An allosteric antagonist of CCR2
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CCR2-RA-[R]

Item No. 28423

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5R)-4-acetyl-1-(4-chloro-2-fluorophenyl)-5-cyclohexyl-1,5-dihydro-3-hydroxy-2H-pyrrol-2-one
CAS Number
512177-83-2
Molecular Formula
C18H19ClFNO3
Formula Weight
351.8
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 1 mg/ml
λmax
273 nm
SMILES
O=C1C(O)=C(C(C)=O)[C@@H](C2CCCCC2)N1C3=CC=C(Cl)C=C3F
InChi Code
InChI=1S/C18H19ClFNO3/c1-10(22)15-16(11-5-3-2-4-6-11)21(18(24)17(15)23)14-8-7-12(19)9-13(14)20/h7-9,11,16,23H,2-6H2,1H3/t16-/m1/s1
InChi Key
VQNLJXWZGVRLBA-MRXNPFEDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $55

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    5 mg

    $190

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    10 mg

    $322

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    25 mg

    $667

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    Product Description

    CCR2-RA-[R] is an allosteric antagonist of chemokine (C-C motif) receptor 2 (CCR2; IC50 = 103 nM).1,2,3 It inhibits [35S]GTPγS binding and β-arrestin recruitment induced by chemokine (C-C motif) ligand 2 (CCL2) in U2OS membranes and cells, respectively, expressing CCR2 (IC50s = 24 and 25 nM, respectively).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zweemer, A.J.M., Nederpelt, I., Vrieling, H., et al. Multiple binding sites for small-molecule antagonists at the CC chemokine receptor 2. Mol. Pharm. 84(4), 551-561 (2013).

    2. Zweemer, A.J.M., Bunnik, J., Veenhuizen, M., et al. Discovery and mapping of an intracellular antagonist binding site at the chemokine receptor CCR2. Mol. Pharmacol. 86(4), 358-368 (2014).

    3. Zheng, Y., Qin, L., Zacarias, N.V.O., et al. Structure of CC chemokine receptor 2 with orthosteric and allosteric antagonists. Nature 540(7633), 458-461 (2016).