Synthesis and antimicrobial activity of some novel thiazoline and thiazolidinone derivatives of 2,6-di-tertbutyl-1,4-benzoquino
Habib, N.S.; Rieker, A.; Tawil, G.G.
Farmaco 49(7-8): 519-526
1994
ISSN/ISBN: 0014-827X PMID: 7945720 Document Number: 429096
Three novel series of 2,6-di-tert-butyl-1,4-benzoquinone derivatives were synthesized: 4-((3,4-disubstituted-2,3-dihydrothiazol-2-ylidene) hydrazono)-2,6-di-tert-butyl-2,5-cyclohexadien-1-ones, 4-((3-substituted-5-carbethoxy-4-methyl-2,3-dihydrothiazol-2-ylidene)hydrazono)-2,6-di-tert-butyl-2,5-cyclohexadien-1-ones, and 4-((3-substituted-4-oxothiazolidin-2-ylidene)hydrazono)-2,6-di-tert-butyl-2,5-cyclohexadien-1-ones. These compounds were prepared by cyclization of the new 4-(N-substituted thiocarbamoylhydrazono)-2,6-di-tert-butyl-2,5-cyclohexadien-1-ones with phenacyl bromides, ethyl alpha-chloroacetoacetate and ethyl bromoacetate, respectively. Antimicrobial testing of the prepared compounds and of the key intermediate thiosemicarbazones was performed. Some of the compounds revealed higher activity than streptomycin.