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Substance Name: Fluphenazine [INN:BAN]
RN: 69-23-8
UNII: S79426A41Z
InChIKey: PLDUPXSUYLZYBN-UHFFFAOYSA-N

Note

  • A phenothiazine used in the treatment of PSYCHOSES. Its properties and uses are generally similar to those of CHLORPROMAZINE.

Molecular Formula

  • C22-H26-F3-N3-O-S

Molecular Weight

  • 437.5274
 

Classification Codes

  • Antipsychotic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Dopamine Agents
  • Dopamine Antagonists
  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizing Agents

Names and Synonyms

Name of Substance

  • Fluphenazine
  • Fluphenazine [INN:BAN]

MeSH Heading

  • Fluphenazine

Synonyms

  • 1-(2-Hydroxyethyl)-4-(3-(trifluoromethyl-10-phenothiazinyl)propyl)-piperazine
  • 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-
  • 10-(3'-(4''-(beta-Hydroxyethyl)-1''-piperazinyl)-propyl)-3-trifluoromethylphenothiazine
  • 10-(3-(2-Hydroxyethyl)piperazinopropyl)-2-(trifluoromethyl)phenothiazine
  • 2-(Trifluoromethyl)-10-(3-(1-(beta-hydroxyethyl)-4-pipe razinyl)propyl)phenothiazine
  • 4-(3-(-Trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol
  • 4-(3-(2-(Trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-1-piperazineethanol
  • 4-(3-(2-Trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol
  • Dapotum
  • EINECS 200-702-9
  • Elinol
  • Flufenazina
  • Flufenazina [DCIT]
  • Fluorfenazine
  • Fluorophenazine
  • Fluorphenazine
  • Fluphenazine
  • Fluphenazinum
  • Fluphenazinum [INN-Latin]
  • Ftorphenazine
  • HSDB 3334
  • Moditen (Tabl or elixir)
  • NSC 62323
  • Pacinol
  • Phenothiazine, 10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)-2-(trifluoromethyl)-
  • Phthorphenazine
  • S94
  • Sevinol
  • Siqualine
  • Siqualon
  • SQ 4918
  • Triflumethazine
  • UNII-S79426A41Z
  • Valamina
  • Vespazine

Systematic Names

  • 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)- (9CI)
  • 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-
  • Fluphenazine

Registry Numbers

CAS Registry Number

  • 69-23-8

FDA UNII

  • S79426A41Z

Other Registry Number

  • 47646-09-3

System Generated Number

  • 0000069238

Structure Descriptors

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

Smiles

c1ccc2c(c1)N(c3cc(ccc3S2)C(F)(F)F)CCCN4CCN(CC4)CCO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 89mg/kg (89mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: COMA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 145, Pg. 450, 1963.
mouse LD50 intravenous 51mg/kg (51mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 540, 1960.
mouse LD50 oral 220mg/kg (220mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 540, 1960.
rat LD50 intraperitoneal 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 540, 1960.
rat LD50 subcutaneous 640mg/kg (640mg/kg) BEHAVIORAL: ALTERATION OF CLASSICAL CONDITIONING

AUTONOMIC NERVOUS SYSTEM: CENTRAL SYMPATHOLYTIC

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Medicinal Chemistry: A Series of Monographs. Vol. 4(2), Pg. 199, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point < 25 deg C   EXP
pKa Dissociation Constant 7.9 (none)   EXP
log P (octanol-water) 4.36 (none)   EXP
Water Solubility 31.1 mg/L 37 EXP
Vapor Pressure 1.02E-12 mm Hg 25 EST
Henry's Law Constant 6.09E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.84E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.