Mephedrone
2-(methylamino)-1-(p-tolyl)propan-1-one
Overview
Mephedrone belongs to Stimulants / Cathinones.
Effects
- Euphoria, emotional warmth, empathy, sociability, talkativeness and disinhibition, with stimulation, increased energy, thought acceleration and heightened appreciation of music: a blend of MDMA-like and amphetamine-like effects.
- Sympathetic effects: raised heart rate and blood pressure, dilated pupils, jaw clenching/teeth grinding, sweating, reduced appetite and peripheral vasoconstriction (cold, blue fingers).
- Strong, short-lived reward drives compulsive redosing. Comedowns bring anxiety, low mood, irritability, insomnia, cognitive fatigue and craving.
Dosing & duration
Oral ('bombed' or swallowed) or insufflated. Also used rectally or intravenously. The values below are approximate ORAL figures.. Mephedrone is short-acting and strongly reinforcing, which drives compulsive redosing and multi-day binges: the biggest source of harm. Insufflated doses are roughly a third of oral ones (common ≈ 45–80 mg) with a faster, shorter, more 'moreish' effect, and nasal use is corrosive. Use a milligram scale, keep doses low, space out or avoid redosing, stay hydrated but not excessively, and never combine with other stimulants or serotonergic drugs. Powders sold as 'plant food'/'bath salts' vary in identity and strength: test the substance.
Dose ranges
15 mg
50–100 mg
100–200 mg
200–300 mg
300 mg +
Duration
15–45 min (oral)
3–6 h (oral)
2–4 h+ (anxiety, low mood, fatigue, craving)
Chemical & Physical Properties
| Formula | C11H15NO |
| Molar mass | 177.24 g/mol |
| State | Solid (usually the hydrochloride salt, white crystalline powder or crystals) |
| Melting point | Not reported |
| Boiling point | Not reported |
| Density | Not reported |
| Vapor pressure | Not reported |
| pKa | Not reported |
| LogP | 2.0 (predicted, XLogP3, free base) |
| Solubility | Not reported |
| Refractive index | Not reported |
Identifiers & Synonyms
| CAS | 1189805-46-6 |
| CAS (enantiomer) | |
| PubChem CID | 45266826 |
| InChIKey | YELGFTGWJGBAQU-UHFFFAOYSA-N |
| InChI | InChI=1S/C11H15NO/c1-8-4-6-10(7-5-8)11(13)9(2)12-3/h4-7,9,12H,1-3H3 |
| SMILES | CC(NC)C(=O)C1=CC=C(C)C=C1 |
Synonyms
- 4-Methylmethcathinone
- 4-MMC
- Meow meow
- Drone
- M-CAT
Pharmacodynamics & Biochemistry
Mephedrone (4-methylmethcathinone, 4-MMC) is a ring-substituted synthetic cathinone: the β-keto ('cathinone') analogue of 4-methylmethamphetamine. It acts as a non-selective, substrate-type releaser at the dopamine (DAT), noradrenaline (NET) and serotonin (SERT) transporters, and more weakly as a reuptake inhibitor: like other transporter substrates it is carried into the nerve terminal and triggers efflux of the neurotransmitter. Unusually for a stimulant it releases serotonin nearly as readily as dopamine: an MDMA-like serotonergic balance superimposed on methamphetamine-like rapid dopamine release, which underlies its mixed stimulant/entactogen ('bath salts') character. In vitro, mephedrone evokes monoamine release with EC50 ≈ 52 nM (DAT), 90 nM (NET) and 210 nM (SERT) in rat brain synaptosomes, while inhibiting uptake far less potently (IC50 ≈ 0.77 µM DAT, 2.77 µM NET, 7.83 µM SERT at human transporter-transfected cells): i.e. it is primarily a releaser rather than a pure reuptake blocker. It also shows low-micromolar affinity at the 5-HT2A receptor but little activity at dopamine or other monoamine receptors. It is short-acting (plasma half-life ≈ 1–2 h), and this brief, intense action is what drives the compulsive redosing that characterises its use.
Biological targets
- DAT
- NET
- SERT
Binding & functional measurements
| Target | Measurement | Species |
|---|---|---|
| 5-HT2A receptor | Ki 2,100 ± 700 nM | Human |
| Dopamine transporter | EC50 3,750 nM | Human |
| Dopamine transporter | Ki 3,400 ± 800 nM | Human |
| Dopamine transporter | EC50 49 nM | Rat |
| Noradrenaline transporter | EC50 63 ± 16 nM | Rat |
| Serotonin transporter | EC50 5,980 nM | Human |
| Serotonin transporter | EC50 118 nM | Rat |
| TAAR1 | Ki 4,300 ± 2,000 nM | Rat |
| α1A-adrenoceptor | Ki 3,480 ± 2,200 nM | Human |
Pharmacokinetics
| Bioavailability | Oral/insufflated, rapid onset |
| Tmax | Not reported |
| Half-life | ≈1–2 h (short) |
| Vd | Not reported |
| Protein binding | Not reported |
| Metabolism | Extensive hepatic metabolism, primarily CYP2D6: N-demethylation (to nor-mephedrone), ketone reduction and tolyl-group oxidation |
| Excretion | Renal |
Toxicology & Safety
Not reported
Mephedrone is a short-acting cathinone whose brief, intense effects drive strong compulsive redosing, so binges with escalating doses are common and are the single biggest source of harm. Acute risks include marked cardiovascular strain (tachycardia, hypertension, palpitations, chest pain and peripheral vasoconstriction: the characteristic cold, blue fingers), hyperthermia, teeth-grinding, agitation, anxiety, paranoia and, at high doses or in binges, stimulant psychosis and seizures. It carries a serotonin-toxicity risk when combined with MAOIs, SSRIs or other serotonergic drugs, and deaths have occurred: often with co-used alcohol or other stimulants. Nasal use is corrosive and painful, and injecting adds infection and overdose risk. Because powders sold as 'plant food'/'bath salts' vary in identity and strength, test the substance, keep doses low, avoid or space out redosing, stay hydrated (but not excessively), and never mix with other stimulants or serotonergic medication.[3][5]
Legal Status
US: Schedule I. UK: Class B (since 2010). DE: BtMG Anlage I
Interactions & Contraindications
Drug interactions
Contraindications
No interactions or contraindications listed.
Usage & Context
- A recreational stimulant–entactogen that became hugely popular from around 2009–2010 as a cheap, then-legal 'plant food'/'bath salts' powder, used for MDMA- and cocaine-like euphoria, stimulation, empathy and sociability: usually swallowed ('bombed') or insufflated.
- First synthesised in 1929 but obscure until it re-emerged as a research chemical / 'legal high' in the late 2000s, where its rapid spread helped drive the wave of new-psychoactive-substance legislation across Europe.
- It has no accepted medical use and is now controlled in most countries (US Schedule I, UK Class B, DE Anlage I BtMG).
Sources & Evidence
- PubChem: Mephedrone (CID 45266826) — identifiers & computed properties
- Mayer FP, Wimmer L, Dillon-Carter O, et al. (2016). Phase I metabolites of mephedrone display biological activity as substrates at monoamine transporters. Br J Pharmacol 173:2657-68.
PMID 27391165 · doi:10.1111/bph.13547
- Wikipedia: Mephedrone — pharmacology (substrate releaser at DAT/NET/SERT), metabolism, effects, harms & legal status CC BY-SA 4.0
- PsychonautWiki: Mephedrone — recreational dosage, duration & subjective effects CC BY-SA 4.0
- EMCDDA (EUDA): Synthetic cathinones drug profile — mephedrone effects, harms & control
- DEA Diversion Control Division: Controlled Substance Schedules (mephedrone is Schedule I)
- GOV.UK: Controlled drugs list — mephedrone is Class B (Misuse of Drugs Act 1971) OGL v3.0
- Anlage I BtMG — Betäubungsmittelgesetz (Gesetze im Internet): 4-Methylmethcathinon (Mephedron), nicht verkehrsfähig (seit 22.01.2010)
- Simmler LD, Buser TA, Donzelli M, et al. (2013). Pharmacological characterization of designer cathinones in vitro. Br J Pharmacol 168:458-70.
PMID 22897747 · doi:10.1111/j.1476-5381.2012.02145.x
- Walther D, Shalabi AR, Baumann MH, et al. (2019). Systematic Structure-Activity Studies on Selected 2-, 3-, and 4-Monosubstituted Synthetic Methcathinone Analogs as Monoamine Transporter Releasing Agents. ACS Chem Neurosci 10:740-745.
PMID 30354055 · doi:10.1021/acschemneuro.8b00524