SYNTHESIS, STRUCTURE, TUBERCULOSTATIC ACTIVITY, AND TOXICITY OF FLUOROALKYL-CONTAINING 3-HYDROXYIMINO-1,5-BENZODIAZEPINES / Khudina O. G.,Burgart Ya. V.,Kravchenko M. A.,Saloutin V. I. // PHARMACEUTICAL CHEMISTRY JOURNAL. - 2011. - V. 45, l. 2. - P. 75-78.

ISSN/EISSN:

0091-150X / нет данных

Type:

Article

Abstract:

An improved method for the synthesis of fluoroalkyl-containing 3-hydroxyimino-1,5-benzodiazepines is proposed. For this, 3-hydroxyimines were obtained via nitrosation of 1,3-diketones and 3-oxoesters by tert-butylnitrite in diethylether under acid catalysis conditions and were reacted without isolation and further purification with ortho-phenylenediamine. It was found that polyfluoroalkyl-containing 3-hydroxyimino-1,5-benzodiazepin-2-ones and 2-hydroxy-3-hydroxyimino-2-trifluoromethyl-4-phenyl-1H-1,5-benzodiazepin e possess high tuberculostatic activity comparable with that of isoniazide. Tests for acute toxicity of the trifluoromethylated heterocycles showed that they are less toxic than isoniazide.

Author keywords:

fluoroalkyl-containing 3-hydroxyimino-1,5-benzodiazepines; synthesis; tuberculostatic activity PHENYLENEDIAMINE

DOI:

нет данных

Web of Science ID:

ISI:000293470700002

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	PHENYLENEDIAMINE
Research-Areas	Pharmacology \& Pharmacy
Web-of-Science-Categories	Chemistry, Medicinal; Pharmacology \& Pharmacy
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410
Funding-Acknowledgement	RFBR {[}09-03-00274a]; Urals Branch, RAS {[}09-I-3-2004]; {[}02.740.11.0260]
Funding-Text	The work was supported financially by the RFBR (Grant No. 09-03-00274a), GK No. 02.740.11.0260, and Integrated Basic Research Project of the Urals Branch, RAS ``Scientific Bases for Creating and Developing Drugs of Natural and Synthetic Origin{''} (No. 09-I-3-2004).
Number-of-Cited-References	11
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	10
Journal-ISO	Pharm. Chem. J.
Doc-Delivery-Number	801WG