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

Details

Stereochemistry ACHIRAL
Molecular Formula C18H19F3N2S
Molecular Weight 352.417
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIFLUPROMAZINE

SMILES

CN(C)CCCN1C2=C(SC3=C1C=C(C=C3)C(F)(F)F)C=CC=C2

InChI

InChIKey=XSCGXQMFQXDFCW-UHFFFAOYSA-N
InChI=1S/C18H19F3N2S/c1-22(2)10-5-11-23-14-6-3-4-7-16(14)24-17-9-8-13(12-15(17)23)18(19,20)21/h3-4,6-9,12H,5,10-11H2,1-2H3

HIDE SMILES / InChI
Triflupromazine is antipsychotic and an antiemetic drug (sold under the brand names VESPRIN) which used to management of psychoses. However, this drug was discontinued. Triflupromazine binds to the dopamine D1 and dopamine D2 receptors and inhibits their activity. Moreover, binds the muscarinic acetylcholine receptors (M1 and M2).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P11229
Gene ID: 1128.0
Gene Symbol: CHRM1
Target Organism: Homo sapiens (Human)
Target ID: P08172
Gene ID: 1129.0
Gene Symbol: CHRM2
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VESPRIN

Approved Use

Used mainly in the management of psychoses. Also used to control nausea and vomiting

Launch Date

-3.87935994E11
Doses

Doses

DosePopulationAdverse events​
800 mg 1 times / day multiple, oral
Overdose
Dose: 800 mg, 1 times / day
Route: oral
Route: multiple
Dose: 800 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Psychotic disorders
Sources:
150 mg 1 times / day multiple, intramuscular
Recommended
Dose: 150 mg, 1 times / day
Route: intramuscular
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Psychotic disorders
Sources:
3 mg 1 times / day multiple, intravenous
Recommended
Dose: 3 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 3 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Nausea
Sources:
PubMed

PubMed

TitleDatePubMed
Aluminum balance in intensive care patients.
2001 Apr
[Prophylaxis of nausea and vomiting after thyroid surgery: comparison of oral and intravenous dolasetron with intravenous droperidol and placebo].
2001 Jul
Inactivation of cholinesterase induced by chlorpromazine cation radicals.
2003 Feb
A kinetic study on the phenothiazine dependent oxidation of NADH by bovine ceruloplasmin.
2006 Feb
Effects of inorganic ions on the binding of triflupromazine and chlorpromazine to bovine serum albumin studied by spectrometric methods.
2006 Jul
Synthesis and antitubercular activity of quaternized promazine and promethazine derivatives.
2007 Mar 1
The effect of calmodulin antagonists on experimental scoliosis: a pinealectomized chicken model.
2009 Mar 15
Effects of chemical manipulation of mitotic arrest and slippage on cancer cell survival and proliferation.
2009 Sep 15
A cell protection screen reveals potent inhibitors of multiple stages of the hepatitis C virus life cycle.
2010 Feb 23
Research on antipsychotics in India.
2010 Jan
The identification of inhibitors of Schistosoma mansoni miracidial transformation by incorporating a medium-throughput small-molecule screen.
2010 Jun
Changes in clinical trials methodology over time: a systematic review of six decades of research in psychopharmacology.
2010 Mar 3
Patents

Sample Use Guides

Unknown
Route of Administration: Intramuscular
In Vitro Use Guide
Unknown
Name Type Language
TRIFLUPROMAZINE
HSDB   INN   MART.   MI   ORANGE BOOK   USP   VANDF   WHO-DD  
INN  
Official Name English
TRIFLUPROMAZINE [MI]
Common Name English
TRIFLUPROMAZINE [MART.]
Common Name English
Triflupromazine [WHO-DD]
Common Name English
triflupromazine [INN]
Common Name English
VESPRIN
Brand Name English
TRIFLUPROMAZINE [USP MONOGRAPH]
Common Name English
FLUOPROMAZINE
Common Name English
10-3-(Dimethylamino)propyl-2-(trifluoromethyl)phenothiazine
Systematic Name English
TRIFLUPROMAZINE [HSDB]
Common Name English
TRIFLUPROMAZINE [ORANGE BOOK]
Common Name English
TRIFLUPROMAZINE [VANDF]
Common Name English
10H-PHENOTHIAZINE-10-PROPANAMINE, N,N-DIMETHYL-2-(TRIFLUOROMETHYL)-
Systematic Name English
Classification Tree Code System Code
CFR 21 CFR 520.2582
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
WHO-ATC N05AA05
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
WHO-VATC QN05AA05
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
NCI_THESAURUS C740
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
NCI_THESAURUS C29710
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
Code System Code Type Description
IUPHAR
4330
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
RXCUI
10805
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY RxNorm
DRUG CENTRAL
2742
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
WIKIPEDIA
TRIFLUPROMAZINE
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
INN
725
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
NCI_THESAURUS
C66635
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
HSDB
3407
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
MERCK INDEX
m11123
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
205-673-6
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
EPA CompTox
DTXSID9023704
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
ChEMBL
CHEMBL570
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
CAS
146-54-3
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
EVMPD
SUB11290MIG
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
CHEBI
9711
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
MESH
D014273
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
PUBCHEM
5568
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
FDA UNII
RO16TQF95Y
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
DRUG BANK
DB00508
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY
SMS_ID
100000088513
Created by admin on Fri Dec 15 15:01:58 UTC 2023 , Edited by admin on Fri Dec 15 15:01:58 UTC 2023
PRIMARY