Pipemidic acid

Pipemidic acid is a member of the pyridopyrimidine class of antibacterials, which display some overlap in mechanism of action with analogous pyridone-containing quinolones. It was introduced in 1979 and is active against gram negative and some gram positive bacteria. It was used for gastrointestinal, biliary, and urinary infections.[1] The marketing authorization of pipemidic acid has been suspended throughout the EU.[2]

Pipemidic acid
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • 8-Ethyl-5-oxo-2-piperazin-1-yl-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.052.283
Chemical and physical data
FormulaC14H17N5O3
Molar mass303.322 g·mol−1
3D model (JSmol)
SMILES
  • CCN1C=C(C(=O)C2=CN=C(N=C21)N3CCNCC3)C(=O)O
InChI
  • InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)
  • Key:JOHZPMXAZQZXHR-UHFFFAOYSA-N

References
  1. "Pipemidic Acid - MeSH - NCBI". www.ncbi.nlm.nih.gov. Retrieved 2019-01-20.
  2. "Disabling and potentially permanent side effects lead to suspension or restrictions of quinolone and fluoroquinolone antibiotics". European Medicines Agency. 11 March 2019.
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