FLUPRAZINE

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 Search

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

Molecular Formula	C14H19F3N4O
Molecular Weight	316.3221
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4070407 | https://www.ncbi.nlm.nih.gov/pubmed/2623070 | https://www.ncbi.nlm.nih.gov/pubmed/9884108

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

Targets

Primary Target	Pharmacology	Potency
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL214 Sources: https://periodicos.ufsc.br/index.php/biotemas/article/download/23070/20900 \| https://link.springer.com/chapter/10.1007/978-94-009-3359-0_11	Agonist 2678	510.0 nM [Ki]
Serotonin 1b (5-HT1b) receptor 46 Target ID: CHEMBL1898 Sources: https://link.springer.com/chapter/10.1007/978-94-009-3359-0_11	Binding Agent 1064	1500.0 nM [Ki]
Serotonin 2 (5-HT2) receptor 87 Target ID: CHEMBL2095200 Sources: https://link.springer.com/chapter/10.1007/978-94-009-3359-0_11	Binding Agent 1064	1800.0 nM [Ki]

PubMed

Title	Date	PubMed
Anti-aggressive effect of a new phenylpiperazine compound (DU27716) on hypothalamically induced behavioural activities.	1982 Jul	6889746
Fluprazine hydrochloride: no influence on the odor detection performance of male rats.	1990 Mar	1971115
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 Jan	22291294
Anxiety in mice: a principal component analysis study.	2007	17502910

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:33:31 GMT 2023` Edited by `admin` on `Fri Dec 15 15:33:31 GMT 2023`
Record UNII	713BBL6840
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLUPRAZINE

Official Name

English

fluprazine [INN]

Common 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