Antihypertensive pyrrolo[1,2-c]quinazolines and pyrrolo[1,2-c]quinazolinones

Abstract

The synthesis of a variety of pyrrolo[1,2-c]quinazolines and pyrrolo[1,2-c]quinazolinones is described. Several of these compounds have exhibited antihypertensive properties in the spontaneously hypertensive rat (SHR). Structure-activity comparisons have indicated that optimal activity is obtained in both the 2-carbethoxydihydroquinazoline series (C) and 2-carbethoxyquinazolinone series (D) when there is either a carbethoxy or cyanoethyl group at position 6 and no substitution in the benzene ring, while optimal activity is obtained in the 2-methyl-quinazolinone series (D) when both position 6 and the benzene ring are unsubstituted.

Optimization of the Suzuki coupling reaction in the synthesis of 2‐[(2‐substituted)phenyl]pyrrole derivatives

“…Obtained derivative 8 has a quinazoline skeleton which is in focus of interest in medicinal chemistry because of its very pronounced biological activities such as antiviral, antimalarial, antibacterial, and antihypertensive [39]. Therefore, this type of reaction could be of great importance for obtaining quinazoline derivatives in contrast to multistep synthesis employed to date in the literature [40].…”

6-(2-Fluorophenyl)-5,6-dihydrobenzimidazolo[1,2-c]quinazoline

“…For related structures, see: Elgemeie et al (1998); Jayalakshmi et al (2004); Low et al (2003); Mahendra et al (2005). For related literature, see: Alexandre et al (2003); Bandurco et al (1981); Chern et al (1993); Fatmi et al (1984).…”

Comparative Studies of Interactions between Fluorodihydroquinazolin Derivatives and Human Serum Albumin with Fluorescence Spectroscopy

“…Heterocyclic structures play a pivotal role in many pharmaceutical, agrochemical, and veterinary products, like quinazolines. An increasing number of quinazoline derivatives have been reported to possess antibacterial [15], anticancer [16], antitubercular [17], anti-HIV [18], antifungal [19], analgesic [20], anti-inflammatory [21], anticonvulsant [22], antiparkinson [23], anthelmintic [24], anti-histaminic [25], and antihypertensive activities [26]. Much attention has been focused on their structures and bioactivity.…”