Details
Stereochemistry | RACEMIC |
Molecular Formula | C11H15NO |
Molecular Weight | 177.2433 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cc1ccc(cc1)C(=O)C(C)NC
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
Molecular Formula | C11H15NO |
Molecular Weight | 177.2433 |
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 |
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UK places generic ban on mephedrone drug family. | 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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[Mephedrone: A designer drug legally available on the Web]. | 2010 Jul-Aug |
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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 Jun |
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Britain moves to curtail new drug craze. | 2010 Jun 15 |
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What should be done about mephedrone? | 2010 Mar 23 |
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Home secretary bans mephedrone after taking advice from depleted council. | 2010 Mar 31 |
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Recreational use of mephedrone (4-methylmethcathinone, 4-MMC) with associated sympathomimetic toxicity. | 2010 Sep |
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The serotonin syndrome as a result of mephedrone toxicity. | 2010 Sep 20 |
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Mephedrone (4-methylmethcathinone)-related deaths. | 2011 Apr |
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A case of extreme agitation and death after the use of mephedrone in The Netherlands. | 2011 Mar 20 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Jun 25 23:37:18 UTC 2021
by
admin
on
Fri Jun 25 23:37:18 UTC 2021
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Record UNII |
8BA8T27317
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Record Status |
Validated (UNII)
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DEA NO. |
1248
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45266826
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1189805-46-6
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DB13108
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MEPHEDRONE
Created by
admin on Fri Jun 25 23:37:18 UTC 2021 , Edited by admin on Fri Jun 25 23:37:18 UTC 2021
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In vitro studies suggest that mephedrone metabolic disposition is regulated by the highly polymorphic isoenzyme of CYP2D6 (Pedersen et al., 2013).
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