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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.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
-
secondary amino compoundView Class →
CHEBI:50995
-
(trifluoromethyl)benzenesView Class →
CHEBI:83565
-
t234304
-
t235184
-
t235212
-
(S)-fenfluramineView Class →
CHEBI:439329
-
DexfenfluramineView Class →
CHEBI:439329
-
(R)-fenfluramineView Class →
CHEBI:521051
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
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 4328
- oboInOwl#hasDbXref
- Wikipedia:Fenfluramine
- oboInOwl#hasAlternativeId
- CHEBI:239434
- oboInOwl#id
- CHEBI:5000
- core#notation
- CHEBI:5000
- oboInOwl#inSubset
- 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
- owl#annotatedSource
- t235112
- owl#someValuesFrom
- t3619615