Benzimidazolyl quinolinyl mercaptotriazoles as potential antimicrobial and antiviral agents.
Condensation of ethylaceto acetate (EAA) with resorcinol in concentrated H2SO4 afforded 7-hydroxy-4-methyl coumarin (1), which on reaction with thiosemicarbazide in anhydrous pyridine yielded 7-hydroxy-4-methyl-quinolinyl [1,5-c]-mercaptotriazole (2). Reaction of 2 with formaldehyde solution and amino acid in ethanol yielded 7-hydroxy-4-methyl-8-(N-methyl-aminoacid)-quinolinyl [1,5-c]-2''-mercaptotriazole (3a-e). Interaction of 3 with o-phenylenediamine in pyridine yielded 7-hydroxy-4-methyl-8-(aminobenzimidazolyl)-quinolinyl [1,5-c]-2''-mercaptotriazole derivatives (4a-e). The latter compounds were evaluated for their antiviral and antimicrobial activities.
Pandey
Vinod Kumar
VK
Department of Chemistry, University of Lucknow, Lucknow-226007 (U.P.), India. vinodkumarpandey@rediffmail.com
Upadhyay
Mridula
M
Upadhyay
Mrinalini
M
Gupta
Vishnu Dev
VD
Tandon
Meenal
M
D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D004664:Encephalitis Virus, Japanese / Q000187:drug effects; D013293:Enterococcus faecalis / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D007711:Klebsiella pneumoniae / Q000187:drug effects; D051379:Mice; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D011804:Quinolines / Q000138:chemical synthesis / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D014230:Triazoles / Q000138:chemical synthesis / Q000494:pharmacology*
C503860:7-hydroxy-4-methyl-8-(N-methyl-aminoacid)-quinolinyl (1,5-c)-2''-mercaptotriazole; D000890:Anti-Infective Agents; D011804:Quinolines; D014230:Triazoles