An internal standard for the quantification of SR 144528
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Unlabeled Version(s)
9000491SR 144528
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SR 144528-d3

Item No. 37830

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(4-chloro-3-methylphenyl)-1-(4-(methyl-d3)benzyl)-N-((1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl)-1H-pyrazole-3-carboxamide
Molecular Formula
C29H31D3ClN3O
Formula Weight
479.1
Purity
≥99% (dueterated forms d1-d3)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 5 mg/mlEthanol: 15 mg/ml
λmax
201, 204 nm
SMILES
C[C@]1(C2)[C@H](NC(C3=NN(CC4=CC=C(C([2H])([2H])[2H])C=C4)C(C5=CC(C)=C(Cl)C=C5)=C3)=O)C(C)(C)[C@@H]2CC1
InChi Code
InChI=1S/C29H34ClN3O/c1-18-6-8-20(9-7-18)17-33-25(21-10-11-23(30)19(2)14-21)15-24(32-33)26(34)31-27-28(3,4)22-12-13-29(27,5)16-22/h6-11,14-15,22,27H,12-13,16-17H2,1-5H3,(H,31,34)/t22-,27-,29+/m1/s1/i1D3
InChi Key
SUGVYNSRNKFXQM-BTXXGDLMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    SR 144528-d3 is intended for use as an internal standard for the quantification of SR 144528 (Item No. 9000491) by GC- or LC-MS. SR 144528 is a cannabinoid 2 (CB2) receptor antagonist (Ki = 0.6 nM).1 It is selective for CB2 over CB1 receptors in CHO cells expressing the human receptors (Ki = 437 nM).2 SR 144528 reverses CP 55,940-induced inhibition of forskolin-induced adenylyl cyclase activity in CHO cells expressing human CB2 receptors (EC50 = 10 nM). SR 144528 (0.01 mg/kg) reduces paw swelling in a mouse model of carrageenan-induced paw edema.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pertwee, R.G. Pharmacology of cannabinoid receptor ligands. Curr. Med. Chem. 6(8), 635-664 (1999).

    2. Rinaldi-Carmona, M., Barth, F., Millan, J., et al. SR 144528, the first potent and selective antagonist of the CB2 cannabinoid receptor. J. Pharmacol. Exp. Ther. 284(2), 644-650 (1998).

    3. Iwamura, H., Suzuki, H., Ueda, Y., et al. In vitro and in vivo pharmacological characterization of JTE-907, a novel selection ligand for cannabinoid CB2 receptor. J. Pharmacol. Exp. Ther. 296(2), 420-425 (2001).