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AM251

Cayman Chemical Item Number 71670

(CAS 183232-66-8)

AM251 (CAS 183232-66-8)

See more	Cannabinoids (333) Forensic Science (369) Neuroscience (725)

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 K_i value of 7.5 nM compound to SR 141716A, which has a K_i 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	Copy SMILES to clipboard 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:

Bio-active Lipid I Screening Library (96-Well)

Size	Global Purchasing
5 mg	See a distributor in your region for pricing
10 mg	See a distributor in your region for pricing
50 mg	See a distributor in your region for pricing
100 mg	See a distributor in your region for pricing

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Warning This product is not for human or veterinary use.

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