Viloxazine

Base Information

• Chemical Name: Viloxazine
• CAS No.: 46817-91-8
• Molecular Formula: C13H19 N O3
• Molecular Weight: 237.299
• European Community (EC) Number: 256-281-7
• UNII: 5I5Y2789ZF
• DSSTox Substance ID: DTXSID6057900
• Nikkaji Number: J16.881E
• Wikipedia: Viloxazine
• Wikidata: Q907148
• NCI Thesaurus Code: C152877
• RXCUI: 11196
• Pharos Ligand ID: K2B9QWMDGS2K
• Metabolomics Workbench ID: 152220
• ChEMBL ID: CHEMBL306700
• Mol file: 46817-91-8.mol

Synonyms:Emovit;ICI-58,834;ICI58,834;Viloxazine;Viloxazine Hydrochloride;Viloxazine Hydrochloride, (R)-Isomer;Viloxazine Hydrochloride, (S)-Isomer;Viloxazine Oxalate (1:1);Viloxazine, (+-)-Isomer;Viloxazine, (R)-Isomer;Viloxazine, (S)-Isomer;Vivalan

Chemical Property of Viloxazine

Chemical Property:

• Vapor Pressure: 4.39E-05mmHg at 25°C
• Melting Point: 185-186 ºC
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 350.5 ºC at 760 mmHg
• PKA: pKa 8.1 (Uncertain)
• Flash Point: 144.3 ºC
• PSA: 39.72000
• Density: 1.061 g/cm3
• LogP: 1.78130
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 237.13649347
• Heavy Atom Count: 17
• Complexity: 213

Purity/Quality:

98%Min ^*data from raw suppliers

2-((2-Ethoxyphenoxy)methyl)morpholine 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Drugs for ADHD
• Canonical SMILES: CCOC1=CC=CC=C1OCC2CNCCO2
• Uses: Antidepressant.
• Therapeutic Function: Psychotropic

Technology Process of Viloxazine

There total 13 articles about Viloxazine 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: 96.0%

(+/-)-4-benzyl-2-(2-ethoxyphenoxymethyl)morpholine (47374-79-8) → viloxazine (46817-91-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm031111m

Reference yield: 80.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) + 2-((2-ethoxyphenoxy)methyl)-4-tosylmorpholine → viloxazine (46817-91-8)

Guidance literature:

naphthalene; With sodium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

2-((2-ethoxyphenoxy)methyl)-4-tosylmorpholine; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.tet.2015.12.015

Reference yield: 39.8%

1,2-Anhydro-3-O-(o-ethoxyphenyl)-glycerol (5296-35-5) + sulfuric acid mono-(2-amino-ethyl ester) (926-39-6) → viloxazine (46817-91-8)

Guidance literature:

With potassium hydroxide; In methanol; water; Product distribution / selectivity;

upstream raw materials:

(+/-)-4-benzyl-2-(2-ethoxyphenoxymethyl)morpholine

2-Ethoxyphenol

N-benzyl-2-chloromethylmorpholine

C₁₈H₂₇NO₅

Downstream raw materials:

C₁₇H₂₅NO₃

C₁₆H₂₃NO₃

C₁₈H₂₇NO₃

2-(2-ethoxy-phenoxymethyl)-4-isopropyl-morpholine

Refernces

• 1、 -. "METHODS FOR PRODUCING VILOXAZINE SALTS AND NOVEL POLYMORPHS THEREOF". . . Retrieved 2011/10/19.
• 2、 Audouze, Karine,Nielsen, Elsebet ?stergaard.,Peters, Dan. "New series of morpholine and 1,4-oxazepane derivatives as dopamine D 4 receptor ligands: Synthesis and 3D-QSAR model". . p. 3089 - 3104. Retrieved 2007/10/03.