See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

SR 144528

Cayman Chemical Item Number 9000491

(CAS 192703-06-3)

SR 144528 (CAS 192703-06-3)

See more

Description

SR 144528 is a selective peripheral cannabinoid (CB2) receptor inverse agonist that displays a Ki value of 0.6 nM for rat spleen and human recombinant CB2 receptors and a Ki value of 400 nM for rat brain and human recombinant CB1 receptors.1,2 SR 144528 antagonizes the inhibitory effects of CP 55,940 on forskolin-induced adenylyl cyclase activity in CHO cells expressing hCB2 (IC50 = 10 nM) but not in cells expressing hCB1 (IC50 > 10 µM).1 SR 144528 has been used to investigate the contribution of the CB2 receptor in the control of pain initiation as well as suppression of inflammation and immune activation.3,4,5,6

1 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).

2 Portier, M., Rinaldi-Carmona, M., Pecceu, F., et al. SR 144528, an antagonist for the peripheral cannabinoid receptor that behaves as an inverse agonist. J Pharmacol Exp Ther 288(2) 582-589 (1999).

3 Barth, F., and Rinaldi-Carmona, M. The development of cannabinoid antagonists. Curr Med Chem 6 745-755 (1999).

4 Di Marzo, V. Targeting the endocannabinoid system: To enhance or reduce? Nat Rev Drug Discov 7 438-455 (2008).

5 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).

6 Wright, K.L., Duncan, M., and Sharkey, K.A. Cannabinoid CB2 receptors in the gastrointestinal tract: A regulatory system in states of inflammation. Br J Pharmacol 153 263-270 (2008).

Formal 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
CAS Number 192703-06-3
Molecular Formula C29H34ClN3O
Formula Weight 475.2
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
C[C@]​1(C2)​[C@H]​(NC(C3=NN(CC4=CC=C(C)​C=C4)​C(C5=CC(C)​=C(Cl)​C=C5)​=C3)​=O)​C(C)​(C)​[C@@H]​2CC1

Background Reading

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).

Barth, F., and Rinaldi-Carmona, M. The development of cannabinoid antagonists. Curr Med Chem 6 745-755 (1999).

Di Marzo, V. Targeting the endocannabinoid system: To enhance or reduce? Nat Rev Drug Discov 7 438-455 (2008).

Portier, M., Rinaldi-Carmona, M., Pecceu, F., et al. SR 144528, an antagonist for the peripheral cannabinoid receptor that behaves as an inverse agonist. J Pharmacol Exp Ther 288(2) 582-589 (1999).

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).

Wright, K.L., Duncan, M., and Sharkey, K.A. Cannabinoid CB2 receptors in the gastrointestinal tract: A regulatory system in states of inflammation. Br J Pharmacol 153 263-270 (2008).

Show all 6 Hide all but first 3
Size Global Purchasing
5 mg See a distributor in your region for pricing
10 mg See a distributor in your region for pricing
25 mg See a distributor in your region for pricing
50 mg See a distributor in your region for pricing

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

AM251
(−)-CP 55,940
(±)-CP 55,940 Exclusive
MDA 19
NESS 0327 Exclusive
(R)-AM1241 Exclusive
(S)-AM1241 Exclusive
SR 16584
Show all 8 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?