CAS 66-79-5: Oxacillin

Description: Oxacillin is a semisynthetic antibiotic belonging to the penicillin class, 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. Oxacillin is effective against a range of Gram-positive bacteria, particularly Staphylococcus aureus, and is resistant to degradation by certain beta-lactamases, making it a valuable option in treating resistant infections. The compound is typically administered via injection or orally, depending on the formulation. Its pharmacokinetics involve rapid absorption, with peak plasma concentrations occurring shortly after administration. Oxacillin is metabolized in the liver and excreted primarily through the kidneys. Common side effects may include allergic reactions, gastrointestinal disturbances, and potential impacts on liver function. Due to its specific action against resistant strains, oxacillin remains an important tool in the antibiotic arsenal, although its use must be guided by susceptibility testing to ensure effectiveness and minimize resistance development.

Formula: C₁₉H₁₉N₃O₅S

InChI: InChI=1S/C19H19N3O5S/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=UWYHMGVUTGAWSP-JKIFEVAISA-N

SMILES: O=C(O)C1N2C(=O)C(NC(=O)C=3C(=NOC3C)C=4C=CC=CC4)C2SC1(C)C

Synonyms:

• (2S,5R,6R)-3,3-Dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)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-
• 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-, [2S-(2α,5α,6β)]-
• 5-Methyl-3-phenyl-4-isooxazolylpenicillin
• 5-Methyl-3-phenyl-4-isoxazolylpenicillin
• 6-(5''-Methyl-3''-phenylisoxazol-4-yl carboxamido)-penicillanic acid
• 6-(5-Methyl-3-phenyl-4-isoxazolyl)aminopenicillanic acid
• MPI-penicillin
• MPi-PC
• Oxacilina
• Oxacillin
• Oxacilline
• Oxazocillin
• Oxazocilline
• Penicillin, (5-methyl-3-phenyl-4-isoxazolyl)-
• Prostaphlyn
• [[5-Methyl-3-phenyl-4-(isoxazolyl)carbonyl]amino]-3,3-dimethyl-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-isoxazolecarboxamide)-7-oxo-
• Bactocill
• 5-Methyl-3-phenyl-4-isoxazolyl-penicillin
• Prostaphlin
• 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-, (2S,5R,6R)-
• UNII-UH95VD7V76

Oxacillin Sodium Salt Monohydrate

CAS: 1173-88-2 66-79-57240-38-2

• Formula: C₁₉H₁₈N₃NaO₅S·H₂O
• Purity: >95.0%(T)
• Color and Shape: White to Almost white powder to crystal
• Molecular weight: 441.44

Oxacillin

CAS: 66-79-5

• Purity: ≥98%
• Molecular weight: 401.44g/mol

Oxacillin

CAS: 66-79-5

Oxacillin (Oxabel) is an antibiotic of the penicillin class, which exerts bactericidal effects by inhibiting …

• Formula: C₁₉H₁₉N₃O₅S
• Purity: 98.52%
• Color and Shape: Liquid
• Molecular weight: 401.44