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Fenfluramine

CHEBI:CHEBI_5000

Definition

A secondary amino compound that is 1-phenyl-propan-2-amine in which one of the meta-hydrogens is substituted by trifluoromethyl, and one of the hydrogens attached to the nitrogen is substituted by an ethyl group. It binds to the serotonin reuptake pump, causing inhbition of serotonin uptake and release of serotonin. The resulting increased levels of serotonin lead to greater serotonin receptor activation which in turn lead to enhancement of serotoninergic transmission in the centres of feeding behavior located in the hypothalamus. This suppresses the appetite for carbohydrates. Fenfluramine was used as the hydrochloride for treatment of diabetes and obesity. It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.

Chemical Information

Molecular Formula
C12H16F3N
Molecular Mass
231.25730
Charge
0
SMILES
CCNC(C)Cc1cccc(c1)C(F)(F)F
InChI
InChI=1S/C12H16F3N/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15/h4-6,8-9,16H,3,7H2,1-2H3
InChIKey
DBGIVFWFUFKIQN-UHFFFAOYSA-N

Alternative Names

  • (+-)-fenfluramine
  • 1-(m-trifluoromethyl-phenyl)-2-ethylaminopropane
  • 2-ethylamino-1-(3-trifluoromethylphenyl)propane
  • 3-(trifluoromethyl)-N-ethyl-alpha-methylphenethylamine
  • Ethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine
  • fenfluramine
  • Fenfluramine
  • fenfluraminum
  • N-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine
  • N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine
  • N-ethyl-alpha-methyl-3-trifluoromethylphenethylamine

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
4328
oboInOwl#hasDbXref
Wikipedia:Fenfluramine
core#notation
CHEBI:5000

Additional References

Wikipedia:Fenfluramine

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
4328
oboInOwl#hasDbXref
Wikipedia:Fenfluramine
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CHEBI:239434
oboInOwl#id
CHEBI:5000
core#notation
CHEBI:5000
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http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_35941
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_0080473
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect24066
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t235112
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t3619615