Synthesis and Antibacterial and Antitumor Properties of Derivatives of 5,5-Dimethyl-3-iso-Propyl-2-Thioxo-2,3,5,6-Tetrahydrobenzo[h]Quinazoline-4(1H)-One.

Markosyan, A. I.; Baghdasaryan, A. S.; Ayvazyan, A. S.; Gabrielyan, S. H.; Danghyan, M. Yu.; Arsenyan, F. H.; Avakimyan, J. A.

Ethyl 1-amino-3,3-dimethyl-3,4-dihydronaphthalene-2-carboxylate was used as a platform to synthesize 5,5-dimethyl-3-iso-propyl-2-thioxo-2,3,5,6-tetrahydrobenzo[h]quinazolin-4(1H)-one (thioxobenzoquinazoline), which was alkylated by various halides in alkaline solution to produce 2-thio-substituted 5,5-dimethyl-3-iso-propyl-5,6-dihydrobenzo[h]quinazolin-4(3H)-ones. Condensation of thioxobenzoquinazoline with hydrazine hydrate, 2-ethanolamine, and 3-propanolamine synthesized 2-hydrazinyl-5,5-dimethyl-3-isopropyl-5,6-dihydrobenzo[h]quinazolin-4(3H)-one, 2-[(2-hydroxyethyl)amino]-5,5-dimethyl-3-iso-propyl-5,6-dihydrobenzo[h]quinazolin-4(3H)-one, and 2-[(3-hydroxypropyl)amino]-3-iso-propyl-5,5-dimethyl-5,6-dihydrobenzo[h]quinazolin-4(3H)-one, respectively. The antibacterial and antitumor properties of the synthesized compounds were studied. The research established that the studied compounds had antibacterial and antitumor activity. A comparative evaluation of the data indicated that the activity of the studied compounds was noticeably inferior to that of the antimicrobial reference drug furazolidone. The studied compounds at doses of 170 and 175 mg/kg showed weak antitumor effects, inhibiting tumor growth by 28 – 33%.

CHEMICAL synthesis; ANTI-infective agents; ALKALINE solutions; ANTIBACTERIAL agents; ANTINEOPLASTIC agents

Pharmaceutical Chemistry Journal, 2023, Vol 57, Issue 9, p1367

0091-150X

Academic Journal

10.1007/s11094-023-02999-7