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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8N2O3
Molecular Weight 180.1607
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NICOTINURIC ACID

SMILES

OC(=O)CNC(=O)C1=CC=CN=C1

InChI

InChIKey=ZBSGKPYXQINNGF-UHFFFAOYSA-N
InChI=1S/C8H8N2O3/c11-7(12)5-10-8(13)6-2-1-3-9-4-6/h1-4H,5H2,(H,10,13)(H,11,12)

HIDE SMILES / InChI

Molecular Formula C8H8N2O3
Molecular Weight 180.1607
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
[Determination of nicacid and its metabolites in human plasma by HPLC-MS/MS].
2010-11
Simultaneous determination of niacin and its metabolites--nicotinamide, nicotinuric acid and N-methyl-2-pyridone-5-carboxamide--in human plasma by LC-MS/MS and its application to a human pharmacokinetic study.
2010-10
Role of nicotinamide in DNA damage, mutagenesis, and DNA repair.
2010-07-25
A comparison of the pharmacokinetics of two different formulations of extended-release niacin.
2009-01
Targeting multiple dyslipidemias with fixed combinations--focus on extended release niacin and simvastatin.
2008
Analysis of time-related metabolic fluctuations induced by ethionine in the rat.
2007-12
The comparative bioavailability of an extended-release niacin and lovastatin fixed dose combination tablet versus extended-release niacin tablet, lovastatin tablet and a combination of extended-release niacin tablet and lovastatin tablet.
2007-09
Plasma and urine pharmacokinetics of niacin and its metabolites from an extended-release niacin formulation.
2007-08
Effect of the rate of niacin administration on the plasma and urine pharmacokinetics of niacin and its metabolites.
2007-06
Nicotinic acid induces secretion of prostaglandin D2 in human macrophages: an in vitro model of the niacin flush.
2007-06
Azabicyclic amino acids by stereoselective dearomatizing cyclization of the enolates of N-nicotinoyl glycine derivatives.
2006-11-09
Metabolite projection analysis for fast identification of metabolites in metabonomics. Application in an amiodarone study.
2006-06-01
Simultaneous determination of niacin, niacinamide and nicotinuric acid in human plasma.
2005-01-04
Simultaneous determination of nicotinic acid and its metabolites using hydrophilic interaction chromatography with tandem mass spectrometry.
2005
Effects of excess nicotinamide administration on the urinary excretion of nicotinamide N-oxide and nicotinuric acid by rats.
2004-01
Synthesis and asymmetric reducing performance of chitin/dihydronicotinamide conjugates having glycine or L-leucine spacer arms.
2002-07-09
Simultaneous determination of nicotinic acid and its two metabolites in human plasma using solid-phase extraction in combination with high performance liquid chromatography.
1993
The bioavailability of sustained release nicotinic acid formulations.
1991-10
Comparison of excretion of nicotinuric acid after ingestion of two controlled release nicotinic acid preparations in man.
1988-12
High-performance liquid-chromatographic determination of free nicotinic acid and its metabolite, nicotinuric acid, in plasma and urine.
1978-10
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:57:06 GMT 2025
Edited
by admin
on Mon Mar 31 18:57:06 GMT 2025
Record UNII
77V5315PIU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-71273
Preferred Name English
NICOTINURIC ACID
Common Name English
GLYCINE, N-NICOTINOYL-
Systematic Name English
NICOTINOYLGLYCINE
Systematic Name English
NUA
Common Name English
(NICOTINOYLAMINO)ACETIC ACID
Systematic Name English
N-NICOTINYLGLYCINE
Systematic Name English
GLYCINE, N-(3-PYRIDINYLCARBONYL)-
Systematic Name English
2-(NICOTINYLAMINO)ACETIC ACID
Systematic Name English
Code System Code Type Description
PUBCHEM
68499
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
FDA UNII
77V5315PIU
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-497-0
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
CAS
583-08-4
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
RXCUI
1994363
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
EPA CompTox
DTXSID50207022
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
MESH
C002477
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
NSC
71273
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
DAILYMED
77V5315PIU
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
CHEBI
7563
Created by admin on Mon Mar 31 18:57:06 GMT 2025 , Edited by admin on Mon Mar 31 18:57:06 GMT 2025
PRIMARY
Related Record Type Details
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