Studıes on the synthesıs of 3-methyl-6-(substıtuted-urea/-thıourea)-2(3H)-benzothıazolone derıvatıves and antımıcrobıal actıvıtıes

A series of sixteen new urea and thiourea derivatives at position 6 of 3-methyl-2(3H)-benzothiazolone ring have been prepared and studied using IR, 1H NMR, mass spectra and elemental analysis. The urea and thiourea derivatives have been obtained by the reaction of 6-amino-3-methyl-2(3H)-benzothiazolone with appropriate isocyanates and isothiocyanates. The antibacterial, antifungal and antimycobacterial activities of the synthesized compounds have been evaluated in vitro using microdilution and microplate methods. © 2015 Indian Journal of Chemistry

Synthesis and antinociceptive activity of (2-benzazolon-3-yl)propionamide derivatives

The syntheses of (2-benzothiazolinon-3-yl)propionamide and (2-benzoxazolinon-3-yl)propionamide derivatives are reported. The structures of these compounds are elucidated by their IR and 1H-NMR spectral data, as well as by elemental analysis. The compounds were tested for antinociceptive activity by hot plate, tail flick, tail clip, and modified Koster tests. Compounds 6b and 7d were found to be the most promising compounds among the substances investigated

5-chloro-6-(2-fluorobenzoyl)-1,3-benzoxazol-2(3H)-one

The title compound, C17H11ClFNO5, has a non-planar configuration. The crystal structure is stabilized by the formation of bifurcated N-H...O/O' hydrogen bonds involving the oxazole N atom and the two carbonyl O atoms of symmetry-related molecules

3-(6-Benzoyl-2-oxo-2,3-dihydro-2-benzo-thiazol-3-yl)propanoic acid

The molecule of the title compound, C17H13NO4S, is nonplanar. In the propanoic acid group, the average C-C bond length and the average C-C-C bond angle are 1.501 (1) Angstrom and 110.9 (3)degrees, respectively

Inhibition of Cholinesterases by Benzothiazolone Derivatives

Thirteen benzothiazolone derivatives (M1-M13) were synthesized and evaluated for their inhibitory activity against cholinesterases (ChEs) and monoamine oxidases (MAOs). All the compounds inhibited ChEs more effectively than MAOs. In addition, most of the compounds showed higher inhibitory activities against butyrylcholinesterase (BChE) than acetylcholinesterase (AChE). Compound M13 most potently inhibited BChE with an IC50 value of 1.21 mu M, followed by M2 (IC50 = 1.38 mu M). Compound M2 had a higher selectivity index (SI) value for BChE over AChE (28.99) than M13 (4.16). The 6-methoxy indole group of M13 was expected to have a greater effect on BChE inhibitory activity than the other groups. Kinetics and reversibility tests showed that M13 was a reversible noncompetitive BChE inhibitor with a K-i value of 1.14 +/- 0.21 mu M. In a docking simulation, M13 is predicted to form a hydrogen bond with the backbone carbonyl group of Ser287 of BChE through its methoxy indole moiety and pi-pi interactions between its benzothiazolone group and the side chain of Trp82 with the five-membered pyrrole ring and with the six-membered benzene ring. From these results, it is suggested that M13 is a BChE inhibitor and a potential candidate agent for the treatment of Alzheimer's disease