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PZ0002

Sigma-Aldrich

Maraviroc

≥98% (HPLC)

Synonym(e):

4,4-Difluoro-N-[(1S)-3-[(3-exo)-3-[3-methyl-5-(1-methylethyl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]oct-8-yl]-1-phenylpropyl]cyclohexanecarboxamide, UK-427857

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About This Item

Empirische Formel (Hill-System):
C29H41F2N5O
CAS-Nummer:
376348-65-1
Molekulargewicht:
513.67
MDL-Nummer:
MFCD13188530
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329823671
NACRES:
NA.77
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]-15/D

Farbe

white

Löslichkeit

DMSO: >30 mg/mL

Lagertemp.

room temp

SMILES String

CC(C)c1nnc(C)n1[C@H]2C[C@@H]3CC[C@H](C2)N3CC[C@H](NC(=O)C4CCC(F)(F)CC4)c5ccccc5

InChI

1S/C29H41F2N5O/c1-19(2)27-34-33-20(3)36(27)25-17-23-9-10-24(18-25)35(23)16-13-26(21-7-5-4-6-8-21)32-28(37)22-11-14-29(30,31)15-12-22/h4-8,19,22-26H,9-18H2,1-3H3,(H,32,37)/t23-,24+,25-,26-/m0/s1

InChIKey

GSNHKUDZZFZSJB-QYOOZWMWSA-N

Angaben zum Gen

human ... CCR5(1234)

Anwendung

Maraviroc has been used as a C-C chemokine receptor type 5 (CCR5-specific) inhibitor in murine monocyte/macrophage cell line J774A.1,[1] porcine uterine luminal epithelial cells[2] and human lung CD4+ T cells.[3]

Biochem./physiol. Wirkung

Maraviroc is a CCR5 chemokine receptor antagonist and antiretroviral entry inhibitor.
Maraviroc is a CCR5 chemokine receptor antagonist, and antiretroviral entry inhibitor. Maraviroc inhibits HIV entry by blocking interaction of viral coat protein gp120 with the receptor.
Maraviroc is metabolised by cytochrome P450 3A4. The transport and absorption of maraviroc in the intestine and bile is regulated by P-glycoprotein (Pgp).[4] Maraviroc binds to the active site pocket of chemokine receptor CCR5 making the receptor inactive.[5]

Leistungsmerkmale und Vorteile

This compound is featured on the Chemokine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000389462
0000389462
0000231530
0000231530
0000055201

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Die Dokumentenbibliothek aufrufen

Procoagulant and proinflammatory effects of red blood cells on lipopolysaccharide-stimulated monocytes
Osterud B, et al.
Journal of Thrombosis and Haemostasis, 13(9), 1676-1682 (2015)
Assessment of the absorption, metabolism and absolute bioavailability of maraviroc in healthy male subjects
Abel S, et al.
British Journal of Clinical Pharmacology, 65, 60-67 (2008)
Juan G Sierra-Madero et al.
The lancet. HIV, 1(2), e60-e67 (2015-10-02)
Immune reconstitution inflammatory syndrome (IRIS) is a common complication of antiretroviral therapy (ART) in patients with HIV. IRIS is associated with an increased risk of admission to hospital and death. We assessed whether CCR5 blockade with maraviroc reduces the risk
Laura Pérez-Martínez et al.
The Journal of antimicrobial chemotherapy, 69(7), 1903-1910 (2014-03-22)
Non-alcoholic fatty liver disease (NAFLD) is the most common cause of chronic liver disease in the general population. The NAFLD spectrum ranges from simple steatosis to cirrhosis. The chemokine CCL5/RANTES plays an important role in the progression of hepatic inflammation
Characterization of CC motif chemokine ligand 4 in the porcine endometrium during the presence of the maternal-fetal interface
Lim W, et al.
Developmental Biology, 441(1), 146-158 (2018)
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