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Cathinone

This article is a stubmissing:
Subjective Effects
Interactions
Tolerance
Cathinone molecule structureCathinone molecule structure
Chemical Class

Cathinone is a monoamine alkaloid that occurs naturally in the khat plant1. It produces amphetamine-like stimulant effects2, including stimulation2, mood lift2, and increased cardiovascular activity2, and khat has long been chewed socially to reduce fatigue and hunger.3 Substituted cathinones are synthetic beta-keto phenethylamine derivatives chemically related to the parent compound cathinone1. Cathinone degrades into cathine during storage.4

Dosage & Duration

Dosage

Doses are population estimates that vary widely between individuals.

Moderate30-60 mg

Duration

Total2-4 hours

Subjective Effects

Subjective Effects not written up yet

Reagent Testing

Expected colorimetric results for common reagent tests. Colors show reaction change over 1–2 minutes.

Mandelin(MD)
yellow2 → orange2 → red2 → brown2 → yellow2
Liebermann(LB)
white → yellow1
Marquis(MQ)
No reaction
No reaction
Mecke(ME)
No reaction
No reaction
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Pharmacology

Pharmacodynamics

Cathinone primarily acts as a monoamine releasing agent, increasing dopamine and norepinephrine release and also inhibiting their reuptake, thereby activating central and peripheral catecholaminergic pathways. Dopamine is the main mediator of its central activity, while norepinephrine contributes substantially to peripheral adrenergic effects. Serotonergic activity is weaker and includes increased serotonin release or reduced SERT function, with limited evidence that it contributes substantially to human effects. Cathinone also shows weak agonism at TAAR1 and low-level monoamine oxidase inhibition, reported to favor MAO-B over MAO-A.

Pharmacokinetics

After khat chewing, cathinone is absorbed through the buccal mucosa and from the stomach and small intestine, with peak plasma concentrations reported about 1.5 to 3.5 hours after dosing or approximately 2.3 hours in a separate model. It undergoes substantial hepatic keto reduction to aminoalcohol metabolites, principally cathine and norephedrine, and only a small fraction is excreted unchanged in urine. Reported elimination half-lives vary from approximately 1.5 ± 0.8 hours to about 4 hours, with a reported range of 90 to 260 minutes; the mean residence time has been reported as 5.2 ± 3.4 hours.

Interactions

Interactions not written up yet

An unlisted combination is an unknown one, not a safe one. Check a dedicated combination chart before mixing.

Check TripSit

Tolerance

Tolerance not written up yet

Harm Potential

Addiction & Dependence

Psychological

Chronic khat chewing can produce drug dependence5; animal studies showed increasing lever pressing to obtain cathinone as dependence developed.

Physical

Reported withdrawal symptoms include hot flashes, lethargy, and a strong urge to reuse the drug during at least the first two days after stopping.

Toxicity

Lethal Dosage

Khat or cathinone use has been associated with fatalities and medical emergencies, but no human lethal-dose estimate is provided.

Cardiovascular

Cathinone reliably causes vasoconstriction, increased heart rate, and increased blood pressure; overdose, high-dose or frequent use, and susceptibility increase the risk of arrhythmias, myocardial injury or infarction, stroke, cerebral hemorrhage, and pulmonary edema.

Central nervous system

In Swiss albino male mice, intraperitoneal administration of cathinone hydrochloride once daily for 15 days generated oxidative stress in limbic brain areas and altered antioxidant enzymes, glutathione, and lipid peroxidation7; heavy long-term use has been associated with impaired working memory and cognitive flexibility.

Oral cavity

Long-term cathinone use can include gum disease or oral cancer.

Carcinogenicity

Long-term cathinone use can include oral cancer.

Psychosis Risk

Low

Manic states and stimulant psychosis can occur, especially with heavy acute or chronic use, and are described as uncommon. Reported psychotic symptoms include persecutory delusions, auditory hallucinations, fear, and anxiety.

History & Culture

Early cultivation and historical accounts

Khat, the plant through which cathinone was traditionally consumed, was cultivated in the Horn of Africa and Arabian Peninsula for thousands of years. Its origins were disputed.8 Ethiopia was commonly proposed as its place of origin, with subsequent spread to…

Legality

International

Schedule 1

By Country

Illegal3
United States flagUnited StatesIllegal
Canada flagCanadaIllegal
United Kingdom flagUnited KingdomIllegal

References

Citations

  1. Emerging drugs of abuse: current perspectives on substituted cathinones. Journal of Medical Toxicology (2014). https://pmc.ncbi.nlm.nih.gov/articles/PMC404381112
  2. Amphetamine-like effects in humans of the khat alkaloid cathinone. British Journal of Clinical Pharmacology (1990). https://bibliography.maps.org/resources/download/120911234
  3. Abuse Potential of Cathinones in Humans: A Systematic Review. Journal of Clinical Medicine (2022). https://doi.org/10.3390/jcm110410041
  4. DARK classics in chemical neuroscience: Cathinone-derived psychostimulants. ACS Chemical Neuroscience (2018). https://doi.org/10.1021/acschemneuro.8b001471
  5. Khat: Pharmacological and Medical Aspects and its Social Use in Yemen. Phytotherapy Research (2002). https://doi.org/10.1002/ptr.11061
  6. Khat Chewing Induces Cardiac Arrhythmia. Open Access Library Journal (2016). https://doi.org/10.4236/oalib.11028091
  7. Cathinone, an active principle of Catha edulis, accelerates oxidative stress in the limbic area of swiss albino mice. Journal of Ethnopharmacology / PubMed (2014). https://doi.org/10.1016/j.jep.2014.08.0041
  8. Khat (Catha edulis)—an updated review. Addiction Biology (2005). https://doi.org/10.1080/13556210500353020123
  9. Report on the Sixth meeting of the Regional Advisory Panel on Impacts of Drug Abuse (RAPID). World Health Organization (2008). https://applications.emro.who.int/docs/who_em_mnh_181_e_en.pdf1
  10. Khat (Catha edulis): the herb with officio-legal, socio-cultural and economic uncertainty. South African Journal of Science (2010). https://www.scielo.org.za/scielo.php?pid=S0038-23532010000200010&script=sci_arttext1

Further Reading

  1. Kelly 2011 - Cathinone derivatives: A review of their chemistry, pharmacology and toxicology
  2. Young & Glennon 1993 - Cocaine-stimulus generalization to two new designer drugs: Methcathinone and 4-methylaminorex
  3. Glennon & Liebowitz 1982 - Serotonin receptor affinity of cathinone and related analogs

Article Status

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