CHEBI:45285 - pyrazinecarboxamide

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ChEBI Name pyrazinecarboxamide
ChEBI ID CHEBI:45285
Definition A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of pyrazinoic acid (pyrazine-2-carboxylic acid) with ammonia. A prodrug for pyrazinoic acid, pyrazinecarboxamide is used as part of multidrug regimens for the treatment of tuberculosis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45281, CHEBI:8656
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Formula C5H5N3O
Net Charge 0
Average Mass 123.11282
Monoisotopic Mass 123.043
InChI InChI=1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)
InChIKey IPEHBUMCGVEMRF-UHFFFAOYSA-N
SMILES NC(=O)c1cnccn1
Roles Classification
Biological Role(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
Application(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing pyrazinecarboxamide (CHEBI:45285) has role antitubercular agent (CHEBI:33231)
pyrazinecarboxamide (CHEBI:45285) has role prodrug (CHEBI:50266)
pyrazinecarboxamide (CHEBI:45285) is a N-acylammonia (CHEBI:83628)
pyrazinecarboxamide (CHEBI:45285) is a monocarboxylic acid amide (CHEBI:29347)
pyrazinecarboxamide (CHEBI:45285) is a pyrazines (CHEBI:38314)
IUPAC Name
pyrazine-2-carboxamide
INNs Sources
pyrazinamida WHO MedNet
pyrazinamide WHO MedNet
pyrazinamide WHO MedNet
pyrazinamidum WHO MedNet
Synonyms Sources
2-carbamylpyrazine ChemIDplus
2-pyrazinecarboxamide ChemIDplus
Pyrazinamide KEGG COMPOUND
pyrazinamide UniProt
pyrazine carboxamide NIST Chemistry WebBook
PYRAZINE-2-CARBOXAMIDE PDBeChem
pyrazineamide NIST Chemistry WebBook
Pyrazinoic acid amide KEGG COMPOUND
Database Links Databases
2328 DrugCentral
C01956 KEGG COMPOUND
D00144 KEGG DRUG
DB00339 DrugBank
HMDB0014483 HMDB
LSM-5425 LINCS
Pyrazinamide Wikipedia
PZA PDBeChem
View more database links
Registry Numbers Types Sources
112306 Beilstein Registry Number Beilstein
112306 Reaxys Registry Number Reaxys
279021 Gmelin Registry Number Gmelin
98-96-4 CAS Registry Number KEGG COMPOUND
98-96-4 CAS Registry Number NIST Chemistry WebBook
98-96-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14977529 PubMed citation Europe PMC
18517115 PubMed citation Europe PMC
18604033 PubMed citation Europe PMC
Last Modified
13 March 2017
General Comment
2014-05-08 Pyrazinecarboxamide can be found in blood and urine samples of individuals who have taken this drug.