fenfluramine   Click here for help

GtoPdb Ligand ID: 4613

Synonyms: Adifax® | Fintepla® | Pondimin® | ZX008
Approved drug
fenfluramine is an approved drug (FDA (2020))
Compound class: Synthetic organic
Comment: The approved drug was called dexfenfluramine, but was withdrawn from use due to adverse cardiac events [1,3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 12.03
Molecular weight 231.12
XLogP 3.5
No. Lipinski's rules broken 0
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Canonical SMILES CCNC(Cc1cccc(c1)C(F)(F)F)C
Isomeric SMILES CCNC(Cc1cccc(c1)C(F)(F)F)C
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
1. Connolly HM, Crary JL, McGoon MD, Hensrud DD, Edwards BS, Edwards WD, Schaff HV. (1997)
Valvular heart disease associated with fenfluramine-phentermine.
N Engl J Med, 337 (9): 581-8. [PMID:9271479]
2. Erickson JD, Schafer MK, Bonner TI, Eiden LE, Weihe E. (1996)
Distinct pharmacological properties and distribution in neurons and endocrine cells of two isoforms of the human vesicular monoamine transporter.
Proc Natl Acad Sci USA, 93 (10): 5166-71. [PMID:8643547]
3. Mitchell P, Hickie I, Torda T. (1992)
Propofol and ECT.
Br J Psychiatry, 161: 861-2. [PMID:1307869]
4. Pierce JG, Mithal DS. (2020)
Fenfluramine: New Treatment for Seizures in Dravet Syndrome.
Pediatr Neurol Briefs, 34: 8. [PMID:32189958]
5. Vickers SP, Dourish CT, Kennett GA. (2001)
Evidence that hypophagia induced by d-fenfluramine and d-norfenfluramine in the rat is mediated by 5-HT2C receptors.
Neuropharmacology, 41 (2): 200-9. [PMID:11489456]