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
SMILES
CNC(C)C(=O)C1=CC2=C(OCO2)C=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
| 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
| Title | Date | PubMed |
|---|---|---|
| Modulation of human GABAA receptor function: a novel mode of action of drugs of abuse. | 2011-12 |
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| Metabolism of designer drugs of abuse: an updated review. | 2010-06-01 |
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| Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry. | 2010-06 |
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| Head shop compound abuse amongst attendees of the Drug Treatment Centre Board. | 2010-05 |
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| Cytotoxic effects of 3,4-methylenedioxy-N-alkylamphetamines, MDMA and its analogues, on isolated rat hepatocytes. | 2009-01 |
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| [Analysis of designer drugs detected in the products purchased in fiscal year 2006]. | 2008-10 |
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| The disposition into hair of new designer drugs; methylone, MBDB and methcathinone. | 2007-08-15 |
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| The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain. | 2007-03-22 |
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| Combined intoxication with methylone and 5-MeO-MIPT. | 2007-01-30 |
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| Metabolism of the recently encountered designer drug, methylone, in humans and rats. | 2006-08 |
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| Methylone and mCPP, two new drugs of abuse? | 2005-12 |
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 20:35:19 GMT 2025
by
admin
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Mon Mar 31 20:35:19 GMT 2025
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| Record UNII |
L4I4B1R01F
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| Record Status |
Validated (UNII)
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DEA NO. |
7540
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WIKIPEDIA |
Designer-drugs-Methylone
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WIKIPEDIA |
PiHKAL
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186028-79-5
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SUB90507
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45789647
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METHYLONE
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100000140993
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C400939
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DTXSID80870167
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7997
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L4I4B1R01F
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| Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
MINOR
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METABOLIC ENZYME -> SUBSTRATE |
MINOR
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METABOLIC ENZYME -> SUBSTRATE |
MAJOR
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ENANTIOMER -> RACEMATE |
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TARGET -> INHIBITOR |
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TARGET -> INHIBITOR |
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SALT/SOLVATE -> PARENT |
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| Related Record | Type | Details | ||
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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
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METABOLITE -> PARENT |
IN-VITRO
Scientific Literature
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METABOLITE -> PARENT |
IN-VIVO
URINE
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METABOLITE -> PARENT |
IN VITRO
MAJOR
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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
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METABOLITE -> PARENT |
IN VITRO
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METABOLITE -> PARENT |
IN VITRO
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ACTIVE MOIETY |
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