Fluanisone

Base Information

• Chemical Name: Fluanisone
• CAS No.: 1480-19-9
• Molecular Formula: C21H25 F N2 O2
• Molecular Weight: 356.44
• Hs Code.: 2933599090
• European Community (EC) Number: 216-038-8
• NSC Number: 170977
• UNII: 1D0W98U1I4
• DSSTox Substance ID: DTXSID4045711
• Nikkaji Number: J7.500K
• Wikipedia: Fluanisone
• Wikidata: Q5462605
• NCI Thesaurus Code: C65704
• Metabolomics Workbench ID: 144644
• ChEMBL ID: CHEMBL58792
• Mol file: 1480-19-9.mol

Synonyms:fluanisone;fluanisone dihydrochloride;fluanisone monohydrochloride;haloanisone;haloanizone

Chemical Property of Fluanisone

Chemical Property:

• Vapor Pressure: 1.38E-10mmHg at 25°C
• Melting Point: 67.5-68.5°
• Boiling Point: 511.8°Cat760mmHg
• PKA: 7.43±0.10(Predicted)
• Flash Point: 263.3°C
• PSA: 32.78000
• Density: 1.146g/cm³
• LogP: 3.62230
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 356.19000621
• Heavy Atom Count: 26
• Complexity: 432

Purity/Quality:

99.0% ^*data from raw suppliers

Fluanisone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1N2CCN(CC2)CCCC(=O)C3=CC=C(C=C3)F
• Uses: Fluanisone is a butyrophenone derivative with sedative properties. It is a typical antipsychotic and is used in the treatment of schizophrenia. Fluanisone is a neuroleptic with sedative properties and relatively poorly expressed antipsychotic action. It is used as an independent or adjuvant drug for psychomotor excitement in severe and chronic schizophrenia and for manic-depressive disorder.
• Therapeutic Function: Neuroleptic

Technology Process of Fluanisone

There total 7 articles about Fluanisone 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: 92.0%

Anisopirol (857-62-5,442-03-5) → fluanisone (1480-19-9)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/jhet.872

Reference yield:

4-fluorobenzaldehyde (459-57-4) → fluanisone (1480-19-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: zinc / tetrahydrofuran / 0.17 - 0.25 h / 20 °C

1.2: 3 h / 0 °C

2.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / Reflux

3.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 0 - 20 °C

3.2: 1 h / 0 °C

4.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

5.1: acetic acid / methanol / 1 h / 0 - 20 °C

5.2: 3 h / 0 - 20 °C

6.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C

7.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere

With dimethylsulfide borane complex; 10% Pd/C; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; pyridinium chlorochromate; zinc; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1002/jhet.872

Reference yield:

1-(4-fluorophenyl)-3-buten-1-ol (86718-78-7,136185-86-9) → fluanisone (1480-19-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / Reflux

2.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 0 - 20 °C

2.2: 1 h / 0 °C

3.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

4.1: acetic acid / methanol / 1 h / 0 - 20 °C

4.2: 3 h / 0 - 20 °C

5.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C

6.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere

With dimethylsulfide borane complex; 10% Pd/C; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1002/jhet.872

upstream raw materials:

4-fluorobenzaldehyde

1-(4-fluorophenyl)-3-buten-1-ol

1-[1-(benzyloxy)-but-3-enyl]-4-fluorobenzene

4-(benzyloxy)-4-(4-fluorophenyl)-butan-1-ol

Refernces

• 1、 -. "Process for the production of dry pharmaceutical forms and the thus obtained pharmaceutical compositions". . . Retrieved 2008/06/13.
• 2、 -. "Piperazinobutyrophenone derivatives". . . Retrieved 2008/06/13.