Synthesis and biological evaluation of novel 6, 7-dimethoxy-3-(4-pyridyl)-2,3,3a,4-tetrahydroindeno[1,2-c]pyrazol-2-yl-4-substituted phenylmethanone/ethanone derivatives

Figures & data

Table 1.  Physical constant and antimycobacterial activity of the synthesized compounds.

Compound	R	Yield (%)	M.P. (°C)	(MIC) µM		Cytotoxicity
				MTB^a	INHR-MTBb
4a	Phenyl-	84	144	2.86	4.12	>62.5
4b	4-bromo phenyl-	60	162	2.60	4.32	>62.5
4c	4-fluoro phenyl-	82	143	2.94	4.94	>62.5
4d	4-nitro phenyl-	70	141	3.12	6.12	>62.5
4e	2-chloro phenyl-	62	128	1.28	2.48	>62.5
4f	4-chloro phenyl-	75	103	0.96	2.56	>62.5
4g	4-methyl phenyl	82	176	3.08	3.08	>62.5
4h	Pyridyl-	65	145	0.22	0.72	>62.5
4i	2-methyl phenyl-	67	164	4.28	7.28	>62.5
4j	Phenyl methyl	72	184	6.16	9.46	>62.5
4k	Phenoxy methyl-	80	198	4.59	10.59	>62.5
4l	4-methoxy phenyl	62	168	5.68	11.22	>62.5
INH	—	—	—	0.73	11.37	>62.5

^aMycobacterium tuberculosis H37Rv; bINH resistant Mycobacterium tuberculosis.

Scheme 1.  Protocol for synthesis of titled compounds.