Description
Vicriviroc, also known as SCH 417690, MK-7690 and SCH-D, is a potent, orally active and selective CCR5 entry inhibitor of HIV-1 (IC50 = 0.91 nM). Vicriviroc effectively inhibits the initial stages of the virus life cycle. Vicriviroc demonstrated synergistic anti-HIV activity in combination with drugs from all other classes of approved antiretrovirals. Vicriviroc binds with higher affinity to CCR5 than SCH-C. Functional assays, including inhibition of calcium flux, guanosine 5'-[35S]triphosphate exchange, and chemotaxis, confirmed that vicriviroc acts as a receptor antagonist by inhibiting signaling of CCR5 by chemokines. Vicriviroc demonstrated diminished affinity for the human ether a-go-go related gene transcript ion channel compared to SCH-C, suggesting a reduced potential for cardiac effects. Vicriviroc represents a promising new candidate for the treatment of HIV-1 infection.
Product information
CAS Number: 541503-81-5
Molecular Weight: 667.72
Formula: C32H44F3N5O7
Synonym:
MK-7690
SCH-417690
SCH-D
Related CAS Number:
306296-47-9 (Vicriviroc free base)
599179-03-0 (Vicriviroc maleate)
541503-48-4 (Vicriviroc hydrochloride)
Chemical Name: (4, 6-Dimethylpyrimidin-5-yl)-[4-[(3S)-4-[(1R)-2-methoxy-1-[4-(trifluoromethyl)phenyl]ethyl]-3-methylpiperazin-1-yl]-4-methylpiperidin-1-yl]methanone malate
Smiles: CC1(CCN(CC1)C(=O)C1C(C)=NC=NC=1C)N1CCN([C@@H](COC)C2C=CC(=CC=2)C(F)(F)F)[C@@H](C)C1.OC(CC(O)=O)C(O)=O
InChiKey: HQJIGHNTROUVLT-RIAYWLAYSA-N
InChi: InChI=1S/C28H38F3N5O2.C4H6O5/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;5-2(4(8)9)1-3(6)7/h6-9,18-19,24H,10-17H2,1-5H3;2,5H,1H2,(H,6,7)(H,8,9)/t19-,24-;/m0./s1
Technical Data
Appearance: Solid Power
Purity: ≥98% (or refer to the Certificate of Analysis)
Solubility: Soluble in DMSO
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis
Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.
Shelf Life: ≥12 months if stored properly.
Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.
Drug Formulation: To be determined
HS Tariff Code: 382200
Products are for research use only. Not for human use.
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