ABSTRACT

In the present study various 5-halo-N-amino acetylamino-(2’-substitutedarylidenyl-4’-thiazolidinonyl)- benzoic acids (16-24) and 5-halo-N-amino acetylamino-(3’-chloro-4’-substitutedarylidenyl- 2’azetidinonyl)- benzoic acids (25-33) have been synthesized by cyclization of compounds 5-halo-N- amino acetyl substituted arylidenyl hydrazino benzoic acids (7-15) via route-1 and route-2 respectively as depicted in figure. The purity of the compounds was checked by TLC. Metling points were determined in open capillaries and are uncorrected. The structure of all the synthesized compounds was characterized by C, H, N (elemental analysis) and spectral analysis (IR, NMR). Further, the above said compounds were also evaluated for anti-inflammatory and ulcerogenic activities along with acute toxicity. These compounds were found to possess varying degrees of these activities. Compound 21, 5-bromo-N-amino acetylamino-[2’-(N,N-dimethylarylidenyl)-4’-thiazolidinonyl]- benzoic acid was found to be the most potent compound of the series, more potent than standard drug phenyl butazone, showing a protection of 55.98%, against paw edema induced by carrageenan. Most of the compounds exhibit less ulcerogenic activity and ALD50 >1000 mg/kg p.o. except compounds 21 and 30, which possess ALD50 >2000 mg/kg p.o. Keywords: thiazolidinones, azetidinones, anthranilic acid, anti-inflammatory activity, acute toxicity
Publication date: 01/07/2023

https://ijbpas.com/pdf/2023/July/MS_IJBPAS_2023_7248.pdf

Download PDF
https://doi.org/10.31032/IJBPAS/2023/12.7.7248