ALPHAMETHADOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H29NO
Molecular Weight	311.4611
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@@H](O)C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=QIRAYNIFEOXSPW-YLJYHZDGSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4424428 | https://www.ncbi.nlm.nih.gov/pubmed/9437627 | https://www.ncbi.nlm.nih.gov/pubmed/60774

Alphamethadol is a synthetic opioid analgesic. Alphamethadol is composed of two isomers itself, L-α-methadol, and D-α-methadol. L-α-methadol is an important active metabolite of levacetylmethadol (LAAM), a medication therapy for individuals addicted to opiates that provides an alternative to methadone. Isomers of Alphamethadol bind to and activate the μ-opioid receptor; they are active as opioid analgesics.

Approval Year

PubMed

Title	Date	PubMed
Carbon-13 nuclear magnetic resonance study of the alpha- and beta- isomers of methadol and acetylmethadol hydrochlorides.	1978	101886
The binding of the optical isomers of methadone, alpha-methadol, alpha-acetylmethadol and their N-demethylated derivatives to the opiate receptors of rat brain.	1976-08	60774
Crystal structures of analgesics. Hydrochlorides of (minus)-isomethadone, alpha-methadol, and alpha-methadyl acetate.	1974-10	4424428
[Chromatographic separation methods for methadone and the reduction products alpha and beta-methadol].	1970-02	5467476

Name

Type

Language

IDS-NA-010

Preferred Name

English

ALPHAMETHADOL

Official Name

English

ACSCN-9605

Common Name

English

.ALPHA.-6-DIMETHYLAMINO-4,4-DIPHENYL-3-HEPTANOL

Systematic Name

English

alphamethadol [INN]

Common Name

English

(3R,6R)-6-DIMETHYLAMINO-4,4-DIPHENYL-3-HEPTANOL

Systematic Name

English

Classification Tree Code System Code

DEA NO.

9605