Betamethadol

Betamethadol (INN), or β-methadol, also known as betametadol, is a synthetic opioid analgesic.[1] It is an isomer of dimepheptanol (methadol), the other being alphamethadol (α-methadol).[2] Betamethadol is composed of two isomers itself, L-β-methadol, and D-β-methadol.[2] Based on structure-activity relationships it can be inferred that both isomers are likely to be active as opioid analgesics, similarly to those of betacetylmethadol (β-acetylmethadol).[3]

Betamethadol
Clinical data
ATC code
  • None
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • CA: Schedule I
  • DE: Anlage I (Authorized scientific use only)
  • US: Schedule I
Identifiers
IUPAC name
  • (3S,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC21H29NO
Molar mass311.469 g·mol−1
3D model (JSmol)
SMILES
  • O[C@H](C(c1ccccc1)(c2ccccc2)C[C@H](N(C)C)C)CC
InChI
  • 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-XLIONFOSSA-N

See also

References
  1. F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1294. ISBN 978-0-412-46630-4. Retrieved 15 May 2012.
  2. 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. 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.


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