Alphamethadol

Alphamethadol

File:Alphamethadol.svg
Systematic (IUPAC) name
(3R,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol
Clinical data
Legal status	AU: S9 (Prohibited) CA: Schedule I DE: Anlage I (Controlled) US: Schedule I
Identifiers
CAS Number	17199-54-1
ATC code	None
PubChem	CID: 62709
ChemSpider	56456
ChEMBL	CHEMBL159660
Chemical data
Formula	C21H29NO
Molecular mass	311.461 g/mol
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-YLJYHZDGSA-N

Alphamethadol (INN), or α-methadol, also known as alfametadol, is a synthetic opioid analgesic. It is an isomer of dimepheptanol (methadol), the other being betamethadol (β-methadol). Alphamethadol is composed of two isomers itself, L-α-methadol, and D-α-methadol. The former compound, L-α-methadol, is an important active metabolite of levacetylmethadol (LAAM), 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, similarly to those of alphacetylmethadol (α-acetylmethadol).

See also

• Dimepheptanol
• Betamethadol
• Alphacetylmethadol