Vicriviroc (maleate)

Vicriviroc is a chemokine (C-C motif) receptor 5 (CCR5) antagonist (Ki = 2.5 nM). It selectively inhibits CCR5 over M1 and M2 muscarinic acetylcholine receptors (Kis = >10,000 nM for both) and human-ether-a-go-go (hERG) potassium channels (IC50 = 5.8 µM). Vicriviroc decreases chemotaxis induced by chemokine (C-C motif) ligand 3 (CCL3) in Ba/F3 cells expressing recombinant human CCR5 with an IC50 value of 0.91 nM. It inhibits the replication of 30 R5-tropic HIV-1 clinical isolates in peripheral blood mononuclear cells (PBMCs, EC50s = 0.04-1.4 nM) and reduces viral entry of seven drug-resistant strains of HIV-1 in U87 cells expressing CD4 and CCR5 (EC50s = 8.7-32.9 nM).Formal Name: 1-[(4,6-dimethyl-5-pyrimidinyl)carbonyl]-4-[(3S)-4-[(1R)-2-methoxy-1-[4-(trifluoromethyl)phenyl]ethyl]-3-methyl-1-piperazinyl]-4-methyl-piperidine, 2Z-butenedioate. CAS Number: 599179-03-0. Synonyms: SCH 417690. Molecular Formula: C28H38F3N5O2 . C4H4O4. Formula Weight: 649.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: Chloroform: slightly soluble, DMSO: slightly, heated, Methanol: slightly soluble. SMILES: FC(F)(F)C1=CC=C([C@@H](N2CCN(C3(C)CCN(C(C4=C(C)N=CN=C4C)=O)CC3)C[C@@H]2C)COC)C=C1.OC(/C=C\C(O)=O)=O. InChi Code: InChI=1S/C28H38F3N5O2.C4H4O4/c1-19-16-35(14-15-36(19)24(17-38-5)22-6-8-23(9-7-22)28(29,30)31)27(4)10-12-34(13-11-27)26(37)25-20(2)32-18-33-21(25)3,5-3(6)1-2-4(7)8/h6-9,18-19,24H,10-17H2,1-5H3,1-2H,(H,5,6)(H,7,8)/b,2-1-/t19-,24-,/m0./s1. InChi Key: GXINKQQWHLIBJA-UCIBKFKQSA-N.