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Amfepramone information


Amfepramone
Clinical data
Trade namesTenuate, Tepanil, Nobesine, others
Other namesDiethylpropion, Diethylcathinone
AHFS/Drugs.comMonograph
MedlinePlusa682037
License data
  • US DailyMed: Diethylpropion
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
ATC code
  • A08AA03 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class B2 (Anorectic drugs)[1]
  • CA: Schedule G (CDSA IV)[2][3]
  • DE: Prescription only (Anlage III for higher doses)
  • UK: Class C
  • US: Schedule IV[4]
  • EU: Rx-only[5][6]
Pharmacokinetic data
Elimination half-life4–6 hours (metabolites)[7]
ExcretionUrine (>75%)[7]
Identifiers
IUPAC name
  • (RS)-2-diethylamino-1-phenylpropan-1-one
CAS Number
  • 90-84-6 checkY
PubChem CID
  • 7029
IUPHAR/BPS
  • 7161
DrugBank
  • DB00937 checkY
ChemSpider
  • 6762 checkY
UNII
  • Q94YYU22B8
KEGG
  • D07444 ☒N
ChEBI
  • CHEBI:4530 checkY
ChEMBL
  • ChEMBL1194666 ☒N
CompTox Dashboard (EPA)
  • DTXSID6022929 Edit this at Wikidata
ECHA InfoCard100.001.836 Edit this at Wikidata
Chemical and physical data
FormulaC13H19NO
Molar mass205.301 g·mol−1
3D model (JSmol)
  • Interactive image
ChiralityRacemic mixture
SMILES
  • O=C(c1ccccc1)C(N(CC)CC)C
InChI
  • InChI=1S/C13H19NO/c1-4-14(5-2)11(3)13(15)12-9-7-6-8-10-12/h6-11H,4-5H2,1-3H3 checkY
  • Key:XXEPPPIWZFICOJ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Amfepramone, also known as diethylpropion, is a stimulant drug of the phenethylamine, amphetamine, and cathinone classes that is used as an appetite suppressant.[8][9] It is used in the short-term management of obesity, along with dietary and lifestyle changes.[8] Amfepramone has a similar chemical structure to the antidepressant and smoking cessation aid bupropion (previously called amfebutamone), which has also been developed as a weight-loss medicine when in a combination product with naltrexone.[10]

  1. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  2. ^ "Tenuate Product information". Health Canada. 25 April 2012. Archived from the original on 4 August 2022. Retrieved 3 August 2022.
  3. ^ "Nobesine Product information". Health Canada. 25 April 2012. Archived from the original on 4 August 2022. Retrieved 3 August 2022.
  4. ^ Cite error: The named reference Tepanil FDA label was invoked but never defined (see the help page).
  5. ^ "Amfepramone. List of nationally authorized medicinal products" (PDF). Archived (PDF) from the original on 27 August 2021.
  6. ^ "Amfepramone-containing medicinal products". European Medicines Agency (EMA). 12 February 2021. Archived from the original on 7 March 2021. Retrieved 12 February 2021.
  7. ^ a b "SPC-DOC_PL 16133-0001" (PDF). Medicines Healthcare products Regulatory Agency. Essential Nutrition Ltd. 18 November 2011. Retrieved 18 July 2014.[permanent dead link]
  8. ^ a b Brayfield A, ed. (30 January 2013). "Diethylpropion Hydrochloride". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Archived from the original on 27 August 2021. Retrieved 18 July 2014.
  9. ^ "TGA Approved Terminology for Medicines, Section 1 – Chemical Substances" (PDF). Therapeutic Goods Administration (Tga). Therapeutic Goods Administration, Department of Health and Ageing, Australian Government. July 1999. p. 42. Archived (PDF) from the original on 11 February 2014. Retrieved 18 July 2014.
  10. ^ Arias HR, Santamaría A, Ali SF (2009). "Pharmacological and neurotoxicological actions mediated by bupropion and diethylpropion". New Concepts of Psychostimulant Induced Neurotoxicity. International Review of Neurobiology. Vol. 88. pp. 223–55. doi:10.1016/S0074-7742(09)88009-4. ISBN 9780123745040. PMID 19897080.

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Substituted amphetamine

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Phenmetrazine

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metabolite of popular anorectic amfepramone (diethylpropion). Unlike phenmetrazine, ethcathinone (and therefore amfepramone as well) are mostly selective...

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Cocaine

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4-CMC 4-Methylbuphedrone 4-Methylcathinone 4-MEAP 4-Methylpentedrone Amfepramone Benzedrone Buphedrone Bupropion Butylone Cathinone Dimethylcathinone...

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MDMA

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4-CMC 4-Methylbuphedrone 4-Methylcathinone 4-MEAP 4-Methylpentedrone Amfepramone Benzedrone Buphedrone Bupropion Butylone Cathinone Dimethylcathinone...

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Methamphetamine

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4-CMC 4-Methylbuphedrone 4-Methylcathinone 4-MEAP 4-Methylpentedrone Amfepramone Benzedrone Buphedrone Bupropion Butylone Cathinone Dimethylcathinone...

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Anorectic

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preparations" in the Anatomical Therapeutic Chemical Classification System: Amfepramone (also known as diethylpropion) Bupropion and naltrexone (combination)...

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Brazilian Controlled Drugs and Substances Act

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Zolpidem Zopiclone Cannabis derivates containing up to 0,2% THC Aminorex Amfepramone Fenproporex Phendimetrazine Phentermine Mazindol Mefenorex Sibutramine...

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Amphetamine

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2-OH-PEA 4-CAB 4-FA 4-FMA 4-MA 4-MMA Alfetamine Amfecloral Amfepentorex Amfepramone Amphetamine (Dextroamphetamine Levoamphetamine) Amphetaminil β-Me-PEA...

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Crack cocaine

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Adderall

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Phencyclidine

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Methylphenidate

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Phentermine

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