD209715A5 publication Critical patent/DD209715A5/de

Links

DNMKDACPNVSYMZ-UHFFFAOYSA-N n-iodoprop-2-yn-1-amine Chemical class INCC#C DNMKDACPNVSYMZ-UHFFFAOYSA-N 0.000 claims abstract description 11
150000001450 anions Chemical class 0.000 claims abstract description 4
238000000034 method Methods 0.000 claims description 21
230000008569 process Effects 0.000 claims description 18
238000002360 preparation method Methods 0.000 claims description 10
125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
239000004606 Fillers/Extenders Substances 0.000 claims description 5
239000000575 pesticide Substances 0.000 claims description 4
239000004094 surface-active agent Substances 0.000 claims description 4
241000607479 Yersinia pestis Species 0.000 claims 3
-1 iodopropargyl halide Chemical class 0.000 abstract description 50
238000006243 chemical reaction Methods 0.000 abstract description 9
230000000694 effects Effects 0.000 abstract description 7
229910052736 halogen Inorganic materials 0.000 abstract description 6
230000000855 fungicidal effect Effects 0.000 abstract description 5
229910019142 PO4 Inorganic materials 0.000 abstract description 4
239000010452 phosphate Substances 0.000 abstract description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract description 4
150000003512 tertiary amines Chemical class 0.000 abstract description 4
230000000844 anti-bacterial effect Effects 0.000 abstract description 3
239000003795 chemical substances by application Substances 0.000 abstract description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
229910021653 sulphate ion Inorganic materials 0.000 abstract 1
150000001875 compounds Chemical class 0.000 description 45
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
239000000203 mixture Substances 0.000 description 14
241000196324 Embryophyta Species 0.000 description 10
238000009472 formulation Methods 0.000 description 9
239000000126 substance Substances 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical group CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 8
125000000217 alkyl group Chemical group 0.000 description 8
239000000460 chlorine Substances 0.000 description 8
239000003085 diluting agent Substances 0.000 description 8
239000000463 material Substances 0.000 description 8
239000000243 solution Substances 0.000 description 8
244000005700 microbiome Species 0.000 description 7
235000015097 nutrients Nutrition 0.000 description 7
239000002904 solvent Substances 0.000 description 7
239000007858 starting material Substances 0.000 description 7
229920001817 Agar Polymers 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
230000009471 action Effects 0.000 description 6
239000004480 active ingredient Substances 0.000 description 6
239000008272 agar Substances 0.000 description 6
239000003995 emulsifying agent Substances 0.000 description 6
239000008187 granular material Substances 0.000 description 6
241000233866 Fungi Species 0.000 description 5
150000008051 alkyl sulfates Chemical group 0.000 description 5
DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 5
229910052796 boron Inorganic materials 0.000 description 5
125000004432 carbon atom Chemical group C* 0.000 description 5
239000000969 carrier Substances 0.000 description 5
150000002367 halogens Chemical group 0.000 description 5
239000007788 liquid Substances 0.000 description 5
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NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
150000001298 alcohols Chemical class 0.000 description 4
125000005228 aryl sulfonate group Chemical group 0.000 description 4
239000003814 drug Substances 0.000 description 4
229940079593 drug Drugs 0.000 description 4
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical group C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
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239000003960 organic solvent Substances 0.000 description 4
238000005554 pickling Methods 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
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239000000853 adhesive Substances 0.000 description 3
230000001070 adhesive effect Effects 0.000 description 3
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
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150000002170 ethers Chemical class 0.000 description 3
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239000006072 paste Substances 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
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WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
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YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
241000228245 Aspergillus niger Species 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241001515917 Chaetomium globosum Species 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
241000588724 Escherichia coli Species 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
241000233654 Oomycetes Species 0.000 description 2
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KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
241000191967 Staphylococcus aureus Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
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235000021307 Triticum Nutrition 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
125000002877 alkyl aryl group Chemical group 0.000 description 2
150000008052 alkyl sulfonates Chemical class 0.000 description 2
235000019270 ammonium chloride Nutrition 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
239000011111 cardboard Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
230000008021 deposition Effects 0.000 description 2
239000000975 dye Substances 0.000 description 2
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000006260 foam Substances 0.000 description 2
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150000008282 halocarbons Chemical class 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
239000011630 iodine Substances 0.000 description 2
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150000002576 ketones Chemical class 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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230000015572 biosynthetic process Effects 0.000 description 1
239000001273 butane Substances 0.000 description 1
239000001110 calcium chloride Substances 0.000 description 1
229910001628 calcium chloride Inorganic materials 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
230000008859 change Effects 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
239000008199 coating composition Substances 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
230000000052 comparative effect Effects 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
239000000498 cooling water Substances 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000006378 damage Effects 0.000 description 1
238000006731 degradation reaction Methods 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
150000008056 dicarboxyimides Chemical class 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000012990 dithiocarbamate Substances 0.000 description 1
150000004659 dithiocarbamates Chemical class 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000010410 dusting Methods 0.000 description 1
CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
125000002534 ethynyl group Chemical class [H]C#C* 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
230000029142 excretion Effects 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000000446 fuel Substances 0.000 description 1
229910021485 fumed silica Inorganic materials 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000010437 gem Substances 0.000 description 1
239000003292 glue Substances 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
235000010299 hexamethylene tetramine Nutrition 0.000 description 1
239000004312 hexamethylene tetramine Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000012770 industrial material Substances 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
238000011081 inoculation Methods 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
230000026045 iodination Effects 0.000 description 1
238000006192 iodination reaction Methods 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
239000004816 latex Substances 0.000 description 1
229920000126 latex Polymers 0.000 description 1
239000010985 leather Substances 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [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
239000004579 marble Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
SYBYTAAJFKOIEJ-UHFFFAOYSA-N methyl iso-propyl ketone Natural products CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
229940124561 microbicide Drugs 0.000 description 1
239000002855 microbicide agent Substances 0.000 description 1
239000003595 mist Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
210000003097 mucus Anatomy 0.000 description 1
OOHAUGDGCWURIT-UHFFFAOYSA-N n,n-dipentylpentan-1-amine Chemical compound CCCCCN(CCCCC)CCCCC OOHAUGDGCWURIT-UHFFFAOYSA-N 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
239000011368 organic material Substances 0.000 description 1
235000010292 orthophenyl phenol Nutrition 0.000 description 1
229940070805 p-chloro-m-cresol Drugs 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
239000001007 phthalocyanine dye Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
230000035755 proliferation Effects 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
WHMDPDGBKYUEMW-UHFFFAOYSA-N pyridine-2-thiol Chemical compound SC1=CC=CC=N1 WHMDPDGBKYUEMW-UHFFFAOYSA-N 0.000 description 1
239000010453 quartz Substances 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000011435 rock Substances 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical class C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940049703 saccharin sodium dihydrate Drugs 0.000 description 1
239000000565 sealant Substances 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000000779 smoke Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
239000004317 sodium nitrate Substances 0.000 description 1
235000010344 sodium nitrate Nutrition 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
238000003860 storage Methods 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000004753 textile Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
230000008016 vaporization Effects 0.000 description 1
239000002699 waste material 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
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/18—Bridged systems
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/02—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing metal atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic Table

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Environmental Sciences (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Health & Medical Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Developing Agents For Electrophotography (AREA)
Solid-Sorbent Or Filter-Aiding Compositions (AREA)
External Artificial Organs (AREA)
Housing For Livestock And Birds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

DD83250871A 1982-05-14 1983-05-12 Schaedlingsbekaempfungsmittel DD209715A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19823218176 DE3218176A1 (de)	1982-05-14	1982-05-14	Jodpropargylammoniumsalze, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel

Publications (1)

Publication Number	Publication Date
DD209715A5 true DD209715A5 (de)	1984-05-23

Family

ID=6163585

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD83250871A DD209715A5 (de)	1982-05-14	1983-05-12	Schaedlingsbekaempfungsmittel

Country Status (16)

Country	Link
US (1)	US4521412A (cs)
EP (1)	EP0094552B1 (cs)
JP (1)	JPS58219149A (cs)
AT (1)	ATE14421T1 (cs)
AU (1)	AU1441383A (cs)
BR (1)	BR8302529A (cs)
CS (1)	CS235322B2 (cs)
DD (1)	DD209715A5 (cs)
DE (2)	DE3218176A1 (cs)
DK (1)	DK212883A (cs)
ES (1)	ES522377A0 (cs)
GR (1)	GR79226B (cs)
IL (1)	IL68661A0 (cs)
PL (1)	PL135177B1 (cs)
PT (1)	PT76633B (cs)
ZA (1)	ZA833414B (cs)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3582060D1 (de) *	1984-11-22	1991-04-11	Sandoz Ag	Homopropargylamine.
US4824867A (en) *	1986-08-08	1989-04-25	Smith Kim R	Quaternary ammonium compounds
US5266567A (en) *	1991-10-24	1993-11-30	Rohm And Haas Company	Halopropargylated cyclic quaternary ammonium compounds as antimicrobial agents
US5411933A (en) *	1994-03-11	1995-05-02	Rohm & Haas Company	Bromopropargyl quarternary ammonium compounds having antimicrobial activity
CA2216765A1 (en) *	1996-10-11	1998-04-11	Rohm And Haas Company	Halopropargyl compounds as marine antifouling agents
KR100310169B1 (ko)	1997-09-10	2001-12-15	조민호	4급암모늄인산염화합물및그제조방법
US6008244A (en) *	1997-10-09	1999-12-28	Rohm And Haas Company	Halopropargyl compounds as marine antifouling agents
RU2288920C1 (ru) *	2005-07-06	2006-12-10	Всероссийский научный исследовательский ветеринарный институт (ВНИВИ)	{[1-(аммонио)-3,5,7-триазаадамантил]метилкарбонилоксиполи(алкиленокси)}пропан хлориды, обладающие бактерицидной и фунгицидной активностью, и способ их получения
US7935817B2 (en) *	2008-03-31	2011-05-03	Apotex Pharmachem Inc.	Salt form and cocrystals of adefovir dipivoxil and processes for preparation thereof
EP2359690A1 (fr)	2010-02-23	2011-08-24	East Coast Pharmaceutical Research LLC	Multiplication de l'efficacité des agents anti-infectieux par une composition comprenant conjointement un agent dispersant et un agent activateur métallique

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB858719A (en) *	1957-04-12	1961-01-11	Schering Ag	New quaternary ammonium compounds and a process for their manufacture
US3135655A (en) *	1960-09-07	1964-06-02	Diamond Alkali Co	Polyacetylenic halides as pesticides
US3575929A (en) *	1964-12-31	1971-04-20	Pan American Petroleum Corp	Acetylene-quaternary ammonium compositions
SU539867A1 (ru) *	1975-07-18	1976-12-25	Ленинградский Ордена Ленина И Ордена Трудового Красного Знамени Государственный Университет Им.А.А.Жданова	Способ получени четвертичных аммониевых соединений
US4343647A (en) *	1979-02-13	1982-08-10	The Dow Chemical Company	Substituted benzyltrialkylammonium salts and their use as plant growth regulatory control agents

1982
- 1982-05-14 DE DE19823218176 patent/DE3218176A1/de not_active Withdrawn
1983
- 1983-05-02 US US06/490,899 patent/US4521412A/en not_active Expired - Fee Related
- 1983-05-03 DE DE8383104344T patent/DE3360434D1/de not_active Expired
- 1983-05-03 AT AT83104344T patent/ATE14421T1/de not_active IP Right Cessation
- 1983-05-03 EP EP83104344A patent/EP0094552B1/de not_active Expired
- 1983-05-04 PT PT76633A patent/PT76633B/pt unknown
- 1983-05-10 AU AU14413/83A patent/AU1441383A/en not_active Abandoned
- 1983-05-11 IL IL68661A patent/IL68661A0/xx unknown
- 1983-05-11 DK DK212883A patent/DK212883A/da not_active Application Discontinuation
- 1983-05-12 PL PL1983241938A patent/PL135177B1/pl unknown
- 1983-05-12 DD DD83250871A patent/DD209715A5/de unknown
- 1983-05-13 CS CS833373A patent/CS235322B2/cs unknown
- 1983-05-13 JP JP58083971A patent/JPS58219149A/ja active Pending
- 1983-05-13 GR GR71339A patent/GR79226B/el unknown
- 1983-05-13 BR BR8302529A patent/BR8302529A/pt unknown
- 1983-05-13 ES ES522377A patent/ES522377A0/es active Granted
- 1983-05-13 ZA ZA833414A patent/ZA833414B/xx unknown

Also Published As

Publication number	Publication date
ES8405011A1 (es)	1984-05-16
BR8302529A (pt)	1984-01-17
CS235322B2 (en)	1985-05-15
DE3218176A1 (de)	1983-11-17
US4521412A (en)	1985-06-04
DE3360434D1 (en)	1985-08-29
ES522377A0 (es)	1984-05-16
DK212883D0 (da)	1983-05-11
PL135177B1 (en)	1985-10-31
PT76633B (en)	1985-12-20
AU1441383A (en)	1983-11-17
JPS58219149A (ja)	1983-12-20
PT76633A (en)	1983-06-01
ZA833414B (en)	1984-02-29
EP0094552B1 (de)	1985-07-24
EP0094552A1 (de)	1983-11-23
PL241938A1 (en)	1984-08-13
IL68661A0 (en)	1983-09-30
GR79226B (cs)	1984-10-22
DK212883A (da)	1983-11-15
ATE14421T1 (de)	1985-08-15

Publication	Publication Date	Title
EP0165448B1 (de)	1991-10-16	1-Heteroaryl-4-aryl-pyrozolin-5-one
EP0094552B1 (de)	1985-07-24	Jodpropargylammoniumsalze, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel
DE2538179C2 (de)	1986-05-28	3-Alkoxy-benzo-1,2,4-triazine, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide
EP0068144B1 (de)	1985-10-30	1,1-Diphenyl-2-triazolyl-ethane, ihre Herstellung und ihre Verwendung als Fungizide
EP0121054B1 (de)	1986-12-03	N-sulfenylierte Hydantoine, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Mikrobizide
EP0094539B1 (de)	1985-08-21	Halogenpropargylformamide
EP0075172B1 (de)	1985-05-29	N-Sulfenylierte Benzylsulfonamide, ein Verfahren und ihre Verwendung als Mikrobizide
EP0106093B1 (de)	1986-11-20	Jodpropargylsulfamide
EP0055442B1 (de)	1984-08-08	N-Sulfenylierte Biurete, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
EP0146774B1 (de)	1988-04-27	Verwendung von 3-Amino-1,2-benzisothiazolen als Mikrobizide zum Schutz technischer Materialien
EP0154273B1 (de)	1989-09-13	Fungizide Mittel
DE4004035A1 (de)	1991-06-27	Substituierte 1-aminomethyl-3-aryl-4-cyano-pyrrole
DE2740848A1 (de)	1979-03-29	Substituierte n-phenyl-bernsteinsaeureimide, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
EP0003975B1 (de)	1981-05-13	Dichlormaleinsäurediamid-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
DE2144125A1 (de)	1973-03-08	Dithiocarbamidsaure salze von harnstoff-derivaten, verfahren zu ihrer herstellung und ihre fungizide und mikrobizide verwendung
EP0162366B1 (de)	1988-06-22	Sulfenylierte Carbamidsäureester, ein Verfahren zu ihrer Herstellung und ihre Verwendung
EP0161480B1 (de)	1987-06-03	N-Jodpropargyl-chlormethansulfonamide
EP0013322A1 (de)	1980-07-23	Neue 3,4-Dioxo-1,2,5-thiadiazolidin-1-oxide (I), ihre Herstellung und Verwendung als Fungizide, die Verbindungen (I) enthaltende fungizide Mittel und deren Herstellung
CH676409B5 (cs)	1991-07-31
EP0033087A2 (de)	1981-08-05	Triazolyl-alkandiol-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
DE3314190A1 (de)	1984-10-25	Fungizide mittel
DE3207474A1 (de)	1983-09-15	N-sulfenylierte harnstoffe, ein verfahren zu ihrer herstellung, diese enthaltende mikrobizide mittel und ihre verwendung