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  • Title: [Synthesis and antifungal activity of N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-alpha-substituted -1-(4-substi tuted) naphthalenemethanamines].
    Author: Chen WP, Liu LL, Yang YQ.
    Journal: Yao Xue Xue Bao; 1989; 24(12):895-905. PubMed ID: 2700413.
    Abstract:
    Thirty (E)- or (Z)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-alpha-subst itu ted-1-(4-substituted)naphthalenemethanamines were synthesized for searching of more potent and less toxic antimycotic agents. All title compounds and most of the intermediates are new. Results of preliminary biological tests showed that most of the title compounds exhibited activity against the common pathogenic fungi such as Cryptococcus neoformnas, Candida albicans, Aspergillus fumigatus, Cladosporium carrionii, Sporothrix schenckii, Microsporum gypseum, Trichophyton rubrum and Epidermophyton floccosum. The antifungal activity of compound I1a was roughly comparable to clotrimazole, and was more active against Candida albicans than naftifine and terbinafine. Compound III1a was as active as terbinafine against all fungi tested. Some improvements for the synthesis of tert-butylacetylene and the alkylating method of 1H-1,2,4-triazole and 1H-imidazole were made. Synthesis of 6,6-dimethyl-1-hepten-4-yn-3-ol and 2-alken-4-ynylamines were modified.
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