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

Details

Stereochemistry ACHIRAL
Molecular Formula C5H4N2O3
Molecular Weight 140.0969
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-HYDROXYPYRAZINOIC ACID

SMILES

OC(=O)C1=NC=C(O)N=C1

InChI

InChIKey=CGQFCIHUUCMACC-UHFFFAOYSA-N
InChI=1S/C5H4N2O3/c8-4-2-6-3(1-7-4)5(9)10/h1-2H,(H,7,8)(H,9,10)

HIDE SMILES / InChI

Molecular Formula C5H4N2O3
Molecular Weight 140.0969
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 pyrazinamide and its main metabolites in rat urine by high-performance liquid chromatography.
1997 Aug 1
Quantification of pyrazinamide and its metabolites in plasma by ionic-pair high-performance liquid chromatography. Implications for the separation mechanism.
1998 Mar 20
Investigation of the effects of concomitant caffeine administration on the metabolic disposition of pyrazinamide in rats.
2002 Jul
A novel mechanism underlies the hepatotoxicity of pyrazinamide.
2013 Apr
Global Urine Metabolomics in Patients Treated with First-Line Tuberculosis Drugs and Identification of a Novel Metabolite of Ethambutol.
2016 Apr
An improved LC-MS/MS method for the simultaneous determination of pyrazinamide, pyrazinoic acid and 5-hydroxy pyrazinoic acid in human plasma for a pharmacokinetic study.
2016 Apr 1
Metabolomics approach discriminates toxicity index of pyrazinamide and its metabolic products, pyrazinoic acid and 5-hydroxy pyrazinoic acid.
2018 Apr
Substance Class Chemical
Created
by admin
on Sat Dec 16 13:42:41 UTC 2023
Edited
by admin
on Sat Dec 16 13:42:41 UTC 2023
Record UNII
M2V0DP3ENP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-HYDROXYPYRAZINOIC ACID
Common Name English
4,5-DIHYDRO-5-OXO-2-PYRAZINECARBOXYLIC ACID
Systematic Name English
PYRAZINECARBOXYLIC ACID, 4,5-DIHYDRO-5-OXO-
Systematic Name English
5-OXO-4,5-DIHYDROPYRAZINE-2-CARBOXYLIC ACID
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID40188179
Created by admin on Sat Dec 16 13:42:41 UTC 2023 , Edited by admin on Sat Dec 16 13:42:41 UTC 2023
PRIMARY
CAS
34604-60-9
Created by admin on Sat Dec 16 13:42:41 UTC 2023 , Edited by admin on Sat Dec 16 13:42:41 UTC 2023
PRIMARY
PUBCHEM
161825
Created by admin on Sat Dec 16 13:42:41 UTC 2023 , Edited by admin on Sat Dec 16 13:42:41 UTC 2023
PRIMARY
FDA UNII
M2V0DP3ENP
Created by admin on Sat Dec 16 13:42:41 UTC 2023 , Edited by admin on Sat Dec 16 13:42:41 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE