Synthesis and antiproliferative activity of some diaryldiazepines and diarylpyrimidines

Figures & data

Table I.  Antiproliferative activity IC₅₀ (μM) values of 5,7-diaryldiazepines 4a−k and 4,6-diarylpyrimidines 5a−k.

Compd	R	Jurkat	HL60	Molt3	NCEB1	K562
4a	C6H5	10.59	60	11.4	>100	9.12
4b	4-CH3C6H4	50.79	>100	40.81	86	24.3
4c	3-CH3C6H4	8.47	22	11.6	100	4.55
4d	4-CH3OC6H4	>100	>100	61	>100	20.85
4e	3-CH3OC6H4	5.39	23	14.33	26	8.28
4f	4-ClC6H4	81.58	>100	64	>100	65
4 g	3-ClC6H4	>100	>100	>100	>100	>100
4 h	2-ClC6H4	7.66	26	12.09	23	10.12
4i	4-FC6H4	22.75	80	38.48	70	29.46
4j	2-furyl	>100	>100	>100	>100	88.78
4k	2-thienyl	N.T	N.T	N.T	N.T	N.T
*5c	3-CH3C6H4	22.87	16	29.56	23	11.95

N.T-not tested.

*The remaining diarylpyrimidines did not show any inhibition at 10 μM level.

Scheme 1 Synthetic route to the diazepines (4a–k).

Scheme 2 Synthetic route to the pyrimidines (5a–k).