Active Ingredient History

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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. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Oxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Oxacillin interferes with an autolysin inhibitor. Oxacillin is used in the treatment of resistant staphylococci infections. Oxacillin sodium was marketed under the trade name Bactocill.   NCATS

  • SMILES: O.[Na+].Cc1onc(c2ccccc2)c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O)C(=O)[O-]
  • Mol. Mass: 441.44
  • ALogP: 1.9
  • ChEMBL Molecules:
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Drug Pricing (per unit)

United States

$11.9096 - $20.7058
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Note: This drug pricing data is preliminary, incomplete, and may contain errors.

(2s,5r,6r)-3,3-dimethyl-6-{[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid | (5-methyl-3-phenyl-4-isoxazolyl)penicillin | 5-methyl-3-phenyl-4-isoxazolyl-penicillin | 6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acid | bactocill | cryptocillin | oxacilina | oxacillin | oxacilline | oxacillin sodium | oxacillin sodium hydrate | oxacillinum | oxazocillin | oxazocilline | p-12 | prostaphlin | so 16423 | sq-16423


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