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
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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Multiple-drug toxicity caused by the coadministration of 4-methylmethcathinone (mephedrone) and heroin. | 2010 Apr |
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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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Metabolism of designer drugs of abuse: an updated review. | 2010 Jun 1 |
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Head shop compound abuse amongst attendees of the Drug Treatment Centre Board. | 2010 May |
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[Mephedrone: a designer drug of recent use in France]. | 2010 Nov-Dec |
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Recreational use of mephedrone (4-methylmethcathinone, 4-MMC) with associated sympathomimetic toxicity. | 2010 Sep |
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A case of extreme agitation and death after the use of mephedrone in The Netherlands. | 2011 Mar 20 |
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Drugs for youth via Internet and the example of mephedrone. | 2011 Mar 25 |
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Instability of the ecstasy market and a new kid on the block: mephedrone. | 2011 Nov |
Patents
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G0XL35SUXP
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46782120
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1189726-22-4
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DTXSID30922822
Created by
admin on Sat Dec 16 00:25:42 GMT 2023 , Edited by admin on Sat Dec 16 00:25:42 GMT 2023
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ACTIVE MOIETY
SUBSTANCE RECORD