Maraviroc

Pricing Availability Delivery Time Qty
Cat.No. 3756 - Maraviroc | C29H41F2N5O | CAS No. 376348-65-1
Description: Selective CCR5 antagonist
Alternative Names: UK-427857
Chemical Name: 4,4-Difluoro-N-{(1S)-3-[3-(3-isopropyl- 5-methyl-4H-1,2,4-triazol-4-yl)- 8-azabicyclo[3.2.1]oct-8-yl]-1- phenylpropyl}cyclohexanecarboxamide
Purity: ≥99% (HPLC)
Datasheet
Citations (3)
Literature

Biological Activity

Selective CCR5 antagonist; displays potent anti-HIV-1 activity. Prevents the interaction of HIV-1 gp120 and CCR5 (IC50 = 6.4 nM), inhibiting HIV-1 entry. Exhibits antinociceptive effects in a rat model of neuropathic pain. Also inhibits CCL3 (MIP-1α) binding to CCR5. Orally bioavailable.

Licensing Information

Sold for research purposes under agreement from Viiv.

Compound Libraries

Maraviroc is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 513.67
Formula C29H41F2N5O
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 376348-65-1
PubChem ID 483407
InChI Key GSNHKUDZZFZSJB-ILVMPNSOSA-N
Smiles O=C(C4CCC(F)(F)CC4)N[C@@H](CCN2C3CCC2CC(N5C(C)=NN=C5C(C)C)C3)C1=CC=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 38.53 75
ethanol 51.37 100

Preparing Stock Solutions

The following data is based on the product molecular weight 513.67. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.95 mL 9.73 mL 19.47 mL
5 mM 0.39 mL 1.95 mL 3.89 mL
10 mM 0.19 mL 0.97 mL 1.95 mL
50 mM 0.04 mL 0.19 mL 0.39 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Dorr et al (2005) Maraviroc (UK-427,857), a potent, orally bioavailable, and selective small-molecule inhibitor of chemokine receptor CCR5 with broad-spectrum anti-human immunodeficiency virus type 1 activity. Antimicrob.Agents Chemother. 49 4721 PMID: 16251317

Garcia-Perez et al (2011) New insights into the mechanisms whereby low molecular weight CCR5 ligands inhibit HIV-1 infection. J.Biol.Chem. 286 4978 PMID: 21118814

Kuritzkes et al (2008) Fresh from the pipeline - maraviroc. Nat.Rev.Drug Discov. 7 15 PMID:

Piotrowska et al (2016) Maraviroc reduces neuropathic pain through polarization of microglia and astroglia - Evidence from in vivo and in vitro studies. Neuropharmacology S0028-3908 30164 PMID: 27117708


If you know of a relevant reference for Maraviroc, please let us know.

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Keywords: UK-427857 HIV-1 gp120 CCR5 chemokine receptors ligands selective antagonists HIV Rantes UK-427857 Chemokine CC Receptors

3 Citations for Maraviroc

Citations are publications that use Tocris products. Selected citations for Maraviroc include:

Piotrowska et al (2016) Maraviroc reduces neuropathic pain through polarization of microglia and astroglia - Evidence from in vivo and in vitro studies. Neuropharmacology S0028-3908 30164 PMID: 27117708

Lourenco et al (2015) Macrophage migration inhibitory factor-CXCR4 is the dominant chemotactic axis in human mesenchymal stem cell recruitment to tumors. J Immunol 194 3463 PMID: 25712213

Marciniak et al (2015) The Chemokine MIP-1α/CCL3 impairs mouse hippocampal synaptic transmission, plasticity and memory. Sci Signal 5 15862 PMID: 26511387


Do you know of a great paper that uses Maraviroc from Tocris? If so please let us know.

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