4-phenyldiazenyl 2-(phenylimino methyl) phenols; synthesis and in-vitro biological evaluation as potential antibacterial agents

Figures & data

Scheme 1.  General Synthetic Strategy for III(a-l).

Table I.  In vitro antibacterial activity of the newly synthesized compounds IIIa-l (1000μg /disc).

			B.anthrasis		S.aureus		E.coli		S.typhimurium		P.aeruginosa
Comp	R	R′	Z I	% I	Z I	% I	Z I	% I	Z I	% I	Z I	% I
IIIa	o-Cl	SO2NHC(NH)NH2	27	69.23	31	77.50	25	71.42	25	65.78	23	65.71
IIIb	o-Cl	SO2NH2	25	64.10	27	67.50	23	65.71	23	60.52	20	57.14
IIIc	o-Cl	OCH3	23	58.97	24	60.00	20	57.14	20	52.63	18	51.42
IIId	o-Cl	H	16	41.02	19	47.50	15	42.85	17	44.73	16	45.71
IIIe	m-Cl	SO2NHC(NH)NH2	25	64.10	26	65.00	23	65.71	22	57.89	21	60.00
IIIf	m-Cl	SO2NH2	23	58.97	21	52.50	20	57.14	18	47.36	17	48.57
IIIg	m-Cl	OCH3	17	43.59	17	42.50	14	40.00	14	36.84	10	28.57
IIIh	m-Cl	H	13	33.33	15	37.50	12	34.28	11	31.42	–	0.00
IIIi	p-Cl	SO2NHC(NH)NH2	17	43.59	21	52.50	19	54.28	17	44.73	15	42.85
IIIj	p-Cl	SO2NH2	16	41.02	19	47.50	17	48.57	12	31.57	10	28.57
IIIk	p-Cl	OCH3	14	35.89	15	37.50	15	42.85	07	18.42	–	0.00
IIIl	p-Cl	H	10	25.64	11	27.50	09	25.71	–	0.00	–	0.00
Std.			39	100	40	100	37	100	38	100	35	100

ZI, Zone of inhibition in mm; % I, Inhibition percentage; Std., Tetracycline; Control (DMF) = No activity.