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Oxacillin

Catalog No. DB00713 Name DrugBank
CAS Number 66-79-5 Website http://www.ualberta.ca/
M. F. C19H19N3O5S Telephone (780) 492-3111
M. W. 401.43626 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 594

SYNONYMS

IUPAC name
(2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
(2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Brand Name
Bactocill
Synonyms
Oxacillin Sodium

DATABASE IDS

PubChem CID 6196
CAS Number 66-79-5
PubChem SID 46505710

PROPERTIES

Hydrophobicity(logP) 2.4
Solubility 13.9 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description An antibiotic similar to flucloxacillin used in resistant staphylococci infections. [PubChem]
Indication Used in the treatment of resistant staphylococci infections.
Pharmacology Oxacillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Oxacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Oxacillin results from the inhibition of cell wall synthesis and is mediated through Oxacillin binding to penicillin binding proteins (PBPs). Oxacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Affected Organisms
Enteric bacteria and other eubacteria
Half Life 20 to 30 minutes
Protein Binding 94.2 +/- 2.1% (binds to serum protein, mainly albumin)
Elimination Oxacillin Sodium is rapidly excreted as unchanged drug in the urine by glomerular filtration and active tubular secretion.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES