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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 of LEVOMETHADONE

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
Molecular Formula C21H27NO
Molecular Weight 309.4452
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

CNS Active
3897
Curator's Comment: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/006134s040s041lbl.pdf

Originator

Approval Year

Unknown
127998
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Patents

20030175214
3
US20040242617A1
3
US20080221141A1
3
US20090163451A1
3
WO2002000197A1
3

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
Substance Class Chemical
Created
by admin
on Fri Dec 16 23:38:20 UTC 2022
Edited
by admin
on Fri Dec 16 23:38:20 UTC 2022
Record UNII
6Y75Z4E8NS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LEVOMETHADONE
INN   WHO-DD  
INN  
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
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
WHO-VATC QN07BC05
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
Code System Code Type Description
EPA CompTox
DTXSID701016376
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
CAS
3861-94-7
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
SUPERSEDED
CAS
52310-03-9
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
SUPERSEDED
CHEBI
136003
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
WIKIPEDIA
Levomethadone
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
NCI_THESAURUS
C166969
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
DRUG CENTRAL
4586
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
EVMPD
SUB08477MIG
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
PUBCHEM
22267
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
RXCUI
236913
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY RxNorm
DRUG BANK
DB13515
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
CAS
125-58-6
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
ChEMBL
CHEMBL159659
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
INN
5002
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
FDA UNII
6Y75Z4E8NS
Created by admin on Fri Dec 16 23:38:20 UTC 2022 , Edited by admin on Fri Dec 16 23:38:20 UTC 2022
PRIMARY
Related Record Type Details
Structure of LEVOMETHADONE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
OCT-2
TRANSPORTER -> INHIBITOR
Structure of METHADONE
RACEMATE -> ACTIVE ENANTIOMER
approximately 50x the potency of the S-(+)-enantiomer as well as greater ?-opioid receptor selectivity
Structure of ESMETHADONE
ENANTIOMER -> ENANTIOMER
Related Record Type Details
Structure of LEVOMETHADONE
ACTIVE MOIETY
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