Title: Oxacillin
CAS Registry Number: 66-79-5
CAS 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
Additional Names: 5-methyl-3-phenyl-4-isoxazolylpenicillin; 6-(5-methyl-3-phenyl-2-isoxazoline-4-carboxamido)penicillanic acid; oxazocilline
Molecular Formula: C19H19N3O5S
Molecular Weight: 401.44
Percent Composition: C 56.85%, H 4.77%, N 10.47%, O 19.93%, S 7.99%
Literature References: Semi-synthetic antibiotic related to penicillin. Prepn: Doyle, Nayler, US 2996501 (1961); Doyle et al., Nature 192, 1183 (1961). Toxicity: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971).
Derivative Type: Sodium salt monohydrate
CAS Registry Number: 7240-38-2
Additional Names: Penicillin P-12; sodium oxacillin
Manufacturers' Codes: BRL-1400
Trademarks: Bactocill (SKB); Bristopen (BMS); Cryptocillin (Hoechst); Micropenin (Kabi); Penstapho (BMS); Prostaphlin (Apothecon); Stapenor (Bayer)
Molecular Formula: C19H18N3NaO5S.H2O
Molecular Weight: 441.43
Percent Composition: C 51.70%, H 4.57%, N 9.52%, Na 5.21%, O 21.75%, S 7.26%
Properties: Crystals from isopropanol mp 188° (dec). [a]D20 +201° (c = 1 in water). LD50 orally in rats: >8000 mg/kg (Goldenthal).
Melting point: mp 188° (dec)
Optical Rotation: [a]D20 +201° (c = 1 in water)
Toxicity data: LD50 orally in rats: >8000 mg/kg (Goldenthal)
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins.

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