N,n-disubstituted aminoalkylbiphenyl antagonists of prostaglandin d2 receptors

A method for treating chronic obstructive pulmonary disease (COPD) in a mammal comprising administering to the mammal a therapeutically effective amount of a compound having the structure of Formula (I), or a pharmaceutically acceptable salt thereof:

• wherein,
• Q is tetrazolyl or —C(═O)-Q1;
• Q1 is —OH, —O(C1-C4alkyl), —NHSO2R12, —N(R13)2, —NH—OH, or —NH—CN;
• each R1 is independently selected from H, F, and —CH3;
• each of R2, R3, R4, R5, R6, R7 and R9 is independently H, halogen, —CN, —NO2, —OH, —OR13, —SR12, —S(═O)R12, —S(═O)2R12, —NHS(═O)2R12, —C(═O)R12, —OC(═O)R12, —CO2R13, —OCO2R13, —CH(R13)2, —N(R13)2, —NHCH2CO2R13, —OCH2CO2R13, —SCH2CO2R13, —C(═O)N(R13)2, —OC(═O)N(R13)2, —NHC(═O)NH(R13), —NHC(═O)R12, —NHC(═O)OR12, —C(OH)(R13)2, C1-C6alkyl, C1-C6fluoroalkyl, C1-C6fluoroalkoxy, C1-C6alkoxy, C1-C6heteroalkyl, C3-C10cycloalkyl, a substituted or unsubstituted C2-C10heterocycloalkyl, a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted monocyclic heteroaryl, or a substituted or unsubstituted bicyclic heteroaryl, —OCH2—(C3-C6cycloalkyl), —OCH2-(substituted or unsubstituted phenyl), or —OCH2-(substituted or unsubstituted monocyclic heteroaryl);
• R10 is —C(═O)R14, —C(═O)OR15, —C(═O)N(R16)2, —C(NR19)N(R16)2, —S(═O)2N(R16)2 or —S(═O)2R15;
• R14 is C1-C6alkyl, C1-C6fluoroalkyl, C1-C6heteroalkyl, C3-C10cycloalkyl, a substituted or unsubstituted C2-C10heterocycloalkyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heteroaryl, —C1-C4alkyl-(C3-C10cycloalkyl), —C1-C4alkyl-(a substituted or unsubstituted C2-C10heterocycloalkyl), —C1-C4alkyl-(a substituted or unsubstituted aryl), or —C1-C4alkyl-(a substituted or unsubstituted heteroaryl);
• or
• R14 is L3-X3-Q3;
• L3 is a C1-C4alkylene;
• X3 is a bond, —O—, —S—, —S(═O)—, —S(═O)2—, or —NR13—;
• Q3 is C1-C6alkyl, C1-C6fluoroalkyl, C3-C10cycloalkyl, a substituted or unsubstituted C2-C10heterocycloalkyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heteroaryl, —C1-C4alkyl-C3-C10cycloalkyl, —C1-C4alkyl-(a substituted or unsubstituted C2-C10heterocycloalkyl), —C1-C4alkyl-(a substituted or unsubstituted aryl), or —C1-C4alkyl-(a substituted or unsubstituted heteroaryl);
• R15 is C1-C6alkyl, C1-C6fluoroalkyl, C1-C6heteroalkyl, C3-C10cycloalkyl, a substituted or unsubstituted C2-C10heterocycloalkyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heteroaryl, —C1-C4alkyl-C3-C10cycloalkyl, —C1-C4alkyl-(substituted or unsubstituted C2-C10heterocycloalkyl), —C1-C4alkyl-(substituted or unsubstituted aryl), or —C1-C4alkyl-(substituted or unsubstituted heteroaryl);
• each R16 is independently H, —CN, C1-C6alkyl, C1-C6fluoroalkyl, C1-C6heteroalkyl, C3-C10cycloalkyl, substituted or unsubstituted C2-C10heterocycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, —C1-C4alkyl-C3-C10cycloalkyl, —C1-C4alkyl-(substituted or unsubstituted C2-C10heterocycloalkyl), —C1-C4alkyl-(substituted or unsubstituted aryl), or —C1-C4alkyl-(substituted or unsubstituted heteroaryl);
• or
• two R16 groups attached to the same N atom are taken together with the N atom to which they are attached to form a substituted or unsubstituted heterocycloalkyl;
• R19 is selected from among H, —S(═O)2R12, —S(═O)2NH2, —C(═O)R12, —CN, and —NO2;
• R11 is C1-C6alkyl, C1-C6heteroalkyl, C1-C6haloalkyl, C3-C6cycloalkyl, —C1-C6alkylene-OH, C1-C6alkylene-O—(C1-C4alkyl), —C1-C6alkylene-S—(C1-C4alkyl), —-C1-C4alkylene-S(═O)—(C1-C4alkyl), —C1-C6alkylene-S(═O)2—(C1-C4alkyl), —C1-C6alkylene-NH2, —C1-C6alkylene-N(CH3)2, —C1-C6alkylene-C(═O)—(C1-C4alkyl), —C1-C6alkylene-C(═O)OH, —C1-C6alkylene-C(═O)O(C1-C4alkyl), or —C1-C6alkylene-C(═O)OH2.
• R12 is C1-C6alkyl, C1-C6heteroalkyl, C1-C6fluoroalkyl, a substituted or unsubstituted C3-C10cycloalkyl, a substituted or unsubstituted C2-C10heterocycloalkyl, a substituted or unsubstituted aryl, a substituted or unsubstituted benzyl, a substituted or unsubstituted heteroaryl, —C1-C4alkyl-(substituted or unsubstituted C3-C10cycloalkyl), —C1-C4alkyl-(substituted or unsubstituted C2-C10heterocycloalkyl), —C1-C4alkyl-(substituted or unsubstituted aryl), or —C1-C4alkyl-(substituted or unsubstituted heteroaryl);
• each R13 is independently selected from H, C1-C6alkyl, C1-C6heteroalkyl, C1-C6fluoroalkyl, a substituted or unsubstituted C3-C10cycloalkyl, a substituted or unsubstituted C2-C10heterocycloalkyl, a substituted or unsubstituted aryl, a substituted or unsubstituted benzyl, a substituted or unsubstituted heteroaryl, —C1-C4alkyl-(substituted or unsubstituted C3-C10cycloalkyl), —C1-C4alkyl-(substituted or unsubstituted C2-C10heterocycloalkyl), —C1-C4alkyl-(substituted or unsubstituted aryl), and —C1-C4alkyl-(substituted or unsubstituted heteroaryl);
• or
• two R13 groups attached to the same N atom are taken together with the N atom to which they are attached to form an optionally substituted C2-C10heterocycloalkyl.