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AM251

AM251
Drug information
Systematic (IUPAC) name
IUPAC name1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-
N-(1-piperidyl)pyrazole-3-carboxamide
Chemical data
Mol. mass555.238 g/mol

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AM-251 is an inverse agonist at the CB1 cannabinoid receptor. AM-251 is structurally very close to SR141716A (rimonabant), which both are biarylpyrazole cannabinoid receptor antagonists. In AM-251 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 7.5nM) than SR141716A, which has a Ki value of 11.5nM, AM-251 is, however, about two-fold more selective for the CB1 receptor when compared to SR141716A.



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Cannabinoids

Plant cannabinoids
CBCV * CBD * CBDV * CBGM * CBGV * CBN * CBG * CBV * CBL * THC * THC-C4 * THCV |
Cannabinoid metabolites
8,11-DiOH-THC * 11-COOH-THC * 11-OH-THC |
Endogenous cannabinoids
Arachidonoyl ethanolamide (Anandamide or AEA) * 2-Arachidonoylglycerol (2-AG) * 2-Arachidonyl glyceryl ether (noladin ether) * Virodhamine * Palmitoylethanolamide (PEA) * N-Arachidonoyl dopamine (NADA) * Oleamide * RVD-Hpα |
Synthetic cannabinoid
receptor agonists
Classical cannabinoids
(Dibenzopyrans)
A-40174 * A-41988 * A-42574 * Ajulemic acid * AM-087 * AM-411 * AM-855 * AM-905 * AM-906 * AM-919 * AM-938 * AM-4030 * AMG-1 * AMG-3 * AMG-36 * AMG-41 * Dexanabinol (HU-211) * DMHP * Dronabinol * HHC * HU-210 * HU-243 * JWH-051 * JWH-133 * JWH-139 * JWH-229 * JWH-359 * L-759,633 * L-759,656 * Levonantradol (CP 50,5561) * Nabazenil * Nabidrox (Canbisol) * Nabilone * Nabitan * Naboctate * O-806 * O-823 * O-1057 * O-1125 * O-1238 * O-2545 * O-2694 * Parahexyl * Perrottetinene * Pirnabine * THC-O-acetate * THC-O-phosphate
Nonclassical cannabinoids CP 47,497 * CP 55,244 * CP 55,940 * HU-308 * Nonabine * SPA-229 * Tinabinol * 2-Isopropyl-5-methyl-1-(2,6-dihydroxy-4-nonylphenyl)cyclohex-1-ene
Benzoylindoles AM-630 * AM-694 * AM-1241 * GW-405,833 (L-768,242) * Pravadoline
Naphthoylindoles AM-1220 * JWH-007 * JWH-015 * JWH-018 * JWH-019 * JWH-073 * JWH-081 * JWH-122 * JWH-182 * JWH-200 * JWH-210 * JWH-398 * WIN 55,212-2
Phenylacetylindoles JWH-203 * JWH-250 * JWH-251 * JWH-302
Naphthoylpyrroles JWH-030 * JWH-147 * JWH-307
Eicosanoids AM-883 * Arachidonyl-2'-chloroethylamide * Arachidonylcyclopropylamide * Methanandamide * O-585 * O-689 * O-1812 * O-1860 * O-1861
Others A-836,339 * Abnormal cannabidiol * BAY 38-7271 * BAY 59-3074 * CB-13 * GW-842,166X * JWH-171 * O-1918 * O-2220 * Leelamine * Org 28611 * VSN-16
Endocannabinoid
activity enhancers
AM-404 * CAY-10401 * CAY-10402 * JZL184 * N-arachidonoyl-serotonin * O-1624 * PF-622 * PF-750 * PF-3845 * URB-597 * URB-602 * Genistein * Arvanil * Olvanil * Kaempferol * Biochanin A * URB-754 |
Cannabinoid receptor
antagonists and
inverse agonists
AM-251 * AM-281 * AM-630 * BML-190 * CAY-10508 * CB-25 * CB-52 * Drinabant * Hemopressin * Ibipinabant * JTE-907 * LY-320,135 * MK-9470 * NESS-0327 * O-1184 * O-1248 * O-2050 * O-2654 * Org 27569 * Otenabant * Rimonabant * SR-144,528 * Surinabant * Taranabant * VCHSR |



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