Alphacetylmethadol

Structural formula
	1: 1 mixture of the two enantiomers
General
Non-proprietary name	Alphacetylmethadol
other names	[(3 R * , 6 R * ) - (±) -6- (dimethylamino) -4,4-diphenylheptan-3-yl] acetate; [(3 RS , 6 RS ) - (±) -6- (dimethylamino) -4,4-diphenylheptan-3-yl] acetate; Alfacetil metadol; Alphacemethadone; Alfametadyl acetate; α-D-acetylmethadol;
Molecular formula	C 23 H 31 NO 2
External identifiers / databases
PubChem	22308
DrugBank	DB01555
Wikidata	Q4735230
Drug information
Drug class	Analgesic , opioid
Mechanism of action	µ receptor - agonist
properties
Molar mass	353.498 g · mol -1
Physical state	firmly
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Alphacetylmethadol ( INN ) or α-acetylmethadol (AAM) is a fully synthetic opioid - analgesic . It is not to be confused with acetylmethadol . Its levorotatory enantiomer levacetylmethadol has not been marketed in the EU since 2003; in the USA it is still an FDA- approved drug for the treatment of opioid addiction . Alphacetylmethadol has a very similar chemical structure to methadone , which is also a commonly prescribed drug for treating opioid addiction.

Effects

Because alphacetylmethadol, unlike levacetylmethdaol, was almost never marketed, there are hardly any pharmacological data on the product . In the PubChem chemical database , it is described as a narcotic analgesic with a slow increase in activity and a long duration of action. AAM produces heroin-like effects in rats at a comparatively lower concentration. However, it should be noted here that alphacetylmethadol is not chemically identical to methadone, nor to the parent substance acetylmethadol or its isomer, levacetylmethadol, and that different pharmacological effects can result from a different molecular structure.

Legal status

In Germany, alphacetylmethadol is listed in Appendix 1 to the Narcotics Act. It is considered a non-marketable narcotic and can therefore not be prescribed.

Web links

Alphacetylmethadol in Table 1 of the United Nations Office on Drugs and Crime

Individual evidence

↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ ^a ^b JL, Newman, Vann RE ,, EL, May, PM, Beardsley: Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats . In: Psychopharmacology . 164, No. 1, 2002, pp. 108-14. doi : 10.1007 / s00213-002-1198-8 . PMID 12373424 .

[NV-1] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[Newman-2] JL, Newman, Vann RE ,, EL, May, PM, Beardsley: Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats . In: Psychopharmacology . 164, No. 1, 2002, pp. 108-14. doi : 10.1007 / s00213-002-1198-8 . PMID 12373424 .