Femoxetine

Base Information

• Chemical Name: Femoxetine
• CAS No.: 59859-58-4
• Molecular Formula: C20H25 N O2
• Molecular Weight: 311.424
• UNII: 8Y719ZLX8C
• DSSTox Substance ID: DTXSID70208576
• Nikkaji Number: J18.188I
• Wikipedia: Femoxetine
• Wikidata: Q5442938
• NCI Thesaurus Code: C80759
• ChEMBL ID: CHEMBL94739
• Mol file: 59859-58-4.mol

Synonyms:femoxetine;femoxetine, (3S-cis)-isomer;femoxetine, hydrochloride, (3S-trans)-isomer;femoxitine;FG 4962;FG 4963;FG 8043;FG 8044;trans-(+)-3-((4-methoxyphenoxy)methyl)-1-methyl-4-phenylpiperidine;trans-3-((4-methoxyphenoxy)methyl)-1-methyl-4-phenylpiperidine

Chemical Property of Femoxetine

Chemical Property:

• Vapor Pressure: 7.19E-08mmHg at 25°C
• Boiling Point: 437.9°C at 760 mmHg
• Flash Point: 142.6°C
• PSA: 21.70000
• Density: 1.055g/cm³
• LogP: 3.74740
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 311.188529040
• Heavy Atom Count: 23
• Complexity: 335

Purity/Quality:

95% ^*data from raw suppliers

(+)-Femoxetine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(C(C1)COC2=CC=C(C=C2)OC)C3=CC=CC=C3
• Isomeric SMILES: CN1CC[C@@H]([C@H](C1)COC2=CC=C(C=C2)OC)C3=CC=CC=C3
• Uses: (+)-Femoxetine is an antidepressant drug.

Technology Process of Femoxetine

There total 36 articles about Femoxetine 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Norfemoxetine (85441-57-2) → femoxetine (59859-58-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 0 - 20 ℃;

DOI:10.1002/ejoc.201901389

Reference yield: 74.0%

(3R,4S)-1-(tert-butoxycarbonyl)-3-(p-methoxyphenoxymethyl)-4-phenylpiperidine (277744-02-2) → femoxetine (59859-58-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/jo991816p

Reference yield: 42.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + C26H29NO4S → femoxetine (59859-58-4)

Guidance literature:

C₂₆H₂₉NO₄S; With naphthalene; sodium; In 1,2-dimethoxyethane; at -78 ℃;

formaldehyd; In 1,2-dimethoxyethane; water; acetonitrile; at 20 ℃; for 2h;

With sodium cyanoborohydride; In 1,2-dimethoxyethane; water; acetonitrile; at 20 ℃; for 18h;

DOI:10.1021/jacs.8b04703

upstream raw materials:

4-methoxy-phenol

3-hydroxymethyl-1-methyl-4-phenyl-1,2,3,4-tetrahydropyridine

Benzenesulfonic acid (3S,4R)-1-methyl-4-phenyl-piperidin-3-ylmethyl ester

(3R,4S)-1-(tert-butoxycarbonyl)-3-(p-methoxyphenoxymethyl)-4-phenylpiperidine