Synthesis and antifungal activity of new 1-vinylimidazoles

Carbonyl compounds I were subjected to an imidazole transfer reaction with N,N'-sulfinyldiimidazole or N,N'-carbonyldiimidazole to obtain the diimidazole II and the monoimidazole III. Various 1-vinylimidazoles IV, derived from o-hydroxyacetophenones by imidazole transfer reaction, were alk...

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Published inJournal of medicinal chemistry Vol. 30; no. 8; pp. 1348 - 1354
Main Authors Ogata, Masaru, Matsumoto, Hiroshi, Shimizu, Sumio, Kida, Shiro, Shiro, Motoo, Tawara, Katsuya
Format Journal Article
LanguageEnglish
Published Washington, DC American Chemical Society 01.08.1987
Subjects
Candida albicans - drug effects
Chemical Phenomena
Chemistry
Clotrimazole - pharmacology
Exact sciences and technology
Fungi - drug effects
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Imidazoles - chemical synthesis
Imidazoles - pharmacology
Organic chemistry
Preparations and properties
Structure-Activity Relationship
Trichophyton - drug effects
Vinyl Compounds - chemical synthesis
Vinyl Compounds - pharmacology
Antifungal agent
Five membered ring
Nitrogen heterocycle
Ketone
Biological activity
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Summary:Carbonyl compounds I were subjected to an imidazole transfer reaction with N,N'-sulfinyldiimidazole or N,N'-carbonyldiimidazole to obtain the diimidazole II and the monoimidazole III. Various 1-vinylimidazoles IV, derived from o-hydroxyacetophenones by imidazole transfer reaction, were alkylated to furnish the title compounds V. The structure-activity relationships of these 1-vinylimidazole compounds V are described.
Bibliography:ark:/67375/TPS-0GX8DWGB-9
istex:B088F8954D588E9029A92F2BDEDA92DF5FE54252
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-2623
1520-4804
DOI:10.1021/jm00391a014