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

ChEBI IDCHEBI:167182
ChEBI NameN-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide
Stars
ASCII NameN-butyl-5-(4-hydroxyphenyl)-6-oxo-1,6-dihydropyrazine-2-carboxamide
DefinitionA 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.
Last Modified12 January 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC15H17N3O3
Net Charge0
Average Mass287.319
Monoisotopic Mass287.12699
SMILESCCCCNC(=O)c1cnc(-c2ccc(O)cc2)c(=O)n1
InChIInChI=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)
InChIKeyHURXYEZMLXEXLD-UHFFFAOYSA-N
Roles Classification
Biological Role:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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-pyrazinecarboxamideChEBI
Citations