AM251 , ≥98% , 183232-66-8

Synonym(s):
1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide

CAS NO.：183232-66-8

Empirical Formula: C22H21Cl2IN4O

Molecular Weight: 555.24

MDL number: MFCD01861181

PRODUCT Properties

• Melting point: 195-196℃
• Density: 1.65±0.1 g/cm3(Predicted)
• storage temp.: Store at RT
• solubility: DMSO: >10 mg/mL, soluble
• form: solid
• pka: 11.31±0.20(Predicted)
• color: white
• Stability: Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

Description and Uses

AM251 is a cannabinoid 1 (CB₁) receptor 1 antagonist. It binds to CB₁ receptors in rat forebrain membrane preparations (K_i = 7.5 nM) and is selective over CB₂ receptors in mouse spleen preparations (K_i = 2,290 nM) in radioligand binding assays. AM251 inhibits GTPγS binding induced by the CB receptor agonist CP 55,940 in HEK293 cells expressing human CB₁ receptors (EC₅₀ = 8 nM). AM251 (10 mg/kg) decreases immobility time in the forced swim test in wild-type but not CB₁ receptor-deficient mice. It reduces fasting-induced food intake and body weight gain in mice when administered at a dose of 30 mg/kg. AM251 also induces GTPγS binding in HEK293 cells expressing the orphan receptor GPR55 (EC₅₀ = 39 nM) and potentiates GABA-induced GABA_A receptor currents (EC₅₀ = 0.4 μM). It prevents TGF-β1-induced epithelial-to-mesenchymal transition (EMT), inhibits SMAD2/3 and p38 MAPK activation, and reduces the expression of EMT-related transcription factors in HK-2 renal tubule epithelial cells. AM251 induces cell cycle arrest at the G₂/M phase and apoptosis in A375 human melanoma cells.

Inhibitor of CB1 receptors. AM 251is a biarylpyrazole compound which has been considered for many years as the prototypical cannabinoid (CB) receptor antagonist

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P261-P305+P351+P338
• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HS Code: 2933.39.6190