DE2652313A1 - Triazolderivate - Google Patents
TriazolderivateInfo
- Publication number
- DE2652313A1 DE2652313A1 DE19762652313 DE2652313A DE2652313A1 DE 2652313 A1 DE2652313 A1 DE 2652313A1 DE 19762652313 DE19762652313 DE 19762652313 DE 2652313 A DE2652313 A DE 2652313A DE 2652313 A1 DE2652313 A1 DE 2652313A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- weight
- parts
- hydrogen
- trans
- Prior art date
- Legal status (The legal status 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 status listed.)
- Withdrawn
Links
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 title claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- -1 p-carboxyphenyl Chemical group 0.000 claims description 9
- 229910052736 halogen Chemical group 0.000 claims description 8
- 150000002367 halogens Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 150000003017 phosphorus Chemical class 0.000 claims description 7
- 241000233866 Fungi Species 0.000 claims description 6
- 239000000417 fungicide Substances 0.000 claims description 6
- 150000002431 hydrogen Chemical group 0.000 claims description 6
- 150000002576 ketones Chemical class 0.000 claims description 6
- 230000000855 fungicidal effect Effects 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 150000003852 triazoles Chemical class 0.000 claims 2
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 claims 1
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- 239000004480 active ingredient Substances 0.000 description 25
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 8
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- 239000004359 castor oil Substances 0.000 description 3
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- 238000011161 development Methods 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- FWBSWSPGFNAXPP-UHFFFAOYSA-M (2,4-dichlorophenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].ClC1=CC(Cl)=CC=C1C[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 FWBSWSPGFNAXPP-UHFFFAOYSA-M 0.000 description 2
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 2
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- 240000009088 Fragaria x ananassa Species 0.000 description 2
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- 229910002651 NO3 Inorganic materials 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 240000000111 Saccharum officinarum Species 0.000 description 2
- 235000007201 Saccharum officinarum Nutrition 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 235000016213 coffee Nutrition 0.000 description 2
- 235000013353 coffee beverage Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000012990 dithiocarbamate Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 235000015243 ice cream Nutrition 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- 238000006053 organic reaction Methods 0.000 description 2
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
- 239000011435 rock Substances 0.000 description 2
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- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 description 1
- LHPCNVJHBAMUPX-UHFFFAOYSA-N 2,4-dichloro-1-(diethoxyphosphorylmethyl)benzene Chemical compound CCOP(=O)(OCC)CC1=CC=C(Cl)C=C1Cl LHPCNVJHBAMUPX-UHFFFAOYSA-N 0.000 description 1
- HNVIQLPOGUDBSU-UHFFFAOYSA-N 2,6-dimethylmorpholine Chemical compound CC1CNCC(C)O1 HNVIQLPOGUDBSU-UHFFFAOYSA-N 0.000 description 1
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
- UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 description 1
- YAUCKEPYKXHCFF-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;manganese Chemical compound [Mn].NC(=S)SCCSC(N)=S YAUCKEPYKXHCFF-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical class OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- ZRDUSMYWDRPZRM-UHFFFAOYSA-N 2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)C=C(C)C ZRDUSMYWDRPZRM-UHFFFAOYSA-N 0.000 description 1
- CDIJOYCNNFLOAX-UHFFFAOYSA-N 4-(trichloromethylsulfanyl)isoindole-1,3-dione Chemical compound ClC(Cl)(Cl)SC1=CC=CC2=C1C(=O)NC2=O CDIJOYCNNFLOAX-UHFFFAOYSA-N 0.000 description 1
- 241001136792 Alle Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
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- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
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- 239000003960 organic solvent Substances 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- AHIHJODVQGBOND-UHFFFAOYSA-M propan-2-yl carbonate Chemical compound CC(C)OC([O-])=O AHIHJODVQGBOND-UHFFFAOYSA-M 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009885 systemic effect Effects 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
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 229940055764 triaz Drugs 0.000 description 1
- ABDKAPXRBAPSQN-UHFFFAOYSA-N veratrole Chemical compound COC1=CC=CC=C1OC ABDKAPXRBAPSQN-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762652313 DE2652313A1 (de) | 1976-11-17 | 1976-11-17 | Triazolderivate |
| US05/839,761 US4104399A (en) | 1976-11-17 | 1977-10-06 | Triazole derivatives |
| DK507477A DK507477A (da) | 1976-11-17 | 1977-11-16 | Triazolderivater |
| NL7712627A NL7712627A (nl) | 1976-11-17 | 1977-11-16 | Werkwijze voor de bereiding van triazoolderiva- ten. |
| GB47641/77A GB1588750A (en) | 1976-11-17 | 1977-11-16 | Triazole derivatives and their use as fungicides |
| FR7734572A FR2371434A1 (fr) | 1976-11-17 | 1977-11-17 | Derives triazoliques utiles comme fongicides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762652313 DE2652313A1 (de) | 1976-11-17 | 1976-11-17 | Triazolderivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2652313A1 true DE2652313A1 (de) | 1978-05-18 |
Family
ID=5993348
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762652313 Withdrawn DE2652313A1 (de) | 1976-11-17 | 1976-11-17 | Triazolderivate |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4104399A (cg-RX-API-DMAC10.html) |
| DE (1) | DE2652313A1 (cg-RX-API-DMAC10.html) |
| DK (1) | DK507477A (cg-RX-API-DMAC10.html) |
| FR (1) | FR2371434A1 (cg-RX-API-DMAC10.html) |
| GB (1) | GB1588750A (cg-RX-API-DMAC10.html) |
| NL (1) | NL7712627A (cg-RX-API-DMAC10.html) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010674A1 (de) * | 1978-10-28 | 1980-05-14 | Bayer Ag | Neue Ethen-azol-Derivate, Verfahren zu ihrer Herstellung, fungizide Mittel, Verfahren zur Herstellung dieser sowie Verwendung der Azol-Derivate zur Bekämpfung von Pilzen und ein Verfahren zur Bekämpfung von Pilzen |
| EP0016323A1 (de) * | 1979-02-16 | 1980-10-01 | Bayer Ag | 1-Allyltriazol-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenschutzmittel |
| EP0032239A1 (de) * | 1980-01-10 | 1981-07-22 | Bayer Ag | Verfahren zur Herstellung von Azolyl-vinyl-ketonen |
| EP0090269A1 (de) * | 1982-03-23 | 1983-10-05 | Hoechst Aktiengesellschaft | 3-Azolyl-1,2-diaryl-1-halogen-1-propene, ihre Herstellung, ihre Verwendung als Pflanzenschutzmittel und diese Verbindungen enthaltende Präparate |
| US4808606A (en) * | 1985-09-23 | 1989-02-28 | Hoechst Aktiengesellschaft | Alkenylazoles, a process for their preparation and their use |
| EP0334035A1 (de) * | 1988-02-26 | 1989-09-27 | BASF Aktiengesellschaft | Azolylpropenyl- und Azolylmethyloxiran-Derivate und diese enthaltende Fungizide |
| EP0337199A1 (de) * | 1988-04-09 | 1989-10-18 | BASF Aktiengesellschaft | Azolylalkene und diese enthaltende Fungizide |
| EP0299683A3 (en) * | 1987-07-15 | 1990-04-18 | Imperial Chemical Industries Plc | Heterocyclic olefinic compounds and their use as aromatase inhibitors |
| EP0352675A3 (de) * | 1988-07-28 | 1990-04-18 | BASF Aktiengesellschaft | Substituierte Imidazolylmethyloxirane und substituierte Imidazolylpropene, ihre Herstellung und sie enthaltende Fungizide |
| EP0352673A3 (en) * | 1988-07-29 | 1990-04-25 | Basf Aktiengesellschaft | 1-halo-1-azolylpropenes and -methyloxiranes and fungicides containing them |
| EP0409049A3 (en) * | 1989-07-18 | 1991-10-30 | Basf Aktiengesellschaft | Method for the stereoselective production of z-1,2-diaryl-alkyl-chlorides and their conversion to azolylmethyloxiranes as well as intermediates |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2960167D1 (en) * | 1978-03-17 | 1981-04-02 | Ciba Geigy Ag | 1.1-diphenylethene derivatives, process for their preparation and their use as microbicides |
| DE2920437A1 (de) * | 1979-05-19 | 1980-11-27 | Bayer Ag | Geometrische isomere von 4,4- dimethyl-1-phenyl-2-(1,2,4-triazol-1-yl)- 1-penten-3-olen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| US5216007A (en) * | 1980-10-01 | 1993-06-01 | Rohm And Haas Company | Substituted ethylene imidazole and triazoles |
| DE3103068A1 (de) * | 1981-01-30 | 1982-08-26 | Basf Ag, 6700 Ludwigshafen | Vinylazole, verfahren zu ihrer herstellung und ihre verwendung bei der bekaempfung von pilzen |
| DE3237476A1 (de) * | 1982-10-09 | 1984-04-12 | Bayer Ag, 5090 Leverkusen | 1-aryl-3-azolyl-4,4-dimethyl-1-pentene |
| DE3327036A1 (de) * | 1983-07-27 | 1985-02-07 | Bayer Ag, 5090 Leverkusen | 3-(1,2,4-triazol-1-yl)-l-propene |
| US4783474A (en) * | 1985-07-20 | 1988-11-08 | Bayer Aktiengesellschaft | Halogenoalkyl-, alkenyl- and alkinyl-azoles |
| US5268517A (en) * | 1989-07-14 | 1993-12-07 | Basf Aktiengesellschaft | Stereoselective preparation of Z-1,2-diarylallyl chlorides and the conversion thereof into azolylmethyloxiranes, and novel intermediates |
| US5683451A (en) * | 1994-06-08 | 1997-11-04 | Cardiovascular Concepts, Inc. | Apparatus and methods for deployment release of intraluminal prostheses |
| JP2000053657A (ja) * | 1998-08-12 | 2000-02-22 | Rikagaku Kenkyusho | ブラシノステロイド生合成阻害剤 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH488713A (de) * | 1968-08-28 | 1970-04-15 | Bayer Ag | Verfahren zur Herstellung von 1-Trityl-1,2,4-triazolen |
| DE2335020C3 (de) * | 1973-07-10 | 1981-10-08 | Bayer Ag, 5090 Leverkusen | 1-(1,2,4-Triazol-1-yl)-2-phenoxy-4,4-dimethyl-pentan-3-on-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide |
| DE2350122C2 (de) * | 1973-10-05 | 1982-06-24 | Bayer Ag, 5090 Leverkusen | 1-Propyl-1,2,4-triazolyl-Derivate und deren Salze, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide |
-
1976
- 1976-11-17 DE DE19762652313 patent/DE2652313A1/de not_active Withdrawn
-
1977
- 1977-10-06 US US05/839,761 patent/US4104399A/en not_active Expired - Lifetime
- 1977-11-16 DK DK507477A patent/DK507477A/da unknown
- 1977-11-16 GB GB47641/77A patent/GB1588750A/en not_active Expired
- 1977-11-16 NL NL7712627A patent/NL7712627A/xx not_active Application Discontinuation
- 1977-11-17 FR FR7734572A patent/FR2371434A1/fr active Granted
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010674A1 (de) * | 1978-10-28 | 1980-05-14 | Bayer Ag | Neue Ethen-azol-Derivate, Verfahren zu ihrer Herstellung, fungizide Mittel, Verfahren zur Herstellung dieser sowie Verwendung der Azol-Derivate zur Bekämpfung von Pilzen und ein Verfahren zur Bekämpfung von Pilzen |
| EP0016323A1 (de) * | 1979-02-16 | 1980-10-01 | Bayer Ag | 1-Allyltriazol-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenschutzmittel |
| US4315764A (en) | 1979-02-16 | 1982-02-16 | Bayer Aktiengesellschaft | 1-Allyltriazole derivatives, processes for their preparation and their use as plant protection agents |
| DK156657B (da) * | 1980-01-10 | 1989-09-18 | Bayer Ag | Fremgangsmaade til fremstilling af azolyl-vinyl-ketoner samt ketoenaminer til anvendelse som mellemprodukter ved fremgangsmaaden |
| EP0032239A1 (de) * | 1980-01-10 | 1981-07-22 | Bayer Ag | Verfahren zur Herstellung von Azolyl-vinyl-ketonen |
| US4380628A (en) | 1980-01-10 | 1983-04-19 | Bayer Aktiengesellschaft | Process for the preparation of azolyl-vinyl ketones |
| EP0090269A1 (de) * | 1982-03-23 | 1983-10-05 | Hoechst Aktiengesellschaft | 3-Azolyl-1,2-diaryl-1-halogen-1-propene, ihre Herstellung, ihre Verwendung als Pflanzenschutzmittel und diese Verbindungen enthaltende Präparate |
| US4808606A (en) * | 1985-09-23 | 1989-02-28 | Hoechst Aktiengesellschaft | Alkenylazoles, a process for their preparation and their use |
| EP0299683A3 (en) * | 1987-07-15 | 1990-04-18 | Imperial Chemical Industries Plc | Heterocyclic olefinic compounds and their use as aromatase inhibitors |
| EP0334035A1 (de) * | 1988-02-26 | 1989-09-27 | BASF Aktiengesellschaft | Azolylpropenyl- und Azolylmethyloxiran-Derivate und diese enthaltende Fungizide |
| EP0337199A1 (de) * | 1988-04-09 | 1989-10-18 | BASF Aktiengesellschaft | Azolylalkene und diese enthaltende Fungizide |
| EP0352675A3 (de) * | 1988-07-28 | 1990-04-18 | BASF Aktiengesellschaft | Substituierte Imidazolylmethyloxirane und substituierte Imidazolylpropene, ihre Herstellung und sie enthaltende Fungizide |
| EP0352673A3 (en) * | 1988-07-29 | 1990-04-25 | Basf Aktiengesellschaft | 1-halo-1-azolylpropenes and -methyloxiranes and fungicides containing them |
| EP0409049A3 (en) * | 1989-07-18 | 1991-10-30 | Basf Aktiengesellschaft | Method for the stereoselective production of z-1,2-diaryl-alkyl-chlorides and their conversion to azolylmethyloxiranes as well as intermediates |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2371434B1 (cg-RX-API-DMAC10.html) | 1980-10-17 |
| FR2371434A1 (fr) | 1978-06-16 |
| DK507477A (da) | 1978-05-18 |
| US4104399A (en) | 1978-08-01 |
| GB1588750A (en) | 1981-04-29 |
| NL7712627A (nl) | 1978-05-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |