U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C22H23F4NO2
Molecular Weight 409.4171
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIFLUPERIDOL

SMILES

OC1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)C3=CC=CC(=C3)C(F)(F)F

InChI

InChIKey=GPMXUUPHFNMNDH-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C22H23F4NO2
Molecular Weight 409.4171
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Trifluperidol is an antipsychotic butyrophenone derivative. It is a high-affinity sigma receptor blocker and it was strongly selective for NR1a/2B receptors. It exhibit pharmacological effects and a mechanism of action very similar to that of phenothiazines and thioxanthenes in that it blocks dopaminergic receptors. It is more selective with respect to D2 receptors. Trifluperidol is indicated for the treatment of acute and chronic schizophrenia, mania and hypomania, organic psychoses, childhood behavioral disorders, agitation in psychotic illness and motor tics. Trifluperidol has been suspected as a cause of cataract in Japan. Patients receiving trifluperidol treatment may develop a parkinsonian-like syndrome which responds to withdrawal of the drug or concurrent administration of an anti-parkinsonian drug. Acute dystonias and akathisia are other acute extrapyramidal effects; tardive dyskinesia may supervene after longer periods of treatment.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Triperidol

Approved Use

Trifluperidol is indicated for the treatment of acute and chronic schizophrenia, mania and hypomania, organic psychoses, childhood behavioral disorders, agitation in psychotic illness and motor tics.
Primary
Triperidol

Approved Use

Trifluperidol is indicated for the treatment of acute and chronic schizophrenia, mania and hypomania, organic psychoses, childhood behavioral disorders, agitation in psychotic illness and motor tics.
Primary
Triperidol

Approved Use

Trifluperidol is indicated for the treatment of acute and chronic schizophrenia, mania and hypomania, organic psychoses, childhood behavioral disorders, agitation in psychotic illness and motor tics.
PubMed

PubMed

TitleDatePubMed
Metoclopramide and dystonic reactions in Sardinians.
1979 Jun 23
Research on antipsychotics in India.
2010 Jan
International consensus study of antipsychotic dosing.
2010 Jun
Patents

Sample Use Guides

Initial dose - 0.5 mg daily, increased at intervals of 3-4 days until improvement occurs or a total dose of 6-8 mg daily is reached.
Route of Administration: Oral
The effect of neuroleptics on the release of proinflammatory cytokines (IL-1beta and IL-2) by mixed glial and microglial cell cultures was investigated. Trifluperidol at 20 and 2 uM reduced IL-beta secretion by mixed glial cultures after 3 days of exposure. Trifluperidol at 20, 2 and 0.2 uM diminished IL-beta secretion after 1 day of incubation. Trifluperidol at 20 and 2 uM reduced IL-2 release after 1 and 3 days of exposure.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:17:41 GMT 2023
Edited
by admin
on Sat Dec 16 16:17:41 GMT 2023
Record UNII
R8869Q7R8I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIFLUPERIDOL
INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
R-2498
Code English
MCN-JR-2498
Code English
Trifluperidol [WHO-DD]
Common Name English
TRIFLUPERIDOL [USAN]
Common Name English
trifluperidol [INN]
Common Name English
TRIFLUPERIDOL [MI]
Common Name English
NSC-170978
Code English
TRIFLUPERIDOL [MART.]
Common Name English
Classification Tree Code System Code
WHO-VATC QN05AD02
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
NCI_THESAURUS C29710
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
WHO-ATC N05AD02
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
Code System Code Type Description
DRUG BANK
DB13552
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
SMS_ID
100000077725
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
DRUG CENTRAL
2741
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL15023
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
EVMPD
SUB11289MIG
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
INN
1604
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
NCI_THESAURUS
C76455
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
NSC
170978
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID4023703
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
FDA UNII
R8869Q7R8I
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
RXCUI
10804
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
Trifluperidol
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
MESH
D014272
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
PUBCHEM
5567
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
MERCK INDEX
m11122
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY Merck Index
CAS
749-13-3
Created by admin on Sat Dec 16 16:17:41 GMT 2023 , Edited by admin on Sat Dec 16 16:17:41 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY