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	17199-55-2
PubChem CID	10064061
ChemSpider	8239601
UNII	57ANR1Z628
ChEMBL	ChEMBL162243
Chemical and physical data
Formula	C21H29NO
Molar mass	311.469 g·mol^−1
3D model (JSmol)	Interactive image
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

• Dimepheptanol
• Alphamethadol
• Betacetylmethadol

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.