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

Details

Stereochemistry RACEMIC
Molecular Formula C10H13NO.ClH
Molecular Weight 199.677
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHCATHINONE HYDROCHLORIDE

SMILES

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

InChI

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

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 ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 18:07:37 GMT 2025
Edited
by admin
on Mon Mar 31 18:07:37 GMT 2025
Record UNII
9YP8BP64V9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHCATHINONE HYDROCHLORIDE
MI  
Common Name English
2-(METHYLAMINO)-1-PHENYL-1-PROPAN-1-ONE HYDROCHLORIDE
Preferred Name English
2-(METHYLAMINO)PROPIOPHENONE HYDROCHLORIDE
Systematic Name English
METHCATHINONE HCL
Common Name English
METHCATHINONE HYDROCHLORIDE [MI]
Common Name English
DL-EPHEDRONE HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
49656-78-2
Created by admin on Mon Mar 31 18:07:37 GMT 2025 , Edited by admin on Mon Mar 31 18:07:37 GMT 2025
PRIMARY
PUBCHEM
458517
Created by admin on Mon Mar 31 18:07:37 GMT 2025 , Edited by admin on Mon Mar 31 18:07:37 GMT 2025
PRIMARY
MERCK INDEX
m7305
Created by admin on Mon Mar 31 18:07:37 GMT 2025 , Edited by admin on Mon Mar 31 18:07:37 GMT 2025
PRIMARY Merck Index
FDA UNII
9YP8BP64V9
Created by admin on Mon Mar 31 18:07:37 GMT 2025 , Edited by admin on Mon Mar 31 18:07:37 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY