AM251

• CAT Number: I002375
• CAS Number: 183232-66-8
• Molecular Formula: C22H21Cl2IN4O
• Molecular Weight: 555.2
• Purity: ≥95%
• Synonyms: 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide
• Target: Neuronal Signaling
• Solubility: 10 mM in DMSO
• Storage: 3 years -20C powder
• InChI: InChI=1S/C22H21Cl2IN4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
• InChIKey: BUZAJRPLUGXRAB-UHFFFAOYSA-N
• SMILES: Ic1ccc(cc1)c1c(C)c(nn1c1ccc(Cl)cc1Cl)C(=O)NN1CCCCC1

AM251 (Cat No.: I002375) is a selective antagonist of the cannabinoid CB1 receptor, widely used in research to study the endocannabinoid system. It inhibits CB1 receptor activity, affecting neurotransmitter release, appetite regulation, and pain perception. AM251 has been explored for its potential in treating obesity, addiction, and neurological disorders. Structurally related to SR141716A (rimonabant), it differs in its binding properties. While primarily targeting CB1, it may exhibit off-target effects. AM251 is valuable in understanding cannabinoid signaling and its therapeutic implications.

Reference

1:AM251 Suppresses Epithelial-Mesenchymal Transition of Renal Tubular Epithelial Cells. Yoshinaga T, Uwabe K, Naito S, Higashino K, Nakano T, Numata Y, Kihara A.PLoS One. 2016 Dec 9;11(12):e0167848. doi: 10.1371/journal.pone.0167848. eCollection 2016. PMID: 27936102 Free PMC Article2:Interactive effects of AM251 and baclofen on synaptic plasticity in the rat dentate gyrus. Nazari M, Komaki A, Salehi I, Sarihi A, Shahidi S, Komaki H, Ganji A.Brain Res. 2016 Nov 15;1651:53-60. doi: 10.1016/j.brainres.2016.09.029. Epub 2016 Sep 20. PMID: 27663967 3:Concentration, population, and context-dependent effects of AM251 in zebrafish. Tran S, Chatterjee D, Facciol A, Gerlai R.Psychopharmacology (Berl). 2016 Apr;233(8):1445-54. doi: 10.1007/s00213-016-4240-y. Epub 2016 Feb 16. PMID: 26883874 4:Prevention of drug priming- and cue-induced reinstatement of MDMA-seeking behaviors by the CB1 cannabinoid receptor antagonist AM251. Nawata Y, Kitaichi K, Yamamoto T.Drug Alcohol Depend. 2016 Mar 1;160:76-81. doi: 10.1016/j.drugalcdep.2015.12.016. Epub 2015 Dec 30. PMID: 26796595 5:AM251 induces apoptosis and G2/M cell cycle arrest in A375 human melanoma cells. Carpi S, Fogli S, Romanini A, Pellegrino M, Adinolfi B, Podestà A, Costa B, Da Pozzo E, Martini C, Breschi MC, Nieri P.Anticancer Drugs. 2015 Aug;26(7):754-62. doi: 10.1097/CAD.0000000000000246. PMID: 25974027 6:Chronic administration of AM251 improves albuminuria and renal tubular structure in obese rats. Jenkin KA, O/’Keefe L, Simcocks AC, Grinfeld E, Mathai ML, McAinch AJ, Hryciw DH.J Endocrinol. 2015 May;225(2):113-24. doi: 10.1530/JOE-15-0004. Epub 2015 Mar 24. PMID: 25804605 Free Article7:The cannabinoid receptor antagonist AM251 increases paraoxon and chlorpyrifos oxon toxicity in rats. Liu J, Pope C.Neurotoxicology. 2015 Jan;46:12-8. doi: 10.1016/j.neuro.2014.11.001. Epub 2014 Nov 20. PMID: 25447325 Free PMC Article8:Systemic or intra-amygdala infusion of an endocannabinoid CB1 receptor antagonist AM251 blocked propofol-induced anterograde amnesia. Ren Y, Wang J, Xu PB, Xu YJ, Miao CH.Neurosci Lett. 2015 Jan 1;584:287-91. doi: 10.1016/j.neulet.2014.11.001. Epub 2014 Nov 6. PMID: 25445359 9:Cannabinoid receptor type 1 antagonist, AM251, attenuates mechanical allodynia and thermal hyperalgesia after burn injury. Ueda M, Iwasaki H, Wang S, Murata E, Poon KY, Mao J, Martyn JA.Anesthesiology. 2014 Dec;121(6):1311-9. doi: 10.1097/ALN.0000000000000422. PMID: 25188001 Free PMC Article10:The CB1 receptor antagonist AM251 impairs reconsolidation of pavlovian fear memory in the rat basolateral amygdala. Ratano P, Everitt BJ, Milton AL.Neuropsychopharmacology. 2014 Oct;39(11):2529-37. doi: 10.1038/npp.2014.103. Epub 2014 May 7. PMID: 24801769 Free PMC Article