CHEBI:167182 - N-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide

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ChEBI Name N-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide
ChEBI ID CHEBI:167182
ChEBI ASCII Name N-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide
Definition A pyrazinecarboxamide in which a 6-oxo-1,6-dihydropyrazine nucleus is substituted on C-5 by a 4-hydroxyphenyl group and on C-2 by a butylcarbamyl group. A synthetic determinant of cefadroxil, it is a promising tool for determining in vitro cross-reactivity to cefadroxil in amoxicillin-allergic patients.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H17N3O3
Net Charge 0
Average Mass 287.319
Monoisotopic Mass 287.12699
InChI InChI=1S/C15H17N3O3/c1-2-3-8-16-14(20)12-9-17-13(15(21)18-12)10-4-6-11(19)7-5-10/h4-7,9,19H,2-3,8H2,1H3,(H,16,20)(H,18,21)
InChIKey HURXYEZMLXEXLD-UHFFFAOYSA-N
SMILES CCCCNC(=O)C1=CN=C(C(=O)N1)C1=CC=C(O)C=C1
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.
(via pyrazinecarboxamide )
Application(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
(via pyrazinecarboxamide )
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.
(via pyrazinecarboxamide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide (CHEBI:167182) is a pyrazinecarboxamide (CHEBI:45285)
IUPAC Name
N-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide
Synonym Source
N-butyl-1,6-dihydro-5-(4-hydroxyphenyl)-6-oxo-2-pyrazinecarboxamide ChEBI
Citation Waiting for Citations Type Source
33292516 PubMed citation Europe PMC
Last Modified
12 January 2021