Acetylmethadol

Acetylmethadol

Clinical data
Other names	methadyl acetate (USAN US)
ATC code	None
Legal status
Legal status	AU: S8 (Controlled drug) CA: Schedule I DE: Anlage I (Authorized scientific use only) US: Schedule I
Identifiers
IUPAC name (±)-6-(dimethylamino)-4,4-diphenyl-3-heptanyl acetate
CAS Number	509-74-0 Y
PubChem CID	10517
DrugBank	DB01433
ChemSpider	10080
UNII	L59OC40KWJ
CompTox Dashboard (EPA)	DTXSID2023274
ECHA InfoCard	100.007.368
Chemical and physical data
Formula	C23H31NO2
Molar mass	353.506 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(OC(C(c1ccccc1)(c2ccccc2)CC(N(C)C)C)CC)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 Key:XBMIVRRWGCYBTQ-UHFFFAOYSA-N

Acetylmethadol, also known as methadyl acetate, is a synthetic opioid analgesic. It is a racemic mixture of alphacetylmethadol (α-acetylmethadol) and betacetylmethadol (β-acetylmethadol), which are in turn racemic mixtures of levacetylmethadol (LAAM; L-α-acetylmethadol) and D-α-acetylmethadol and L-β-acetylmethadol and D-β-acetylmethadol, respectively. Hence, acetylmethadol has four possible optical isomers. All of these isomers have been shown to partially or fully substitute for the discriminative stimulus effects of heroin in rats, and thus it can be inferred that, in addition to LAAM which is used clinically as such, they are all likely to be active opioid analgesics in humans.

In the United States, acetylmethadol and its individual isomers are all Schedule I drugs under the Controlled Substances Act, except LAAM, which is Schedule II and was used clinically until 2003. Acetylmethadol has an ACSCN of 9601. The isomers have individual ACSCNs, which are as follows: Alphacetylmethadol 9603, Betacetylmethadol 9607, LAAM 9648. All of the above have annual manufacturing quotas of 2 grams as of 2013, except LAAM, which is 4 grams.