An Expedient Method for the Synthesis of 1,2,4-Triazolo-fused 1,5-Benzodiazepine, 1,5-Benzoxazepine, and 1,5-Benzothiazepine Scaffolds: A Novel Seven-membered Ring System of Biological Interest

作者：Sharma Aruna^*; Kishore Dharma; Singh Bhawani

来源：Journal of Heterocyclic Chemistry, 2018, 55(3): 586-592.

DOI：10.1002/jhet.3060

New heterocyclic compounds 1-(3-methyl-9H-dibenzo[b,f][1,2,4]triazolo[4,3-d][1,4]diazepin-6-yl)ethanone 8a, 1-(3-methyldibenzo[b,f][1,2,4]triazolo[4,3-d][1,4]oxazepin-6-yl)ethanone 8b, and 1-(3-methyldibenzo[b,f][1,2,4]triazolo[4,3-d][1,4]thiazepin-6-yl)ethanone 8c are synthesized from benzodiazepinone, benzoxazepinone, and benzothiazepinone derivatives. These heterocyclic scaffolds have wide medicinal importance. Best results were obtained in antibacterial screening against Escherichia coli, Enterobacter cloacae, and Staphylococcus aureus and antifungal screening against Candida albicans and Fusarium oxysporum. 1,1-Diphenyl-2-picrylhydrazyl radical scavenging activities of compounds 6c, 7c, and 8c were tested in doses 10, 20, 30, 40, and 50g/mL and were expressed as IC50 values and percent of inhibition with means +/- standard deviation of three different concentrations of synthesized compounds. The assignment of the structures of synthesized compounds was made by thin-layer chromatography, elemental analysis, IR, H-1-NMR, C-13-NMR, and liquid chromatography-mass spectrometry.

• 出版日期2018-3