Azasteroids for treatment of tuberculosis

A method of treating a subject infected with M. tuberculosis comprising administering to the subject an amount of the compound having the structure:

• wherein
• α is absent or present and when present is a bond,
• wherein when R3 and R4 combine to form a cycloalkyl group, then α is absent;
• X is —NH—, —NH—NH—, —NH—C(O)—, —NH—C(S)—, —NH—NHC(O)— or —NH—NHC(S)—;
• R1 is —H, alkyl, alkenyl, alkynyl, aryl, heteroaryl, C(O)-alkyl, C(O)-haloalkyl, C(O)-cycloalkyl, C(O)-alkenyl, C(O)-alkynyl, C(O)-aryl, C(O)-heteroaryl, CO2-alkyl, CO2-alkenyl, CO2-alkynyl, CO2-aryl, CO2-heteroaryl, cycloalkyl, alkyl-OH, alkyl-NH2, SO2-alkyl, SO2-haloalkyl, SO2-cycloalkyl, SO2-alkenyl, SO2-alkynyl, SO2-aryl, SO2-heteroaryl or L-(anti-tuberculosis drug);
• R2 is H, halo, alkyl, alkenyl, alkynyl, aryl, heteroaryl, CO2-alkyl, CO2-alkenyl, CO2-alkynyl, CO2-aryl, CO2-heteroaryl, cycloalkyl, alkyl-OH, alkyl-NH2 or alkyl-N(alkyl)2;
• R3 is —H, halo, alkyl, alkenyl, alkynyl, aryl, heteroaryl, CO2-alkyl, CO2-alkenyl, CO2-alkynyl, CO2-aryl, CO2-heteroaryl, cycloalkyl, alkyl-OH, alkyl-NH2 or alkyl-N(alkyl)2, and
• R4 is —H, halo, alkyl, alkenyl, alkynyl, aryl, heteroaryl, CO2-alkyl, CO2-alkenyl, CO2-alkynyl, CO2-aryl, CO2-heteroaryl, cycloalkyl, alkyl-OH, alkyl-NH2, or alkyl-N(alkyl)2, or
• R3 and R4 combine to form a cycloalkyl group;
• R5 is substituted aryl, substituted heteroaryl or alkylaryl,
• wherein when α is absent, X is NH, and R1, R2, R3 and R4 are each H, then R5 is other than 3-tert-butylphenyl, 4-morpholinophenyl, 2-benzoylphenyl or 2,5-trifluoromethylphenyl,
• when α is absent, X is NH, R1 is H or Boc, and R2, R3 and R4 are each H, then R5 is other than 2-trifluoromethoxy-4-halophenyl, 6-(5-fluoro-indol-1-yl)-2-(trifluoromethoxy)pyridin-3-yl or 2-trifluoromethoxy-3-trifluoromethylphenyl, and
• when α is absent, X is —NH—C(S)—, and R1, R2, R3 and R4 are each H, then R5 is other than 2-ethylpyridin-4-yl,
• or a salt or ester thereof, in combination with an anti-tuberculosis drug, so as to thereby treat the subject.