Carfecillin is a beta-lactam antibiotic. It is a phenyl derivative of carbenicillin, acting as a prodrug.[1]

Carfecillin
Clinical data
ATC code
Identifiers
  • (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[ [3-oxo-3-(phenoxy)-2-phenylpropanoyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.043.778 Edit this at Wikidata
Chemical and physical data
FormulaC23H22N2O6S
Molar mass454.50 g·mol−1
3D model (JSmol)
  • O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)C(c1ccccc1)C(=O)Oc2ccccc2)[C@H]4SC3(C)C
  • InChI=1S/C23H22N2O6S/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29)/t15?,16-,17+,20-/m1/s1 checkY
  • Key:NZDASSHFKWDBBU-KVMCETHSSA-N checkY
  (verify)

References

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  1. ^ Basker MJ, Comber KR, Sutherland R, Valler GH (1977). "Carfecillin: antibacterial activity in vitro and in vivo". Chemotherapy. 23 (6): 424–35. doi:10.1159/000222012. PMID 21771.