Synthesis of new thiazolylthiazolidinylbenzothiazoles and thiazolylazetidinylbenzothiazoles as potential insecticidal, antifungal, and antibacterial agents.
A series of 2-{[2'-(3''-chloro-2''-oxo-4''-substitutedaryl-1''-azetidinyl)-1',3'-thiazol-4'-yl] thio}benzothiazoles (4a-4e) and 2-{[(2'-(2''-substitutedaryl-4''-thiazolidinon-3''-yl)-1',3'-thiazol-4'-yl]thio}benzothiazoles (5a-5e) have been synthesized from 2-[(2'-substitutedarylidenylimino-1',3'-thiazol-4'-yl)thio]benzothiazoles (3a-3e). The structure of these compounds has been elucidated by elemental (C, H, N) and spectral (IR, (1)H-NMR, Mass) analysis. Furthermore, compounds 3a-3e, 4a-4e, and 5a-5e were screened for insecticidal activity against Periplaneta americana and antifungal, antibacterial activities in vitro against different strains of fungi and bacteria. Out of the fifteen compounds tested, compound 5b, 2-{[2'-(2''-p-hydroxy-m-methoxyphenyl)-4''-thiazolidinon-3''-yl)-1',3'-thiazol-4'-yl]thio}benzothiazole, was found to possess most prominent insecticidal activity.
Singh
Tripti
T
Medicinal Chemistry Division, Department of Pharmacology, Lala Lajpat Rai Memorial Medical College, Meerut, India.
Srivastava
Virendra Kishore
VK
Saxena
Kuldip Kumar
KK
Goel
Suman Lata
SL
Kumar
Ashok
A
D000818:Animals; D000900:Anti-Bacterial Agents / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity; D000935:Antifungal Agents / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity; D001384:Azetidines / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity; D052160:Benzothiazoles / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity; D002175:Candida / Q000187:drug effects / Q000254:growth & development; D002701:Chloramphenicol / Q000592:standards / Q000633:toxicity; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D015725:Fluconazole / Q000592:standards / Q000633:toxicity; D007306:Insecticides / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity; D015394:Molecular Structure; D010278:Parathion / Q000592:standards / Q000633:toxicity; D010526:Periplaneta / Q000187:drug effects / Q000254:growth & development; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001384:Azetidines; D052160:Benzothiazoles; D007306:Insecticides; D010278:Parathion; D002701:Chloramphenicol; D015725:Fluconazole