AM-1241

AM-1241
Legal status
Legal status	CA: Schedule II; DE: NpSG (Industrial and scientific use only); UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name (2-Iodo-5-nitrophenyl)-[1-[(1-methylpiperidin-2-yl)methyl]indol-3-yl]methanone;
CAS Number	444912-48-5 ;
PubChem CID	10141893;
IUPHAR/BPS	3316;
ChemSpider	8317404 ;
UNII	DLM851L3RD;
ChEMBL	ChEMBL408430 ;
ECHA InfoCard	100.164.689
Chemical and physical data
Formula	C22H22IN3O3
Molar mass	503.340 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Ic2ccc(N(=O)=O)cc2C(=O)c(c4ccccc14)cn1CC3CCCCN3C;
	InChI InChI=1S/C22H22IN3O3/c1-24-11-5-4-6-16(24)13-25-14-19(17-7-2-3-8-21(17)25)22(27)18-12-15(26(28)29)9-10-20(18)23/h2-3,7-10,12,14,16H,4-6,11,13H2,1H3 ; Key:ZUHIXXCLLBMBDW-UHFFFAOYSA-N ;
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AM-1241 (1-(methylpiperidin-2-ylmethyl)-3-(2-iodo-5-nitrobenzoyl)indole) is a chemical from the aminoalkylindole family that acts as a potent and selective agonist for the cannabinoid receptor CB₂, with a K_i of 3.4 nM at CB₂ and 80 times selectivity over the related CB₁ receptor. It has analgesic effects in animal studies, particularly against "atypical" pain such as hyperalgesia and allodynia. This is thought to be mediated through CB₂-mediated peripheral release of endogenous opioid peptides, as well as direct activation of the TRPA1 channel. It has also shown efficacy in the treatment of amyotrophic lateral sclerosis in animal models.

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