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

Details

Stereochemistry ACHIRAL
Molecular Formula C14H19F3N4O
Molecular Weight 316.3221
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUPRAZINE

SMILES

NC(=O)NCCN1CCN(CC1)C2=CC(=CC=C2)C(F)(F)F

InChI

InChIKey=CHQKHXJPWDSTPY-UHFFFAOYSA-N
InChI=1S/C14H19F3N4O/c15-14(16,17)11-2-1-3-12(10-11)21-8-6-20(7-9-21)5-4-19-13(18)22/h1-3,10H,4-9H2,(H3,18,19,22)

HIDE SMILES / InChI
Fluprazine (previously known as DU27716), a psychoactive drug was studied as a behaviorally selective, anti-aggressive agent. Experiments on rodents have shown that fluprazine didn’t appreciably affect defensive attack or other defensive behaviors even though it strongly inhibited offensive attack. This agent is used to test both differences and similarities in neurochemical substrates and adaptive significance of different forms of intraspecific aggression.

Approval Year

PubMed

PubMed

TitleDatePubMed
Anxiety in mice: a principal component analysis study.
2007
An evolutionary approach to behavioral pharmacology: using drugs to understand proximate and ultimate mechanisms of different forms of aggression in mice.
1998
Effects of Fluprazine and Eltoprazine in Mouse Elevated Plus-Maze and Light/Dark Exploration Tests of Anxiety: Rodgers RJ, Cole JC, Dobson MJ, Eells, JR, Department of Psychology, University of Leeds, Leeds LS2 9JT, U.K.
1992-01
Fluprazine hydrochloride: no influence on the odor detection performance of male rats.
1990-03
Anti-aggressive effect of a new phenylpiperazine compound (DU27716) on hypothalamically induced behavioural activities.
1982-07
Patents
Name Type Language
FLUPRAZINE
INN  
INN  
Official Name English
fluprazine [INN]
Preferred Name English
(2-(4-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)-1-PIPERAZINYL)ETHYL)UREA
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Mon Mar 31 18:01:06 GMT 2025 , Edited by admin on Mon Mar 31 18:01:06 GMT 2025
Code System Code Type Description
PUBCHEM
71153
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ChEMBL
CHEMBL2106753
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INN
5191
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SMS_ID
100000080741
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CAS
76716-60-4
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EPA CompTox
DTXSID70227545
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WIKIPEDIA
Fluprazine
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NCI_THESAURUS
C65729
Created by admin on Mon Mar 31 18:01:06 GMT 2025 , Edited by admin on Mon Mar 31 18:01:06 GMT 2025
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MESH
C035521
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FDA UNII
713BBL6840
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EVMPD
SUB07734MIG
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