Fluvoxamine, (Z)-

Base Information

• Chemical Name: Fluvoxamine, (Z)-
• CAS No.: 89035-92-7
• Molecular Formula: C₁₅H₂₁F₃N₂O₂
• Molecular Weight: 318.339
• UNII: 4E72PH61HL
• DSSTox Substance ID: DTXSID60237496
• Wikidata: Q409236
• Pharos Ligand ID: CH11RN4VGNMY,CH1FF2M6Z9W4
• ChEMBL ID: CHEMBL1314286
• Mol file: 89035-92-7.mol

Synonyms:Fluvoxamine, (Z)-;89035-92-7;(Z) Fluvoxamine;UNII-4E72PH61HL;4E72PH61HL;(Z)-Fluvoxamine;917096-37-8;2-[(Z)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine;Luvox (Salt/Mix);Dumirox (Salt/Mix);Faverin (Salt/Mix);Fevarin (Salt/Mix);Maveral (Salt/Mix);(Z)-5-Methoxy-1-[4-(triflurormethyl)phenyl]-1-pentanone O-(2-Aminoethyl)oxime Maleate;Floxyfral (Salt/Mix);MK-264 (Salt/Mix);DU-23000 (Salt/Mix);Tocris-1033;Lopac-F-2802;SCHEMBL178609;GTPL7189;CHEMBL1314286;CHEBI:93274;DTXSID60237496;(1E)-5-Methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone o-(2-aminoethyl)oxime #;1-Pentanone, 5-methoxy-1-[4-(trifluoromethyl)phenyl]-, O-(2-aminoethyl)oxime, (1E)-;AKOS015891022;(Z)-5-Methoxy-1-[4-(triflurormethyl)phenyl]-1-pentanone O-(2-Aminoethyl)oxime;NCGC00015431-01;NCGC00015431-02;NCGC00018193-01;NCGC00018193-02;NCGC00018193-03;NCGC00021870-02;CAS-61718-82-9;F84984;Q409236;U-23000;FLUVOXAMINE MALEATE IMPURITY B [EP IMPURITY];BRD-K31534764-050-01-7;BRD-K72676686-103-01-8;FLUVOXAMINE MALEATE IMPURITY, Z-ISOMER- [USP IMPURITY];2-((((1Z)-5-METHOXY-1-(4-(TRIFLUOROMETHYL)PHENYL)PENTYLIDENE)AMINO)OXY)ETHANAMINE;1-PENTANONE, 5-METHOXY-1-(4-(TRIFLUOROMETHYL)PHENYL)-, O-(2-AMINOETHYL)OXIME, (1Z)-

Chemical Property of Fluvoxamine, (Z)-

Chemical Property:

• Boiling Point: 370.6±52.0 °C(Predicted)
• PSA: 56.84000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 3.90180
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 318.15551240
• Heavy Atom Count: 22
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

(Z)-Fluvoxamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F
• Isomeric SMILES: COCCCC/C(=N/OCCN)/C1=CC=C(C=C1)C(F)(F)F

Technology Process of Fluvoxamine, (Z)-

There total 5 articles about Fluvoxamine, (Z)- 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: 68.0%

(E)-N-{5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}hydroxylamine + 2-chloroethanamine hydrochloride (870-24-6) → fluvoxamine (54739-18-3,61718-81-8,89035-92-7)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 10 - 20 ℃;

DOI:10.1016/j.ejmech.2021.113533

Reference yield:

5-methoxy-1-[4-(trifluoromethyl)phenyl]pentan-1-one (61718-80-7) → fluvoxamine (54739-18-3,61718-81-8,89035-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium acetate / ethanol / 3 h / 20 °C

2: potassium hydroxide / N,N-dimethyl-formamide / 10 - 20 °C

With hydroxylamine hydrochloride; sodium acetate; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2021.113533

Reference yield:

4-CF3C6H4CN (455-18-5) → fluvoxamine (54739-18-3,61718-81-8,89035-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; ethylene dibromide / diethyl ether / Inert atmosphere

1.2: 8 h / Inert atmosphere; Reflux

2.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 3 h / 20 °C

3.1: potassium hydroxide / N,N-dimethyl-formamide / 10 - 20 °C

With hydroxylamine hydrochloride; sodium acetate; magnesium; ethylene dibromide; potassium hydroxide; In diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2021.113533

upstream raw materials:

5-methoxy-1-[4-(trifluoromethyl)phenyl]pentan-1-one

2-chloroethanamine hydrochloride

4-CF₃C₆H₄CN

4-Methoxy-1-bromobutane