Modulators of ATP-Binding Cassette Transporters

A method of modulating ABC transporter activity comprising the step of contacting said ABC transporter with a compound of formula (I):

• or a pharmaceutically acceptable salt thereof;
• wherein:
• A and B are independently selected from aryl, heterocyclic, heteroaryl, or cycloaliphatic ring;
• C is H, aryl, heterocyclic, heteroaryl, cycloaliphatic, aliphatic, C(O)R2, C(O)R3, C(O)NH2, C(O)NHR2, C(O)NHR3, C(O)N(R2)2, C(O)N(R3)2;
• X is H, (CH2)n—Y, R2, R3, R4, R5, or R6;
• wherein each of A, B, C, and X optionally comprises up to 4 substituents independently selected from R1, R2, R3, R4, or R5;
• R1 is oxo, R6 or (CH2)n—Y;
• n is 0, 1 or 2;
• Y is halo, CN, NO2, CHF2, CH2F, CF3, OCF3, OH, SCHF2, SR6, S(O)R6, SO2R6, NH2, NHR6, N(R6)2, NR6R8, COOH, COOR6 or OR6;
• or
• two R1 on adjacent ring atoms, taken together, form 1,2-methylenedioxy, 1,2-difluoromethylenedioxy, or 1,2-ethylenedioxy;
• R2 is aliphatic, wherein each R2 optionally comprises up to 2 substituents independently selected from R1, R4, or R5;
• R3 is a cycloaliphatic, aryl, heterocyclic, or heteroaryl ring optionally comprising up to 3 substituents, independently selected from R1, R2, R4 or R5;
• R4 is OR5, OR6, OC(O)R6, OC(O)R5, OC(O)OR6, OC(O)OR5, OC(O)N(R6)2, OC(O)N(R5)2, OC(O)N(R6R5), OP(O)(OR6)2, OP(O)(OR5)2, OP(O)(OR6)(OR5), SR6, SR5, S(O)R6, S(O)R5, SO2R6, SO2R5, SO2N(R6)2, SO2N(R5)2, SO2NR5R6, SO3R6, SO3R5, C(O)R5, C(O)OR5, C(O)R6, C(O)OR6, C(O)N(R6)2, C(O)N(R5)2, C(O)N(R5R6), C(O)N(OR6)R6, C(O)N(OR5)R6, C(O)N(OR6)R5, C(O)N(OR5)R5, C(NOR6)R6, C(NOR6)R5, C(NOR5)R6, C(NOR5)R5, N(R6)2, N(R5)2, N(R5R6), NR5C(O)R5, NR6C(O)R6, NR6C(O)R5, NR6C(O)OR6, NR5C(O)OR6, NR6C(O)OR5, NR5C(O)OR5, NR6C(O)N(R6)2, NR6C(O)NR5R6, NR6C(O)N(R5)2, NR5C(O)N(R6)2, NR5C(O)NR5R6, NR5C(O)N(R5)2, NR6SO2R6, NR6SO2R5, NR5SO2R5, NR6SO2N(R6)2, NR6SO2NR5R6, NR6SO2N(R5)2, NR5SO2NR5R6, NR5SO2N(R5)2, N(OR6)R6, N(OR6)R5, N(OR5)R5, N(OR5)R6, P(O)(OR6)N(R6)2, P(O)(OR6)N(R5R6), P(O)(OR6)N(R5)2, P(O)(OR5)N(R5R6), P(O)(OR5)N(R6)2, P(O)(OR5)N(R5)2, P(O)(OR6)2, P(O)(OR5)2, or P(O)(OR6)(OR5);
• R5 is a cycloaliphatic, aryl, heterocyclic, or heteroaryl ring optionally comprising up to 3 R1 substituents;
• R6 is H or aliphatic, wherein R6 optionally comprises a R7 substituent;
• R7 is a cycloaliphatic, aryl, heterocyclic, or heteroaryl ring and each R7 optionally comprising up to 2 substituents independently chosen from H, (C1-C6)-straight or branched alkyl, (C2-C6) straight or branched alkenyl or alkynyl, 1,2-methylenedioxy, 1,2-ethylenedioxy, or (CH2)n—Z;
• Z is selected from halo, CN, NO2, CHF2, CH2F, CF3, OCF3, OH, SCHF2, S-aliphatic, S(O)-aliphatic, SO2-aliphatic, NH2, N-aliphatic, N(aliphatic)2, N(aliphatic)R8, COOH, C(O)O(-aliphatic, or O-aliphatic;
• and
• R8 is an amino protecting group.