Abstract

Synthesis,AntimicrobialAndAnalgesicActivityOf 1-(Benzothiazol-2'-Yl)-3-Chloro-Azetidin-2-OnesAnd 3-(Benzothiazol-2'-Yl)-Thiazolidin-4-Ones

Author(s): P.Shanmugapandiyan, A.Ramesh

In the present study, a new series of 1-(benzothiazol-2’-yl)-3-chloro-azetidin- 2-ones and 3-(benzothiazol-2’-yl)-thiazolidin-4-ones were synthesized by the reaction of schiff base(2-aminobenzothiazole and substituted benzaldehyde) with chloroacetyl chloride and mercaptoacetic acid respectively. The chemical structures of the synthesized compounds were confirmed by means of IR, 1H-NMR, mass spectral and elemental analysis. The synthesized compounds were screened for antibacterial (Staphylococcus aureus, Bacillus cereus, Escherichia coli and Pseudomonas aeruginosa), antifungal (Aspergillus niger and Candida albicans) and analgesic activity by writhing reflex method. 1-(Benzothiazol-2’-yl)-3- chloro-azetidin-2-ones(1-13) did not possess any activity in the screened protocols. 3-(Benzothiazol-2’-yl)-thiazolidin-4-ones (14-26) exhibited mild antibacterial and significant analgesic activity but were completely devoid of activity against the screened fungi. The analgesic activity of 3-(Benzothiazol-2’-yl)-2- (4’’-nitro-phenyl)-thiazolidin-4-one(19) and 3-(Benzothiazol-2’-yl)-2-(3’’,4’’,5’’- trimethoxy-phenyl)-thiazolidin-4-one (26) at the dose of 100mg/kg was found to equivalent to diclofenac (25mg/kg).