Oxacillin (sodium salt)

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Cat No: 23954

Oxacillin is a semisynthetic β-lactam antibiotic.{32140,39735} It is active against clinical isolates of methicillin-susceptible S. aureus and penicillin-susceptible S. pneumoniae, as well as group A, group B, and viridans group streptococci with MIC9...

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Territorial Availability: Available through Bertin Technologies only in France

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, monosodium salt

Correlated keywords:

66-79-5 1258282-81-3 Bactocill Bactocil semi-synthetic Staphylococcus Streptococcus Enterococcus NSC527712 P-12 P12 Penicillin Penstaphocid Prostaphlin SQ-16423 bristopen cryptocillin penstapho stapenor staphcillin V anti-biotic

Product Overview:
Oxacillin is a semisynthetic β-lactam antibiotic.{32140,39735} It is active against clinical isolates of methicillin-susceptible S. aureus and penicillin-susceptible S. pneumoniae, as well as group A, group B, and viridans group streptococci with MIC90 values ranging from 0.06 to 2 µg/ml in vitro.{22658} Oxacillin is less effective toward other bacteria with MIC90 values of greater than 16 µg/ml for S. epidermidis, S. haemolyticus, E. faecalis, E. faecium, methicillin-resistant S. aureus (MRSA), and penicillin-intermediate and -resistant S. pneumoniae. It targets the bacterial cell wall, inhibiting S. pneumoniae penicillin-binding proteins 1a, 1b, 2a, 2b, and 3 in vitro with IC50 values ranging from 0.17 to 1.75 µM.{21711,39735} Oxacillin inhibits growth of S. aureus in a thigh model of infection in mice (ED50 = 45.19 mg/kg, s.c.).{39736} Formulations containing oxacillin have been used in the treatment of susceptible bacterial infections.

Size	1 g
Shipping	dry ice
CAS Number	1173-88-2
Molecular Formula	C₁₉H₁₈N₃O₅S • Na
SMILES	CC1(C)[C@H](C([O-])=O)N2C([C@@H](NC(C3=C(C)ON=C3C4=CC=CC=C4)=O)[C@@]2([H])S1)=O.[Na+]
Molecular Weight	423,4
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2930.90
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.