Basic Searches
Searches without any special characters (listed below) will return items that contain the exact value(s) entered in the search field. This means that searching for "ASPIRIN CALCIUM" won't return any items that have "ASPIRIN GLYCINE CALCIUM" because the search term doesn't match exactly.
Boolean Operators
OR - searches with terms separated by " OR " will return items that contain any of the terms in the search.
Example: "ASPIRIN" OR "CALCIUM" will return items that have strings like "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because they contain at least one of the terms in the search.

AND - searches with terms separated by " AND " will return items that contain all the terms in the search.
Example: "ASPIRIN" AND "CALCIUM" won't return items that have strings "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because neither contain both terms, but it will return "ASPIRIN GLYCINE CALCIUM" because it contains both search terms.
version 2.7.1
Substance Class Chemical
Record UNII
UC6VBE7V1Z
Record Status Validated
Record Version
Show Definitional References Hide Definitional References
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Details

Stereochemistry RACEMIC
Molecular Formula C21H27NO
Molecular Weight 309.4452
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0
Created by admin on Sun Feb 07 19:35:54 EST 2021
Edited by admin on Sun Feb 07 19:35:54 EST 2021
Structure of METHADONE

Systematic Names:

  • None recorded

SMILES

CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

USSIQXCVUWKGNF-UHFFFAOYSA-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
Name Type Language Details Access References
METHADONE
Domain Jurisdiction Naming Organization
drug  
INN  
HSDB   INN   MI   VANDF   WHO-DD  
Official Name
English  
PHYSEPTONE
Common Name
English  
PHENADONE
Common Name
English  
METHADONE [WHO-DD]
Common Name
English  
METHADONE [VANDF]
Common Name
English  
METHADONE [MI]
Common Name
English  
METHADONE [INN]
Common Name
English  
METHADONE [HSDB]
Common Name
English  
METASEDIN
Common Name
English  
IDS-NM-002
Code
English  
HEPTADONE
Common Name
English  
EPTADONE
Common Name
English  
DOLOPHIN
Common Name
English  
DL-METHADONE
Common Name
English  
DIAMINON
Common Name
English  
6-(DIMETHYLAMINO)-4,4-DIPHENYL-3-HEPTANONE
Systematic Name
English  
3-HEPTANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-
Systematic Name
English  
Classification Tree Code System Code Access References
WHO-ATC N07BC02
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
WHO-ATC N02AC52
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
CFR 21 CFR 862.3620
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
DEA NO. 9250
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
LIVERTOX 611
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
NCI_THESAURUS C1506
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
NCI_THESAURUS C67413
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
NDF-RT N0000175684
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
NDF-RT N0000175690
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
WHO-ESSENTIAL MEDICINES LIST 24.5
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
WHO-VATC QN02AC52
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
WHO-VATC QN07BC02
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
Code System Code Type Description Access References
CAS
76-99-3
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
CAS
297-88-1
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
SUPERSEDED
EVMPD
SUB08833MIG
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
ChEMBL
CHEMBL651
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
DRUG BANK
DB00333
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
DRUG CENTRAL
1728
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
ECHA (EC/EINECS)
200-996-9
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
EPA CompTox
76-99-3
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
FDA UNII
UC6VBE7V1Z
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
HSDB
3119
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
INN
788
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
IUPHAR
5458
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
LACTMED
Methadone
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
MERCK INDEX
M7286
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY Merck Index
MESH
D008691
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
NCI_THESAURUS
C62044
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
PUBCHEM
4095
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
RXCUI
6813
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY RxNorm
WIKIPEDIA
METHADONE
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
PRIMARY
Related Record Type Details Access References
SALT/SOLVATE -> PARENT
none
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
METABOLIC ENZYME -> SUBSTRATE
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
METABOLIC ENZYME -> SUBSTRATE
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:55 EST 2021 , Edited by admin on Sun Feb 07 19:35:55 EST 2021
METABOLIC ENZYME -> SUBSTRATE
Mediator Substance Details
none
CYP2C19 preferentially metabolized (R)-methadone,
Created by admin on Sun Feb 07 19:35:55 EST 2021 , Edited by admin on Sun Feb 07 19:35:55 EST 2021
METABOLIC ENZYME -> SUBSTRATE
Mediator Substance Details
none
CYP2B6 preferentially metabolized (S)-methadone,
Created by admin on Sun Feb 07 19:35:56 EST 2021 , Edited by admin on Sun Feb 07 19:35:56 EST 2021
PARENT -> SALT/SOLVATE
none
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
TARGET->ANTAGONIST
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:54 EST 2021 , Edited by admin on Sun Feb 07 19:35:54 EST 2021
BINDER->LIGAND
Mediator Substance Details
none
BINDING
Created by admin on Sun Feb 07 19:35:57 EST 2021 , Edited by admin on Sun Feb 07 19:35:57 EST 2021
METABOLIC ENZYME -> SUBSTRATE
Mediator Substance Details
none
CYP3A4 showed no preference between the two enantiomers
Created by admin on Sun Feb 07 19:35:55 EST 2021 , Edited by admin on Sun Feb 07 19:35:55 EST 2021
TRANSPORTER -> SUBSTRATE
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
ACTIVE ENANTIOMER->RACEMATE
Mediator Substance Details
none
approximately 50x the potency of the S-(+)-enantiomer as well as greater ?-opioid receptor selectivity
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
SALT/SOLVATE -> PARENT
Mediator Substance Details
none
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
SALT/SOLVATE -> PARENT
Mediator Substance Details
none
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
TARGET -> INHIBITOR
none
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:55 EST 2021 , Edited by admin on Sun Feb 07 19:35:55 EST 2021
Related Record Type Details Access References
METABOLITE INACTIVE -> PARENT
Mediator Substance Details
MAJOR
The hierarchy of EDDPgeneration was CYP2B6 > CYP2C19zCYP3A4
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
PARENT -> METABOLITE
Mediator Substance Details
none
MINOR
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
METABOLITE -> PARENT
Mediator Substance Details
none
MINOR
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
METABOLITE ACTIVE -> PARENT
none
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
Related Record Type Details Access References
ACTIVE MOIETY
none
none
Mediator Substance Details
none
Created by admin on Sun Feb 07 19:35:58 EST 2021 , Edited by admin on Sun Feb 07 19:35:58 EST 2021
Name Property Type Amount Referenced Substance Defining Parameters Access References
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
Note Access References
[Validation]WARNING:Code 'M7286'[MERCK INDEX] collides (possible duplicate) with existing code & codeSystem for substance:
[V57LC776C0]LEVOMETHADONE HYDROCHLORIDE
[Validation]WARNING:Code 'N0000175684'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[UF599785JZ]FENTANYL
[Validation]WARNING:Structure has 1 possible duplicate:
[V57LC776C0]LEVOMETHADONE HYDROCHLORIDE
[Validation]WARNING:Code 'N0000175690'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[UF599785JZ]FENTANYL
Created Sun Feb 07 19:35:54 EST 2021
Created By admin
Last Edited Sun Feb 07 19:35:54 EST 2021
Last Edited By admin
Index Source Text / Citation Source Type Tags Date Accessed File Access
1 INN Proposed List 1 INN_LIST PUBLIC_DOMAIN_RELEASE
2 METHADONE [WHO-DD] SRS_LOCATOR
3 SRS CODE IMPORT SRS NOMEN Fri Apr 28 14:27:54 EDT 2017
4 Gerber, John G., Robert J. Rhodes, and Joseph Gal. "Stereoselective metabolism of methadone N?demethylation by cytochrome P4502B6 and 2C19." Chirality 16.1 (2004): 36-44. JA
5 GSRS System-generated Validation messages VALIDATION_MESSAGE Sun Feb 07 19:35:43 EST 2021
6 INCB SRS NOMEN
7 MERCK INDEX SRS NOMEN
8 SYSTEM
9 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
10 METHADONE [VANDF] SRS_LOCATOR
11 STN STN (SCIFINDER)
12 WHO-DD SRS NOMEN
13 FORENSIC SCIENCE INTERNATIONAL 119 (2001) 155-160 JOURNAL ARTICLE NOMEN
14 METHADONE [MI] SRS_LOCATOR
15 METHADONE [INN] SRS_LOCATOR
16 NDF-RT SRS NOMEN
17 USP Dictionary SRS NOMEN PUBLIC_DOMAIN_RELEASE AUTO_SELECTED
18 Wang, Jun-Sheng, and C. Lindsay DeVane. "Involvement of CYP3A4, CYP2C8, and CYP2D6 in the metabolism of (R)-and (S)-methadone in vitro." Drug Metabolism and Disposition 31.6 (2003): 742-747. JA PUBLIC_DOMAIN_RELEASE
19 SRS import [UC6VBE7V1Z] SRS NOMEN Fri Apr 28 14:27:54 EDT 2017
20 SCIFINDER SRS NOMEN
21 STN STN (SCIFINDER)
22 INTERNATIONAL NARCOTICS CONTROL BOARD - YELLOW LIST; ANNEX TO FORMS A, B AND C; 52ND EDITION, DECEMBER 2013; HTTP://WWW.INCB.ORG/ WEBSITE NOMEN
23 Generated from relationship on:'MULTIDRUG RESISTANCE PROTEIN 1' SYSTEM
24 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
25 https://en.wikipedia.org/wiki/Levomethadone WIKI
26 GSRS System-generated Validation messages VALIDATION_MESSAGE Sun Feb 07 19:35:43 EST 2021
27 AHFS DRUG INFORMATION® (2018) BOOK
28 METHADONE [HSDB] SRS_LOCATOR
29 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
30 HSDB SRS NOMEN
31 DRUG METABOLISM HANDBOOK, ED. A.F. NASSER, 2009, pg:96 BOOK NOMEN
32 Drug Information Handbook, 2016-2017 - 25th edition; Lexicomp Drug Reference Handbook; ISBN13: 9781591953531 BOOK PUBLIC_DOMAIN_RELEASE

Molecular Formula C21H27NO
Molecular Weight 309.4452
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )