Cathinone
Systematic (IUPAC) name | |
---|---|
(S)-2-amino-1-phenyl-1-propanone | |
Clinical data | |
Pregnancy cat. | ? |
Legal status | Schedule III (CA) Class C (UK) Schedule I (US) |
Identifiers | |
CAS number | 71031-15-7 |
ATC code | None |
PubChem | CID 62258 |
DrugBank | DB01560 |
ChemSpider | 56062 |
UNII | 540EI4406J |
KEGG | C08301 |
ChEBI | CHEBI:4110 |
Chemical data | |
Formula | C9H11NO |
Mol. mass | 149.19 g/mol |
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Internationally, cathinone is a Schedule I drug under the Convention on Psychotropic Substances.[3] Circa 1993, the DEA added cathinone to the Controlled Substances Act's Schedule I.
The sale of khat is legal in some jurisdictions, but illegal in others — see Khat (Regulation). Synthetic cathinone is also often used as the key ingredient of recreational drug mixes commonly known as 'bath salts' in the United States.[4]
Contents |
Chemistry
Cathinone is structurally related to methcathinone, in much the same way as amphetamine is related to methamphetamine. Cathinone differs from amphetamine by possessing a ketone oxygen atom (C=O) on the β (beta) position of the side chain. The corresponding alcohol compound cathine is a less powerful stimulant. The biophysiological conversion from cathinone to cathine is to blame for the depotentiation of khat leaves over time. Fresh leaves have a greater ratio of cathinone to cathine than dried ones, therefore having more psychoactive effects.Cathinone can be extracted from Catha edulis, or synthesized from α-bromopropiophenone (which is easily made from propiophenone).
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