GB2130584B - Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives - Google Patents
Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivativesInfo
- Publication number
- GB2130584B GB2130584B GB08330970A GB8330970A GB2130584B GB 2130584 B GB2130584 B GB 2130584B GB 08330970 A GB08330970 A GB 08330970A GB 8330970 A GB8330970 A GB 8330970A GB 2130584 B GB2130584 B GB 2130584B
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- unsubstituted
- hydrogen
- phenoxyphenyl
- carbonyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Epoxy Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Polymerization Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Novel 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives of the general formula I <IMAGE> wherein R1 and R2 are each independently hydrogen, halogen C1-C4 alkyl or CF3, and Rn denotes one to three alkyl, alkoxy, haloalkoxy, haloalkyl, halogen and/or cyano groups, R4 is hydrogen, C1-C10 alkyl, C3-C6 cycloalkyl or unsubstituted or substituted phenyl, X is -CH= or -N=, R5 is hydrogen, C1-C12 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, or unsubstituted or substituted benzyl; and A is the radical <IMAGE> wherein R6 and R7 are each independently C1-C12 alkyl, unsubstituted or substituted phenyl, or both together form a C2-C4 alkylene bridge which is unsubstituted or substituted by one or more identical or different members selected from the group consisting of C1-C4 alkyl, C2-C4 alkenyloxymethyl or C1-C3 alkoxymethyl; and to the acid addition salts, quaternary azolium salts and metal complexes thereof, are useful for controlling phytopathogenic microorganisms and/or regulating plant growth.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH682282 | 1982-11-23 |
Publications (3)
Publication Number | Publication Date |
---|---|
GB8330970D0 GB8330970D0 (en) | 1983-12-29 |
GB2130584A GB2130584A (en) | 1984-06-06 |
GB2130584B true GB2130584B (en) | 1986-11-26 |
Family
ID=4315565
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08330970A Expired GB2130584B (en) | 1982-11-23 | 1983-11-21 | Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives |
GB08530463A Expired GB2168053B (en) | 1982-11-23 | 1985-12-11 | Phenoxy-phenyl oxirane compounds |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08530463A Expired GB2168053B (en) | 1982-11-23 | 1985-12-11 | Phenoxy-phenyl oxirane compounds |
Country Status (19)
Country | Link |
---|---|
EP (2) | EP0117378A1 (en) |
JP (2) | JPS59106468A (en) |
KR (1) | KR840006648A (en) |
AT (1) | ATE37180T1 (en) |
AU (3) | AU2158283A (en) |
BR (1) | BR8306422A (en) |
CA (2) | CA1215374A (en) |
DE (1) | DE3377986D1 (en) |
DK (1) | DK534083A (en) |
ES (2) | ES8504133A1 (en) |
GB (2) | GB2130584B (en) |
GR (1) | GR79723B (en) |
IL (2) | IL70284A (en) |
PH (1) | PH19709A (en) |
PL (1) | PL141026B1 (en) |
PT (1) | PT77700B (en) |
SU (1) | SU1331427A3 (en) |
TR (1) | TR21666A (en) |
ZA (2) | ZA838696B (en) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4517194A (en) * | 1982-06-25 | 1985-05-14 | Ciba-Geigy Corporation | Azolylmandelic acid derivatives and use thereof for controlling microorganisms |
KR880001813B1 (en) * | 1983-01-10 | 1988-09-19 | 시바-가이기 코오포레이숀 | Processes for the preparation of fluorazolyl propan derivatives |
GB8301678D0 (en) * | 1983-01-21 | 1983-02-23 | Ici Plc | Heterocyclic compounds |
EP0117578A3 (en) * | 1983-02-23 | 1985-01-30 | Shionogi & Co., Ltd. | Azole-substituted alcohol derivatives |
JPS59155365A (en) * | 1983-02-23 | 1984-09-04 | Shionogi & Co Ltd | 2-hydroxypropiophenone derivative |
US4584307A (en) * | 1983-08-10 | 1986-04-22 | Pfizer Inc. | Antifungal 2-aryl-2-hydroxy perfluoro-1-(1H-1,2,4-triazol-1-yl) alkanones and alkanols |
DE3407005A1 (en) * | 1983-09-26 | 1985-04-04 | Bayer Ag, 5090 Leverkusen | HYDROXYETHYLAZOLYL OXIME DERIVATES |
US4849007A (en) * | 1985-12-02 | 1989-07-18 | Ciba-Geigy Corporation | Herbicidal epoxides |
DE3921163A1 (en) * | 1989-06-28 | 1991-01-10 | Bayer Ag | HYDROXY KETO AZOLES |
US6297239B1 (en) | 1997-10-08 | 2001-10-02 | Merck & Co., Inc. | Inhibitors of prenyl-protein transferase |
KR100811402B1 (en) * | 2005-06-03 | 2008-03-07 | 박명호 | shoelace ring and how to binding of shoelace |
EP2928873A1 (en) | 2012-11-27 | 2015-10-14 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
WO2014082879A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted [1,2,4]triazole compounds |
US20150307459A1 (en) | 2012-11-27 | 2015-10-29 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol Compounds and Their Use as Fungicides |
EP2735563A1 (en) * | 2012-11-27 | 2014-05-28 | Basf Se | Meta substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
WO2014082872A1 (en) * | 2012-11-27 | 2014-06-05 | Basf Se | Substituted [1,2,4]triazole compounds |
WO2014082880A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted [1,2,4] triazole compounds |
PL2934147T3 (en) | 2012-12-20 | 2020-06-29 | BASF Agro B.V. | Compositions comprising a triazole compound |
EP2943472A2 (en) * | 2013-01-08 | 2015-11-18 | Basf Se | Substituted [1,2,4]triazole compounds |
EA033780B1 (en) | 2013-01-09 | 2019-11-25 | Basf Agro Bv | Process for the preparation of substituted oxiranes and triazoles |
RU2669997C2 (en) | 2013-07-08 | 2018-10-17 | Басф Агро Б.В. | Compositions comprising triazole compound and biopesticide |
AU2015281187B2 (en) | 2014-06-25 | 2018-10-04 | BASF Agro B.V. | Pesticidal compositions |
EP3214937B1 (en) | 2014-11-07 | 2024-07-03 | Basf Se | Pesticidal mixtures |
BR112018068705B1 (en) | 2016-03-16 | 2022-09-06 | Basf Se | METHOD TO CONTROL PHYTOPATOGENIC FUNGI |
EP3429357A1 (en) | 2016-03-16 | 2019-01-23 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on cereals |
WO2017157920A1 (en) | 2016-03-16 | 2017-09-21 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on fruits |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2348663A1 (en) * | 1973-09-27 | 1975-04-03 | Bayer Ag | Alpha-phenoxy-beta-azolyl-ketones - prepd. by reacting alpha-phenoxy-beta-(methyldiethylammonio)-ketones with azoles |
CH647513A5 (en) * | 1979-11-13 | 1985-01-31 | Sandoz Ag | TRIAZOLE DERIVATIVES, THEIR PRODUCTION AND USE. |
GB2104065B (en) * | 1981-06-04 | 1985-11-06 | Ciba Geigy Ag | Heterocyclyl-substituted mandelic acid compounds and mandelonitriles and their use for combating microorganisms |
EP0078594B1 (en) * | 1981-08-19 | 1987-01-14 | Imperial Chemical Industries Plc | Triazole derivatives, processes for preparing them, compositions containing them and processes for combating fungi and regulating plant growth |
-
1983
- 1983-09-23 PH PH29875A patent/PH19709A/en unknown
- 1983-11-17 EP EP83810532A patent/EP0117378A1/en not_active Withdrawn
- 1983-11-17 AT AT83810531T patent/ATE37180T1/en active
- 1983-11-17 DE DE8383810531T patent/DE3377986D1/en not_active Expired
- 1983-11-17 EP EP83810531A patent/EP0114567B1/en not_active Expired
- 1983-11-21 IL IL70284A patent/IL70284A/en unknown
- 1983-11-21 IL IL70288A patent/IL70288A/en unknown
- 1983-11-21 GR GR73027A patent/GR79723B/el unknown
- 1983-11-21 GB GB08330970A patent/GB2130584B/en not_active Expired
- 1983-11-21 CA CA000441543A patent/CA1215374A/en not_active Expired
- 1983-11-22 PT PT77700A patent/PT77700B/en unknown
- 1983-11-22 ZA ZA838696A patent/ZA838696B/en unknown
- 1983-11-22 ES ES527438A patent/ES8504133A1/en not_active Expired
- 1983-11-22 SU SU833665903A patent/SU1331427A3/en active
- 1983-11-22 CA CA000441619A patent/CA1210404A/en not_active Expired
- 1983-11-22 TR TR21666A patent/TR21666A/en unknown
- 1983-11-22 AU AU21582/83A patent/AU2158283A/en not_active Abandoned
- 1983-11-22 ES ES527439A patent/ES8506566A1/en not_active Expired
- 1983-11-22 BR BR8306422A patent/BR8306422A/en unknown
- 1983-11-22 ZA ZA838695A patent/ZA838695B/en unknown
- 1983-11-22 PL PL1983244693A patent/PL141026B1/en unknown
- 1983-11-22 DK DK534083A patent/DK534083A/en not_active Application Discontinuation
- 1983-11-22 AU AU21581/83A patent/AU570653B2/en not_active Ceased
- 1983-11-23 KR KR1019830005542A patent/KR840006648A/en not_active Application Discontinuation
- 1983-11-24 JP JP58221352A patent/JPS59106468A/en active Pending
- 1983-11-24 JP JP58221351A patent/JPS59106467A/en active Pending
-
1985
- 1985-12-11 GB GB08530463A patent/GB2168053B/en not_active Expired
-
1988
- 1988-01-21 AU AU10692/88A patent/AU584000B2/en not_active Ceased
Also Published As
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GB2130584B (en) | Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives | |
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ATE23043T1 (en) | BIOLOGICALLY ACTIVE TRIAZOLYL DERIVATIVES. | |
ATE17000T1 (en) | SUBSTITUTE AZOLYLETHYLOXIMINOALKYL ETHERS, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS FUNGICIDES. |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |