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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27NO.BrH
Molecular Weight 390.357
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHADONE HYDROBROMIDE, (R)-

SMILES

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

InChI

InChIKey=FSICAXDYXLRLRG-UNTBIKODSA-N
InChI=1S/C21H27NO.BrH/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
[Methadone and levomethadone - dosage and side effects].
2014-03
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007-01
Involvement of CYP3A4, CYP2C8, and CYP2D6 in the metabolism of (R)- and (S)-methadone in vitro.
2003-06
Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
1998-03
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
(R)-(-)-METHADONE HYDROBROMIDE
Preferred Name English
METHADONE HYDROBROMIDE, (R)-
Common Name English
L-METHADONE HYDROBROMIDE
Common Name English
3-HEPTANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, HYDROBROMIDE, (R)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID70941532
Created by admin on Wed Apr 02 12:08:55 GMT 2025 , Edited by admin on Wed Apr 02 12:08:55 GMT 2025
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FDA UNII
26HS5V5X8R
Created by admin on Wed Apr 02 12:08:55 GMT 2025 , Edited by admin on Wed Apr 02 12:08:55 GMT 2025
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PUBCHEM
20055404
Created by admin on Wed Apr 02 12:08:55 GMT 2025 , Edited by admin on Wed Apr 02 12:08:55 GMT 2025
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CAS
19767-48-7
Created by admin on Wed Apr 02 12:08:55 GMT 2025 , Edited by admin on Wed Apr 02 12:08:55 GMT 2025
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