N-[4-(R',R"-phenylazo)aryl]aminolupinanes with antitubercular activity.
A set of twelve N-[4-(R-phenylazo)aryl]aminolupinanes (10a-c; 11a-i) was 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-xylyl)aminolupinane and the N-(4-amino-5,6,7,8-tetrahydronaphth-1-yl)-aminolupinane, that could be obtained from the former through an in vivo reductive cleavage of the azo group, exhibited a high activity against Mycobacterium tuberculosis H37RV with M.I.C. in the range 0.1-1 microgram/ml.
Istituto di Scienze Farmaceutiche, Università di Genova.
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Vazzana
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Sparatore
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Fadda
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Manca
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D003470:Culture Media; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D011807:Quinolizines / Q000138:chemical synthesis* / Q000494:pharmacology; D010128:p-Aminoazobenzene / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology
D000995:Antitubercular Agents; D003470:Culture Media; D011807:Quinolizines; D010128:p-Aminoazobenzene