Synthesis and Pharmacological Evaluation of Azetidin-2-ones and Thiazolidin-4-ones Encompassing Benzothiazole
نویسندگان
چکیده
Various 7-chloro-6-fluoro-2-arylidenylaminobenzo(1,3)thiazole (2a-h) have been synthesized by the condensation of 7-chloro-6-fluoro-2-aminobenzo(1,3)thiazole (1) with different aromatic aldehydes. The Schiff's bases on reaction with acetyl chloride, chloroacetyl chloride and phenyl acetyl chloride yielded 1-(7-chloro-6-fluorobenzothiazol-2-yl)-3,4-substituted-aryl-azetidin-2-ones (3a-x). Similarly, cyclization of Schiff's base with thioglycolic acid furnished 3-(7-chloro-6-fluoro-benzothiazol-2-yl)-2-substituted-arylthiazolidin-4-ones (4a-h). The structures of the newly synthesized compounds have been established on the basis of their spectral data and elemental analysis. Some selected compounds were evaluated for antiinflammatory, analgesic, CNS depressant and skeletal muscle relaxant activity.
منابع مشابه
Synthesis and Antimicrobial Activities of Some New Azetidin-2-ones and Thiazolidin-4-ones
Various (4-substituted) phenyl-3-β-[(N-benzenesulphonyl/tosyl)-4-(un)substituted anilino]propionylamido-1,3-thiazolidine-4-ones (3a-x) and 1-β-[(N-benzenesulphonyl/tosyl)-4-(un)substituted anilino]-propionylamido-3-chloro-4-(4-substituted)phenyl-azetidin-2-ones (4a-x) have been synthesised by the cyclocondensation of Schiff bases (2a-x) with thioglycolic acid and chloroacetyl chloride, respecti...
متن کاملEvaluation of the Synthesis and Structure of New Azetidin-2-ones of Ferulic Acid.
AIM To synthesize some new azetidin-2-ones of ferulic acid and to evaluate them from physicochemical and spectral point of view. MATERIAL AND METHODS The synthesis was carried out in several steps: (i) obtaining the ferulic acid chloride; (ii) obtaining the ferulic acid hydrazide with hydrazine hydrate (98%); (iii) condensation of ferulic acid hydrazide with different benzaldehydes (2-hydroxy...
متن کاملSynthesis and Pharmacological Investigation of Novel 2-(3-hydroxy-4-methoxy Phenyl)- 3-substituted-thiazolidin-4-ones as Anticonvulsants
A new series of 2,3-disubstituted thiazolidin-4-ones were obtained by the condensation of appropriate amines with vanillin and mercapto acetic acid in the presence of DCC in anhydrous THF by microwave irradiation. The title compounds were investigated for their anticonvulsant activity. Among the test compounds, compound N-(2-(3hydroxy-4-methoxyphenyl)-4-oxo thiazolidin-3-yl) isonicotinamide (3)...
متن کاملSynthesis and Antifungal Screening of 2-{[1-(5-Alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones.
Two novel thiosemicarbazones and eight novel 2-{[1-(5-alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones were prepared and tested against a panel of eight fungal strains-Candida albicans ATCC 44859, Candida tropicalis 156, Candida krusei E 28, Candida glabrata 20/I, Trichosporon asahii 1188, Aspergillus fumigatus 231, Lichtheimia corymbifera 272, and Trichophyton interdigi...
متن کاملSynthesis, characterization and antiviral evaluation of some novel 2- (substitutedphenyl)-5-methyl-3-(phenylamino)-1,3-thiazolidin-4-ones
A series of novel 2-(substitutedphenyl)-5-methyl-3-(phenylamino)-1,3-thiazolidin-4-ones (4a-g) were synthesized and structurally confirmed by elemental, IR, H NMR and MS spectral analysis. Further, the antiviral screening of 2-(substitutedphenyl)-5-methyl-3-(phenylamino)-1,3-thiazolidin-4-ones (4a-g) against a broad panel of DNA and RNA viral strains indicated that 2-(4-chlorophenyl)-5-methyl-3...
متن کامل