Structure via PubChem · Public domain (PubChem)
(RS)-diethylpropion
Sign in to saveAlso known as (+-)-diethylpropion, 1-phenyl-2-diethylamino-1-propanone, alpha-benzoyltriethylamine, 2-(diethylamino)propiophenone, 2-(diethylamino)-1-phenyl-1-propanone, alpha-diethylaminopropiophenone, (±)-diethylpropion, amfepramone
Amfepramone, also known as diethylpropion, is a stimulant drug of the phenethylamine, amphetamine, and cathinone classes that is used as an appetite suppressant. It is used in the short-term management of obesity, along with dietary and lifestyle changes. 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.
Key facts
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 456687601
- Drug.image
- Amfepramone structure.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225px
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Tenuate, Tepanil, Nobesine, others
- Drug.MedlinePlus
- a682037
- Drug.DailyMedID
- Diethylpropion
- Drug.pregnancy_AU
- B2
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- A08
- Drug.ATC_suffix
- AA03
- Drug.legal_AU
- S4
- Drug.legal_BR
- B2
- Drug.legal_CA
- Schedule G (CDSA IV)
- Drug.legal_DE
- Prescription only (Anlage III for higher doses)
- Drug.legal_UK
- Class C
via Wikipedia infobox
Chemical data
- Formula
- C13H19NO
- Molecular weight
- 205.3 g/mol
- IUPAC name
- 2-(diethylamino)-1-phenylpropan-1-one
- SMILES
- CCN(CC)C(C)C(=O)C1=CC=CC=C1
- InChIKey
- XXEPPPIWZFICOJ-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 20.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1959
- Admin. routes
- oral
- Indications
- obesity
via ChEMBL · EBI
Research
6 papers- Use of amphetamine-like appetite suppressants: a cross-sectional survey in Southern Brazil.Substance use & misuse · 1998
- Vulnerability to dietary n-3 polyunsaturated fatty acid deficiency after exposure to early stress in rats.Pharmacology, biochemistry, and behavior · 2013
- A simple method for the determination of stimulant substances in postmortem blood: development, validation, and application in nearly 1000 forensic cases.Forensic toxicology · 2025
- The use of appetite suppressants among health sciences undergraduate students in Southern Brazil.Einstein (Sao Paulo, Brazil) · 2013
- Brief daily postpartum separations from the litter alter dam response to psychostimulants and to stress.Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas · 2013
via PubMed
Wikidata facts
- Subclass of
- medication
- Has part
- nitrogen
- Mass
- 205.146664
Show 9 more facts
- defined daily dose
- 75
- medical condition treated
- obesity
- chemical formula
- C₁₃H₁₉NO
- canonical SMILES
- CCN(CC)C(C)C(=O)C1=CC=CC=C1
- World Health Organisation international non-proprietary name
- amfepramone
- subject has role
- anorectic
- MCN code
- 2922.31.11
- Commons category
- Amfepramone
- physically interacts with
- solute carrier family 6 member 3
via Wikidata · CC0
~2 min read
Encyclopedic overview
7 sectionsContents
- Pharmacology
- Chemistry
- Society and culture
- Names
- Legal status
- Recreational use
- References
Amfepramone, also known as diethylpropion, is a stimulant drug of the phenethylamine, amphetamine, and cathinone classes that is used as an appetite suppressant. It is used in the short-term management of obesity, along with dietary and lifestyle changes. 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.
== Pharmacology == Amfepramone itself lacks any affinity for the monoamine transporters and instead functions as a prodrug to ethcathinone. Ethcathinone (and therefore amfepramone as well) is a very weak dopaminergic and serotonergic, and is approximately 10× and 20× stronger on norepinephrine in comparison, respectively.
Excerpted from Wikipedia’s “(RS)-diethylpropion” article, available under the CC BY-SA 4.0 licence.