Oxacillin Sodium Salt Monohydrate

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Oxacillin Sodium Salt Monohydrate
Category Antibiotics
Catalog number BBF-04557
CAS 7240-38-2
Molecular Weight 441.43
Molecular Formula C19H18N3NaO5S.H2O
Purity 96%

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Description

Oxacillin sodium monohydrate is a semi-synthetic antibacterial agent and is a narrow spectrum beta-lactam antibiotic of the penicillin class.

Specification

Related CAS 66-79-5 (free acid)
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 Sodium Salt Hydrate; Penicillin P-12 Hydrate; Sodium Oxacillin Hydrate; BRL-1400 Hydrate; Bactocill Hydrate; Bristopen Hydrate; Stapenor Hydrate; Oxacillin sodium hydrate; Cryptocillin; Prostaphlin; Stapenor; BAY-M-1099; BAY M 1099
Storage Store at -20°C
IUPAC Name sodium;(2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate
Canonical SMILES CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].O.[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/q;+1;/p-1/t13-,14+,17-;;/m1./s1
InChI Key ZVIYWUUZWWBNMB-VICXVTCVSA-M

Properties

Appearance White to Off-white Solid
Antibiotic Activity Spectrum Bacteria
Boiling Point 686.8°C at 760 mmHg
Melting Point >169°C (dec.)
Solubility Soluble in Methanol (Slightly), Water (Slightly)

Reference Reading

1.Tissue distribution of oxacillin and ampicillin in the isolated perfused bovine udder.
Ehinger AM1, Kietzmann M. J Vet Med A Physiol Pathol Clin Med. 2000 Apr;47(3):157-68.
In vivo, tissue distribution of intra-mammarily administered antibiotics is mostly only assessed by sampling milk and blood. Therefore, the described study analysed whether measurement of tissue concentrations makes sense in vitro instead. Isolated bovine udders were perfused with gassed and warmed Tyrode solution. To four front and rear quarters each, 1000 mg oxacillin in 7.5 ml vehicle was administered intracisternally, completely formulated as sodium monohydrate in two lactation ointments (with or without sodium dodecylsulphate) or 80% as benzathine salt in a dry-off ointment. Over 3 h, perfusate and glandular tissue from different locations were sampled and analysed by high pressure liquid chromatography. With increasing vertical distance to the teat base, the tissue concentration of antibiotics decreased. With the lactation ointment containing sodium dodecylsulphate, lower oxacillin concentrations were reached in glandular tissue and lymph nodes compared to those without.

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