Oxacillin (sodium monohydrate)

Oxacillin (trade name Bactocill) is a narrow-spectrum beta-lactam antibiotic of the penicillin class developed by Beecham. It was patented in 1960 and approved for medical use in 1962. Oxacillin is a penicillinase-resistant β-lactam. It is similar to methicillin, and has replaced methicillin in clinical use.

Product information

CAS Number: 7240-38-2

Molecular Weight: 441.43

Formula: C19H20N3NaO6S

Synonym:

Sodium oxacillin monohydrate

Stapenor sodium

Chemical Name: (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid hydrate sodium

Smiles: O.[Na+].CC1ON=C(C=1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@H](C([O-])=O)N2C1=O)C1C=CC=CC=1

InChiKey: ZVIYWUUZWWBNMB-VICXVTCVSA-M

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/q;+1;/p-1/t13-,14+,17-;;/m1../s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: H2O : ≥ 100 mg/mL (226.54 mM) DMSO : 50 mg/mL (113.27 mM; Need ultrasonic)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Oxacillin exhibits MIC values of ≤1 μg/mL for four mecA gene-carrying S. aureus clinical isolates (SA 1306, SA 1326, SA 1552, and SA 4666. Oxacillin (5 μg/mL, 0-90 min) induces lysis of Tol+and Tol- strains.

References:

1. Alexandros Ikonomidis, et al. In vitro and in vivo evaluations of oxacillin efficiency against mecA-positive oxacillin-susceptible Staphylococcus aureus. Antimicrob Agents Chemother. 2008 Nov;52(11):3905-8.
2. R H Raynor, et al. Oxacillin-induced lysis of Staphylococcus aureus. Antimicrob Agents Chemother. 1979 Aug;16(2):134-40.

Products are for research use only. Not for human use.