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Substance Name: Trifluperidol [USAN:INN:BAN]
RN: 749-13-3
UNII: R8869Q7R8I
InChIKey: GPMXUUPHFNMNDH-UHFFFAOYSA-N

Note

  • A butyrophenone with general properties similar to those of HALOPERIDOL. It is used in the treatment of PSYCHOSES including MANIA and SCHIZOPHRENIA. (From Martindale, The Extra Pharmacopoeia, 30th ed, p621)

Molecular Formula

  • C22-H23-F4-N-O2

Molecular Weight

  • 409.4207
 

Classification Codes

  • Antipsychotic
  • 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
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Names and Synonyms

Name of Substance

  • Trifluperidol
  • Trifluperidol [USAN:INN:BAN]

MeSH Heading

  • Trifluperidol

Synonyms

  • 1-Butanone, 1-(4-fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl)-
  • 4'-Fluoro-4-(4-hydroxy-4-(alpha,alpha,alpha-trifluoro-m-tolyl)piperidino)butyrophenone
  • 4-Fluoro-4,4-idrossi-4-(m-trifluorometil-fenil)-piperidino-butirrofenone
  • 4-Fluoro-4,4-idrossi-4-(m-trifluorometil-fenil)-piperidino-butirrofenone [Italian]
  • 5-21-02-00406 (Beilstein Handbook Reference)
  • BRN 1556208
  • Flumoperone
  • McN-JR-2498
  • NSC 170978
  • P 459
  • Psicoperidol
  • Psicoperidol-R
  • Psychoperidol
  • R-2498
  • Trifluperidol
  • Trifluperidolo
  • Trifluperidolo [DCIT]
  • Trifluperidolo [Italian]
  • Trifluperidolum
  • Trifluperidolum [INN-Latin]
  • Triperidol
  • Trisedil
  • Trisedyl
  • UNII-R8869Q7R8I

Systematic Names

  • 1-Butanone, 1-(4-fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl)-
  • Butyrophenone, 4'-fluoro-4-(4-hydroxy-4-(alpha,alpha,alpha-trifluoro-m-tolyl)piperidino)-

Registry Numbers

CAS Registry Number

  • 749-13-3

FDA UNII

  • R8869Q7R8I

System Generated Number

  • 0000749133

Structure Descriptors

InChI

1S/C22H23F4NO2/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26/h1,3-4,6-9,15,29H,2,5,10-14H2

InChIKey

GPMXUUPHFNMNDH-UHFFFAOYSA-N

Smiles

c1cc(cc(c1)C(F)(F)F)C2(CCN(CC2)CCCC(=O)c3ccc(cc3)F)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous > 2500ug/kg (2.5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
dog LD50 subcutaneous > 80mg/kg (80mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
monkey LD50 subcutaneous > 1250ug/kg (1.25mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse LD50 intravenous 26mg/kg (26mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse LD50 oral 110mg/kg (110mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1248, 1974.
mouse LD50 subcutaneous 50mg/kg (50mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1248, 1974.
mouse LDLo intraperitoneal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. AD691-490,
rat LD50 intravenous 14mg/kg (14mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
rat LD50 oral 140mg/kg (140mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 70mg/kg (70mg/kg) BEHAVIORAL: ALTERATION OF CLASSICAL CONDITIONING

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

AUTONOMIC NERVOUS SYSTEM: CENTRAL SYMPATHOLYTIC
Medicinal Chemistry: A Series of Monographs. Vol. 4(2), Pg. 199, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.520 (none)   EST
Atmospheric OH Rate Constant 4.91E-11 cm3/molecule-sec 25 EST

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