U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C10H13NO
Molecular Weight 163.2163
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHCATHINONE

SMILES

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

InChI

InChIKey=LPLLVINFLBSFRP-UHFFFAOYSA-N
InChI=1S/C10H13NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,11H,1-2H3

HIDE SMILES / InChI

Molecular Formula C10H13NO
Molecular Weight 163.2163
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Manganese-Induced Parkinsonism Is Not Idiopathic Parkinson's Disease: Environmental and Genetic Evidence.
2015-08
Peripheral blood RNA expression profiling in illicit methcathinone users reveals effect on immune system.
2011
Manganese inhalation as a Parkinson disease model.
2010-12-19
White matter abnormalities in methcathinone abusers with an extrapyramidal syndrome.
2010-12
Manganese and Parkinson's disease: a critical review and new findings.
2010-08
Selective vulnerability in striosomes and in the nigrostriatal dopaminergic pathway after methamphetamine administration : early loss of TH in striosomes after methamphetamine.
2010-07
Amphetamine dependence and co-morbid alcohol abuse: associations to brain cortical thickness.
2010-05-20
Multiple-drug toxicity caused by the coadministration of 4-methylmethcathinone (mephedrone) and heroin.
2010-04
LC-MS/MS screening method for designer amphetamines, tryptamines, and piperazines in serum.
2010-04
White-matter abnormalities in brain during early abstinence from methamphetamine abuse.
2010-03
Breaking the news or fueling the epidemic? Temporal association between news media report volume and opioid-related mortality.
2009-11-18
Substance abuse and movement disorders.
2009-09
[Drugs and desperation in different worlds. Abuse of cathinone and methcathinone].
2009-07-10
Boltushka: a homemade amphetamine-type stimulant and HIV risk in Odessa, Ukraine.
2009-07
Manganese neurotoxicity: lessons learned from longitudinal studies in nonhuman primates.
2009-03
Neurotoxicity following chronic intravenous use of "Russian cocktail".
2009-02
Rapid GC-MS confirmation of amphetamines in urine by extractive acylation.
2009-01-10
Neurotoxicity of drugs of abuse--the case of methylenedioxyamphetamines (MDMA, ecstasy), and amphetamines.
2009
[Chronic manganese intoxication due to methcathinone (ephedron) abuse: a case report].
2009
Doping control analysis of metamfepramone and two major metabolites using liquid chromatography-tandem mass spectrometry.
2009
Cloning and expression of the L-1-amino-2-propanol dehydrogenase gene from Rhodococcus erythropolis, and its application to double chiral compound production.
2008-09
A Parkinsonian syndrome in methcathinone users and the role of manganese.
2008-03-06
Cocaine treatment admissions at three sentinel sites in South Africa (1997-2006): findings and implications for policy, practice and research.
2007-12-28
The disposition into hair of new designer drugs; methylone, MBDB and methcathinone.
2007-08-15
Manganic encephalopathy due to "ephedrone" abuse.
2007-07-15
Manganese-induced Parkinsonism associated with methcathinone (Ephedrone) abuse.
2007-06
Detection and validated quantification of nine herbal phenalkylamines and methcathinone in human blood plasma by LC-MS/MS with electrospray ionization.
2007-02
Effects of topiramate on methamphetamine-induced changes in attentional and perceptual-motor skills of cognition in recently abstinent methamphetamine-dependent individuals.
2007-01-30
Simultaneous determination of psychotropic phenylalkylamine derivatives in human hair by gas chromatography/mass spectrometry.
2007
Interactions of cocaine with dopamine uptake inhibitors or dopamine releasers in rats discriminating cocaine.
2006-06
Methcathinone: a new postindustrial drug.
2005-10-04
[Methcathinone poisoning associated with bromazepam and alcohol].
2004-09-14
Simultaneous determination of eight underivatized amphetamines in hair by high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry (HPLC-APCI-MS).
2004-03
Methcathinone is a substrate for the serotonin uptake transporter.
2003-11
In vitro characterization of ephedrine-related stereoisomers at biogenic amine transporters and the receptorome reveals selective actions as norepinephrine transporter substrates.
2003-10
Inhibition of transport function and desipramine binding at the human noradrenaline transporter by N-ethylmaleimide and protection by substrate analogs.
2002-06
Cathinone (Khat) and methcathinone (CAT) in urine specimens: a gas chromatographic-mass spectrometric detection procedure.
2001-10
High-performance liquid chromatographic method development and validation for the simultaneous quantitation of naproxen sodium and pseudoephedrine hydrochloride impurities.
2001-03
Reduced striatal dopamine transporter density in abstinent methamphetamine and methcathinone users: evidence from positron emission tomography studies with [11C]WIN-35,428.
1998-10-15
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:14:15 GMT 2025
Edited
by admin
on Mon Mar 31 22:14:15 GMT 2025
Record UNII
386QA522QG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
J31.084K
Preferred Name English
METHCATHINONE
MI  
Common Name English
METHCATHINONE [MI]
Common Name English
1-PROPANONE, 2-(METHYLAMINO)-1-PHENYL-
Systematic Name English
UR-1431
Code English
MONOMETHYLPROPION
Common Name English
1-PHENYL-2-METHYLAMINO-1-PROPANONE
Systematic Name English
EPHEDRONE
Common Name English
(±)-METHCATHINONE
Common Name English
JEE COCKTAIL
Common Name English
1-PHENYL-1-OXO-2-METHYLAMINOPROPANE
Systematic Name English
JEFF
Common Name English
MULKA
Common Name English
COSMOS
Common Name English
Classification Tree Code System Code
DEA NO. 1237
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
Code System Code Type Description
WIKIPEDIA
METHCATHINONE
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
FDA UNII
386QA522QG
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID30863589
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
SMS_ID
100000180068
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
CAS
5650-44-2
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
DRUG BANK
DB15339
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
227-092-7
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
MERCK INDEX
m7305
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY Merck Index
PUBCHEM
1576
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
CHEBI
149681
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
EVMPD
SUB194334
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
PRIMARY
EVMPD
SUB194334
Created by admin on Mon Mar 31 22:14:15 GMT 2025 , Edited by admin on Mon Mar 31 22:14:15 GMT 2025
ALTERNATIVE
Related Record Type Details
PRECURSOR->PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
ACTIVE MOIETY