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749-13-3

Basic Information
CAS No.: 749-13-3
Name: trifluperidol
Article Data: 4
Molecular Structure:
Molecular Structure of 749-13-3 (trifluperidol)
Formula: C22H23 F4 N O2
Molecular Weight: 409.424
Synonyms: Butyrophenone,4'-fluoro-4-[4-hydroxy-4-(a,a,a-trifluoro-m-tolyl)piperidino]- (6CI,7CI,8CI);4'-Fluoro-4-[4-hydroxy-4-(a,a,a-trifluoro-m-tolyl)piperidino]butyrophenone;Flumoperone; McN-JR 2498; NSC 170978; P 459; Psicoperidol; R 2498;Trifluoperidol; Trifluperidol; Trifluperol; Triperidol; Trisedil; p-Fluoro-g-[4-hydroxy-4-(3-trifluoromethylphenyl)piperidino]butyrophenone
Density: 1.26g/cm3
Boiling Point: 535.7°C at 760 mmHg
Flash Point: 277.8°C
Safety: Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of F and NOx. See also FLUORIDES and TRIFLUPERIDOL HYDROCHLORIDE.
PSA: 40.54000
LogP: 4.72890
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Chemistry

IUPAC Name: 1-(4-Fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidyl]butan-1-one
Synonyms of Trifluperidol (CAS NO.749-13-3) : 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 ; Flumoperone ; Psicoperidol ; Trifluperidol ; Trisedil ; Butyrophenone, 4'-fluoro-4-(4-hydroxy-4-(alpha,alpha,alpha-trifluoro-m-tolyl)piperidino)-
InChI:InChI=1/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   
CAS NO:749-13-3
Molecular Formula:C22H23F4NO2                                                      
Molecular Weight :409.4171                                                              
Molecular Structure :
Index of Refraction:  1.534 
Surface Tension:  41.1 dyne/cm 
Density:  1.26 g/cm3 
Flash Point:  265.8 °C 
Enthalpy of Vaporization:  82.95 kJ/mol 
Boiling Point:  515.9 °C at 760 mmHg 
Vapour Pressure:  1.8E-11 mmHg at 25°C 

Uses

 Trifluperidol (CAS NO.749-13-3) is a typical antipsychotic of the butyrophenone chemical class.It is used in the treatment of psychoses including mania and schizophrenia.

Toxicity Data With Reference

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: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

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

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
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) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

AUTONOMIC NERVOUS SYSTEM: CENTRAL SYMPATHOLYTIC

BEHAVIORAL: ALTERATION OF CLASSICAL CONDITIONING
Medicinal Chemistry: A Series of Monographs. Vol. 4(2), Pg. 199, 1967.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of F and NOx. See also FLUORIDES and TRIFLUPERIDOL HYDROCHLORIDE.

Specification

 Trifluperidol (CAS NO.749-13-3) has general properties similar to those of haloperidol, but is considerably more potent by weight, and causes relatively more severe side effects, especially tardive dyskinesia and other extrapyramidal effects.