Oxacillin

Oxacillin
Clinical data
Trade names	Bactocill
AHFS/Drugs.com	Monograph
MedlinePlus	a685020
ATC code	J01CF04 (WHO) QJ51CF04 (WHO);
Identifiers
	IUPAC name (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	66-79-5 ;
PubChem CID	6196;
DrugBank	DB00713 ;
ChemSpider	5961 ;
UNII	UH95VD7V76;
KEGG	D08307 ;
ChEBI	CHEBI:7809 ;
ChEMBL	ChEMBL819 ;
CompTox Dashboard (EPA)	DTXSID8023397 ;
ECHA InfoCard	100.000.577
Chemical and physical data
Formula	C19H19N3O5S
Molar mass	401.44 g·mol−1
3D model (JSmol)	Interactive image;
Density	1.49 g/cm3
Boiling point	686.8 °C (1,268.2 °F)
	SMILES [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 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 ; Key:UWYHMGVUTGAWSP-JKIFEVAISA-N ;
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Oxacillin (trade name Bactocill) is a narrow-spectrum second-generation beta-lactam antibiotic of the penicillin class developed by Beecham.^[1]

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

^ 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.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 490. ISBN 9783527607495.

[Greenwood2008-1] 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.

[Fis2006-2] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 490. ISBN 9783527607495.

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