Antiallergy activity of substituted 11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylic acids

Abstract

A series of substituted 11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylic acids were prepared and evaluated as antiallergy agents. Several analogues were orally active. 2-Methyl-11-oxo-11H-pyrido[2,1-b]quinoazoline-8-carboxylic acid (6) was superior to cromolyn sodium and doxantrazole orally and intravenously in the rat PCA test and a rat allergic bronchospasm model.

2-(Aminomethyl)phenols, a new class of saluretic agents. 4. Effects of oxygen and/or nitrogen substitution

“…2-(Aminomethyl)-4-(l,l-dimethylethyl)-6-iodophenyl N,-JV-Dimethylsulfamate Hydrochloride (25). To a solution of IVjV-dimethylsulfamoyl chloride (8.7 g, 60 mmol) in dry CH2C12 (25 mL) maintained under a N2 atmosphere was added slowly, and with good stirring, a solution of 22 (4 g, 10 mmol) and Et3N (6 g, 60 mmol) in dry CH2C12 (100 mL) at 20-25 °C. The resulting reaction mixture was kept under a N2 atmosphere with stirring for 72 h. Evaporation of the solvent left a residual solid, which was washed with H20 and extracted into Et20.…”

“…The organic layer was washed with H20 and brine and dried (MgS04). Evaporation and subsequent crystallization of the residue afforded 39 (1.3 g): NMR (CDC13) 1.3 (9 H, s), 2.4 (3 H, s), 3.9 (2 H, s), 6.95 (H, d, =/3-5 = 2 Hz), 7.6 (H, d, J3-6 = 2 Hz).…”

“…e 1 mg/kg. 6 Amidoalkylation of corresponding methoxybenzene and subsequent hydrolysis, method A2, ref 3. * See Harrison, W. S. W.; Peters, A. T.; Rowe, F. M. J. Chem.…”

Pyrido[2,1-b]quinazolinecarboxylic acids as orally active antiallergy agents

“…Recently, an interesting series of 2-substituted pyrido-[2,l-6]quinazoline-8-carboxylic acids has been described. 4 We are therefore prompted to describe one aspect of our work in this area which constitutes an extension of the reported results.4…”

Transition-Metal-Free Synthesis of Fused Quinazolinones by Oxidative Cyclization of N-Pyridylindoles

“…Aza-heterocycles are useful structural motifs found in many naturally occurring alkaloids and bioactive molecules. Among them, quinazolinones are privileged structural scaffolds that show a broad spectrum of potent biological activity and find wide applications in medicinal chemistry as anti-inflammatory, antiallergic, anticonvulsant, anticancer, antihypertensive, antitumor, hypolipemic agents, and HIV-1 integrase inhibitor (Figure ).…”