Editing Cathinone (section)

{{Short description|Chemical compound}}
{{about|the specific chemical compound cathinone|the class of similar substances|substituted cathinone}}
{{cs1 config|name-list-style=vanc|display-authors=6}}
{{Infobox drug
| Verifiedfields     = changed
| Watchedfields      = changed
| verifiedrevid      = 447622611
| IUPAC_name         = ''(S)''-2-Amino-1-phenylpropan-1-one
| image              = Cathinone.svg
| width              = 140
| image2             = Cathinone molecule ball.png

<!--Clinical data-->
| tradename          = 
| pregnancy_category = 
| legal_AU           = S9
| legal_BR           = F2
| legal_BR_comment   = <ref>{{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-07-24 |title=RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 |url-status=live |archive-url=https://web.archive.org/web/20230827163149/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 |archive-date=2023-08-27 |access-date=2023-08-27 |publisher=[[Diário Oficial da União]] |language=pt-BR |publication-date=2023-07-25}}</ref>
| legal_CA           = Schedule III
| legal_DE           = Anlage I
| legal_UK           = Class c
| legal_US           = Schedule I
| legal_UN           = P I

<!--Pharmacokinetic data-->
| dependency_liability = [[Physical dependence|Physical]]: no data
[[Psychological dependence|Psychological]]: Low–moderate<ref>Nutt D, King LA, Blakemore C (March 2007). "Development of a rational scale to assess the harm of drugs of potential misuse". Lancet. 369 (9566): 1047–53. doi:10.1016/S0140-6736(07)60464-4. PMID 17382831. S2CID 5903121.</ref>
| addiction_liability = 
| metabolism         = 
| elimination_half-life = 0.7–2.3 h<ref>{{cite journal | vauthors = Toennes SW, Harder S, Schramm M, Niess C, Kauert GF | title = Pharmacokinetics of cathinone, cathine and norephedrine after the chewing of khat leaves | journal = British Journal of Clinical Pharmacology | volume = 56 | issue = 1 | pages = 125–130 | date = July 2003 | pmid = 12848785 | pmc = 1884326 | doi = 10.1046/j.1365-2125.2003.01834.x }}</ref>
| excretion          =

<!--Identifiers-->
| CAS_number_Ref     = {{cascite|correct|??}}
| CAS_number         = 71031-15-7
| ATC_prefix         = none
| PubChem            = 62258
| DrugBank_Ref       = {{drugbankcite|correct|drugbank}}
| DrugBank           = DB01560
| ChemSpiderID_Ref   = {{chemspidercite|correct|chemspider}}
| ChemSpiderID       = 56062
| ChEMBL_Ref         = {{ebicite|changed|EBI}}
| ChEMBL             = 2104047
| UNII_Ref           = {{fdacite|correct|FDA}}
| UNII               = 540EI4406J
| KEGG_Ref           = {{keggcite|correct|kegg}}
| KEGG               = C08301
| ChEBI_Ref          = {{ebicite|correct|EBI}}
| ChEBI              = 4110
| synonyms           = β-Ketoamphetamine; Benzoylethanamine<ref>{{cite journal | vauthors = Hosseinian A, Vessally E, Bekhradnia A, Nejati K, Rahimpour G |title=Benzoylethanamine drug interaction with the AlN nanosheet, nanotube and nanocage: Density functional theory studies |journal=Thin Solid Films |date=31 October 2017 |volume=640 |pages=93–98 |doi=10.1016/j.tsf.2017.08.049}}</ref>

<!--Chemical data-->
| C                  = 9
| H                  = 11
| N                  = 1
| O                  = 1
| SMILES             = O=C(c1ccccc1)[C@@H](N)C
| StdInChI_Ref       = {{stdinchicite|correct|chemspider}}
| StdInChI           = 1S/C9H11NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,10H2,1H3/t7-/m0/s1
| StdInChIKey_Ref    = {{stdinchicite|correct|chemspider}}
| StdInChIKey        = PUAQLLVFLMYYJJ-ZETCQYMHSA-N
}}

'''Cathinone''' ({{IPAc-en|ˈ|k|æ|θ|ᵻ|n|oʊ|n}}; also known as '''β-ketoamphetamine''') is a [[monoamine]] [[alkaloid]] found in the [[shrub]] ''[[Catha edulis]]'' (khat) and is chemically similar to [[ephedrine]], [[cathine]], [[methcathinone]] and other [[amphetamines]]. 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 phenethylamines that share this structure include the stimulants [[methcathinone]], [[MDPV]], [[mephedrone]] and the [[antidepressant]] [[bupropion]].