NO822231L - Imidazolyl-propionitriler og herbicide midler inneholdende disse. - Google Patents

Imidazolyl-propionitriler og herbicide midler inneholdende disse.

Info

Publication number: NO822231L
Authority: NO; Norway
Prior art keywords: propionitrile; imidazol; hydronitrate; chlorophenyl; plants
Prior art date: 1981-06-30

Application number

NO822231A

Other languages

English (en)

Norwegian (no)

Inventor

Dietrich Baumert

Carlo Skoetsch

Hansjoerg Kraehmer

Ernst Pieroh

Original Assignee

Schering Ag

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

1981-06-30

Filing date

1982-06-29

Publication date

1983-01-03

1982-06-29 Application filed by Schering Ag filed Critical Schering Ag

1983-01-03 Publication of NO822231L publication Critical patent/NO822231L/no

Links

-1 IMIDAZOLYL Chemical class 0.000 title description 91
239000004009 herbicide Substances 0.000 title 1
229910052736 halogen Inorganic materials 0.000 claims abstract description 14
150000002367 halogens Chemical class 0.000 claims abstract description 13
230000012010 growth Effects 0.000 claims abstract description 10
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 9
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 8
230000000844 anti-bacterial effect Effects 0.000 claims abstract description 6
125000002883 imidazolyl group Chemical group 0.000 claims abstract 2
230000001105 regulatory effect Effects 0.000 claims abstract 2
150000001875 compounds Chemical class 0.000 claims description 42
230000000855 fungicidal effect Effects 0.000 claims description 22
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 14
239000002253 acid Substances 0.000 claims description 13
150000003839 salts Chemical class 0.000 claims description 10
238000000034 method Methods 0.000 claims description 6
PAPPEKHULAQSEJ-UHFFFAOYSA-N 2-(1h-imidazol-2-yl)propanenitrile Chemical compound N#CC(C)C1=NC=CN1 PAPPEKHULAQSEJ-UHFFFAOYSA-N 0.000 claims description 5
239000003139 biocide Substances 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 5
HPUFKQJSHDRFCT-UHFFFAOYSA-N 2-butoxy-2-(2-chlorophenyl)-3-imidazol-1-ylpropanenitrile Chemical compound C(CCC)OC(C#N)(CN1C=NC=C1)C1=C(C=CC=C1)Cl HPUFKQJSHDRFCT-UHFFFAOYSA-N 0.000 claims description 4
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
CUPDXNVZLUHLPG-UHFFFAOYSA-N 2-(2-chlorophenyl)-3-imidazol-1-yl-2-propoxypropanenitrile Chemical compound ClC1=C(C=CC=C1)C(C#N)(CN1C=NC=C1)OCCC CUPDXNVZLUHLPG-UHFFFAOYSA-N 0.000 claims description 3
SUPDEAABRCKILZ-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-imidazol-1-yl-2-propoxypropanenitrile Chemical compound ClC1=CC=C(C=C1)C(C#N)(CN1C=NC=C1)OCCC SUPDEAABRCKILZ-UHFFFAOYSA-N 0.000 claims description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 3
125000005279 aryl sulfonyloxy group Chemical group 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
150000007522 mineralic acids Chemical class 0.000 claims description 3
150000007524 organic acids Chemical class 0.000 claims description 3
235000005985 organic acids Nutrition 0.000 claims description 3
BLTPCAGRXYBKBL-UHFFFAOYSA-N 2-butoxy-2-(4-chlorophenyl)-3-imidazol-1-ylpropanenitrile Chemical compound C(CCC)OC(C#N)(CN1C=NC=C1)C1=CC=C(C=C1)Cl BLTPCAGRXYBKBL-UHFFFAOYSA-N 0.000 claims description 2
125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 2
125000000304 alkynyl group Chemical group 0.000 claims 1
125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract description 4
125000006727 (C1-C6) alkenyl group Chemical group 0.000 abstract 1
241000196324 Embryophyta Species 0.000 description 55
230000000694 effects Effects 0.000 description 33
238000011282 treatment Methods 0.000 description 24
239000013543 active substance Substances 0.000 description 18
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
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ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
241000233866 Fungi Species 0.000 description 9
235000007340 Hordeum vulgare Nutrition 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
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239000000843 powder Substances 0.000 description 9
229920001817 Agar Polymers 0.000 description 8
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
239000008272 agar Substances 0.000 description 8
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201000010099 disease Diseases 0.000 description 6
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230000008635 plant growth Effects 0.000 description 6
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JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
239000003921 oil Substances 0.000 description 5
235000019198 oils Nutrition 0.000 description 5
125000001424 substituent group Chemical group 0.000 description 5
241001480061 Blumeria graminis Species 0.000 description 4
239000000969 carrier Substances 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
230000002538 fungal effect Effects 0.000 description 4
230000035784 germination Effects 0.000 description 4
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229910052943 magnesium sulfate Inorganic materials 0.000 description 4
235000019341 magnesium sulphate Nutrition 0.000 description 4
SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 description 4
229920006395 saturated elastomer Polymers 0.000 description 4
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 4
235000012239 silicon dioxide Nutrition 0.000 description 4
239000007787 solid Substances 0.000 description 4
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VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 4
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
241000520648 Pyrenophora teres Species 0.000 description 3
206010039509 Scab Diseases 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
241000221577 Uromyces appendiculatus Species 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
159000000007 calcium salts Chemical class 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000002274 desiccant Substances 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000012071 phase Substances 0.000 description 3
239000004033 plastic Substances 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
229920000151 polyglycol Polymers 0.000 description 3
239000010695 polyglycol Substances 0.000 description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000008096 xylene Substances 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
JESFENYHIFEEKY-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)-3-imidazol-1-yl-2-propoxypropanenitrile Chemical compound ClC=1C=C(C=CC1Cl)C(C#N)(CN1C=NC=C1)OCCC JESFENYHIFEEKY-UHFFFAOYSA-N 0.000 description 2
JACPTQMMZGZAOL-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCN(C)CCS(O)(=O)=O JACPTQMMZGZAOL-KHPPLWFESA-N 0.000 description 2
SXXFKLQXHTWSLT-UHFFFAOYSA-N 2-butoxy-2-(2,4-dichlorophenyl)-3-imidazol-1-ylpropanenitrile Chemical compound C(CCC)OC(C#N)(CN1C=NC=C1)C1=C(C=C(C=C1)Cl)Cl SXXFKLQXHTWSLT-UHFFFAOYSA-N 0.000 description 2
125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 2
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 2
125000006512 3,4-dichlorobenzyl group Chemical group [H]C1=C(Cl)C(Cl)=C([H])C(=C1[H])C([H])([H])* 0.000 description 2
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 2
PASLUIUEENOAIW-UHFFFAOYSA-N 3-hydroxy-2-phenyl-2-propoxypropanenitrile Chemical compound OCC(C#N)(OCCC)C1=CC=CC=C1 PASLUIUEENOAIW-UHFFFAOYSA-N 0.000 description 2
LQULPJYCKAPLGK-UHFFFAOYSA-N 3-imidazol-1-yl-2-phenyl-2-propoxypropanenitrile Chemical compound N1(C=NC=C1)CC(C#N)(OCCC)C1=CC=CC=C1 LQULPJYCKAPLGK-UHFFFAOYSA-N 0.000 description 2
XAUYCJPQUIHMHH-UHFFFAOYSA-N 3-methylsulfonyl-2-phenyl-2-propoxypropanenitrile Chemical compound CS(=O)(=O)CC(C#N)(OCCC)C1=CC=CC=C1 XAUYCJPQUIHMHH-UHFFFAOYSA-N 0.000 description 2
ACRWYXSKEHUQDB-UHFFFAOYSA-N 3-phenylpropionitrile Chemical compound N#CCCC1=CC=CC=C1 ACRWYXSKEHUQDB-UHFFFAOYSA-N 0.000 description 2
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 2
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 2
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125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 2
125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 2
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150000007513 acids Chemical class 0.000 description 2
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WOORJRTUBDSICD-UHFFFAOYSA-N 2-(3,3-dimethylbutan-2-yloxy)-3-imidazol-1-yl-2-phenylpropanenitrile Chemical compound N1(C=NC=C1)CC(C#N)(OC(C(C)(C)C)C)C1=CC=CC=C1 WOORJRTUBDSICD-UHFFFAOYSA-N 0.000 description 1
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230000009965 odorless effect Effects 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
210000002741 palatine tonsil Anatomy 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
244000052769 pathogen Species 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
125000005981 pentynyl group Chemical group 0.000 description 1
239000005648 plant growth regulator Substances 0.000 description 1
239000003495 polar organic solvent Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
239000004576 sand Substances 0.000 description 1
238000009991 scouring Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000002002 slurry Substances 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
238000003892 spreading Methods 0.000 description 1
238000010186 staining Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
230000009897 systematic effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
WTVXIBRMWGUIMI-UHFFFAOYSA-N trifluoro($l^{1}-oxidanylsulfonyl)methane Chemical group [O]S(=O)(=O)C(F)(F)F WTVXIBRMWGUIMI-UHFFFAOYSA-N 0.000 description 1
230000007306 turnover Effects 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

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)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

NO822231A 1981-06-30 1982-06-29 Imidazolyl-propionitriler og herbicide midler inneholdende disse. NO822231L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19813125780 DE3125780A1 (de)	1981-06-30	1981-06-30	Imidazolyl-propionitrile, verfahren zur herstellung dieser verbindungen sowie diese enthaltende biozide mittel

Publications (1)

Publication Number	Publication Date
NO822231L true NO822231L (no)	1983-01-03

Family

ID=6135760

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO822231A NO822231L (no)	1981-06-30	1982-06-29	Imidazolyl-propionitriler og herbicide midler inneholdende disse.

Country Status (37)

Country	Link
JP (1)	JPS6055070B2 (tr)
KR (1)	KR840000506A (tr)
AR (1)	AR231440A1 (tr)
AT (1)	ATA247082A (tr)
AU (1)	AU8546482A (tr)
BE (1)	BE893696A (tr)
BG (1)	BG37373A3 (tr)
BR (1)	BR8203803A (tr)
CA (1)	CA1186317A (tr)
CH (1)	CH655311A5 (tr)
CS (1)	CS236480B2 (tr)
DD (1)	DD202977A5 (tr)
DE (1)	DE3125780A1 (tr)
DK (1)	DK291582A (tr)
ES (1)	ES512949A0 (tr)
FI (1)	FI822033L (tr)
FR (1)	FR2519635A1 (tr)
GB (1)	GB2101995B (tr)
GR (1)	GR81396B (tr)
HU (1)	HU189598B (tr)
IL (1)	IL66164A (tr)
IT (1)	IT1151802B (tr)
LU (1)	LU84246A1 (tr)
MA (1)	MA19512A1 (tr)
NL (1)	NL8202339A (tr)
NO (1)	NO822231L (tr)
NZ (1)	NZ200967A (tr)
PH (1)	PH19047A (tr)
PL (1)	PL129716B1 (tr)
PT (1)	PT75147B (tr)
RO (1)	RO85277B (tr)
SE (1)	SE8204027L (tr)
SU (2)	SU1114334A3 (tr)
TR (1)	TR21402A (tr)
YU (1)	YU125882A (tr)
ZA (1)	ZA824688B (tr)
ZW (1)	ZW13182A1 (tr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3329213A1 (de) *	1983-08-10	1985-02-21	Schering AG, 1000 Berlin und 4709 Bergkamen	Azolyl-propannitrile, verfahren zur herstellung dieser verbindungen sowie diese enthaltende biozide mittel
DE3644616A1 (de) *	1986-12-29	1988-07-07	Lentia Gmbh	Imidazolderivate, verfahren zur herstellung und deren verwendung
JPS63120362U (tr) *	1987-01-28	1988-08-04
JPH0624355U (ja) *	1991-07-12	1994-03-29	株式会社三輝産業	バッテリーチャージャ
USD872768S1 (en)	2016-02-19	2020-01-14	Sony Corporation	Robot having display screen with animated graphical user interface

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4167576A (en) *	1977-10-06	1979-09-11	Rohm And Haas Company	Cyanoaralkylheterocyclic compounds
EP0052424B2 (en) *	1980-11-19	1990-02-28	Imperial Chemical Industries Plc	Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them

1981
- 1981-06-30 DE DE19813125780 patent/DE3125780A1/de not_active Withdrawn
1982
- 1982-05-14 PH PH27307A patent/PH19047A/en unknown
- 1982-06-08 FI FI822033A patent/FI822033L/fi not_active Application Discontinuation
- 1982-06-09 NL NL8202339A patent/NL8202339A/xx not_active Application Discontinuation
- 1982-06-09 ES ES512949A patent/ES512949A0/es active Granted
- 1982-06-10 YU YU01258/82A patent/YU125882A/xx unknown
- 1982-06-10 CS CS824318A patent/CS236480B2/cs unknown
- 1982-06-15 NZ NZ200967A patent/NZ200967A/en unknown
- 1982-06-18 RO RO107928A patent/RO85277B/ro unknown
- 1982-06-18 IT IT21939/82A patent/IT1151802B/it active
- 1982-06-22 JP JP57106257A patent/JPS6055070B2/ja not_active Expired
- 1982-06-24 MA MA19719A patent/MA19512A1/fr unknown
- 1982-06-24 BG BG057133A patent/BG37373A3/xx unknown
- 1982-06-25 SU SU823456111A patent/SU1114334A3/ru active
- 1982-06-25 SU SU823456292A patent/SU1245251A3/ru active
- 1982-06-25 AT AT0247082A patent/ATA247082A/de not_active Application Discontinuation
- 1982-06-28 FR FR8211287A patent/FR2519635A1/fr active Granted
- 1982-06-28 PL PL1982237145A patent/PL129716B1/pl unknown
- 1982-06-28 TR TR21402A patent/TR21402A/tr unknown
- 1982-06-28 GR GR68583A patent/GR81396B/el unknown
- 1982-06-28 CH CH3960/82A patent/CH655311A5/de not_active IP Right Cessation
- 1982-06-29 SE SE8204027A patent/SE8204027L/xx not_active Application Discontinuation
- 1982-06-29 DK DK291582A patent/DK291582A/da not_active Application Discontinuation
- 1982-06-29 BE BE0/208488A patent/BE893696A/fr not_active IP Right Cessation
- 1982-06-29 HU HU822103A patent/HU189598B/hu unknown
- 1982-06-29 IL IL66164A patent/IL66164A/xx unknown
- 1982-06-29 NO NO822231A patent/NO822231L/no unknown
- 1982-06-29 BR BR8203803A patent/BR8203803A/pt unknown
- 1982-06-29 PT PT75147A patent/PT75147B/pt unknown
- 1982-06-29 GB GB08218796A patent/GB2101995B/en not_active Expired
- 1982-06-29 CA CA000406258A patent/CA1186317A/en not_active Expired
- 1982-06-30 AU AU85464/82A patent/AU8546482A/en not_active Abandoned
- 1982-06-30 AR AR289853A patent/AR231440A1/es active
- 1982-06-30 LU LU84246A patent/LU84246A1/de unknown
- 1982-06-30 DD DD82241259A patent/DD202977A5/de unknown
- 1982-06-30 ZA ZA824688A patent/ZA824688B/xx unknown
- 1982-06-30 ZW ZW131/82A patent/ZW13182A1/xx unknown
- 1982-06-30 KR KR1019820002943A patent/KR840000506A/ko unknown

Also Published As

Publication number	Publication date
AR231440A1 (es)	1984-11-30
KR840000506A (ko)	1984-02-22
NL8202339A (nl)	1983-01-17
GB2101995A (en)	1983-01-26
AU8546482A (en)	1984-01-05
HU189598B (en)	1986-07-28
YU125882A (en)	1985-03-20
CH655311A5 (de)	1986-04-15
SU1114334A3 (ru)	1984-09-15
RO85277B (ro)	1984-10-30
BG37373A3 (en)	1985-05-15
SE8204027D0 (sv)	1982-06-29
IT8221939A0 (it)	1982-06-18
BE893696A (fr)	1982-12-29
LU84246A1 (de)	1983-01-20
CS236480B2 (en)	1985-05-15
PH19047A (en)	1985-12-11
PT75147A (de)	1982-07-01
CA1186317A (en)	1985-04-30
FR2519635B1 (tr)	1985-02-01
NZ200967A (en)	1985-07-12
DE3125780A1 (de)	1983-01-13
ES8304092A1 (es)	1983-03-16
DD202977A5 (de)	1983-10-12
PT75147B (de)	1984-05-25
JPS588070A (ja)	1983-01-18
MA19512A1 (fr)	1982-12-31
JPS6055070B2 (ja)	1985-12-03
GR81396B (tr)	1984-12-11
ES512949A0 (es)	1983-03-16
IL66164A0 (en)	1982-09-30
RO85277A (ro)	1984-09-29
PL129716B1 (en)	1984-06-30
ATA247082A (de)	1986-04-15
FI822033L (fi)	1982-12-31
TR21402A (tr)	1984-05-22
SE8204027L (sv)	1982-12-31
IL66164A (en)	1985-06-30
FR2519635A1 (fr)	1983-07-18
DK291582A (da)	1982-12-31
IT1151802B (it)	1986-12-24
GB2101995B (en)	1985-05-22
SU1245251A3 (ru)	1986-07-15
BR8203803A (pt)	1983-06-28
FI822033A0 (fi)	1982-06-08
ZA824688B (en)	1983-04-27
PL237145A1 (en)	1983-02-14
ZW13182A1 (en)	1982-10-20

Publication	Publication Date	Title
JP2530590B2 (ja)	1996-09-04	殺菌・殺カビ剤
HU188092B (en)	1986-03-28	Plant growth regulating and fungicide compositions containing 1-hydroxy-ethyl-triazola derivatives as active substances and process for preparing the active substances
JPS6222961B2 (tr)	1987-05-20
CS241498B2 (en)	1986-03-13	Plant growth regulation agent and fungicide and active component production method
EA036407B1 (ru)	2020-11-06	Комбинации активных соединений, содержащие производное (тио)карбоксамида и фунгицидное соединение
JPS6038304A (ja)	1985-02-27	殺菌・殺カビ剤、その製法と使用
CS236691B2 (en)	1985-05-15	Agent for regulation of plant growth and fungicide agent and production method of its efficient components
NO822231L (no)	1983-01-03	Imidazolyl-propionitriler og herbicide midler inneholdende disse.
JPS5888377A (ja)	1983-05-26	２―イミダゾリルメチル―２―フエニル―１、３―ジオキソラン類、それらの製造方法、およびそれらを含有する殺菌組成物
JPH02286664A (ja)	1990-11-26	アゾリルエチルシクロプロパンおよび該化合物を含有する殺菌剤
NO824071L (no)	1983-06-06	Azolyl-penten-derivater, samt biocider inneholdende disse
NO831448L (no)	1983-10-27	Biocide midler inneholdende 1,2,4-triazol-1-yl-propionnitriler og fremgangsmaate ved fremstilling av disse
JP3810480B2 (ja)	2006-08-16	殺菌殺虫組成物
NO843191L (no)	1985-02-11	Azolyl-propannitriler, fremgangsmaate for fremstilling av disse, samt biocide midler inneholdende disse
DK158761B (da)	1990-07-16	Fungicidt middel, anvendelse heraf til bekaempelse af svampe og som plantebeskyttelsesmiddel samt fremgangsmaade til bekaempelse af svampe
KR800001421B1 (ko)	1980-12-05	1-폐닐-2-트리아졸릴-에틸에텔유도체의 제조방법
JPS60104085A (ja)	1985-06-08	アゾリル‐テトラヒドロフラン‐２‐イリデン‐メタン誘導体類
JPS6310151B2 (tr)	1988-03-04
NO844487L (no)	1985-05-13	E-triazolyl-pentenoler, fremgangsmaate for fremstilling av disse og biocider inneholdende disse
JPH0144705B2 (tr)	1989-09-29
JPS58164578A (ja)	1983-09-29	置換１−アゾリルプロパン誘導体、その製法並びに該誘導体を含有する殺菌剤および植物生長調節剤
JPH03130267A (ja)	1991-06-04	ビニルアゾールおよびその植物病虫害防除薬剤としての利用法
JPH03135961A (ja)	1991-06-10	１，２―ジハロゲンアゾリルエタン誘導体及びこれを含有する植物防護殺菌剤