Alpha-(trifluoromethyl-substituted aryloxy, arylamino, arylthio or arylmethyl)-trifluoromethyl-substituted phenylacetic acids and derivatives as antidiabetic agents

A composition comprising a pharmaceutically acceptable excipient and a compound having a formula:

• and all pharmaceutically acceptable salts and prodrugs thereof, wherein
• X is a member selected from the group consisting of O, S, SO, SO2, CHR and NR, wherein R is H, (C1-C8)alkyl, CORa, COORa and CONRaRb wherein Ra and Rb are each independently selected from the group consisting of H and (C1-C8)alkyl;
• Y is a member selected from the group consisting of CH2ORc, CO2Rc, tetrazole, CHO, CONRcRm, CH(═NRc) and CH(═NORc), wherein Rc is a member selected from the group consisting of H, (C1-C8)alkyl, (C3-C8)alkenyl, (C3-C8)alkynyl, (C3-C7)cycloalkyl, (C4-C8)cycloalkyl-alkyl, aryl, aryl(C1-C8)alkyl and (C1-C8)alkylene-Z, wherein Z is selected from the group consisting of CORd, COORd, NRdRe, NRdCONReRf, NRdCORe, NRdCOORe and CONRdRe wherein Rd, Re and Rf are each independently selected from the group consisting of H, (C1-C8)alkyl and phenyl, or optionally two of Rd, Re and Rf when attached to the same nitrogen atom are combined to form a five- or six-membered ring;
• and wherein Rm is selected from the group consisting of H, (C1-C8)alkyl, aryl and OH, and Rm and Rc are optionally combined with the nitrogen atom to which each is attached to form a five or six-membered ring;
• each R1 and R3 is a member independently selected from the group consisting of halogen, hydroxy, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C1-C8)alkoxy, (C3-C7)cycloalkyl, (C4-C8)cycloalkyl-alkyl, (C1-C8)haloalkyl, (C1-C8)heteroalkyl, (C2-C5)heterocyclyl, heterosubstituted(C3-C7)cycloalkyl, heteroalkyl substituted (C3-C7)cycloalkyl, O(C1-C8)haloalkyl, nitro, cyano, phenyl, O-phenyl, NRj-phenyl, S(O)r-phenyl, CORj, COORj, NRjRk, S(O)rRj, SO2NRjRk, NRjCONRkRl, NRjCORk, NRjCOORk and CONRjRk wherein the phenyl ring is optionally substituted and Rj, Rk and Rl are each independently selected from the group consisting of H and (C1-C8)alkyl, or optionally two of Rj, Rk and Rl when attached to the same nitrogen atom are combined to form a five- or six-membered ring, and the subscript r is an integer of from 0 to 2;
• R2 is a member selected from the group consisting of H and (C1-C8)alkyl;
• Q is CH or N
• the subscript m is an integer of from 0 to 3;
• and
• the subscript p is an integer of from 0 to 2.