Oxacillin

Oxacillin
Clinical data
Trade namesBactocill
AHFS/Drugs.comMonograph
MedlinePlusa685020
ATC code
Identifiers
  • (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-
    1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-
    azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.577 Edit this at Wikidata
Chemical and physical data
FormulaC19H19N3O5S
Molar mass401.44 g·mol−1
3D model (JSmol)
Density1.49 g/cm3
Boiling point686.8 °C (1,268.2 °F)
  • [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=CC=CC=C1)C(O)=O
  • InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1 ☒N
  • Key:UWYHMGVUTGAWSP-JKIFEVAISA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Oxacillin (trade name Bactocill) is a narrow-spectrum beta-lactam antibiotic of the penicillin class developed by Beecham.[1]

It was patented in 1960 and approved for medical use in 1962.[2]

  1. ^ Greenwood D (2008). Antimicrobial drugs: chronicle of a twentieth century medical triumph. Oxford University Press US. pp. 124–. ISBN 978-0-19-953484-5. Retrieved 18 November 2010.
  2. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 490. ISBN 9783527607495.