AM1241 , ≥98% , 444912-48-5

Synonym(s):
(R,S)-3-(2-Iodo-5-nitrobenzoyl)-1-(1-methyl-2-piperidinylmethyl)-1H-indole

CAS NO.：444912-48-5

Empirical Formula: C22H22IN3O3

Molecular Weight: 503.33

MDL number: MFCD11045986

PRODUCT Properties

• Boiling point: 630.7±55.0 °C(Predicted)
• Density: 1.60±0.1 g/cm3(Predicted)
• storage temp.: Store at -20°C
• solubility: DMSO: ~18mg/mL at 60°C
• pka: 9.73±0.10(Predicted)
• form: solid
• color: yellow

Description and Uses

AM1241 is a cannabinoid (CB) receptor agonist that is selective for CB₂ over CB₁ with K_i values of 7.1 and 580 nM for human recombinant receptors transfected into HEK and CHO cells, respectively, in a radioligand binding assay. It is considered a protean agonist as it has neutral antagonist and partial agonist activity, depending on the assay utilized. It is also acts in a species-dependent manner in vitro, acting as an agonist at human CB₂ receptors (EC₅₀ = 190 nM) but an inverse agonist at rat and mouse CB₂ receptors (EC₅₀s = 216 and 463 nM, respectively). AM1241 produces antinociception to thermal stimuli in rat hindpaw. The antinociceptive actions of AM1241 were blocked by the CB₂ receptor-selective antagonist AM630 but not by the CB₁ receptor-selective antagonist AM251 . AM1241 is neuroprotective, preventing HIV-1 glycoprotein Gp120-induced apoptosis in primary human and murine neural progenitor cells and increasing cell survival and differentiation. It increases hippocampal neurogenesis and decreases astro- and gliogenesis in GFAP/Gp120 transgenic mice when administered at a dose of 10 mg/kg daily for ten days. AM1241 also delays motor impairment in a murine model of amytrophic lateral sclerosis (ALS).

(R,S)-AM1241 has been used as a cannabinoid CB2 agonist:

• to study its inhibitory effect on bone cancer-induced pain and bone loss
• to study the effect of its interaction with 17βestradiol on proliferation activity in primary human osteoblasts
• to evaluate the sites of CB2 mediated antinociception in vivo.

Safety

• Symbol(GHS): GHS07,GHS08
• Signal word: Danger
• Hazard statements: H315-H319-H334-H335
• Precautionary statements: P302+P352-P305+P351+P338
• Hazard Codes: Xn
• Risk Statements: 36/37/38-42/43
• Safety Statements: 22-26-36/37-45
• WGK Germany: 3