Fenfluramine hydrochloride

Base Information

• Chemical Name: Fenfluramine hydrochloride
• CAS No.: 404-82-0
• Deprecated CAS: 16105-77-4
• Molecular Formula: C12H17ClF3N
• Molecular Weight: 267.722
• European Community (EC) Number: 206-968-2,623-877-7
• UNII: 3KC089243P
• DSSTox Substance ID: DTXSID30936444
• Wikidata: Q27126872
• NCI Thesaurus Code: C75112
• ChEMBL ID: CHEMBL2106217
• Mol file: 404-82-0.mol

Synonyms:Fenfluramine;Fenfluramine Hydrochloride;Fenfluramine Hydrochloride, (+-)-Isomer;Fenfluramine Hydrochloride, R Isomer;Fenfluramine Hydrochloride, R-Isomer;Fenfluramine, (+-)-Isomer;Fenfluramine, R Isomer;Fenfluramine, R-Isomer;Fintepla;Hydrochloride, Fenfluramine;Isomeride;Pondimin

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Fenfluramine hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline Solid
• Melting Point: 1660C
• Boiling Point: 243.1 °C at 760 mmHg
• Flash Point: 100.8 °C
• PSA: 12.03000
• LogP: 3.63680
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 267.1001617
• Heavy Atom Count: 17
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-23/24/25
• Safety Statements: 7-16-36/37-45-36/37/39-22

MSDS Files:

Useful:

• Canonical SMILES: CCNC(C)CC1=CC(=CC=C1)C(F)(F)F.Cl
• Recent ClinicalTrials: Fenfluramine in CDKL5 Deficiency Disorder (CDD)
• Recent EU Clinical Trials: A PHASE 3, RANDOMIZED, DOUBLE-BLIND, PLACEBOCONTROLLED, FIXED-DOSE, MULTICENTER STUDY TO EXAMINE THE EFFICACY AND SAFETY OF ZX008 IN SUBJECTS WITH CDKL5 DEFICIENCY DISORDER FOLLOWED BY AN OPEN-LABEL EXTENSION
• Recent NIPH Clinical Trials: A Trial of Two Fixed Doses of ZX008 (Fenfluramine HCl) as an Adjunctive Therapy in Children and Young Adults With Dravet Syndrome

Technology Process of Fenfluramine hydrochloride

There total 8 articles about Fenfluramine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.52%

Fenfluramine (458-24-2,3239-44-9,5220-89-3,37577-24-5) → dl-fenfluramine hydrochloride (404-82-0,16105-77-4,3239-45-0)

Guidance literature:

With hydrogenchloride; In tert-butyl methyl ether; ethyl acetate; for 1h; pH=6 - 7; Cooling;

Reference yield:

3-(trifluoromethyl)phenylacetone (21906-39-8) + ethanamine hydrochloride (557-66-4) → dl-fenfluramine hydrochloride (404-82-0,16105-77-4,3239-45-0)

Guidance literature:

ethanamine hydrochloride; With sodium hydroxide; In methanol; at 0 - 15 ℃; for 0.5h;

3-(trifluoromethyl)phenylacetone; In methanol; at 0 - 5 ℃; for 0.5h; Reagent/catalyst; Temperature; Further stages;

Reference yield:

3-(trifluoromethyl)phenylacetic acid (351-35-9) → dl-fenfluramine hydrochloride (404-82-0,16105-77-4,3239-45-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-methyl-1H-imidazole / 0 - 5 °C

2: sodium tris(acetoxy)borohydride / water; methanol / 16 h / 25 °C

3: hydrogenchloride / ethyl acetate; tert-butyl methyl ether / 1 h / pH 6 - 7 / Cooling

With 1-methyl-1H-imidazole; hydrogenchloride; sodium tris(acetoxy)borohydride; In methanol; tert-butyl methyl ether; water; ethyl acetate;

upstream raw materials:

Fenfluramine

3-(trifluoromethyl)phenylacetic acid

3-trifluoromethylphenylacetonitrile

3-(trifluoromethyl)phenylacetone

Refernces

• 1、 -. "NEW METHOD FOR SYNTHESIS OF FENFLURAMINE, AND NEW COMPOSITIONS COMPRISING IT". Paragraph 0109. . Retrieved 2018/08/09.
• 2、 -. "Method of treating nausea and vomiting with certain substituted-phenylalkylamino (and aminoacid) derivatives and other serotonin depleting agents". . . Retrieved 2008/06/13.