Mao-b inhibitors useful for treating obesity

A compound of formula I or II, or a stereoisomer or pharmaceutically acceptable salt thereof:

• wherein:
• R, at each occurrence, is independently selected from H, C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl;
• R1 is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, (CH2)mCO2R, C2-6 alkenyl-CO2R, CH2CH(NHAc)CO2R, CH2CH(NHR)CO2R, and, (CH2)nPO(OR)2;
• A− is a counter ion;
• V is selected from O−, C1-4 alkyl, C2-4 alkenyl, and C2-4 alkynyl;
• X, X1, X2, and X3 are independently selected from H, OR, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halogen, CF3, nitro, −CN, N(R)2, (CH2)m-tetrazole, (CH2)nCO2R, (CH2)nCONR2, (CH2)CN, O(CH2)nCN, O(CH2)n-tetrazole, O(CH2)nCO2R, O(CH2)nCON(R)2, O—C2-6 alkenyl-CO2R, O(CH2)nPO(OR)2, NR—C2-4 alkenyl, NRSO2CH3, NR(CH2)nCO2R, NR(CH2)nCON(R)2, NR—C2-4 alkenyl-CO2R, NR(CH2)nPO(OR)2, NR(CH2)nSO2OR, NR(CH2)n-tetrazole, SO2NRCH3, OCH2CHMCONRCH2CO2R, CH2-aryl, O(CH2)nPO(OR)2, O(CH2)nSO2OR, OCH2(CH2)nN+(CH3)3A−, O(CH2)n-biphenyl, O(CH2)n-biphenyl-(CH2)mCO2R, O(CH2)n-biphenyl-(CH2)mtetrazole, O(CH2)n-biphenyl-(CH2)mCN, O(CH2)n-biphenyl-(CH2)mCON(R)2, NR(CH2)n-biphenyl, NR(CH2)n-biphenyl-(CH2)mCO2R, NR(CH2)n-biphenyl-(CH2)mtetrazole, NR(CH2)n-biphenyl-(CH2)mCN, NR(CH2)n-biphenyl-(CH2)mCON(R)2, O(CH2)n-aryl, O(CH2)n-heteroaryl, NR(CH2)n-aryl, NR(CH2)n-heteroaryl, O(CH2)n-aryl(CH2)mCO2R, O(CH2)n-aryl-C2-6 alkenyl-CO2R, O(CH2)n-aryl(CH2)m-tetrazole, O(CH2)n-aryl(CH2)mCN, O(CH2)n-aryl(CH2)mCON(R)2, O(CH2)n-aryl(CH2)m—PO(OR)2, O(CH2)n-aryl-O(CH2)nCO2R, O(CH2)n-aryl-O—C2-6 alkenyl-CO2R, O(CH2)n-arylO(CH2)n-tetrazole, O(CH2)n-arylO(CH2)nCN, O(CH2)n-arylO(CH2)nCON(R)2, O(CH2)n-arylO(CH2)n-PO(OR)2, O(CH2)n-aryl-NR(CH2)nCO2R, O(CH2)n-aryl-NRC2-6 alkenyl-CO2R, O(CH2)n-aryl-NR(CH2)n-tetrazole, O(CH2)n-aryl-NR(CH2)nCN, O(CH2)n-aryl-NR(CH2)nCON(R)2, O(CH2)n-aryl-NR(CH2)n—PO(OR)2, NR(CH2)n-aryl(CH2)mCO2R, NR(CH2)n-aryl-C2-6 alkenyl-CO2R, NR(CH2)n-aryl(CH2)m-tetrazole, NR(CH2)n-aryl(CH2)mCN, NR(CH2)n-aryl(CH2)mCON(R)2, NR(CH2)n-aryl(CH2)m—PO(OR)2, NR(CH2)n-aryl-NR(CH2)nCO2R, NR(CH2)n-aryl-NR—C2-6 alkenyl-CO2R, NR(CH2)n-aryl-NR(CH2)n-tetrazole, NR(CH2)n-aryl-NR(CH2)nCN, NR(CH2)n-aryl-NR(CH2)nCON(R)2, NR(CH2)n-aryl-NR(CH2)nPO(OR)2, NR(CH2)n-arylO(CH2)nCO2R, NR(CH2)n-aryl-O—C2-6 alkenyl-CO2R, NR(CH2)n-aryl-O(CH2)n-tetrazole, NR(CH2)n-arylO(CH2)nCN, NR(CH2)n-aryl-O(CH2)nCON(R)2, NR(CH2)n-arylO(CH2)nPO(OR)2, O(CH2)n-heteroaryl(CH2)mCO2R, O(CH2)n-heteroaryl-C2-6 alkenyl-CO2R, O(CH2)n-heteroaryl(CH2)m-tetrazole, O(CH2)n-heteroaryl-(CH2)mCN, O(CH2)n-heteroaryl(CH2)mCON(R)2, O(CH2)n-heteroaryl(CH2)m—PO(OR)2, O(CH2)n-heteroaryl-O(CH2)nCO2R, O(CH2)n-heteroaryl-O—C2-6 alkenyl-CO2R, O(CH2)n-heteroarylO(CH2)n-tetrazole, O(CH2)n-heteroaryl O(CH2)nCN, O(CH2)n-heteroarylO(CH2)nCON(R)2, O(CH2)n-heteroarylO(CH2)n—PO(OR)2, O(CH2)n-heteroaryl-NR(CH2)nCO2R, O(CH2)n-heteroaryl-NR—C2-6 alkenyl-CO2R, O(CH2)n-heteroaryl-NR(CH2)n-tetrazole, O(CH2)n-heteroaryl-NR(CH2)nCN, O(CH2)n-heteroaryl-NR(CH2)mCON(R)2, O(CH2)n-heteroaryl-NR(CH2)n-PO(OR)2, NR(CH2)n-heteroaryl(CH2)mCO2R, NR(CH2)n-heteroaryl-C2-6 alkenyl-CO2R, NR(CH2)n-heteroaryl(CH2)m-tetrazole, NR(CH2)n-heteroaryl(CH2)mCN, NR(CH2)n-heteroaryl(CH2)mCON(R)2, NR(CH2)n-heteroaryl(CH2)m—PO(OR)2, NR(CH2)n-heteroaryl-NR(CH2)nCO2R, NR(CH2)n-heteroaryl-NR—C2-6 alkenyl-CO2R, NR(CH2)n-heteroaryl-NR(CH2)n-tetrazole, NR(CH2)n heteroaryl-NR(CH2)nCN, NR(CH2)n-heteroaryl-NR(CH2)nCON(R)2, NR(CH2)n-heteroaryl-NR(CH2)nPO(OR)2, NR(CH2)n-heteroaryl-O(CH2)nCO2R, NR(CH2)n-heteroaryl-O—C2-6 alkenyl-CO2R, NR(CH2)n-heteroaryl-O(CH2)n-tetrazole, NR(CH2)n-heteroaryl-O(CH2)nCN, NR(CH2)n-heteroaryl-O(CH2)nCON(R)2, NR(CH2)n-heteroarylO(CH2)nPO(OR)2, where heteroaryl is a 5-12 membered ring system consisting of carbon atoms and from 1-4 heteroatoms selected from N, O, and S, and wherein aryl and heteroaryl are substituted with 1-2 X4 and tetrazole is substituted with 0-1 R;
• X4 is selected from H, OR, O—C2-6 alkenyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halogen, CF3, nitro, —CN, C(O)NR2, NRSO2CH3, and, SO2N(R)C1-6alkyl;
• Q is selected from H, OH, C1-6 alkoxy, O(CH2)nCO2R, O(CH2)nCON(R)2, O—C2-6 alkenyl, O—C2-6 alkenyl-CO2R, OCH2CH2CONRCH2CO2R, OCH2CHMCONRCH2CO2R, O(CH2)nPO(OR)2, O(CH2)nSO2OR, OCH2CH(NHAc)CO2R, OCH2CH(NHR)CO2R, O(CH2)n-aryl, and O(CH2)n-5-12 membered heteroaryl consisting of carbon atoms and from 1-4 heteroatoms selected from N, O, and S;
• W is selected from H, CO2R, CON(R)2, CH2OH, CH2OC1-6 alkyl, CH2OC2-6 alkenyl, CH2O(CH2)nCO2R, CH2O(CH2)nCON(R)2, CH2O—C2-6 alkenyl-CO2R, CH2OCH2CH2CONRCH2CO2R, CH2OCH2CHMCONRCH2CO2R, CH2O(CH2)nPO(OR)2, CH2O(CH2)nSO2OR, CH2OCH2CH(NHAc)CO2R, CH2OCH2CH(NHR)CO2R, CH2O—C2-6 alkenyl, and CH2O(CH2)nCONH2, CH2O(CH2)n-aryl, and CH2O(CH2)n-5-12 membered heteroaryl consisting of carbon atoms and from 1-4 heteroatoms selected from N, O, and S, and wherein heteroaryl is substituted with 1-2 X4;
• M is independently selected from H, C1-6 alkyl, C3-8 cycloalkyl, C2-6 alkenyl, C2-6 alkynyl, aryl, (CH2)n-aryl, heteroaryl, and (CH2)n-heteroaryl, where heteroaryl is a 5-12 membered ring system consisting of carbon atoms and from 1-4 heteroatoms selected from N, O, and S, and wherein aryl and heteroaryl are substituted with 1-2 X4;
• m is independently selected from 0, 1, 2, 3, and 4;
• and,
• n is independently selected from 1, 2, 3, and 4;
• provided that at least one of X, X1, X2, and X3 is other than H, alkyl, alkoxy, hydroxyl, and halo.