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

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

Journal

Pharmaceutical Chemistry Journal
ISSN: 0091-150X , E-ISSN: 1573-9031

Output data

Year: 2019, Volume: 53, Number: 1, Pages: 15-22 Pages count : 8 DOI: 10.1007/s11094-019-01948-7

Authors

Markosyan A.I. ¹ , Airapetyan K.K. ¹ , Gabrielyan S.A. ¹ , Mamyan S.S. ¹ , Shirinyan V.Z. ² , Zakharov A.V. ² , Arsenyan F.G. ¹ , Avakimyan Dzh.A. ¹ , Stepanyan G.M. ¹

Affiliations

1	A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, Erevan, Armenia
2	N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

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.

Markosyan A.I. , Airapetyan K.K. , Gabrielyan S.A. , Mamyan S.S. , Shirinyan V.Z. , Zakharov A.V. , Arsenyan F.G. , Avakimyan D.A. , Stepanyan G.M.
Synthesis and Antitumor and Antibacterial Activity of Novel Dihydronaphthaline and Dihydrobenzo[H]Quinazoline Derivatives
Pharmaceutical Chemistry Journal. 2019. V.53. N1. P.15-22. DOI: 10.1007/s11094-019-01948-7 WOS Scopus OpenAlex

Web of science:	WOS:000465635900003
Scopus:	2-s2.0-85064888374
OpenAlex:	W2939573306

DB	Citing
OpenAlex	7
Scopus	4
Web of science	4