US EPA

7493472 

Journal Article 

Synthesis and antimycobacterial activity of carbamate derivatives of 1,2-oxazine 

Velikorodov, AV; Urlyapova, NG; Daudova, AD 

2006 

1 

Pharmaceutical Chemistry Journal
ISSN: 0091-150X
EISSN: 1573-9031 

40 

7 

380-382 

English 

10.1007/s11094-006-0132-5 

Aseries of carbamate derivatives of 1,2-oxazine was obtained by means of [2 + 4]-cycloaddition of 1,3-dienes to C-nitroso-alkyl-N-arylcarbamates. The antimycobacterial activity of the synthesized compounds with respect to Mycobacterium tuberculosis and Mycobacterium lufu species was studied in vitro in comparison to isoniazid and dapsone. The activity of the newly synthesized compounds significantly depends on the nature and position of substituents in the oxazine nucleus and weakly depends on the nature of substituents in the carbamate moiety. Among the compounds tested, the maximum antimycobacterial activity was observed for 4,5-dimethyl-2-(p-methoxycarbonylamino)phenyl-3,6- dihydro-1,2-oxazine. © 2006 Springer Science+Business Media, Inc. 

1,2 oxazine derivative; 4,5 dimethyl 2 (4 methoxycarbonylamino)phenyl 3,6 dihydro 1,2 oxazine; antimycobacterial agent; carbamic acid derivative; dapsone; ethyl n [4 (4,5 dimethyl 3,6 dihydro 2h 1,2 oxazin 2 yl)phenyl]carbamate; isoniazid; unclassified drug; acute toxicity; antibacterial activity; antimycobacterial activity; article; drug activity; drug synthesis; LD 50; minimum inhibitory concentration; Mycobacterium; mycobacterium lufu; Mycobacterium tuberculosis; nonhuman