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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

AM251

Cayman Chemical Item Number 71670

(CAS 183232-66-8)

AM251 (CAS 183232-66-8)

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Description

SR 141716A is a biarylpyrazole compound which has been considered for many years as the prototypical cannabinoid (CB) receptor antagonist.1 Some very close structural relatives of SR 141716A were recently prepared and tested for their ability to act as antagonists of the CB1 receptor.2 AM251 is one of these analogs, wherein the p-chloro group attached to the phenyl substituent at C-5 of the pyrazole ring is replaced with a p-iodo group. The resulting compound exhibits slightly better binding affinity for the CB1 receptor with a Ki value of 7.5 nM compound to SR 141716A, which has a Ki value of 11.5 nM. However AM251 is about two-fold more selective for the CB1 receptor when compared to SR 141716A.2

1 Rinaldi-Carmona, M., Barth, F., Héaulme, M., et al. SR141716A, a potent and selective antagonist of the brain cannabinoid receptor. FEBS Lett 350 240-244 (1994).

2 Lan, R., Liu, Q., Fan, P., et al. Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists. J Med Chem 42 769-776 (1999).

Formal Name 1-​(2,​4-​dichlorophenyl)-​5-​(4-​iodophenyl)-​4-​methyl-​N-​1-​piperidinyl-​1H-​pyrazole-​3-​carboxamide
CAS Number 183232-66-8
Molecular Formula C22H21Cl2IN4O
Formula Weight 555.2
Formulation A crystalline solid
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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Ic1ccc(cc1)​c1c(C)​c(nn1c1ccc(Cl)​cc1Cl)​C(=O)​NN1CCCCC1

Background Reading

Rinaldi-Carmona, M., Barth, F., Héaulme, M., et al. SR141716A, a potent and selective antagonist of the brain cannabinoid receptor. FEBS Lett 350 240-244 (1994).

Lan, R., Liu, Q., Fan, P., et al. Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists. J Med Chem 42 769-776 (1999).

AM251 is available in the following screening library:

Size Price Quantity Subtotal
5 mg $35.00 $0.00
10 mg $67.00 $0.00
50 mg $280.00 $0.00
100 mg $490.00 $0.00
Bulk Contact
Cart Total $0.00

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

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

Pricing updated 2012-02-10. Prices are subject to change without notice.

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.

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