SR 144528

Pricing Availability Delivery Time Qty
Cat.No. 5039 - SR 144528 | C29H34ClN3O | CAS No. 192703-06-3
Description: High affinity and selective CB2 inverse agonist
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
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Literature

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
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 192703-06-3
PubChem ID 3081355
InChI Key SUGVYNSRNKFXQM-XRHWURSXSA-N
Smiles C[C@]1(C2)[C@H](NC(C3=NN(CC4=CC=C(C)C=C4)C(C5=CC=C(Cl)C(C)=C5)=C3)=O)C(C)(C)[C@@H]2CC1

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 47.6 100
ethanol 47.6 100

Preparing Stock Solutions

The following data is based on the product molecular weight 476.05. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.1 mL 10.5 mL 21.01 mL
5 mM 0.42 mL 2.1 mL 4.2 mL
10 mM 0.21 mL 1.05 mL 2.1 mL
50 mM 0.04 mL 0.21 mL 0.42 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Rinaldi-Carmona et al (1998) SR 144528, the first potent and selective antagonist of the CB2 cannabinoid receptor. J.Pharmacol.Exp.Ther. 84 644 PMID: 9454810

Kotsikorou et al (2013) 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 J.Med.Chem. 56 6593 PMID: 23855811

Bouaboula et al (1999) Gi protein modulation induced by a selective inverse agonist for the peripheral cannabinoid receptor CB2: implication for intracellular signalization cross-regulation. Mol.Pharmacol. 55 473 PMID: 10051530


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Keywords: SR 144528, supplier, SR144528, high, affinity, selective, cannabinoid, receptors, CB2, inverse, agonists, orally, bioavailable, immunology, CB2, Receptors, CB2, Receptors, Tocris Bioscience

2 Citations for SR 144528

Citations are publications that use Tocris products. Selected citations for SR 144528 include:

Shang et al (2016) & #916; 9-Tetrahydrocannabinol Reverses TNF╬▒-induced Increase in Airway Epithelial Cell Permeability through CB 2 Receptors Biochemical Pharmacology PMID: 27641813

Presley et al (2015) Preclinical evaluation of SMM-189, a cannabinoid receptor 2-specific inverse agonist. J Neurosci 3 e00159 PMID: 26196013


Do you know of a great paper that uses SR 144528 from Tocris? If so please let us know.

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