LEVOMETHADONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H27NO
Molecular Weight	309.4452
Optical Activity	( - )
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=USSIQXCVUWKGNF-QGZVFWFLSA-N

InChI=1S/C21H27NO/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/h6-15,17H,5,16H2,1-4H3/t17-/m1/s1

HIDE SMILES / InChI

Description
Sources: Helmut Buschmann (20 December 2002). Analgesics: From Chemistry and Pharmacology to Clinical Application. Wiley-VCH. p. 196. ISBN 978-3-527-30403-5. | F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1294. ISBN 978-0-412-46630-4.
Curator's Comment: see METHADONE

levomethadone, or R-(−)-methadone, is the active enantiomer of methadone; having approximately 50x the potency of the S-(+)-enantiomer as well as greater μ-opioid receptor selectivity.

CNS Activity

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.	1998 Mar	9686407
Involvement of CYP3A4, CYP2C8, and CYP2D6 in the metabolism of (R)- and (S)-methadone in vitro.	2003 Jun	12756206
In silico prediction of pregnane X receptor activators by machine learning approaches.	2007 Jan	17003167
[Methadone and levomethadone - dosage and side effects].	2014 Mar	24254424

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

LEVOMETHADONE

Official Name

English

LEVADONE

Common Name

English

L-POLAMIVET

Common Name

English

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

Systematic Name

English

D-(-)-METHADONE

Common Name

English

(R)-METHADONE

Common Name

English

R-(-)-METHADONE

Common Name

English

METHADONE, L-

Common Name

English

(6R)-METHADONE

Common Name

English

HEPTANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, L-

Common Name

English

(-)-METHADONE

Common Name

English

LEVOTHYL

Brand Name

English

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

Systematic Name

English

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

Systematic Name

English

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

Systematic Name

English

L-METHADONE

Common Name

English

Levomethadone [WHO-DD]

Common Name

English

levomethadone [INN]

Common Name

English

Classification Tree Code System Code

WHO-ATC

N07BC05