U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H29NO.ClH
Molecular Weight 347.922
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPHAMETHADOL HYDROCHLORIDE, (+)-

SMILES

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

InChI

InChIKey=GMNBUMFCZAZBQG-OGPPPPIKSA-N
InChI=1S/C21H29NO.ClH/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;1H/t17-,20-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C21H29NO
Molecular Weight 311.4611
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
Carbon-13 nuclear magnetic resonance study of the alpha- and beta- isomers of methadol and acetylmethadol hydrochlorides.
1978
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
Crystal structures of analgesics. Hydrochlorides of (minus)-isomethadone, alpha-methadol, and alpha-methadyl acetate.
1974-10
[Chromatographic separation methods for methadone and the reduction products alpha and beta-methadol].
1970-02
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:24:11 GMT 2025
Edited
by admin
on Mon Mar 31 23:24:11 GMT 2025
Record UNII
396F4076KY
Record Status Validated (UNII)
Record Version
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Name Type Language
(+)-.ALPHA.-METHADOL-HYDROCHLORIDE
Preferred Name English
ALPHAMETHADOL HYDROCHLORIDE, (+)-
Common Name English
BENZENEETHANOL, .BETA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, HYDROCHLORIDE, (R-(R*,R*))-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID6048917
Created by admin on Mon Mar 31 23:24:11 GMT 2025 , Edited by admin on Mon Mar 31 23:24:11 GMT 2025
PRIMARY
PUBCHEM
206311
Created by admin on Mon Mar 31 23:24:11 GMT 2025 , Edited by admin on Mon Mar 31 23:24:11 GMT 2025
PRIMARY
CAS
49570-63-0
Created by admin on Mon Mar 31 23:24:11 GMT 2025 , Edited by admin on Mon Mar 31 23:24:11 GMT 2025
PRIMARY
FDA UNII
396F4076KY
Created by admin on Mon Mar 31 23:24:11 GMT 2025 , Edited by admin on Mon Mar 31 23:24:11 GMT 2025
PRIMARY