Design, synthesis, anticancer evaluation and docking studies of novel 2-(1-isonicotinoyl-3-phenyl-1H-pyrazol-4-yl)-3-phenylthiazolidin-4-one derivatives as Aurora-A kinase inhibitors

Table 1 Physicochemical data of 2-(1-isonicotinoyl-3-aryl-4,5-dihydro-1H-pyrazol-4-yl)-3-phenyl thiazolidin-4-one derivatives P (1–21)


Comp	R	R₁	Mol. Wt	R_f*	R_f**	Conventional synthesis		Microwave-assisted synthesis			Melting point (°C)
Comp	R	R₁	Mol. Wt	R_f*	R_f**	Reaction Time (hrs)	% yield	Microwave power (W)	Reaction time (min)	% yield	Melting point (°C)
P-1	4-NO₂	H	473	0.60	0.58	1.0	68.2	300	2	89.2	244–246
P-2	4-NO₂	4-NO₂	520	0.37	0.50	1.0	67.3	300	2	87.4	266–268
P-3	4-NO₂	2-NO₂	520	0.20	0.32	1.0	60.5	300	2	83.1	282–284
P-4	4-NO₂	4-Cl	507	0.23	0.24	1.0	56.9	300	2	80.0	286–288
P-5	4-NO₂	3-Cl	507	0.69	0.64	1.0	59.2	300	2	75.8	274–276
P-6	4-NO₂	3-OCH₃	503	0.71	0.67	1.0	61.2	300	2	72.6	262–264
P-7	4-NO₂	2-OCH₃	503	0.66	0.62	1.0	67.4	300	2	93.4	250–252
P-8	4-OCH₃	H	456	0.55	0.63	1.0	73.7	300	2	82.5	300–302
P-9	4-OCH₃	4-NO₂	503	0.53	0.71	1.0	68.9	300	2	76.3	308–310
P-10	4-OCH₃	2-NO₂	503	0.47	0.65	1.0	56.4	300	2	64.7	322–324
P-11	4-OCH₃	4-Cl	490	0.35	0.70	1.0	59.2	300	2	68.8	318–320
P-12	4-OCH₃	3-Cl	490	0.48	0.58	1.0	61.6	300	2	72.4	338–340
P-13	4-OCH₃	3-OCH₃	486	0.63	0.64	1.0	66.8	300	2	76.6	320–322
P-14	4-OCH₃	2-OCH₃	486	0.32	0.59	1.0	73.9	300	2	84.3	336–338
P-15	4-Br	H	504	0.70	0.65	1.0	66.8	300	2	84.7	256–258
P-16	4-Br	4-NO₂	551	0.40	0.36	1.0	58.2	300	2	68.9	268–270
P-17	4-Br	2-NO₂	551	0.21	0.35	1.0	61.2	300	2	72.0	252–254
P-18	4-Br	4-Cl	538	0.74	0.79	1.0	59.7	300	2	79.8	244–246
P-19	4-Br	3-Cl	538	0.70	0.74	1.0	64.2	300	2	72.3	248–250
P-20	4-Br	3-OCH₃	535	0.60	0.65	1.0	61.3	300	2	83.2	252–254
P-21	4-Br	2-OCH₃	535	0.28	0.32	1.0	58.4	300	2	69.1	260–262

TLC Mobile phase: *n-hexane: ethylacetate (4:6), **Ethylacetate: n-hexane: methanol (3:6:1)

ISSN: 2661-801X