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PZ0002

Sigma-Aldrich

Maraviroc

≥98% (HPLC)

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C29H41F2N5O
Numero CAS:
376348-65-1
Peso molecolare:
513.67
Numero MDL:
MFCD13188530
Codice UNSPSC:
12352200
ID PubChem:
329823671
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Attività ottica

[α]-15/D

Colore

white

Solubilità

DMSO: >30 mg/mL

Temperatura di conservazione

room temp

Stringa SMILE

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
GSNHKUDZZFZSJB-QYOOZWMWSA-N

Informazioni sul gene

human ... CCR5(1234)

Applicazioni

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

Azioni biochim/fisiol

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). Maraviroc binds to the active site pocket of chemokine receptor CCR5 making the receptor inactive.

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
011M4727V

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HIV-1 and SIV Infection Are Associated with Early Loss of Lung Interstitial CD4+ T Cells and Dissemination of Pulmonary Tuberculosis
Corleis B, et al.
Testing, 26(6), 1409-1418 (2019)
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)
Structure of the CCR5 chemokine receptor-HIV entry inhibitor maraviroc complex
Tan Q, et al.
Science, 341(6152), 1387-1390 (2013)
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
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