Synthesis and Antitumor and Antibacterial Activity of Novel Dihydronaphthaline and Dihydrobenzo[H]Quinazoline Derivatives

Autor:	A. I. Markosyan, G. M. Stepanyan, K. K. Airapetyan, S. A. Gabrielyan, S. S. Mamyan, D. A. Avakimyan, V. Z. Shirinyan, A. V. Zakharov, F. G. Arsenyan
Rok vydání:	2019
Předmět:	Pharmacology Quinazoline derivatives chemistry.chemical_compound Chloracetamide Chemistry Drug Discovery Pharmacology toxicology Quinazoline Agar diffusion test Antibacterial activity Medicinal chemistry
Zdroj:	Pharmaceutical Chemistry Journal. 53:15-22
ISSN:	1573-9031 0091-150X
DOI:	10.1007/s11094-019-01948-7
Popis:	A method for the synthesis of 1-amino-3,3-dimethyl-3,4-dihydronaphthaline-2-carbonitrile (β-aminonitrile) was developed and used to synthesize Schiff bases, thioureide and chloracetamide derivatives. This latter was cyclized to 5,5-dimethyl-2-chloromethyl-5,6-dihydrobenzo[h]quinazoline-4(3H)-one, which was used to synthesize a series of 2-sulfanylmethyl and 2-aminomethyl derivatives. 2-Chloromethylbenzo[h]quinazoline in the presence of a base was found to form condensed heterocyclic compounds with seven rings: 1,1,11,11-tetramethyl-1,2,11,12-tetrahydropyrazino[2,1-b:5,4-b′]di(benzo[h]quinazoline)-10,16(8H,18H)-di one. The antitumor properties of the compounds synthesized here were studied in an ascites carcinoma model and the antibacterial properties were studied using the agar diffusion method.
Databáze:	OpenAIRE
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