Alphamethadol

Alphamethadol
Clinical data
ATC code	None;
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule I;
Identifiers
	IUPAC name (3R,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol;
CAS Number	17199-54-1;
PubChem CID	62709;
DrugBank	DB01498;
ChemSpider	56456;
UNII	XBD99QNI42;
KEGG	D12674 ;
ChEMBL	ChEMBL159660;
CompTox Dashboard (EPA)	DTXSID60872467 ;
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-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. 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).

Clinical data

ATC code	None
Legal status
Legal status	AU: S9 (Prohibited substance) BR: Class A1 (Narcotic drugs) CA: Schedule I DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I
Identifiers
IUPAC name (3R,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol
CAS Number	17199-54-1
PubChem CID	62709
DrugBank	DB01498
ChemSpider	56456
UNII	XBD99QNI42
KEGG	D12674^Y
ChEMBL	ChEMBL159660
CompTox Dashboard (EPA)	DTXSID60872467
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-YLJYHZDGSA-N