A selective C5aR antagonist
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Product Type

Small Molecule Modulators
Receptor Pharmacology
Antagonists

Research Area

W-54011

Item No. 21231

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[4-(dimethylamino)phenyl]methyl]-1,2,3,4-tetrahydro-7-methoxy-N-[4-(1-methylethyl)phenyl]-1-naphthalenecarboxamide, monohydrochloride
CAS Number
405098-33-1
Molecular Formula
C30H36N2O2 • HCl
Formula Weight
493.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mLDMSO: 30 mg/mLEthanol: 3 mg/mL
λmax
263 nm
SMILES
CN(C)C1=CC=C(CN(C(C2CCCC3=C2C=C(OC)C=C3)=O)C4=CC=C(C(C)C)C=C4)C=C1.Cl
InChi Code
InChI=1S/C30H36N2O2.ClH/c1-21(2)23-11-16-26(17-12-23)32(20-22-9-14-25(15-10-22)31(3)4)30(33)28-8-6-7-24-13-18-27(34-5)19-29(24)28;/h9-19,21,28H,6-8,20H2,1-5H3;1H
InChi Key
UKBJWRMNGCDKNL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Product Description

    W-54011 is an orally bioavailable, nonpeptide antagonist of complement component 5a receptor 1 (C5aR), also known as cluster of differentiation 88 (CD88).1 W-54011 inhibits 125I-rhC5a binding in neutrophils (Ki = 2.2 nM) and C5a-mediated intracellular Ca2+ mobilization (IC50 = 3.1 nM).1 W-54011 is selective and does not affect Ca2+ mobilization mediated by other G protein-coupled receptor (GPCR) ligands, N-Formyl-Met-Leu-Phe (fMLF; Item No. 21495), or IL-8 up to a concentration of 10 μM.1 It inhibits Ca2+ mobilization in neutrophils in humans, cynomolgus monkeys, and gerbils, but not in mice, rats, guinea pigs, rabbits, or dogs.1 At 10 nM, W-54011 also inhibits C5a-mediated migration and vessel formation of human microvascular endothelial cells (HMEC-1).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sumichika, H., Sakata, K., Sato, N., et al. Identification of a potent and orally active non-peptide C5a receptor antagonist. The Journal of Biological Chemisty 277(51), 49403-49407 (2002).

    2. Kurihara, R., Yamamoka, K., Sawamukai, N., et al. C5a promotes migration, proliferation, and vessel formation in endothelial cells. Inflamm. Res. 59(8), 659-666 (2010).