trans-Flupentixol

Base Information

• Chemical Name: trans-Flupentixol
• CAS No.: 53772-85-3
• Molecular Formula: C23H25 F3 N2 O S
• Molecular Weight: 434.526
• European Community (EC) Number: 220-304-9
• UNII: 895OJP78MJ
• ChEMBL ID: CHEMBL42055
• DSSTox Substance ID: DTXSID50110027
• NCI Thesaurus Code: C73315
• Nikkaji Number: J9.515J,J10.887A
• Pharos Ligand ID: FLL54ZUFA5G6,FLLWS1N9QR2C
• Wikidata: Q27896066
• Wikipedia: Flupentixol
• Mol file: 53772-85-3.mol

Synonyms:alpha-Flupenthixol;cis-Flupenthixol;Emergil;Fluanxol;Flupenthixol;Flupentixol

Chemical Property of trans-Flupentixol

Chemical Property:

• Boiling Point: 289.3 °C
• Flash Point: 554.7 °C at 760 mmHg
• PSA: 52.01000
• Density: 1.306 g/cm³
• LogP: 4.47750
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 434.16396908
• Heavy Atom Count: 30
• Complexity: 592

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCC=C2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO
• Isomeric SMILES: C1CN(CCN1CC/C=C/2\C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO
• Recent ClinicalTrials: Adjunctive Use of Fute (Flupentixol) in Multi-acting Receptor-targeted Antipsychotics Treated Schizophrenia Patients
• Recent EU Clinical Trials: English: Are Antipsychotics Neurotoxic or Neuroprotective? A Randomised Multicentre Longitudinal Study for Comparison of Two Therapy Strategies for the Treatment of Schizophrenia.

Technology Process of trans-Flupentixol

There total 2 articles about trans-Flupentixol 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: 91.7%

(E)-flupentixol p-chlorobenzoate hydrochloride → flupenthixol (53772-85-3)

Guidance literature:

(E)-flupentixol p-chlorobenzoate hydrochloride; With potassium hydroxide; In methanol; water; at 55 ℃; for 1h;

In water; toluene; at 70 ℃; Product distribution / selectivity;

Reference yield:

1-(2-hydroxyethyl)piperazine (103-76-4) + 2-trifluoromethyl-9-(2-propenylidene)thioxanthene (28973-34-4) → cis-(Z)-flupenthixol (2709-56-0) + flupenthixol (53772-85-3)

Guidance literature:

1-(2-hydroxyethyl)piperazine; 2-trifluoromethyl-9-(2-propenylidene)thioxanthene; at 100 ℃; for 7h; under 0.2 - 1 Torr;

In water; toluene; at 70 ℃; for 0.25h;

With sulfuric acid; ammonia; more than 3 stages;

Reference yield: 100.0%

flupenthixol (53772-85-3) → 2-{4-[3-(2-trifluoromethyl-thioxanthen-9-ylidene)-propyl]-piperazin-1-yl}-ethanol (2709-56-0)

Guidance literature:

In ethyl acetate; at 35 ℃; for 6h; UV-irradiation;

upstream raw materials:

1-(2-hydroxyethyl)piperazine

2-trifluoromethyl-9-(2-propenylidene)thioxanthene

Downstream raw materials:

2-{4-[3-(2-trifluoromethyl-thioxanthen-9-ylidene)-propyl]-piperazin-1-yl}-ethanol

Refernces