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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27NO.ClH
Molecular Weight 345.906
Optical Activity ( - )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOMETHADONE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=FJQXCDYVZAHXNS-UNTBIKODSA-N
InChI=1S/C21H27NO.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;/h6-15,17H,5,16H2,1-4H3;1H/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

Curator's Comment: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/006134s040s041lbl.pdf

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

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

Sample Use Guides

In Vivo Use Guide
Curator's Comment: see METHADONE
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: see METHADONE
Unknown
Name Type Language
LEVOMETHADONE HYDROCHLORIDE
EP   MART.   WHO-DD  
Common Name English
LEVOMETHADONE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
L-6-DIMETHYLAMINO-4,4-DIPHENYL-3-HEPTANONE HYDROCHLORIDE
Common Name English
3-HEPTANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, HYDROCHLORIDE (1:1), (6R)-
Systematic Name English
METHADONE L-FORM HYDROCHLORIDE
MI  
Common Name English
LEVOMETHADONE HCL
Common Name English
LEVOMETHADONE HYDROCHLORIDE [MART.]
Common Name English
L-POLAMIDON HYDROCHLORIDE
Common Name English
Levomethadone hydrochloride [WHO-DD]
Common Name English
D-(-)-METHADONE HYDROCHLORIDE
Common Name English
(6R)-6-(DIMETHYLAMINO)-4,4-DIPHENYLHEPTAN-3-ONE HYDROCHLORIDE
Systematic Name English
METHADONE L-FORM HYDROCHLORIDE [MI]
Common Name English
L-METHADONE HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
5967-73-7
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-756-6
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
EVMPD
SUB30942
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
SMS_ID
100000115569
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
FDA UNII
V57LC776C0
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID30975070
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
MERCK INDEX
m7286
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY Merck Index
PUBCHEM
22266
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY
RXCUI
236914
Created by admin on Fri Dec 15 15:25:15 GMT 2023 , Edited by admin on Fri Dec 15 15:25:15 GMT 2023
PRIMARY RxNorm