AM251

Drugbox
IUPAC_name = 1-(2,4-dichlorophenyl)-5-(4-iodophenyl] )-4-methyl-
"N"-(1-piperidyl)pyrazole-3-carboxamide

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CAS_number= 183232-66-8
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PubChem= 2125
DrugBank=
C=22 | H=21 | Cl=2 | I=1 | N=4 | O=1
molecular_weight =555.238 g/mol
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AM251 is a CB1 cannabinoid receptor antagonist. AM251 is structurally very close to SR141716A (rimonabant), which both are biarylpyrazole cannabinoid receptor antagonists. In AM251 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 SR141716A, which has a Ki value of 11.5 nM. However AM251 is about two-fold more selective for the CB1 receptor when compared to SR141716A. [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). PubMed|10052983]

References