Dexfenfluramine

Base Information

• Chemical Name: Dexfenfluramine
• CAS No.: 3239-44-9
• Molecular Formula: C12H16 F3 N
• Molecular Weight: 231.261
• UNII: E35R3G56OV
• DSSTox Substance ID: DTXSID001025754
• Nikkaji Number: J13.711A
• Wikipedia: Dexfenfluramine
• Wikidata: Q3025599
• NCI Thesaurus Code: C83665
• Pharos Ligand ID: SNANCCPA55FF
• Metabolomics Workbench ID: 43407
• ChEMBL ID: CHEMBL248702
• Mol file: 3239-44-9.mol

Synonyms:Dexfenfluramine;Dexfenfluramine Hydrochloride;Hydrochloride, Dexfenfluramine;Redux

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

Chemical Property of Dexfenfluramine

Chemical Property:

• Vapor Pressure: 0.0327mmHg at 25°C
• Boiling Point: 243.1°Cat760mmHg
• PKA: 10.23±0.19(Predicted)
• Flash Point: 100.8°C
• PSA: 12.03000
• Density: 1.078g/cm³
• LogP: 3.63680
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 231.12348400
• Heavy Atom Count: 16
• Complexity: 203

Purity/Quality:

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC(C)CC1=CC(=CC=C1)C(F)(F)F
• Isomeric SMILES: CCN[C@@H](C)CC1=CC(=CC=C1)C(F)(F)F
• Recent ClinicalTrials: Investigation of Serotonin Neurotransmission in MDMA Users Using Combinated Dexfenfluramine Challenge and PET Imaging
• Therapeutic Function: Antiobesity

Technology Process of Dexfenfluramine

There total 47 articles about Dexfenfluramine 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: 88.3%

3-(trifluoromethyl)phenylacetone (21906-39-8) + ethylamine (75-04-7,85404-22-4) → Fenfluramine (458-24-2,3239-44-9,5220-89-3,37577-24-5)

Guidance literature:

With sodium tris(acetoxy)borohydride; In methanol; water; at 25 ℃; for 16h; Temperature;

Reference yield:

3-(trifluoromethyl)phenylacetone (21906-39-8) + ethanamine hydrochloride (557-66-4) → Fenfluramine (458-24-2,3239-44-9,5220-89-3,37577-24-5)

Guidance literature:

3-(trifluoromethyl)phenylacetone; ethanamine hydrochloride; With sodium hydroxide; In methanol; at 20 ℃; for 4.5h;

With sodium tetrahydroborate; water; In methanol; at 0 - 20 ℃; for 2h; Temperature; Reagent/catalyst; Solvent; Time;

Reference yield:

1-ethyl-2-<3-(trifluoromethyl)benzyl>aziridine (59287-43-3) → Fenfluramine (458-24-2,3239-44-9,5220-89-3,37577-24-5) + Diethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 19 ℃; for 16h; under 750.06 Torr; Yield given. Yields of byproduct given;

upstream raw materials:

diethyl sulfate

<1-methyl-2-(3-phenyl)ethyl>phosphoramidate de diethyle

ethanol

1-ethyl-2-<3-(trifluoromethyl)benzyl>aziridine

Downstream raw materials:

dl-fenfluramine hydrochloride

C₂₁H₂₄F₃NO₄

Refernces

• 1、 -. "FENFLURAMINE COMPOSITIONS AND METHODS OF PREPARING THE SAME". Paragraph 0104; 0106; 0107; 0119; 0120. . Retrieved 2017/07/14.
• 2、 Goument, B.,Duhamel, L.,Mauge, R.. "Epoxides, amino alcohols, and aziridines as key intermediates in the asymmetric synthesis of (S)-fenfluramine". . p. 459 - 466. Retrieved 2007/10/02.