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CAS 1173-88-2

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Oxacillin sodium

Description:
Oxacillin sodium is a semisynthetic penicillin antibiotic that is primarily used to treat infections caused by penicillinase-producing staphylococci. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. The sodium salt form enhances its solubility in water, making it suitable for intravenous administration. Oxacillin is effective against a range of Gram-positive bacteria, particularly Staphylococcus aureus, and is resistant to degradation by certain beta-lactamases, which are enzymes produced by some bacteria to inactivate penicillin antibiotics. The compound is typically administered in a clinical setting for serious infections, including skin and soft tissue infections, pneumonia, and endocarditis. Common side effects may include allergic reactions, gastrointestinal disturbances, and potential effects on liver function. As with other antibiotics, it is crucial to use oxacillin judiciously to prevent the development of antibiotic resistance. Its chemical formula and specific molecular characteristics contribute to its pharmacological profile and therapeutic applications in treating bacterial infections.
Formula:C19H19N3O5S·Na
InChI:InChI=1S/C19H19N3O5S.Na/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
InChI key:InChIKey=HASPTBGYIXWQJO-SLINCCQESA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(=O)C=3C(=NOC3C)C4=CC=CC=C4)C2=O)(SC1(C)C)[H].[Na]
Synonyms:
  • (2S,5R,6R)-3,3-dimethyl-6-{[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 3,3-Dimethyl-6-{[(5-Methyl-3-Phenyl-1,2-Oxazol-4-Yl)Carbonyl]Amino}-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamido)-7-oxo-, monosodium salt
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-, monosodium salt, [2S-(2α,5α,6β)]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-, sodium salt (1:1), (2S,5R,6R)-
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-, monosodium salt, (2S,5R,6R)-
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-, sodium salt, (2S,5R,6R)- (1:1)
  • 5-Methyl-3-phenyl-4-isoxazolyl penicillin sodium salt
  • 5-Methyl-3-phenyl-4-isoxazolyl penicillin, sodium
  • Bactocil
  • See more synonyms
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