Alphacetylmethadol

Alphacetylmethadol
Clinical data
ATC code	None;
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage I (Authorized scientific use only); US: Schedule I;
Identifiers
	IUPAC name [(3R,6R)-6-(Dimethylamino)-4,4-diphenylheptan-3-yl] acetate;
CAS Number	17199-58-5;
PubChem CID	22308;
DrugBank	DB01555;
ChemSpider	20937;
UNII	BXF83S0HEL;
KEGG	D12660;
ChEMBL	ChEMBL2107793;
CompTox Dashboard (EPA)	DTXSID70169198 ;
Chemical and physical data
Formula	C23H31NO2
Molar mass	353.506 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC[C@H](C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C;
	InChI InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3/t18-,22-/m1/s1; Key:XBMIVRRWGCYBTQ-XMSQKQJNSA-N;

Alphacetylmethadol (INN), or α-acetylmethadol (AAM), is a synthetic opioid analgesic. Its levorotary enantiomer, levacetylmethadol, is an FDA-approved treatment for opioid addiction; however as of 2003 it is no longer used in the United States for this purpose. Alphacetylmethadol is very similar in structure to methadone, a widely prescribed treatment for opioid addiction. In the United States, it is a Schedule I controlled substance under the Controlled Substances Act (presumably because it was never marketed in the US, as is the case with other common opiate/opioid medications such as heroin and prodine), with an ACSCN of 9603 and a 2013 annual manufacturing quota of 2 grammes.

Clinical data


ATC code	None
Legal status
Legal status	AU: S8 (Controlled drug) BR: Class A1 (Narcotic drugs) CA: Schedule I DE: Anlage I (Authorized scientific use only) US: Schedule I
Identifiers
IUPAC name [(3R,6R)-6-(Dimethylamino)-4,4-diphenylheptan-3-yl] acetate
CAS Number	17199-58-5
PubChem CID	22308
DrugBank	DB01555
ChemSpider	20937
UNII	BXF83S0HEL
KEGG	D12660
ChEMBL	ChEMBL2107793
CompTox Dashboard (EPA)	DTXSID70169198
Chemical and physical data
Formula	C₂₃H₃₁NO₂
Molar mass	353.506 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC[C@H](C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
InChI InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3/t18-,22-/m1/s1 Key:XBMIVRRWGCYBTQ-XMSQKQJNSA-N