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

Details

Stereochemistry ACHIRAL
Molecular Formula C5H4N2O2
Molecular Weight 124.0975
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRAZINOIC ACID

SMILES

OC(=O)C1=NC=CN=C1

InChI

InChIKey=NIPZZXUFJPQHNH-UHFFFAOYSA-N
InChI=1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)

HIDE SMILES / InChI

Molecular Formula C5H4N2O2
Molecular Weight 124.0975
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification and functional characterization of uric acid transporter Urat1 (Slc22a12) in rats.
2011-06
Synthesis, structure and magnetic properties of two new azido-Co(II) coordination architectures: from ferromagnetic coupling to single-chain-magnets.
2010-12-14
Poly[di-μ-aqua-μ(4)-(pyrazine-2,5-dicarboxyl-ato)-dilithium(I)].
2010-12-08
Antimicrobial Susceptibility Testing of Mycobacterium bovis Isolates from Michigan White-Tailed Deer during the 2009 Hunting Season.
2010-12-02
Kinetics and inhibition of nicotinamidase from Mycobacterium tuberculosis.
2010-11-09
Reductive degradation of pyrazine-2-carboxylate by a newly isolated Stenotrophomonas sp. HCU1.
2010-09
A series of transition metal-azido extended complexes with various anionic and neutral co-ligands: synthesis, structure and their distinct magnetic behavior.
2010-08-28
Surveillance of pyrazinamide susceptibility among multidrug-resistant Mycobacterium tuberculosis isolates from Siriraj Hospital, Thailand.
2010-08-20
Synthesis and anti-mycobacterial evaluation of some pyrazine-2-carboxylic acid hydrazide derivatives.
2010-08
Molecular epidemiological study of pyrazinamide-resistance in clinical isolates of mycobacterium tuberculosis from South India.
2010-07-07
Xanthine oxidase inhibition by allopurinol increases in vitro pyrazinamide-induced hepatotoxicity in HepG2 cells.
2010-07
The near future: improving the activity of rifamycins and pyrazinamide.
2010-05
Poly[aqua-(μ-pyrazine-2-carboxyl-ato-κN,O:O)(μ-pyrazine-2-carboxyl-ato-κN,O:O')lead(II)].
2010-04-17
Photoluminescent lanthanide-organic bilayer networks with 2,3-pyrazinedicarboxylate and oxalate.
2010-04-05
Peruvian and globally reported amino acid substitutions on the Mycobacterium tuberculosis pyrazinamidase suggest a conserved pattern of mutations associated to pyrazinamide resistance.
2010-03
QSAR modeling of a set of pyrazinoate esters as antituberculosis prodrugs.
2010-02
Epidemiology of gout.
2010
Renal secretion of uric acid by organic anion transporter 2 (OAT2/SLC22A7) in human.
2010
What lies behind serum urate concentration? Insights from genetic and genomic studies.
2009-12-29
Poly[bis-(μ(2)-pyrazine-2-carboxyl-ato)-κN,O:O';κN,O:O-cadmium(II)].
2009-12-24
Poly[hexa-aqua-bis(μ(3)-terephthalato)(μ(2)-terephthalato)diytterbium(III)].
2009-12-09
Ligand-based modification of the structures and optical properties of new silver(I)-rhenate(VII) oxide/organic hybrid solids.
2009-12-07
Mutations found in the pncA gene of Mycobacterium tuberculosis in clinical pyrazinamide-resistant isolates from a local region of China.
2009-11-26
A polymorph of diaqua-bis(pyrazine-2-carboxyl-ato-κN,O)copper(II).
2009-11-04
Substituted N-Phenylpyrazine-2-carboxamides: synthesis and antimycobacterial evaluation.
2009-10-20
Tetra-ethyl-ammonium tricarbonyl-chlorido-(pyrazine-2-carboxyl-ato-N,O)rhenate(I).
2009-10-17
Combined Mössbauer spectral and density functional theory determination of the magnetic easy-axis in two high-spin iron(II) 2-pyrazinecarboxylate complexes.
2009-09-07
Poly[diaqua-(μ(2)-oxalato-κO,O:O,O)(μ(2)-pyrazine-2-carboxyl-ato-κN,O:O,O')neodymium(III)].
2009-08-12
Interpreting expression data with metabolic flux models: predicting Mycobacterium tuberculosis mycolic acid production.
2009-08
Derivatives of pyrazinecarboxylic acid: 1H, 13C and 15N NMR spectroscopic investigations.
2009-07
Lipophilic pyrazinoic acid amide and ester prodrugs stability, activation and activity against M. tuberculosis.
2009-06-28
Protective effects of coffee-derived compounds on lipopolysaccharide/D-galactosamine induced acute liver injury in rats.
2009-04
The identification of orally bioavailable thrombopoietin agonists.
2009-03-01
Genome-wide analysis of the PreA/PreB (QseB/QseC) regulon of Salmonella enterica serovar Typhimurium.
2009-02-23
Metal and mixed-metal coordination polymers synthesized with pyrazine-2-carboxylate.
2008-11-21
Vibrational spectroscopic studies and ab initio calculations of a substituted amide of pyrazine-2-carboxylic acid--C12H10ClN3O.
2008-11-15
Plasma urate level is directly regulated by a voltage-driven urate efflux transporter URATv1 (SLC2A9) in humans.
2008-10-03
Poly[diaqua(μ(2)-oxalato-κO,O:O,O)(μ(2)-pyrazine-2-carboxyl-ato-κN,O:O')cerium(III)].
2008-09-20
Synthesis and structures of a new series of silver-vanadate hybrid solids and their optical and photocatalytic properties.
2008-09-15
4-Carboxy-pyridazin-1-ium chloride.
2008-07-19
Silymarin protects liver against toxic effects of anti-tuberculosis drugs in experimental animals.
2008-07-05
Medical management of genitourinary tuberculosis.
2008-07
Identification of a new urate and high affinity nicotinate transporter, hOAT10 (SLC22A13).
2008-06-13
Mechanistic implications of the active species involved in the oxidation of hydrocarbons by iron complexes of pyrazine-2-carboxylic acid.
2008-04-21
Diaqua-bis(pyrazine-2-carboxyl-ato-κN,O)manganese(II) dihydrate.
2008-03-14
Suppression of blood lipid concentrations by volatile Maillard reaction products.
2008-01-24
Interpretation of the multiple vanadium-oxygen bonds in the central VO(eta2-O2)+ group. Synthesis, structure, supramolecular interactions and DFT studies for complexes with 2,2'-bipyridine, 1,10-phenanthroline, pyrazinato(1-) and pyrazinamide ligands.
2008-01-07
2'-(3-Hydroxy-benzyl-idene)pyrazine-2-carbohydrazide monohydrate.
2007-12-06
Dibromidobis(pyrazine-2-carboxylic acid-κN)mercury(II) dihydrate.
2007-12-06
Pyrazinamide and pyrazinoic acid activity against tubercle bacilli in cultured human macrophages and in the BACTEC system.
1990-07
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:56:00 GMT 2025
Edited
by admin
on Mon Mar 31 19:56:00 GMT 2025
Record UNII
2WB23298SP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRAZINOIC ACID
MI  
Systematic Name English
NSC-13146
Preferred Name English
2-PYRAZINECARBOXYLIC ACID
Systematic Name English
PYRAZINOIC ACID [MI]
Common Name English
PYRAZINAMIDE RELATED COMPOUND A [USP-RS]
Common Name English
Code System Code Type Description
RS_ITEM_NUM
1585017
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-718-1
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
CHEBI
71311
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
CAS
98-97-5
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
NSC
13146
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID30243367
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
MESH
C005296
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
MERCK INDEX
m9340
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY Merck Index
PUBCHEM
1047
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
WIKIPEDIA
PYRAZINOIC ACID
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
FDA UNII
2WB23298SP
Created by admin on Mon Mar 31 19:56:00 GMT 2025 , Edited by admin on Mon Mar 31 19:56:00 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
PARENT -> METABOLITE