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GB1530172A - Substituted imidazoles and their use as fungicides - Google Patents

Substituted imidazoles and their use as fungicides

Info

Publication number
GB1530172A
GB1530172A GB4011/76A GB401176A GB1530172A GB 1530172 A GB1530172 A GB 1530172A GB 4011/76 A GB4011/76 A GB 4011/76A GB 401176 A GB401176 A GB 401176A GB 1530172 A GB1530172 A GB 1530172A
Authority
GB
United Kingdom
Prior art keywords
substituted
aryl
joined
group
alkyl
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
Application number
GB4011/76A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
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.)
Filing date
Publication date
Priority claimed from US05/642,041 external-priority patent/US4105762A/en
Priority claimed from US05/647,039 external-priority patent/US4073921A/en
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB1530172A publication Critical patent/GB1530172A/en
Expired legal-status Critical Current

Links

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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
    • C07C17/2637—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions between a compound containing only oxygen and possibly halogen as hetero-atoms and a halogenated hydrocarbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40—Halogenated unsaturated alcohols
    • C07C33/50—Halogenated unsaturated alcohols containing six-membered aromatic rings and other rings
    • 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
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/91—Nitro radicals
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1530172 Substituted imidazoles ROHM & HAAS CO 2 Feb 1976 [5 Feb 1975 12 March 1975 18 Dec 1975 7 Jan 1976] 04011/76 Heading C2C [Also in Division A5] The invention comprises a substituted imidazole or metal salt complex or an agronomically acceptable acid addition salt thereof, said substituted imidazole being of the formula: wherein: Z (when not joined to R<SP>2</SP>) is a group containing up to 18 carbon atoms and is aryl; substituted aryl; aryl so substituted as to form a fused carbocyclic or heterocyclic ring; saturated carbocyclic so substituted as to form a fused aryl ring; or a heterocyclic group; R<SP>1</SP>(when not joined to R<SP>2</SP>) is hydrogen (except when R<SP>2</SP> is hydrogen), cyano, (C 1 -C 20 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 12 )alkenyl, (C 5 -C 8 )- cycloalkenyl, (C 3 -C 6 )alkynyl or aralkyl of up to 24 carbon atoms which aralkyl group is optionally substituted with up to 3 substituents which may be the same or different; R<SP>2</SP> (when not joined to Z or R<SP>1</SP>) is hydrogen or a group containing up to 20 carbon atoms and which is (C 1 -C 20 )alkyl, (C 2 -C 12 )alkenyl, (C 3 - C 6 )alkynyl, (C 3 -C 8 )cycloalkyl, (C 5 -C 8 )cycloalkenyl, aryl or aralkyl, the last two groups being optionally substituted; R<SP>1</SP> and R<SP>2</SP> (when joined together) form, together with attached carbon atom, a (C 3 -C 8 )- cycloalkyl residue; Z and R<SP>2</SP> (when joined together) form the group A is a (C 1 -C 5 )alkylene group X is halogen, nitro or (C 1 -C 4 )alkyl, the X substituents being the same or different when more than one is present; a is zero, 1 or 2, and n is zero or 1. Methods of preparation of these compounds and their precursors are given. The compounds may be used as fungicides.
GB4011/76A 1975-02-05 1976-02-02 Substituted imidazoles and their use as fungicides Expired GB1530172A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US54729175A 1975-02-05 1975-02-05
US55754675A 1975-03-12 1975-03-12
US05/642,041 US4105762A (en) 1975-02-05 1975-12-18 Metal salt complexes of 1-substituted aralkyl imidazoles, and methods and compositions for controlling phytopathogenic fungi using them
US05/647,039 US4073921A (en) 1975-03-12 1976-01-07 Substituted arylcyanoalkyl and diarylcyanoalkylimidazoles and fungical compositions and methods utilizing them

Publications (1)

Publication Number Publication Date
GB1530172A true GB1530172A (en) 1978-10-25

Family

ID=27504723

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4011/76A Expired GB1530172A (en) 1975-02-05 1976-02-02 Substituted imidazoles and their use as fungicides

Country Status (22)

Country Link
JP (1) JPS51143667A (en)
AR (2) AR226407A1 (en)
AU (1) AU502679B2 (en)
BR (1) BR7600736A (en)
DD (1) DD124098A5 (en)
DE (1) DE2604047A1 (en)
DK (1) DK48076A (en)
ES (2) ES444918A1 (en)
FR (1) FR2300081A1 (en)
GB (1) GB1530172A (en)
GR (1) GR58522B (en)
HU (1) HU178950B (en)
IE (1) IE43517B1 (en)
IL (1) IL48975A (en)
IT (1) IT1061007B (en)
MX (1) MX4047E (en)
NL (1) NL7601206A (en)
NZ (1) NZ179937A (en)
OA (1) OA05234A (en)
PT (1) PT64778B (en)
SE (1) SE7600674L (en)
TR (1) TR18878A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0015002A1 (en) * 1979-02-22 1980-09-03 The Wellcome Foundation Limited 1-substituted imidazoles, and salts thereof, a method for their preparation and pharmaceutical formulations thereof
EP0064244A1 (en) * 1981-04-24 1982-11-10 Syntex (U.S.A.) Inc. Spermicidal 1-bis(arylalkyl)alkylimidazoles
GB2126218A (en) * 1982-08-14 1984-03-21 Wellcome Found Imidazoles
US4443449A (en) * 1981-04-06 1984-04-17 The Boots Company Limited Arylcyclobutylalkylamines and anti-depression composition and methods using same
US4522828A (en) * 1981-04-06 1985-06-11 The Boots Company Plc Therapeutic agents
US4629727A (en) * 1982-09-30 1986-12-16 The Boots Company Plc Therapeutic agents
US4925879A (en) * 1985-01-17 1990-05-15 Boots Company, Plc Arylcyclobutylmethylamines
US4929629A (en) * 1985-12-17 1990-05-29 Boots Company, Plc Therapeutic compound
US8877975B2 (en) 2006-01-06 2014-11-04 Sunovion Pharmaceuticals Inc. Cycloalkylamines as monoamine reuptake inhibitors

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1590648A (en) * 1976-12-01 1981-06-03 Ciba Geigy Ag N-((naphthothienyl or n-phenanthryl)alkyl) imidazoles their preparation and compositions containing them
FR2415095A1 (en) * 1978-01-20 1979-08-17 Azote & Prod Chim PHENYLACETONITRILE ALCOHYLATION PROCESS
JPS54157560A (en) * 1978-06-01 1979-12-12 Sumitomo Chem Co Ltd Preparation of n-substituted imidazole derivative
DE2847441A1 (en) * 1978-11-02 1980-05-22 Basf Ag IMIDAZOLE COPPER COMPLEX CONNECTIONS
GR68076B (en) * 1979-04-27 1981-10-30 Chinoin Gyogyszer Es Vegyeszet
DE3032326A1 (en) * 1980-08-27 1982-04-08 Bayer Ag, 5090 Leverkusen AZOLYLALKYL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES
DE3121676A1 (en) * 1981-06-01 1982-12-16 Hoechst Ag, 6000 Frankfurt "1,1-DIARYL-2-AZOLYL-AETHANE, THEIR PRODUCTION, THEIR USE AND THE PREPARATIONS CONTAINING THESE COMPOUNDS"
DE3216301A1 (en) * 1982-04-26 1983-10-27 Schering AG, 1000 Berlin und 4709 Bergkamen 1,2,4-TRIAZOL-1-YL-PROPIONITRILE, METHOD FOR PRODUCING THESE COMPOUNDS AND THE BIOCIDES CONTAINING THEM
HU191627B (en) * 1982-08-14 1987-03-30 Wellcome Found Process for preparing imidazole derivatives and salts thereof futher pharmaceutical compositions containing such compounds as active substances
US4581370A (en) * 1983-07-12 1986-04-08 Schering A.G. Antiarrhythmic imidazoliums
DE3329213A1 (en) * 1983-08-10 1985-02-21 Schering AG, 1000 Berlin und 4709 Bergkamen AZOLYL PROPANNITRILE, METHOD FOR PRODUCING THESE COMPOUNDS AND THE BIOCIDES CONTAINING THEM
CA1227801A (en) * 1983-11-10 1987-10-06 Ted T. Fujimoto .alpha.-ALKYL-.alpha.-(4-HALOPHENYL)-1H-1,2,4-TRIAZOLE-1- PROPANENITRILES
US5039978A (en) * 1990-01-08 1991-08-13 Kronberg James W Analog graphic display method and apparatus
AU6435000A (en) * 1999-07-27 2001-02-13 Lonza A.G. Process for preparing 1-(6-methylpyridin-3-yl)-2-((4-(methylsulphonyl) phenyl) ethanone
WO2014095381A1 (en) * 2012-12-19 2014-06-26 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2746264A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746255A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP3692992A1 (en) 2015-02-27 2020-08-12 Kyushu University National University Corporation Method of screening dock1-selective inhibitors for cancer treatment
CR20190163A (en) 2016-09-29 2019-08-14 Bayer Cropscience Ag 5-substituted imidazolylmethyldioxolane derivatives as fungiciides
EP3519408A1 (en) 2016-09-29 2019-08-07 Bayer CropScience Aktiengesellschaft 1 -[2-(1 -chlorocyclopropyl)-2-hydroxy-3-(3-phenyl-1,2-oxazol-5-yl)propyl]-1h-imidazole-5-carbonitrile derivatives and related compounds as fungicides for crop protection
AU2017333782A1 (en) 2016-09-29 2019-03-28 Bayer Aktiengesellschaft Novel 5-substituted imidazolylmethyl derivatives
CN109996796A (en) 2016-09-29 2019-07-09 拜耳作物科学股份公司 The imidazolyl methyl epoxyethane derivative that 5- as fungicide replaces
US20190218187A1 (en) 2016-09-29 2019-07-18 Bayer Cropscience Aktiengesellschaft Novel 5-substituted imidazolylmethyl derivatives
US20190218188A1 (en) 2016-09-29 2019-07-18 Bayer Cropscience Aktiengesellschaft Novel 5-substituted imidazole derivatives
US20200039973A1 (en) 2016-09-29 2020-02-06 Bayer Cropscience Aktiengesellschaft Novel 5-substituted imidazolylmethyl derivatives
MX2021006434A (en) * 2018-11-30 2021-09-14 Univ Kyushu Nat Univ Corp Dock1-inhibiting compound and use thereof.

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525475A (en) * 1979-02-22 1985-06-25 Thorogood Peter B Prevention of thrombolic disorder with imidazole derivatives and salts thereof
EP0015002A1 (en) * 1979-02-22 1980-09-03 The Wellcome Foundation Limited 1-substituted imidazoles, and salts thereof, a method for their preparation and pharmaceutical formulations thereof
US4746680A (en) * 1981-04-06 1988-05-24 The Boots Company P.L.C. Therapeutic agents
US4443449A (en) * 1981-04-06 1984-04-17 The Boots Company Limited Arylcyclobutylalkylamines and anti-depression composition and methods using same
US4522828A (en) * 1981-04-06 1985-06-11 The Boots Company Plc Therapeutic agents
EP0064244A1 (en) * 1981-04-24 1982-11-10 Syntex (U.S.A.) Inc. Spermicidal 1-bis(arylalkyl)alkylimidazoles
GB2126218A (en) * 1982-08-14 1984-03-21 Wellcome Found Imidazoles
US4629727A (en) * 1982-09-30 1986-12-16 The Boots Company Plc Therapeutic agents
US4925879A (en) * 1985-01-17 1990-05-15 Boots Company, Plc Arylcyclobutylmethylamines
US5047432A (en) * 1985-01-17 1991-09-10 The Boots Company Plc Arylcyclobutylmethylamine therapeutic agents
US4929629A (en) * 1985-12-17 1990-05-29 Boots Company, Plc Therapeutic compound
US5068440A (en) * 1985-12-17 1991-11-26 Boots Company, Plc Process for the manufacture of N,N-dimethyl-1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine hydrochloride monohydrate
US8877975B2 (en) 2006-01-06 2014-11-04 Sunovion Pharmaceuticals Inc. Cycloalkylamines as monoamine reuptake inhibitors

Also Published As

Publication number Publication date
IL48975A (en) 1980-03-31
AU1087376A (en) 1977-08-11
IT1061007B (en) 1982-10-20
DD124098A5 (en) 1977-02-02
IE43517L (en) 1976-08-05
PT64778B (en) 1977-07-06
MX4047E (en) 1981-11-23
FR2300081A1 (en) 1976-09-03
PT64778A (en) 1976-03-01
ES458202A1 (en) 1978-08-16
AR226407A1 (en) 1982-07-15
OA05234A (en) 1981-02-28
TR18878A (en) 1977-10-13
DK48076A (en) 1976-08-06
NL7601206A (en) 1976-08-09
AU502679B2 (en) 1979-08-02
AR220522A1 (en) 1980-11-14
DE2604047A1 (en) 1976-09-16
IL48975A0 (en) 1976-04-30
JPS51143667A (en) 1976-12-10
FR2300081B1 (en) 1981-04-30
IE43517B1 (en) 1981-03-25
NZ179937A (en) 1978-09-25
GR58522B (en) 1977-10-29
SE7600674L (en) 1976-08-06
ES444918A1 (en) 1977-11-01
BR7600736A (en) 1976-08-31
HU178950B (en) 1982-07-28

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
429A Application made for amendment of specification (sect. 29/1949)
429H Application (made) for amendment of specification now open to opposition (sect. 29/1949)
SPA Amended specification published
429D Case decided by the comptroller ** specification amended (sect. 29/1949)
PCNP Patent ceased through non-payment of renewal fee