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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.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

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

Additional References

Wikipedia:Fenfluramine

🔍 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

core#notation
CHEBI:5000
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
4328
oboInOwl#hasDbXref
Wikipedia:Fenfluramine
oboInOwl#hasAlternativeId
CHEBI:239434
oboInOwl#id
CHEBI:5000
generic_name
Fenfluramine Hydrochloride
rxcui
2381144
brand_name
Fintepla
brand_name_base
Fintepla
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
route
ORAL
dosage_form
SOLUTION
dea_schedule
CIV
marketing_start_date
20170404
package_marketing_start_date
04-APR-17
active_ingredient_strength
2.2 ug/mL
labeler_name
UCB, Inc.
manufacturer_name
UCB, Inc.
product_ndc
63069-525
application_number
NDA212102
spl_id
52d7c765-2d1a-481c-8f6c-20bb02b1f23f
active_ingredient_name
FENFLURAMINE HYDROCHLORIDE
package_ndc
63069-525-36
package_description
360 mL in 1 BOTTLE (63069-525-36)
unii
2DS058H2CF
spl_set_id
e88f360e-33ad-4cd6-b2de-5ef885857c5d
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_35941
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