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SML2768

Sigma-Aldrich

Vicriviroc Maleate

≥98% (HPLC)

Synonym(s):

(4,6-Dimethyl-5-pyrimidinyl)[4-[(3S)-4-[(1R)-2-methoxy-1-[4-(trifluoromethyl)phenyl]ethyl]-3-methyl-1-piperazinyl]-4-methyl-1-piperidinyl]methanone Maleate, MK 7690, SCH 417690, SCH-D

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1 MG
$78.02
5 MG
$333.00

About This Item

Empirical Formula (Hill Notation):
C28H38F3N5O2·C4H4O4
CAS Number:
599179-03-0
Molecular Weight:
649.70
MDL number:
MFCD09833218
UNSPSC Code:
12352200
NACRES:
NA.77

$78.02

List Price$82.30Save 5%
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Available to ship onMay 05, 2025Details

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Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C(/C=C\C(O)=O)O.FC(F)(F)C(C=C1)=CC=C1[C@H](COC)N([C@@H](C)C2)CCN2C(CC3)(C)CCN3C(C4=C(C)N=CN=C4C)=O

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

Biochem/physiol Actions

Inhibitor of chemokine CCR5 receptors; Antiretroviral entry inhibitor
Vicriviroc is an orally available, potent and selective allosteric antagonist of C-C chemokine CCR5 receptors. Vicriviroc inhibits the interaction of HIV-1 with CCR5 receptor thereby preventing HIV-1 virus entry into cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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Paul McNicholas et al.
Journal of clinical virology : the official publication of the Pan American Society for Clinical Virology, 55(2), 134-139 (2012-07-25)
Vicriviroc (VCV), a small-molecule antagonist of the C-C chemokine receptor 5 (CCR5), blocks HIV's entry into CD4+ cells. Small studies have suggested that resistance to CCR5 antagonists is slow to develop. To examine resistance to VCV in isolates from treatment
Reem Berro et al.
Journal of virology, 87(12), 6569-6581 (2013-03-08)
Small-molecule CCR5 inhibitors such as vicriviroc (VVC) and maraviroc (MVC) are allosteric modulators that impair HIV-1 entry by stabilizing a CCR5 conformation that the virus recognizes inefficiently. Viruses resistant to these compounds are able to bind the inhibitor-CCR5 complex while
Xuanmao Jiao et al.
Cancer research, 78(7), 1657-1671 (2018-01-24)
The functional significance of the chemokine receptor CCR5 in human breast cancer epithelial cells is poorly understood. Here, we report that CCR5 expression in human breast cancer correlates with poor outcome. CCR5+ breast cancer epithelial cells formed mammospheres and initiated

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