Acetylmethadol

Structural formula
Structural formula without specifying the stereochemistry
General
Non-proprietary name	Acetylmethadol
other names	Acetylmethadolum Betamethadol (6-Dimethylamino-4,4-diphenyl-heptan-3-yl) acetate
Molecular formula	C 23 H 31 NO 2
External identifiers / databases
CAS number 509-74-0 EC number 208-103-4 ECHA InfoCard 100.007.368 PubChem 10517 DrugBank DB01433 Wikidata Q4673310
Drug information
Drug class	Analgesic , anesthetic
Mechanism of action	Opioid
properties
Molar mass	353,50 g · mol -1
Physical state	firmly
safety instructions
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 .

Acetylmethadol ( INN ) (also: Methadyl acetate ( USAN )) is a synthetic opioid - analgesic .

Acetylmethadol should not be confused with alphacetylmethadol (α-acetylmethadol) or levacetylmethadol ( L -α-acetylmethadol). Acetylmethadol is a racemic mixture of alphacetylmethadol and betacetylmethadol, which in turn are racemates of levacetylmethadol (LAAM; L -α-acetylmethadol) and D -α-acetylmethadol or L -β-acetylmethadol and D -β-acetylmethadol. Therefore, acetylmethadol has four possible optical isomers each . All of these isomers have been shown to be able to partially or completely replace the effects of heroin in rats.

Clinical information

application areas

Acetylmethadol is an analgesic with a slow increase in action and a long duration of action. It is mainly used as a substitute drug in the treatment of drug addiction.

Mechanism of action

Acetylmethadol is primarily an agonist of the μ-type opioid receptor . It works similarly to methadone . Acetylmethadol exerts its analgesic effect by binding to the μ-opioid receptor of sensory neurons . Binding to the μ-opioid receptor activates associated G (i) proteins . The subsequent reactions inhibit the formation of adenylate cyclase and thus reduce the level of intracellular cAMP . G (i) activates the potassium channels and inactivates the calcium channels of the cell, causing the neuron to hyperpolarize . The end result is a reduced transmission of the pain impulse in the nerve conduction and a reduced release of neurotransmitters , which reduces the receptors' ability to accept pain signals.

Legal status

Acetylmethadol is listed in Germany in Annex I to the Narcotics Act as a non-marketable narcotic and cannot be prescribed.

Individual evidence

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.
2. ↑ Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats. Psychopharmacology (Berl). 2002, 164 (1): 108-114, PMID 12373424 .
3. ^ The Small Molecule Pathway Database .

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !