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Submit ReviewMaraviroc
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)
Biological Activity for Maraviroc
Maraviroc is a 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 for Maraviroc
Maraviroc is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Antiviral Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
Technical Data for Maraviroc
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Maraviroc
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 38.53 | 75 | |
| ethanol | 51.37 | 100 |
Preparing Stock Solutions for Maraviroc
The following data is based on the product molecular weight 513.67. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| 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 for Maraviroc
References for Maraviroc
References are publications that support the biological activity of the product.
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 - mara. Nat.Rev.Drug Discov. 7 15
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: Maraviroc, Maraviroc supplier, UK-427857, HIV-1, gp120, CCR5, chemokine, receptors, ligands, selective, antagonists, HIV, Rantes, Chemokine, CC, Receptors, 3756, Tocris Bioscience
7 Citations for Maraviroc
Citations are publications that use Tocris products. Selected citations for Maraviroc include:
Lin et al (2017) Lactate-activated macrophages induced aerobic glycolysis and epithelial-mesenchymal transition in breast cancer by regulation of CCL5-CCR5 axis: a positive metabolic feedback loop. Oncotarget 8 110426 PMID: 29299159
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
Marciniak et al (2015) The Chemokine MIP-1α/CCL3 impairs mouse hippocampal synaptic transmission, plasticity and memory. Sci Signal 5 15862 PMID: 26511387
Kuratli et al (2018) Water Filtered Infrared A and Visible Light (wIRA/VIS) Irradiation Reduces Chlamydia trachomatis Infectivity Independent of Targeted Cytokine Inhibition. Front Microbiol 9 2757 PMID: 30524392
Hundeyin et al (2019) Innate αβ T cells Mediate Antitumor Immunity by Orchestrating Immunogenic Macrophage Programming. Cancer Discov PMID: 31266770
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
Kim (2018) Hepatic stellate cells secrete Ccl5 to induce hepatocyte steatosis. Sci Rep 8 7499 PMID: 29760499
Do you know of a great paper that uses Maraviroc from Tocris? Please let us know.
Reviews for Maraviroc
Average Rating: 5 (Based on 1 Review.)
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Used for Migration assays.
By
Anonymous on 07/01/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: A549 or MDAMB231
Receptor antagonists (SB225002: for CXCR2, AMD3465: for CXCR4, RS504393: for CCR2 and Maraviroc: for CCR5) at 10 μM
We ordered this product, combining with another inhibitor, to confirm the migration.To confirm that tested product induces migration, we also screen all MAPK inhibitors and MIF receptor antagonists
Literature in this Area
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