GB1399291A - 5-cyano-4-nitroimidazoles and their preparation - Google Patents

5-cyano-4-nitroimidazoles and their preparation

Info

Publication number
GB1399291A
GB1399291A GB4006072A GB4006072A GB1399291A GB 1399291 A GB1399291 A GB 1399291A GB 4006072 A GB4006072 A GB 4006072A GB 4006072 A GB4006072 A GB 4006072A GB 1399291 A GB1399291 A GB 1399291A
Authority
GB
United Kingdom
Prior art keywords
alkyl
carbamoyl
carboxaldehyde
mono
hydroxy
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
GB4006072A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB1399291A publication Critical patent/GB1399291A/en
Expired legal-status Critical Current

Links

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
    • 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
    • C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • 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
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • 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
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C07D233/93—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by halogen atoms, attached to other ring members
    • 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
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1399291 Antiprotozoal &c medicines MERCK & CO INC 29 Aug 1972 [2 Sept 1971 (2)] 40060/72 Heading A5B [Also in Division C2] Therapeutic compositions having anti-coccidiosis activity contain as the active ingredient novel antiprotozoal compounds I in which R 1 is C 1-5 alkyl (optionally substituted by hydroxy, C 2-5 alkanoyloxy, C 1-5 alkoxy carbonyl, carbamoyl, cyano C 1-5 alkylthio or C 1-5 alkyl sulphonyl) or benzyl and R 2 is C 1-5 alkyl (which may be substituted by hydroxy, C 1-5 alkyl sulphonyl, C 2-5 alkanoyloxy, carbanoyloxy, halo, halophenylthio, halophenylsulphoxide 1 -morpholino, trifluoromethyl phenoxyanilino, phenoxy carbonyloxy, halobenzoyloxy, halophenoxy, mono or di-C 1-5 alkyl carbamoyloxy or C 2-5 alkanoylcarbamoyloxy), carbamoyl, mono- or di-C 1-5 alkyl carbamoyl, alkalimetal salt of carboxy, phenyl (substituted by nitro, halo or mono- or di-C 1-5 alkyl carbamoyl), carboxaldehyde, carboxaldehyde-thiosemicarbazone or carboxaldehyde-oxine or R 1 and R 2 together form a trimethylene group, with the proviso that R 1 and R 2 are not both methyl and a carrier. The composition, which may be in the form of a feed supplement, may contain another coccidiostatic agent (sulphaquinoxaline, 4, 4'-dinitrocarbanilide-2-hydroxy-4-6-dimethyl pyrimidine complex, 3, 3'-dinitro diphenyl disulphide, 5-nitrofurfural semicarbazone, amprolium, 3, 5-dinitro-o-toluamide, buquinolate or ethopabate), vitamins, antibiotics, growth-promoting agents or nutritional agents.
GB4006072A 1971-09-02 1972-08-29 5-cyano-4-nitroimidazoles and their preparation Expired GB1399291A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US17747071A 1971-09-02 1971-09-02
US17747371A 1971-09-02 1971-09-02

Publications (1)

Publication Number Publication Date
GB1399291A true GB1399291A (en) 1975-07-02

Family

ID=26873330

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4006072A Expired GB1399291A (en) 1971-09-02 1972-08-29 5-cyano-4-nitroimidazoles and their preparation

Country Status (6)

Country Link
JP (1) JPS4834879A (en)
AU (1) AU4584872A (en)
DE (1) DE2243015A1 (en)
FR (1) FR2154454B1 (en)
GB (1) GB1399291A (en)
NL (1) NL7211197A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5380865A (en) * 1987-03-05 1995-01-10 May & Baker Limited 2-(substituted phenyl)imidazoles and pesticidal compositions comprising them
WO2014030142A2 (en) * 2012-08-24 2014-02-27 Auckland Uniservices Limited Nitroimidazole compounds and their use in cancer therapy

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3821884A1 (en) * 1988-06-29 1990-04-05 Basf Ag METHOD FOR PRODUCING 5-CYANO-4-NITROIMIDAZOLES

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5380865A (en) * 1987-03-05 1995-01-10 May & Baker Limited 2-(substituted phenyl)imidazoles and pesticidal compositions comprising them
WO2014030142A2 (en) * 2012-08-24 2014-02-27 Auckland Uniservices Limited Nitroimidazole compounds and their use in cancer therapy
WO2014030142A3 (en) * 2012-08-24 2014-04-17 Auckland Uniservices Limited Nitroimidazole compounds and their use in cancer therapy

Also Published As

Publication number Publication date
JPS4834879A (en) 1973-05-22
AU4584872A (en) 1974-02-28
DE2243015A1 (en) 1973-03-08
FR2154454B1 (en) 1976-07-02
FR2154454A1 (en) 1973-05-11
NL7211197A (en) 1973-03-06

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed