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Details

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

SHOW SMILES / InChI
Structure of NIAPRAZINE

SMILES

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

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

Unknown
134361
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2760
Antagonist
2760
 25.0 nM [Ki]
Antagonist
2760
 77.0 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Insomnia in children: when are hypnotics indicated?
2002
Anxiolytics, hypnotics, and antidepressants dispensed to adolescents in a French region in 2002.
2006 Jul
Drug use in children: cohort study in three European countries.
2008 Nov 24
Niaprazine may improve some symptoms of attention-deficit hyperactivity disorder.
2010 Apr
Substance Class Chemical
Created
by admin
on Thu Jul 06 01:21:05 UTC 2023
Edited
by admin
on Thu Jul 06 01:21:05 UTC 2023
Record UNII
R2H3YN6E3L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NIAPRAZINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
N-(3-(4-(4-FLUOROPHENYL)-1-PIPERAZINYL)-1-METHYLPROPYL)-3-PYRIDINECARBOXAMIDE
Systematic Name English
Niaprazine [WHO-DD]
Common Name English
1709 CERM
Code English
NIAPRAZINE [MI]
Common Name English
1709CERM
Code English
1709-CERM
Code English
NOPRON
Brand Name English
NIAPRAZINE [MART.]
Common Name English
J10.716F
Code English
niaprazine [INN]
Common Name English
NICOTINAMIDE, N-(3-(4-(P-FLUOROPHENYL)-1-PIPERAZINYL)-1-METHYLPROPYL)-
Common Name English
3-PYRIDINECARBOXAMIDE, N-(3-(4-(4-FLUOROPHENYL)-1-PIPERAZINYL)-1-METHYLPROPYL)-
Systematic Name English
Classification Tree Code System Code
WHO-VATC QN05CM16
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
WHO-ATC N05CM16
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
NCI_THESAURUS C29756
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
Code System Code Type Description
MERCK INDEX
M7847
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY Merck Index
MESH
C021062
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
ChEMBL
CHEMBL2105141
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
INN
2817
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
DRUG BANK
DB13687
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
DRUG CENTRAL
1908
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
PUBCHEM
71919
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
ECHA (EC/EINECS)
248-431-5
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID10865369
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
CAS
27367-90-4
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
WIKIPEDIA
Niaprazine
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
RXCUI
31722
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY RxNorm
EVMPD
SUB09218MIG
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
NCI_THESAURUS
C76943
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
SMS_ID
100000084183
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
FDA UNII
R2H3YN6E3L
Created by admin on Thu Jul 06 01:21:05 UTC 2023 , Edited by admin on Thu Jul 06 01:21:05 UTC 2023
PRIMARY
Related Record Type Details
Structure of NIAPRAZINE TRIHYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of NIAPRAZINE, (-)-
ENANTIOMER -> RACEMATE
ALPHA-1A ADRENERGIC RECEPTOR
TARGET -> INHIBITOR
Ki
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
Ki
Structure of NIAPRAZINE, (+)-
ENANTIOMER -> RACEMATE
Related Record Type Details
Structure of 4-FLUORO-PHENYLPIPERAZINE
METABOLITE ACTIVE -> PARENT
Identified in the urine specimens from rat (5 mg/kg, po), dog (5 mg/kg, po) and man (1 mg/kg, po).
IN-VIVO
URINE
Related Record Type Details
Structure of NIAPRAZINE
ACTIVE MOIETY
NIH
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