Catalog Number: 5039
Chemical Name: 5-(4-Chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-1H-pyrazole-3-carboxamide
Biological Activity
High affinity and selective CB2 inverse agonist (Ki = 0.6 nM). Exhibits >700-fold selectivity for CB2 over CB1 receptors. Blocks the effects of CP 55,940 (Cat. No. 0949) on forskolin-sensitive adenylyl cyclase activity and MAPK in CHO cells expressing CB2 receptors. Also blocks CP 55,940-induced B-cell activation. Orally bioavailable.
Technical Data
  • M.Wt:
    476.05
  • Formula:
    C29H34ClN3O
  • Solubility:
    Soluble to 100 mM in DMSO and to 100 mM in ethanol
  • Purity:
    >98%
  • Storage:
    Store at -20°C
  • CAS No:
    192703-06-3
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.
Background References
  1. SR 144528, the first potent and selective antagonist of the CB2 cannabinoid receptor.
    Rinaldi-Carmona et al.
    J.Pharmacol.Exp.Ther., 1998;284:644
  2. The importance of hydrogen bonding and aromatic stacking to the affinity and efficacy of cannabinoid receptor CB2 antagonist, 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-N-[(1S,2S,4R)-1,3,3-trimeth
    Kotsikorou et al.
    J.Med.Chem., 2013;56:6593
  3. Gi protein modulation induced by a selective inverse agonist for the peripheral cannabinoid receptor CB2: implication for intracellular signalization cross-regulation.
    Bouaboula et al.
    Mol.Pharmacol., 1999;55:473
Citations:

The citations listed below are publications that use Tocris products. Selected citations for SR 144528 include:

2 Citations: Showing 1 - 2
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  1. & #916; 9-Tetrahydrocannabinol Reverses TNFα-induced Increase in Airway Epithelial Cell Permeability through CB 2 Receptors
    Authors: Shang Et al.
    Biochemical Pharmacology 2016;
  2. Preclinical evaluation of SMM-189, a cannabinoid receptor 2-specific inverse agonist.
    Authors: Presley Et al.
    J Neurosci 2015;3:e00159

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