Alphacetylmethadol

Alphacetylmethadol

Systematic (IUPAC) name
[(3R*,6R*)-6-dimethylamino-4,4-di(phenyl)heptan-3-yl] acetate
Clinical data
Legal status
Legal status	CA: Schedule I DE: Anlage I (Controlled) US: Schedule I
Identifiers
CAS Number	1553-31-7
ATC code	None
ChEMBL	CHEMBL2107793
Chemical data
Formula	C23H31NO2
Molar mass	353.5034 g/mol
SMILES CC[C@H](C(C[C@H](C)N(C)C)(c1ccccc1)c2ccccc2)OC(=O)C.CC[C@@H](C(C[C@@H](C)N(C)C)(c1ccccc1)c2ccccc2)OC(=O)C
InChI InChI=InChI=1S/2C23H31NO2/c2*1-6-22(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/h2*7-16,18,22H,6,17H2,1-5H3/t2*18-,22+/m10/s1 Key:HYAUQUUCBMIXJW-UAILNNRFSA-N

Alphacetylmethadol (INN), or α-acetylmethadol (AAM), is a synthetic opioid analgesic.^[2] Its levorotary enantiomer, levacetylmethadol, is an FDA-approved treatment for opioid addiction.^[2] 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 diacetylmorphine and alphaprodine), with an ACSCN of 9603 and a 2013 annual manufacturing quota of 2 grammes.^[3]

See also

• Levacetylmethadol
• Acetylmethadol
• Betacetylmethadol
• Alphamethadol

References

1. Richard Lawrence Miller (30 December 2002). The Encyclopedia of Addictive Drugs. Greenwood Publishing Group. p. 222. ISBN 978-0-313-31807-8. Retrieved 15 May 2012.
2. Newman JL, Vann RE, May EL, Beardsley PM (October 2002). "Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats". Psychopharmacology 164 (1): 108–14. doi:10.1007/s00213-002-1198-8. PMID 12373424.
3. 21 U.S.C. § 812(b)(1)