Oxacillin (sodium salt)

Oxacillin is a semisynthetic beta-lactam antibiotic. 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. 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. Oxacillin inhibits growth of S. aureus in a thigh model of infection in mice (ED50 = 45.19 mg/kg, s.c.). Formulations containing oxacillin have been used in the treatment of susceptible bacterial infections.Formal Name: (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. CAS Number: 1173-88-2. Synonyms: Micropenin, NSC 527712, SQ16423. Molecular Formula: C19H18N3O5S . Na. Formula Weight: 423.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 16 mg/ml, Ethanol: 2 mg/ml, PBS (pH 7.2): 10 mg/ml. 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+]. InChi Code: 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),/q,+1/p-1/t13-,14+,17-,/m1./s1. InChi Key: VDUVBBMAXXHEQP-SLINCCQESA-M.