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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/01/11 17:31:23」(JST)

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Oxacillin sodium (trade name Bactocill) is a narrow spectrum beta-lactam antibiotic of the penicillin class.

It was developed by Beecham.^[1]

Uses

Oxacillin is a penicillinase-resistant β-lactam. It is similar to methicillin, and has replaced methicillin in clinical use. Another related compound is nafcillin. Since it is resistant to penicillinase enzymes, such as that produced by Staphylococcus aureus, it is widely used clinically in the US to treat penicillin-resistant Staphylococcus aureus. However, with the introduction and widespread use of both oxacillin and methicillin, antibiotic-resistant strains called oxacillin-resistant Staphylococcus aureus (MRSA/ORSA) have become increasingly prevalent worldwide. MRSA/ORSA is treated using vancomycin.

Adverse effects

Further information: Penicillin drug reaction

Side effects include hypersensitivity and local reactions. In high doses, renal, hepatic, or nervous system effects can occur.^[2]

References

^ David Greenwood (2008). Antimicrobial drugs: chronicle of a twentieth century medical triumph. Oxford University Press US. pp. 124–. ISBN 978-0-19-953484-5. http://books.google.com/books?id=i4_FZHmzjzwC&pg=PA124. Retrieved 18 November 2010.
^ Drugs.com: Bactocill

This systemic antibacterial-related article is a stub. You can help Wikipedia by expanding it.

English Journal

Clinical characterization of Staphylococcus schleiferi infections and identification of risk factors for acquisition of oxacillin-resistant strains in dogs: 225 cases (2003-2009).

Cain CL, Morris DO, Rankin SC.SourceDepartment of Clinical Studies, School of Veterinary Medicine, University of Pennsylvania, Philadelphia, PA 19104.
Journal of the American Veterinary Medical Association.J Am Vet Med Assoc.2011 Dec 15;239(12):1566-73.
Objective-To define clinical differences between coagulase-positive and coagulase-negative Staphylococcus schleiferi infections in dogs and to identify risk factors for the isolation of oxacillin-resistant S schleiferi. Design-Retrospective case series. Animals-225 dogs (yielding 225 S schleifer
PMID 22129120

Related Pictures

2006.207.1: Prostaphlin Capsules, c. 1961 Usermeds › Medications › Prostaphlin Prostaphlin prescription drug /side prostaphlin-amonohydrate Oxacillin-Prostaphlin-500mg-01790-1 prostaphlin 500mg oxacillin 扼煞西林 Agrandir l'image

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Oxacillin
Systematic (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
Clinical data
Trade names	Bactocill
AHFS/Drugs.com	monograph
MedlinePlus	a685020
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	66-79-5
ATC code	J01CF04 QJ51CF04
PubChem	CID 6098
DrugBank	DB00713
ChemSpider	5873
UNII	UH95VD7V76
KEGG	D08307
ChEBI	CHEBI:49566
ChEMBL	CHEMBL891
Chemical data
Formula	C19H19N3O5S
Mol. mass	401.436 g/mol
	SMILES O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)c2c(onc2c1ccccc1Cl)C)[C@H]4SC3(C)C;
	InChI InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1 ; Key:LQOLIRLGBULYKD-JKIFEVAISA-N ;
Physical data
Density	1.49 g/cm³
Boiling point	686.8 °C (1268 °F)
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