Regioselective synthesis of novel 3-allyl-2-(substituted imino)-4-phenyl-3H-thiazole and 2,2′-(1,3-phenylene)bis(3-substituted-2-imino-4-phenyl-3H-thiazole) derivatives as antibacterial agents

► Synthesis of allyl-1,3-thiazoline and bis(1,3-thiazoline) have been studies. ► Antibacterial activity of 3H-thiazole and bis(3H-thiazole) derivatives were measured. ► Bis-structure indicated higher antibacterial activity compare to other compounds. Several novel 3-allyl-2-(substituted imino)-4-phe...

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Bibliographic Details
Published in:Journal of molecular structure 2013-05, Vol.1039, p.113-118
Main Authors: Abbasi Shiran, Jafar, Yahyazadeh, Asieh, Mamaghani, Manouchehr, Rassa, Mehdi
Format: Article
Language:English
Subjects:
Allyl-3H-thiazole
Allylisothiocyanate
Allylthiourea
Antibacterial activity
antibacterial properties
antibiotics
Bacillus subtilis
Bis-allyl-3H thiazole
isothiocyanates
Micrococcus luteus
Pseudomonas aeruginosa
Salmonella enterica
thiazoles
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Summary:► Synthesis of allyl-1,3-thiazoline and bis(1,3-thiazoline) have been studies. ► Antibacterial activity of 3H-thiazole and bis(3H-thiazole) derivatives were measured. ► Bis-structure indicated higher antibacterial activity compare to other compounds. Several novel 3-allyl-2-(substituted imino)-4-phenyl-3H-thiazole derivatives were synthesized by the reaction of allyl-thioureas and 2-bromoacetophenone. We also report the synthesis of bis-allyl-3H thiazoles using the reaction of various isothiocyanates and 1,3-phenylenediamine. The structures of all compounds were characterized by spectral and elemental analysis. Most of the synthesized compounds exhibited efficient antibacterial activities against Salmonella enterica, Micrococcus luteus, Bacillus subtilis and Pseudomonas aeruginosa.
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2013.02.003