Alphamethadol
Synthetic opioid analgesic drug
- None
- AU: S9 (Prohibited substance)
- BR: Class A1 (Narcotic drugs)[1]
- CA: Schedule I
- DE: Anlage I (Authorized scientific use only)
- UK: Class A
- US: Schedule I
- (3R,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol
- 17199-54-1
- 62709
- 56456
- XBD99QNI42
- D12674
Y
- ChEMBL159660
- DTXSID60872467
- Interactive image
- O[C@@H](C(c1ccccc1)(c2ccccc2)C[C@H](N(C)C)C)CC
- InChI=1S/C21H29NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3/t17-,20-/m1/s1
- Key:QIRAYNIFEOXSPW-YLJYHZDGSA-N
Alphamethadol (INN), or α-methadol, also known as alfametadol, is a synthetic opioid analgesic.[2] It is an isomer of dimepheptanol (methadol), the other being betamethadol (β-methadol).[3] Alphamethadol is composed of two isomers itself, L-α-methadol, and D-α-methadol.[3] 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,[4] similarly to those of alphacetylmethadol (α-acetylmethadol).[5]
Legal status
Australia
Alphamethadol is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (February 2017).[6] 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.[6]
See also
References
- ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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. S2CID 19815273.
- ^ a b Poisons Standard October 2015 https://www.legislation.gov.au/Details/F2017L00057
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modulators
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| Potassium openers |
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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