NIAPRAZINE, (-)-

Possibly Marketed Outside US

Details

Stereochemistry	UNKNOWN
Molecular Formula	C20H25FN4O
Molecular Weight	356.4371
Optical Activity	( - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(CCN1CCN(CC1)C2=CC=C(F)C=C2)NC(=O)C3=CC=CN=C3

InChI

InChIKey=RSKQGBFMNPDPLR-UHFFFAOYSA-N

InChI=1S/C20H25FN4O/c1-16(23-20(26)17-3-2-9-22-15-17)8-10-24-11-13-25(14-12-24)19-6-4-18(21)5-7-19/h2-7,9,15-16H,8,10-14H2,1H3,(H,23,26)

HIDE SMILES / InChI

Molecular Formula	C20H25FN4O
Molecular Weight	356.4371
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16700077 | https://www.ncbi.nlm.nih.gov/pubmed/1354861 | https://www.ncbi.nlm.nih.gov/pubmed/2853885

Niaprazine is a potent and selective antagonist of 5-HT2A and alpha-1 adrenergic receptors. It was used for the treatment of sleep disturbances in children and was investigated for the treatment of sleep disorders in patients with attention-deficit hyperactivity disorder and autistic disorder.

Approval Year

Targets

Primary Target	Pharmacology	Potency
Histamine H1 receptor 316 Target ID: CHEMBL231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10456769\|https://www.drugs.com/international/niaprazine.html	Antagonist 2849
Serotonin 2 (5-HT2) receptor 90 Target ID: CHEMBL2093870 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2853885	Antagonist 2849	25.0 nM [Ki]
Adrenergic receptor alpha-1 171 Target ID: CHEMBL1907610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2853885	Antagonist 2849	77.0 nM [Ki]

PubMed

Title	Date	PubMed
Niaprazine may improve some symptoms of attention-deficit hyperactivity disorder.	2010-04	20440244
Drug use in children: cohort study in three European countries.	2008-11-24	19029175
Anxiolytics, hypnotics, and antidepressants dispensed to adolescents in a French region in 2002.	2006-07	16700077
Insomnia in children: when are hypnotics indicated?	2002	12038875

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:45:40 GMT 2025` Edited by `admin` on `Mon Mar 31 23:45:40 GMT 2025`
Record UNII	5QKW305N9F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NIAPRAZINE, (-)-

Common Name

English

3-PYRIDINECARBOXAMIDE, N-(3-(4-(4-FLUOROPHENYL)-1-PIPERAZINYL)-1-METHYLPROPYL)-, (-)-

Preferred Name

English

Code System Code Type Description

CAS

119328-74-4

Created by admin on Mon Mar 31 23:45:40 GMT 2025 , Edited by admin on Mon Mar 31 23:45:40 GMT 2025

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FDA UNII

5QKW305N9F

Created by admin on Mon Mar 31 23:45:40 GMT 2025 , Edited by admin on Mon Mar 31 23:45:40 GMT 2025

PRIMARY

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