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

Details

Stereochemistry ACHIRAL
Molecular Formula C22H23F4NO2.ClH
Molecular Weight 445.878
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIFLUPERIDOL HYDROCHLORIDE

SMILES

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

InChI

InChIKey=VYGQXRZAHIZHQV-UHFFFAOYSA-N
InChI=1S/C22H23F4NO2.ClH/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;1H

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

Molecular Formula ClH
Molecular Weight 36.461
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
Antifungals: need to search for a new molecular target.
2008 Jul-Aug
Antagonism by haloperidol and its metabolites of mechanical hypersensitivity induced by intraplantar capsaicin in mice: role of sigma-1 receptors.
2009 Jul
A new homogeneous high-throughput screening assay for profiling compound activity on the human ether-a-go-go-related gene channel.
2009 Nov 1
In vitro metabolism of haloperidol and sila-haloperidol: new metabolic pathways resulting from carbon/silicon exchange.
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 Fri Dec 15 15:23:09 GMT 2023
Edited
by admin
on Fri Dec 15 15:23:09 GMT 2023
Record UNII
UIC8RB6P81
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIFLUPERIDOL HYDROCHLORIDE
MART.   MI   WHO-DD  
Common Name English
TRIFLUPERIDOL HYDROCHLORIDE [MART.]
Common Name English
Trifluperidol hydrochloride [WHO-DD]
Common Name English
TRIFLUPERIDOL HYDROCHLORIDE [MI]
Common Name English
NSC-169875
Code English
TRIFLUPERIDOL HCL
Common Name English
4'-FLUORO-4-(4-HYDROXY-4-(3-TRIFLUOROMETHYLPHENYL)PIPERIDINO)BUTYROPHENONE
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
218-170-1
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
PUBCHEM
16361
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
RXCUI
236140
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY RxNorm
EVMPD
SUB04957MIG
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
CAS
2062-77-3
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
SMS_ID
100000084663
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
NSC
169875
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
MERCK INDEX
m11122
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY Merck Index
FDA UNII
UIC8RB6P81
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID2045810
Created by admin on Fri Dec 15 15:23:09 GMT 2023 , Edited by admin on Fri Dec 15 15:23:09 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY