Alphamethadol

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Alphamethadol
Alphamethadol.svg
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
Formula C21H29NO
Molar mass 311.461 g/mol
3D model (JSmol)

Alphamethadol (INN), or α-methadol, also known as alfametadol, is a synthetic opioid analgesic.[1] It is an isomer of dimepheptanol (methadol), the other being betamethadol (β-methadol).[2] Alphamethadol is composed of two isomers itself, L-α-methadol, and D-α-methadol.[2] The former compound, L-α-methadol, is an important active metabolite of levacetylmethadol (LAAM),[citation needed] an opioid substitute drug that is used clinically. Both of alphamethadol's isomers bind to and activate the μ-opioid receptor and are active as opioid analgesics,[3] similarly to those of alphacetylmethadol (α-acetylmethadol).[4]

Legal Status[edit]

Australia[edit]

Alphamethadol is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (February 2017).[5] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.[5]

See also[edit]

References[edit]

  1. ^ British Pharmacopoeia Commission (1 February 2002). British Approved Names 2002. The Stationery Office. p. 9. ISBN 978-0-11-322558-3. Retrieved 15 May 2012. 
  2. ^ a b United Nations Office on Drugs and Crime (2006). Dictionnaire Multilingue Des Stupéfiants Et Des Substances Psychotropes Placés Sous Contrôle International. United Nations Publications. p. 103. ISBN 978-92-1-048117-5. Retrieved 15 May 2012. 
  3. ^ Horng JS, Smits SE, Wong DT (August 1976). "The binding of the optical isomers of methadone, alpha-methadol, alpha-acetylmethadol and their N-demethylated derivatives to the opiate receptors of rat brain". Research Communications in Chemical Pathology and Pharmacology. 14 (4): 621–9. PMID 60774. 
  4. ^ 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. 
  5. ^ a b Poisons Standard October 2015 https://www.legislation.gov.au/Details/F2017L00057