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Details

Stereochemistry RACEMIC
Molecular Formula C11H13NO3
Molecular Weight 207.2258
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MDMC

SMILES

CNC(C)C(=O)C1=CC=C2OCOC2=C1

InChI

InChIKey=VKEQBMCRQDSRET-UHFFFAOYSA-N
InChI=1S/C11H13NO3/c1-7(12-2)11(13)8-3-4-9-10(5-8)15-6-14-9/h3-5,7,12H,6H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C11H13NO3
Molecular Weight 207.2258
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Methylone (3, 4-Methylenedioxy-N-methylcathinone), a β-keto analog of 3,4-methylenedioxy-N-methylamphetamine (MDMA) is a stimulant and psychoactive drug. Methylone is a popular drug of abuse that strongly increases the release of the three monoamines: dopamine, serotonin (5-HT) and norepinephrine. In addition, methylone inhibits plasma membrane catecholamine transporters but only weakly inhibit the vesicle transporter. In April 2013, methylone was listed in the Schedule 1 substance under the Controlled Substances Act.

Approval Year

PubMed

PubMed

TitleDatePubMed
Methylone and mCPP, two new drugs of abuse?
2005 Dec
Metabolism of designer drugs of abuse: an updated review.
2010 Jun 1
Head shop compound abuse amongst attendees of the Drug Treatment Centre Board.
2010 May
Modulation of human GABAA receptor function: a novel mode of action of drugs of abuse.
2011 Dec
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:25:43 GMT 2023
Edited
by admin
on Sat Dec 16 00:25:43 GMT 2023
Record UNII
L4I4B1R01F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MDMC
Common Name English
1-PROPANONE, 1-(1,3-BENZODIOXOL-5-YL)-2-(METHYLAMINO)-
Systematic Name English
.BETA.K-MDMA
Common Name English
2-METHYLAMINO-1-(3,4-METHYLENEDIOXYPHENYL)PROPAN-1-ONE
Systematic Name English
M1 (PSYCHEDELIC)
Common Name English
METHYLENEDIOXYMETHCATHINONE
Common Name English
METHYLONE
Common Name English
J899.632F
Code English
3,4-METHYLENEDIOXY-N-METHYLCATHINONE
Systematic Name English
Classification Tree Code System Code
DEA NO. 7540
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
WIKIPEDIA Designer-drugs-Methylone
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
WIKIPEDIA PiHKAL
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
Code System Code Type Description
CAS
186028-79-5
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
EVMPD
SUB90507
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
PUBCHEM
45789647
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
WIKIPEDIA
METHYLONE
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
SMS_ID
100000140993
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
MESH
C400939
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID80870167
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
HSDB
7997
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
FDA UNII
L4I4B1R01F
Created by admin on Sat Dec 16 00:25:43 GMT 2023 , Edited by admin on Sat Dec 16 00:25:43 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
METABOLIC ENZYME -> SUBSTRATE
METABOLIC ENZYME -> SUBSTRATE
MINOR
METABOLIC ENZYME -> SUBSTRATE
MINOR
METABOLIC ENZYME -> SUBSTRATE
MAJOR
ENANTIOMER -> RACEMATE
TARGET -> INHIBITOR
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
METABOLITE -> PARENT
No free form was detected. After hydrolysis, 74 ng/mL of 3-HMMC was observed in a methylone abuser's urine specimen.
IN-VIVO
URINE
METABOLITE -> PARENT
IN-VITRO
Scientific Literature
METABOLITE -> PARENT
IN-VIVO
URINE
METABOLITE -> PARENT
IN VITRO
MAJOR
METABOLITE -> PARENT
No free form was detected. After hydrolysis, 170 ng/mL of $-HMMC was observed in a methylone abuser's urine specimen.
IN-VIVO
URINE
METABOLITE -> PARENT
IN VITRO
METABOLITE -> PARENT
IN VITRO
Related Record Type Details
ACTIVE MOIETY