Fenfluramine hydrochlorideProduct ingredient for Fenfluramine
- Name
- Fenfluramine hydrochloride
- Drug Entry
- Fenfluramine
Dravet syndrome is a pediatric encephalopathy that typically manifests within the first year of life following exposure to elevated temperatures. It is characterized by recurrent pharmacoresistant seizures, which increase in frequency and severity with disease progression. Concomitantly with these seizures, patients typically display delayed development and neurocognitive impairment.6,9,10,11 Fenfluramine is a serotonergic phenethylamine originally used as an appetite suppressant until concerns regarding cardiotoxicity in obese patients lead to its withdrawal from the market in 1997.6,12,13 Through its ability to modulate neurotransmission, fenfluramine has reemerged as an effective therapy against pharmacoresistant seizures, such as those involved in Dravet syndrome.3,5,8
Fenfluramine was granted initial FDA approval in 1973 prior to its withdrawal; it was granted a new FDA approval on June 25, 2020, for treatment of patients with Dravet syndrome and Lennox-Gastaut syndrome through the restricted FINTEPLA REMS program. It is currently sold under the name FINTEPLA® by Zogenix INC.16
- Accession Number
- DBSALT000802
- Structure
Structure for Fenfluramine hydrochloride (DBSALT000802)
- Synonyms
- Fenfluramine HCl / Fenfluramine hydrochloride / Racemic fenfluramine hydrochloride
- External IDs
- AHR 3002 / AHR-3002 / ZX008
- UNII
- 3KC089243P
- CAS Number
- 404-82-0
- Weight
- Average: 267.718
Monoisotopic: 267.100161871 - Chemical Formula
- C12H17ClF3N
- InChI Key
- ZXKXJHAOUFHNAS-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H16F3N.ClH/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;1H
- IUPAC Name
- ethyl({1-[3-(trifluoromethyl)phenyl]propan-2-yl})amine hydrochloride
- SMILES
- Cl.CCNC(C)CC1=CC=CC(=C1)C(F)(F)F
- External Links
- PubChem Compound
- 91452
- ChemSpider
- 82580
- ChEBI
- 59729
- ChEMBL
- CHEMBL2106217
- Wikipedia
- Fenfluramine
- Predicted Properties
Property Value Source Water Solubility 0.0215 mg/mL ALOGPS logP 3.3 ALOGPS logP 3.47 Chemaxon logS -4 ALOGPS pKa (Strongest Basic) 10.22 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 12.03 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 59.2 m3·mol-1 Chemaxon Polarizability 22.69 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon