Synthesis and characterization of quinazoline derivatives: search for hybrid molecule as diuretic and antihypertensive agents

Abstract

To explore the pharmacological and structure–activity relationship of a series of N-substituted-(4-oxo-2-substituted-phenylquinazolin-3-(4H)-yl), substituted benzene sulfonamide derivatives (1–25) were synthesized from substituted anthranilic acids derived amino quinazolines and substituted benzene sulphonamides. All the synthesized compounds were evaluated for their diuretic (by Lipschitz et al. method), antihypertensive activity by non-invasive blood pressure (NIBP) using the tail-cuff method and anti-diabetic potential in rats. Six compounds showing significantly excellent activity were compared with metolazone, prazosin and diazoxide as standards. Compound N-[7-chloro-2-(4-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl]-4 nitrobenzenesulfonamide (20) exhibited most potent of the series.

• Anti-diabetic potential
• antihypertensive activity
• diuretic activity
• quinazoline

Acknowledgements

We are thankful to Jamia Hamdard, New Delhi (India), for providing research facilities.

Supplementary materials online only Physicochemical parameters of synthesized compounds are available in Table 5 and electrolyte concentration data range of synthesized compounds are available in Tables 6 and 7 at 2 mg and 1 mg/kg/body weight.