AM-630

AM-630

Legal status
Legal status	CA: Schedule II
Identifiers
IUPAC name 1-[2-(morpholin-4-yl)ethyl]-2-methyl-3-(4-methoxybenzoyl)-6-iodoindole
CAS Number	164178-33-0 N
PubChem CID	4302963
IUPHAR/BPS	750
ChemSpider	3508738 Y
ChEMBL	CHEMBL181633 Y
ECHA InfoCard	100.229.964
Chemical and physical data
Formula	C23H25IN2O3
Molar mass	504.360 g/mol
3D model (Jmol)	Interactive image
SMILES C4COCCN4CCn(c1C)c2cc(I)ccc2c1C(=O)c3ccc(OC)cc3
InChI InChI=1S/C23H25IN2O3/c1-16-22(23(27)17-3-6-19(28-2)7-4-17)20-8-5-18(24)15-21(20)26(16)10-9-25-11-13-29-14-12-25/h3-8,15H,9-14H2,1-2H3 Y Key:JHOTYHDSLIUKCJ-UHFFFAOYSA-N Y
NY (what is this?)

AM-630 (6-Iodopravadoline) is a drug that acts as a potent and selective inverse agonist for the cannabinoid receptor CB₂, with a K_i of 32.1 nM at CB₂ and 165x selectivity over CB₁, at which it acted as a weak partial agonist. It is used in the study of CB₂ mediated responses and has been used to investigate the possible role of CB₂ receptors in the brain. AM-630 is significant as one of the first indole derived cannabinoid ligands substituted on the 6-position of the indole ring, a position that has subsequently been found to be important in determining affinity and efficacy at both the CB₁ and CB₂ receptors, and has led to the development of a large number of related derivatives.