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alphacetylmethadol

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EntityQ4735230· pop 10· linked from 17 articles

alphacetylmethadol

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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

Chemical data

Formula
C23H31NO2
Molecular weight
353.5 g/mol
IUPAC name
[(3R,6R)-6-(dimethylamino)-4,4-diphenylheptan-3-yl] acetate
SMILES
CC[C@H](C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
InChIKey
XBMIVRRWGCYBTQ-XMSQKQJNSA-N
XLogP
4.3
Polar surface area
29.5 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
methadyl acetate
Mass
353.235479
Show 4 more facts
chemical formula
C₂₃H₃₁NO₂
isomeric SMILES
CC[C@H](C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
canonical SMILES
CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
stereoisomer of
levomethadyl acetate
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

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.

== See also == Levacetylmethadol Acetylmethadol Betacetylmethadol Alphamethadol

Excerpted from Wikipedia’s “alphacetylmethadol” article, available under the CC BY-SA 4.0 licence.