N-4-(R,R-PHENYLAZO)ARYL!AMINOLUPINANES WITH ANTITUBERCULAR ACTIVITY

A set of twelve N-4-(R-phenylazo)aryl!aminolupinanes (10a-c; 11a-i) w as prepared by coupling the suitably substituted phenyldiazonium salts with N-(2,3-xylyl)-aminolupinane and with N-(5,6,7,8-tetrahydronaphth -1-yl)-aminolupinane. These compounds, as well as the N-(4-amino-2,3-x ylyl)aminolupinane and the mino-5,6,7,8-tetrahydronaphth-1-yl)-aminolu pinane, that could be obtained from the former through an in vivo redu ctive cleavage of the azo group, exhibited a high activity against Myc obacterium tuberculosis H37RV with M.I.C. in the range 0.1 - 1 mug/ml.