Details
Stereochemistry | RACEMIC |
Molecular Formula | C11H15NO |
Molecular Weight | 177.2429 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC(C)C(=O)C1=CC=C(C)C=C1
InChI
InChIKey=YELGFTGWJGBAQU-UHFFFAOYSA-N
InChI=1S/C11H15NO/c1-8-4-6-10(7-5-8)11(13)9(2)12-3/h4-7,9,12H,1-3H3
Mephedrone (4-methylmethcathinone) is a β-ketoamphetamine belonging to the family of synthetic cathinones, an emerging class of designer drugs known for their hallucinogenic and psychostimulant properties as well as for their abuse potential. Mephedrone is a stimulant of dopamine (DA) release and blocks its reuptake through its interaction with the dopamine transporter. Furthermore, it has some affinity for various 5-hydroxytryptamine (5-HT) receptor subtypes. Neurotoxic effect of mephedrone on 5-HT and DA systems remains controversial. Although some studies in animal models reported no damage to DA nerve endings in the striatum and no significant changes in brain monoamine levels, some others suggested a rapid reduction in 5-HT and DA transporter function. Persistent serotonergic deficits were observed after binge like treatment in a warm environment and in both serotonergic and dopaminergic nerve endings at high ambient temperature. Oxidative stress cytotoxicity and an increase in frontal cortex lipid peroxidation were also reported. Despite the re-classification of mephedrone as a Class B restricted substance by the United Kingdom and restrictive legislation by the United States, international policy regarding mephedrone control is still developing and interest in synthetic amphetamine-like drugs could drive the development of future mephedrone analogues.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
[Smoking by people addicted to drugs]. | 2010 |
|
Multiple-drug toxicity caused by the coadministration of 4-methylmethcathinone (mephedrone) and heroin. | 2010 Apr |
|
UK places generic ban on mephedrone drug family. | 2010 Apr 17 |
|
A collapse in integrity of scientific advice in the UK. | 2010 Apr 17 |
|
Analyses of second-generation 'legal highs' in the UK: initial findings. | 2010 Aug |
|
A harmless high? | 2010 Aug 28 |
|
Headshop heartache: acute mephedrone 'meow' myocarditis. | 2010 Dec |
|
Khat use and monitoring drug use in Europe: the current situation and issues for the future. | 2010 Dec 1 |
|
An analysis of the 'legal high' mephedrone. | 2010 Jul 15 |
|
Second generation mephedrone. The confusing case of NRG-1. | 2010 Jul 6 |
|
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 Jun |
|
Britain moves to curtail new drug craze. | 2010 Jun 15 |
|
What should be done about mephedrone? | 2010 Mar 23 |
|
Head shop compound abuse amongst attendees of the Drug Treatment Centre Board. | 2010 May |
|
Case series of individuals with analytically confirmed acute mephedrone toxicity. | 2010 Nov |
|
Mephedrone use and associated adverse effects in school and college/university students before the UK legislation change. | 2010 Nov |
|
Dependence and psychosis with 4-methylmethcathinone (mephedrone) use. | 2010 Nov 3 |
|
Mephedrone: still available and twice the price. | 2010 Nov 6 |
|
[Mephedrone: a designer drug of recent use in France]. | 2010 Nov-Dec |
|
The detection of mephedrone (4-methylmethcathinone) in 4 fatalities in Scotland. | 2010 Oct 10 |
|
Methaemoglobinaemia due to mephedrone ('snow'). | 2010 Oct 22 |
|
Recreational use of mephedrone (4-methylmethcathinone, 4-MMC) with associated sympathomimetic toxicity. | 2010 Sep |
|
The serotonin syndrome as a result of mephedrone toxicity. | 2010 Sep 20 |
|
Mephedrone (4-methylmethcathinone)-related deaths. | 2011 Apr |
|
Clinical pattern of toxicity associated with the novel synthetic cathinone mephedrone. | 2011 Apr |
|
Clinical characteristics of mephedrone toxicity reported to the U.K. National Poisons Information Service. | 2011 Aug |
|
Mephedrone toxicity in a Scottish emergency department. | 2011 Dec |
|
Mephedrone, new kid for the chop? | 2011 Jan |
|
[Mephedrone -- an old-new drug of abuse]. | 2011 Jul 24 |
|
A case of extreme agitation and death after the use of mephedrone in The Netherlands. | 2011 Mar 20 |
|
Drugs for youth via Internet and the example of mephedrone. | 2011 Mar 25 |
|
Emergency department visits after use of a drug sold as "bath salts"--Michigan, November 13, 2010-March 31, 2011. | 2011 May 20 |
|
Mephedrone: use, subjective effects and health risks. | 2011 Nov |
|
Instability of the ecstasy market and a new kid on the block: mephedrone. | 2011 Nov |
|
Neuronal changes and oxidative stress in adolescent rats after repeated exposure to mephedrone. | 2015 Jul 1 |
Patents
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
DEA NO. |
1248
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
||
|
WIKIPEDIA |
Designer-drugs-4-Methylmethcathinone
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
45266826
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
DTXSID20891437
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
7979
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
SUB32114
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
C548233
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
100000124430
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
1189805-46-6
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
8BA8T27317
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
59331
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
DB13108
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY | |||
|
MEPHEDRONE
Created by
admin on Sat Dec 16 00:23:35 GMT 2023 , Edited by admin on Sat Dec 16 00:23:35 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)
SALT/SOLVATE (PARENT)