GB1373346A - Biologically active imidazoles - Google Patents

Biologically active imidazoles

Info

Publication number
GB1373346A
GB1373346A GB5838570A GB5838570A GB1373346A GB 1373346 A GB1373346 A GB 1373346A GB 5838570 A GB5838570 A GB 5838570A GB 5838570 A GB5838570 A GB 5838570A GB 1373346 A GB1373346 A GB 1373346A
Authority
GB
United Kingdom
Prior art keywords
group
optionally substituted
general formula
amino
acid addition
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
GB5838570A
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.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
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 Beecham Group PLC filed Critical Beecham Group PLC
Priority to GB5838570A priority Critical patent/GB1373346A/en
Priority to IE1448/71A priority patent/IE35817B1/en
Priority to IL38174A priority patent/IL38174A0/en
Priority to ZA717873A priority patent/ZA717873B/en
Priority to NL7116331A priority patent/NL7116331A/xx
Priority to CA128,705A priority patent/CA979428A/en
Priority to ES397573A priority patent/ES397573A1/en
Priority to AT1042171A priority patent/AT310740B/en
Priority to AU36588/71A priority patent/AU457263B2/en
Priority to FR7144014A priority patent/FR2117939B1/fr
Priority to BE776422A priority patent/BE776422A/en
Priority to DE19712161209 priority patent/DE2161209A1/en
Priority to HUBE1108A priority patent/HU163484B/hu
Priority to SE7412430A priority patent/SE7412430L/xx
Publication of GB1373346A publication Critical patent/GB1373346A/en
Priority to US05/527,581 priority patent/US3997518A/en
Priority to US05/527,655 priority patent/US3956262A/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
    • C07D233/66—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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D233/44—Nitrogen atoms not forming part of a nitro radical
    • C07D233/52—Nitrogen atoms not forming part of a nitro radical with hetero atoms directly attached to said nitrogen atoms

Landscapes

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

Abstract

1373346 Imidazoles BEECHAM GROUP Ltd 6 Dec 1971 [9 Dec 1970] 58385/70 Heading C2C Novel imidazoles of the general formula and tautomers thereof, wherein R 1 is a carbocyclic or heterocyclic aromatic group optionally substituted by one or two halogen atoms, optionally substituted hydroxyl, amino, thiol, sulphonic or carboxylic groups, or cyano, nitro, acyl, alkyl, aryl or haloalkyl groups; R 2 is an amino or hydroxyl group or an alkoxy, aryloxy or aralkoxy group optionally substituted by a halogen atom or optionally substituted hydroxyl or amino groups; R 4 is a hydrogen atom or a methyl group; R 5 is a methyl or #-haloethyl group and R 6 is a hydrogen atom or a hydrocarbon group optionally substituted by a halogen atom or an optionally substituted hydroxyl or tertiary amino group; and acid addition salts, solvates and solvated acid addition salts thereof are prepared by reaction of the corresponding diazonium salt of the general formula wherein R<SP>1</SP> 4 is a negative charge or a methyl group (an external anion being present) with an amine of the general formula HNR 5 R 6 ; followed optionally by modification or replacement of substituents R 1 and R 2 to form other substituents R 1 and R 2 by means known per se and/or by salification and/or solvation of the product. Diazonium salts of the second general formula above are prepared by diazotization of the corresponding amine with nitrous acid. 5-Amino-4-carbethoxy-2-phenylimidazole (hydrochloride) is prepared by reaction of α-iminobenzylbenzyl thioetherhydrocyloride with ethyl aminocyanoacetate. Pharmaceutical compositions having bactericidal, antifungal and anti-tumour activity comprise, as active ingredient, an imidazole of the first general formula above or an acid addition salt, solvate or solvated acid addition salt thereof, together with at least one pharmaceutically acceptable carrier, diluent or excipient.
GB5838570A 1970-12-09 1970-12-09 Biologically active imidazoles Expired GB1373346A (en)

Priority Applications (16)

Application Number Priority Date Filing Date Title
GB5838570A GB1373346A (en) 1970-12-09 1970-12-09 Biologically active imidazoles
IE1448/71A IE35817B1 (en) 1970-12-09 1971-11-17 Novel biologically active imidazoles
IL38174A IL38174A0 (en) 1970-12-09 1971-11-18 Substituted imidazoles,their preparation and pharmaceutical compositions containing them
ZA717873A ZA717873B (en) 1970-12-09 1971-11-23 Novel imidazole compounds
NL7116331A NL7116331A (en) 1970-12-09 1971-11-26
CA128,705A CA979428A (en) 1970-12-09 1971-11-26 Imidazole compounds
ES397573A ES397573A1 (en) 1970-12-09 1971-12-01 Biologically active imidazoles
AT1042171A AT310740B (en) 1970-12-09 1971-12-03 Process for the production of new imidazole derivatives
AU36588/71A AU457263B2 (en) 1971-12-07 2-aromatic carbocyclyl or heterocyclyl-imidazoles
FR7144014A FR2117939B1 (en) 1970-12-09 1971-12-08
BE776422A BE776422A (en) 1970-12-09 1971-12-08 TRIAZENOIMIDAZOLES
DE19712161209 DE2161209A1 (en) 1970-12-09 1971-12-09 Substituted imidazoles, their pharmacologically acceptable salts, processes for their preparation, and medicinal preparations containing these compounds
HUBE1108A HU163484B (en) 1970-12-09 1971-12-09
SE7412430A SE7412430L (en) 1970-12-09 1974-10-02
US05/527,581 US3997518A (en) 1970-12-09 1974-11-27 2-Alkyl-4-carboxyalkyl-5-(3,3'-dimethyltriazeno)-imidazoles
US05/527,655 US3956262A (en) 1970-12-09 1974-11-27 Triazenoimidazoles

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5838570A GB1373346A (en) 1970-12-09 1970-12-09 Biologically active imidazoles

Publications (1)

Publication Number Publication Date
GB1373346A true GB1373346A (en) 1974-11-13

Family

ID=10481482

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5838570A Expired GB1373346A (en) 1970-12-09 1970-12-09 Biologically active imidazoles

Country Status (13)

Country Link
AT (1) AT310740B (en)
BE (1) BE776422A (en)
CA (1) CA979428A (en)
DE (1) DE2161209A1 (en)
ES (1) ES397573A1 (en)
FR (1) FR2117939B1 (en)
GB (1) GB1373346A (en)
HU (1) HU163484B (en)
IE (1) IE35817B1 (en)
IL (1) IL38174A0 (en)
NL (1) NL7116331A (en)
SE (1) SE7412430L (en)
ZA (1) ZA717873B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA3084804A1 (en) * 2017-12-06 2019-06-13 Yale University Prodrugs activated by reduction in the cytosol

Also Published As

Publication number Publication date
FR2117939B1 (en) 1975-06-13
NL7116331A (en) 1972-06-13
ZA717873B (en) 1972-08-30
ES397573A1 (en) 1975-10-01
DE2161209A1 (en) 1972-06-22
IE35817L (en) 1972-06-09
BE776422A (en) 1972-06-08
AU3658871A (en) 1973-06-14
IE35817B1 (en) 1976-05-26
CA979428A (en) 1975-12-09
FR2117939A1 (en) 1972-07-28
HU163484B (en) 1973-09-27
IL38174A0 (en) 1972-01-27
AT310740B (en) 1973-10-10
SE7412430L (en) 1974-10-02

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee