Fluphenazine

Base Information

• Chemical Name: Fluphenazine
• CAS No.: 69-23-8
• Deprecated CAS: 47646-09-3
• Molecular Formula: C22H26 F3 N3 O S
• Molecular Weight: 437.529
• European Community (EC) Number: 200-702-9
• UNII: S79426A41Z
• DSSTox Substance ID: DTXSID2023068
• Nikkaji Number: J4.863A
• Wikipedia: Fluphenazine
• Wikidata: Q58376
• NCI Thesaurus Code: C47536
• RXCUI: 4496
• Pharos Ligand ID: FQV44DLKAPSW
• Metabolomics Workbench ID: 42950
• ChEMBL ID: CHEMBL726
• Mol file: 69-23-8.mol

Synonyms:Flufenazin;Fluphenazine;Fluphenazine Hydrochloride;Hydrochloride, Fluphenazine;Lyogen;Prolixin

Chemical Property of Fluphenazine

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.41E-14mmHg at 25°C
• Melting Point: 268-274℃
• Boiling Point: 568.3°C at 760 mmHg
• PKA: pKa 7.98±0.03(H2O t=20±0.5) (Uncertain)
• Flash Point: 297.5°C
• PSA: 55.25000
• Density: 1.272g/cm³
• LogP: 4.24890
• Storage Temp.: ?20°C
• Water Solubility.: 31.06mg/L(37 oC)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 437.17486812
• Heavy Atom Count: 30
• Complexity: 544

Purity/Quality:

99%, ^*data from raw suppliers

Fluphenazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 6.1 (Packing Group: III) UN NO.
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antipsychotic Agents
• Canonical SMILES: C1CN(CCN1CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO
• Recent ClinicalTrials: Family Intervention in Recent Onset Schizophrenia Treatment (FIRST)
• 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.
• Uses: Antipsychotic. Fluphenazine is an extremely strong antipsychotic drug. A stimulatory effect accompanies the neuroleptic effect. It is used in psychiatry for treating various forms of schizophrenia and other mental illnesses.
• Therapeutic Function: Tranquilizer

Technology Process of Fluphenazine

There total 6 articles about Fluphenazine 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:

2-(trifluoromethyl)-10H-phenothiazine (92-30-8) → Fluphenazine (69-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) nBuLi, (ii) /BRN= 1114944/

2: NaI / butan-2-one / 20 h / Heating

With sodium iodide; In butanone;

DOI:10.1002/jps.2600670209

Reference yield:

1-(2-hydroxyethyl)piperazine (103-76-4) + 10-(3-chloropropyl)-2-trifluoromethylphenothiazine (1675-46-3) → Fluphenazine (69-23-8)

Guidance literature:

With sodium iodide; In butanone; for 20h; Heating;

DOI:10.1002/jps.2600670209

Reference yield:

oxirane (75-21-8,99932-75-9) + SQ 10018 (2804-16-2) → Fluphenazine (69-23-8)

Guidance literature:

In methanol; at 55 ℃; for 1h;

upstream raw materials:

oxirane

SQ 10018

1-(2-hydroxyethyl)piperazine

10-(3-chloropropyl)-2-trifluoromethylphenothiazine

Downstream raw materials:

C₃₇H₄₅F₃N₄O₃S

Fluphenazin-1,4-dimethyliodid

Fluphenazin-4-methyliodid

Fluphenazin-1-methyliodid

Refernces

• 1、 Levy,Tozer,Tuck,Loveland. "Stability of some phenothiazine free radicals.". . p. 898 - 905. Retrieved 2007/10/10.