Synthesis and antimicrobial activity of some novel thiazoline and thiazolidinone derivatives of 2,6-di-tertbutyl-1,4-benzoquino. 1994

N S Habib, and A Rieker, and G G Tawil
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, Egypt.

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-one s, 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.

UI MeSH Term Description Entries
D000900 Anti-Bacterial Agents Substances that inhibit the growth or reproduction of BACTERIA. Anti-Bacterial Agent,Anti-Bacterial Compound,Anti-Mycobacterial Agent,Antibacterial Agent,Antibiotics,Antimycobacterial Agent,Bacteriocidal Agent,Bacteriocide,Anti-Bacterial Compounds,Anti-Mycobacterial Agents,Antibacterial Agents,Antibiotic,Antimycobacterial Agents,Bacteriocidal Agents,Bacteriocides,Agent, Anti-Bacterial,Agent, Anti-Mycobacterial,Agent, Antibacterial,Agent, Antimycobacterial,Agent, Bacteriocidal,Agents, Anti-Bacterial,Agents, Anti-Mycobacterial,Agents, Antibacterial,Agents, Antimycobacterial,Agents, Bacteriocidal,Anti Bacterial Agent,Anti Bacterial Agents,Anti Bacterial Compound,Anti Bacterial Compounds,Anti Mycobacterial Agent,Anti Mycobacterial Agents,Compound, Anti-Bacterial,Compounds, Anti-Bacterial
D001419 Bacteria One of the three domains of life (the others being Eukarya and ARCHAEA), also called Eubacteria. They are unicellular prokaryotic microorganisms which generally possess rigid cell walls, multiply by cell division, and exhibit three principal forms: round or coccal, rodlike or bacillary, and spiral or spirochetal. Bacteria can be classified by their response to OXYGEN: aerobic, anaerobic, or facultatively anaerobic; by the mode by which they obtain their energy: chemotrophy (via chemical reaction) or PHOTOTROPHY (via light reaction); for chemotrophs by their source of chemical energy: CHEMOLITHOTROPHY (from inorganic compounds) or chemoorganotrophy (from organic compounds); and by their source for CARBON; NITROGEN; etc.; HETEROTROPHY (from organic sources) or AUTOTROPHY (from CARBON DIOXIDE). They can also be classified by whether or not they stain (based on the structure of their CELL WALLS) with CRYSTAL VIOLET dye: gram-negative or gram-positive. Eubacteria
D013844 Thiazoles Heterocyclic compounds where the ring system is composed of three CARBON atoms, a SULFUR and NITROGEN atoms. Thiazole
D013882 Thiosemicarbazones Thiosemicarbazone
D016227 Benzoquinones Benzene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups. 1,2-Benzoquinones,1,4-Benzoquinones,Benzodiones,2,5-Cyclohexadiene-1,4-Diones,o-Benzoquinones,p-Benzoquinones

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