Table 1. COX-1 and COX-2 Enzyme Inhibition Data of N-Aryl 5-Amino-pyrazoles 12–18^a.

compd	R1	COX-1 IC50 (μM)	COX-2 IC50 (μM)	COX-1 SI	OVCAR-3 IC50 (μM)	ClogP	TPSA (Å2)
12	H	8.5	>100	>11	5.8	2.89	50.85
13	F	1.6	>100	>61	5.0	3.12	56.99
14	Cl	3.4	>100	>30	20.5	3.69	50.85
15	OCH3	1.2	30.6	26	5.4	2.88	60.08
16	CH(CH3)2	2.6	>100	>38	1.1	3.37	50.85
17	COOH	0.10	>100	>1000	0.07	2.74	88.15
18	COOCH3	0.19	>100	526	0.09	3.02	83.29
SC560		0.01	55.6	5560	0.008	6.18	24.83
celecoxib		>100	0.09	>1111	80.9	4.37	75.76

^aAssays were conducted as described in the COX Inhibition Assay section of the Supporting Information. IC₅₀, half-maximal inhibitory concentration; SI, in vitro COX-1 selectivity index: [(COX-1 IC₅₀)/(COX-2 IC₅₀)]; data are the mean of three determinations. The ClogP and TPSA value were calculated using ChemDraw 16.0.