CAS 69-23-8|CAS 146-56-5|Fluphenazine|fluphenazine|2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol|Fluorophenazine|Prolixin Concentrate|Siqualon|Permitil Concent...

General Information

Structure

Molecular Formula

C₂₂H₂₆F₃N₃OS

Molecular Mass

437.5215496

Exact Mass

437.17486813

Charge

InChI

InChI=1S/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2

InChIKey

PLDUPXSUYLZYBN-UHFFFAOYSA-N

Canonic Smiles

OCCN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(F)(F)F

Isomeric Smiles

S1c2c(N(CCCN3CCN(CC3)CCO)c3c1cccc3)cc(cc2)C(F)(F)F

Calculated Properties

JChem

Acid pKa

15.593098

H Acceptors

H Donor

LogD (pH = 5.5)

1.3181694

LogD (pH = 7.4)

3.0929255

Log P

3.9658215

Molar Refractivity

117.2676

Polarizability

43.838596

Polar Surface Area

29.95

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

4.4

LOG S

-4.36

Solubility (Water)

1.90e-02 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

FluphenazineFluphenazine HclFluorfenazineTriflumethazineFluorophenazineFluphenazine DecanoateFluorphenazineFlufenazineFluphenazine4-[3-[2-(Trifluoromethyl)phenothiazin-10-yl]propyl]-1-piperazineethanol DihydrochlorideTensofinFlufenazinFluphenazine DihydrochlorideAnatensolDapotum4-[3-[2-(Trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-1-piperazineethanol Dihydrochloride

IUPAC Traditional name

fluphenazine 2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol

IUPAC name

2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol

Brand Name

ProlixineProlixin EnanthateSiqualineProlixinYespazineModiten HclElinolSiqualonPermitil ConcentrateProlixin ConcentrateModiten EnanthateSevinolVespazineModecateApo-Fluphenazine

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

CAS Number

CHEBI ID

IUPHAR ligand ID

Unique Ingredient Identifier

ATC CODE

KEGG ID

DrugBank ID

Wikipedia Title

CHEMBL

Medline Plus

Chemspider ID

Registration numbers

Properties

Safety Information

Storage Condition

-20°C Freezer

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

Application(s)

Psychosedative

Tranquilliser

Neuroleptic

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00623

Drug Groups

approved

Description

A phenothiazine used in the treatment of psychoses. Its properties and uses are generally similar to those of chlorpromazine. [PubChem]

Indication

For management of manifestations of psychotic disorders.

Pharmacology

Fluphenazine is a trifluoro-methyl phenothiazine derivative intended for the management of schizophrenia and other psychotic disorders. Fluphenazine has not been shown effective in the management of behaviorial complications in patients with mental retardation.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

Wikipedia

Fluphenazine

TRC

F598400

Antipsychotic.

Molecule Details

References

PubChem Literature

From Data Sources

• Anderson, E.L., et al.: Arzneim.-Forsch., 12, 937 (1962)

• Dreyfuss, J., et al.: J. Pharm. Sci., 60, 826 (1962)

• Florey, K., et al.: Anal. Profiles Drug Subs., 2, 245 (1962)

• Curry, S.H. et al., Br. J. Clin. Pharmacol., 1979, 7, 325, (metab)

• Yale, H.L. et al., J.A.C.S., 1960, 82, 2039, (synth)

• Ger. Pat., 1964, 1 165 602; CA, 60, 15886, (deriv)

• U.K. Pat., 1960, 833 473; CA, 54, 21143

• Kreyenbuehl, B. et al., Pharm. Acta Helv., 1979, 54, 197, (uv, ir)

• Shetty, H.U. et al., Biomed. Mass Spectrom., 1983, 10, 601, (ms)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6546; 7787; 7963, (synonyms)

• U.S. Pat., 1965, 3 194 733; CA, 64, 5114, (derivs)

• U.K. Pat., 1960, 829 246; CA, 54, 17428

• Clarke, G., Anal. Profiles Drug Subst., 1980, 9, 275, (rev, decanoate)

• Gowda, H.S. et al., Rev. Roum. Chim., 1977, 22, 745; CA, 87, 126635a, (use)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 596

• Phenothiazines and 1,4-Benzothiazines, (ed. Gupta, R.R.), Elsevier, Amsterdam, 1988, (book, pharmacol)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, FMP000; PMI250; TJW500

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Synonyms

IUPAC Traditional name

fluphenazine 2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol

IUPAC name

2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol

Brand Name

ProlixineProlixin EnanthateSiqualineProlixinYespazineModiten HclElinolSiqualonPermitil ConcentrateProlixin ConcentrateModiten EnanthateSevinolVespazineModecateApo-Fluphenazine

Registration numbers

PubChem SID

PubChem CID

CAS Number

CHEBI ID

IUPHAR ligand ID

Unique Ingredient Identifier