Details
Stereochemistry | RACEMIC |
Molecular Formula | C11H15NO.ClH |
Molecular Weight | 213.704 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CNC(C)C(=O)C1=CC=C(C)C=C1
InChI
InChIKey=DLQZFTUKJGRPLZ-UHFFFAOYSA-N
InChI=1S/C11H15NO.ClH/c1-8-4-6-10(7-5-8)11(13)9(2)12-3;/h4-7,9,12H,1-3H3;1H
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 |
Molecular Formula | C11H15NO |
Molecular Weight | 177.2429 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
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 |
---|---|---|
Multiple-drug toxicity caused by the coadministration of 4-methylmethcathinone (mephedrone) and heroin. | 2010 Apr |
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UK places generic ban on mephedrone drug family. | 2010 Apr 17 |
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A collapse in integrity of scientific advice in the UK. | 2010 Apr 17 |
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Khat use and monitoring drug use in Europe: the current situation and issues for the future. | 2010 Dec 1 |
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An analysis of the 'legal high' mephedrone. | 2010 Jul 15 |
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Second generation mephedrone. The confusing case of NRG-1. | 2010 Jul 6 |
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[Mephedrone: A designer drug legally available on the Web]. | 2010 Jul-Aug |
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Metabolism of designer drugs of abuse: an updated review. | 2010 Jun 1 |
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Britain moves to curtail new drug craze. | 2010 Jun 15 |
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Home secretary bans mephedrone after taking advice from depleted council. | 2010 Mar 31 |
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Case series of individuals with analytically confirmed acute mephedrone toxicity. | 2010 Nov |
|
Dependence and psychosis with 4-methylmethcathinone (mephedrone) use. | 2010 Nov 3 |
|
[Mephedrone: a designer drug of recent use in France]. | 2010 Nov-Dec |
|
Recreational use of mephedrone (4-methylmethcathinone, 4-MMC) with associated sympathomimetic toxicity. | 2010 Sep |
|
Mephedrone, new kid for the chop? | 2011 Jan |
|
[Mephedrone -- an old-new drug of abuse]. | 2011 Jul 24 |
|
Neuronal changes and oxidative stress in adolescent rats after repeated exposure to mephedrone. | 2015 Jul 1 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 00:25:42 UTC 2023
by
admin
on
Sat Dec 16 00:25:42 UTC 2023
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Record UNII |
G0XL35SUXP
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Record Status |
Validated (UNII)
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Record Version |
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G0XL35SUXP
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46782120
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1189726-22-4
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DTXSID30922822
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ACTIVE MOIETY |