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Substance Name: Flupentixol [INN:BAN:DCF]
RN: 2709-56-0
UNII: 21HMQ851IS
InChIKey: NJMYODHXAKYRHW-DVZOWYKESA-N

Note

  • A thioxanthene neuroleptic that, unlike CHLORPROMAZINE, is claimed to have CNS-activating properties. It is used in the treatment of psychoses although not in excited or manic patients. (From Martindale, The Extra Pharmacopoeia, 30th ed, p595)

Molecular Formula

  • C23-H25-F3-N2-O-S

Molecular Weight

  • 434.5235
 

Classification Codes

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

Names and Synonyms

Name of Substance

  • Flupenthixol
  • Flupentixol [INN:BAN:DCF]

MeSH Heading

  • Flupenthixol

Synonyms

  • 2-Trifluoromethyl-9-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propylidene)thioxanthene
  • 2-Trifluoromethyl-9-(3-(4-(beta-hydroxyethyl)-1-piperazinyl)propylidene)thioxanthene
  • 4-(3-(2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanol
  • 4-(3-(2-(Trifluoromethyl)thioxanthen-9-ylidene)propyl)-1-piperazineethanol
  • EINECS 220-304-9
  • Emergil
  • Fluanxol
  • Flupenthixol
  • Flupentixol
  • Flupentixolum
  • Flupentixolum [INN-Latin]
  • Fluxanxol
  • LC 44
  • N 7009
  • N-7009
  • Siplaril
  • Siplarol
  • UNII-21HMQ851IS

Systematic Names

  • 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)- (9CI)
  • 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)thioxanthen-9-ylidene)propyl)-
  • 2-Trifluoromethyl-9-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propylidene)thioxanthene
  • Flupentixol

Registry Numbers

CAS Registry Number

  • 2709-56-0

FDA UNII

  • 21HMQ851IS

System Generated Number

  • 0002709560

Structure Descriptors

InChI

1S/C23H25F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,29H,3,9-15H2/b18-5-

InChIKey

NJMYODHXAKYRHW-DVZOWYKESA-N

Smiles

c1ccc2c(c1)/C(=C/CCN3CCN(CC3)CCO)/c4cc(ccc4S2)C(F)(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 900ug/kg (0.9mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: COMA
Drug Intelligence and Clinical Pharmacy. Vol. 15, Pg. 388, 1981.
human TDLo oral 367ug/kg/12D- (0.367mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: HEADACHE
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 93, 1972.
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 2121, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.51 (none)   EXP
Water Solubility 0.346 mg/L 25 EST
Vapor Pressure 1.05E-12 mm Hg 25 EST
Henry's Law Constant 4.13E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.71E-10 cm3/molecule-sec 25 EST

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