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CAS 7240-38-2

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Sodium oxacillin monohydrate

Description:
Sodium oxacillin monohydrate is a semisynthetic antibiotic belonging to the penicillin class, specifically designed to combat penicillin-resistant Staphylococcus aureus. It is characterized by its ability to inhibit bacterial cell wall synthesis, making it effective against a range of Gram-positive bacteria. The compound appears as a white to off-white crystalline powder and is soluble in water, which facilitates its administration in clinical settings. The presence of the sodium salt enhances its stability and solubility compared to its parent compound, oxacillin. As a monohydrate, it contains one molecule of water for each molecule of the compound, which can influence its physical properties and stability. Sodium oxacillin is typically administered via injection and is used in treating various infections, including skin and soft tissue infections, pneumonia, and endocarditis. It is important to note that, like other antibiotics, its use should be guided by susceptibility testing to avoid resistance development.
Formula:C19H19N3O5S·H2O·Na
InChI:InChI=1S/C19H19N3O5S.Na.H2O/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);;1H2/t13-,14+,17-;;/m1../s1
InChI key:InChIKey=SNNRZFMTISMWEY-VICXVTCVSA-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].O
Synonyms:
  • 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, monohydrate
  • 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, monohydrate, [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, hydrate (1:1:1), (2S,5R,6R)-
  • Monosodium (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamido)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate monohydrate
  • Oxacillin sodium hydrate
  • Sodium oxacillin monohydrate
  • Stapenor sodium
  • sodium (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-carboxylate hydrate (1:1:1)
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