AM-630

AM-630
Legal status
Legal status	CA: Schedule II; DE: NpSG (Industrial and scientific use only); UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name 1-[2-(Morpholin-4-yl)ethyl]-2-methyl-3-(4-methoxybenzoyl)-6-iodoindole;
CAS Number	164178-33-0 ;
PubChem CID	4302963;
IUPHAR/BPS	750;
ChemSpider	3508738 ;
UNII	U1LNJ6NBKA;
ChEMBL	ChEMBL181633 ;
CompTox Dashboard (EPA)	DTXSID10167719 ;
ECHA InfoCard	100.229.964
Chemical and physical data
Formula	C23H25IN2O3
Molar mass	504.368 g·mol−1
3D model (JSmol)	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 ; Key:JHOTYHDSLIUKCJ-UHFFFAOYSA-N ;
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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 many related derivatives.

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