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20-September-2008 09:55:55 - Cathinone December 2007 Cathinone Systematic IUPAC name S-2-amino-1-phenyl-1-propanone Identifiers CAS number 71031-15-7 ATC code ? PubChem ? Chemical data Formula C9H11NO Mol. mass 149.19 g/mol Pharmacokinetic data Bioavailability ? Metabolism ? Half life ? Excretion ? Therapeutic considerations Pregnancy cat. ? Legal status Schedule IIICA Class AUK Schedule IUS Routes ? Cathinone β-ketoamphetamine is a monoamine alkaloid found in the shrub Catha edulis Khat and is chemically similar to ephedrine, cathine and other amphetamines. Amphetamine induces the release of dopamine from striatal preparations that are prelabelled either with dopamine or its precursors, and it has been shown that cathinone also does this.1. It is probably the main contributor to the stimulant effect of Catha edulis. Cathinone differs from many other amphetamines in that it has a ketone functional group. Other amphetamines that share this structure include the antidepressant bupropion and the stimulant methcathinone, among others. Internationally, cathinone is a Schedule I drug under the Convention on Psychotropic Substances.2 Circa 1993, the DEA added cathinone to the Controlled Substances Act's Schedule I in order to fulfill the requirements of international law. The sale of khat is legal in Israel although synthetic cathinone is not, and also in Oman, in Yemen, and in the Horn of Africa. Chemistry The molecular structure of cathinone. The molecular structure of cathinone. Cathinone is structurally related to methcathinone, much like how 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. References Erowid Cathinone Vault 1 ^ Kalix, Peter February 1981. Cathinone, an alkaloid from khat leaves with an amphetamine-like releasing effect. Psychopharmacology 74 3: 269-70. doi:10.1007/BF00427108. Retrieved on 2008-02-11. ^ List of psychotropic substances under international control External links Cathinone Popularity Soars in Israel v d e Amphetamines N06BA Amphetamine/Dextroamphetamine, Dextromethamphetamine, Levomethamphetamine, 4-FMP, 4-MTA, Benzphetamine, Ethylamphetamine, Propylamphetamine, MDMA, MDA, MDEA, N-methyl-β-hydroxyamphetamine, Parahydroxyamphetamine, Paramethoxyamphetamine, Paramethoxymethamphetamine, Paramethoxyethylamphetamine, Xylopropamine Retrieved from http://en..org/wiki/Cathinone Categories: Amphetamine alkaloids | Amines | Amphetamines | Aromatic compounds | Ketones | StimulantsHidden category: Articles needing additional references from December 2007 Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages Français Nederlands Polski Svenska This page was last modified on 21 June 2008, at 13:59
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