Title: Floxacillin
CAS Registry Number: 5250-39-5
CAS Name: (2
S,5
R,6
R)-6-[[[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms: 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolylpenicillin; 6-[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]penicillanic acid; flucloxacillin
Manufacturers' Codes: BRL-2039
Molecular Formula: C19H17ClFN3O5S
Molecular Weight: 453.87
Percent Composition: C 50.28%, H 3.78%, Cl 7.81%, F 4.19%, N 9.26%, O 17.63%, S 7.06%
Literature References: Semi-synthetic antibiotic active against penicillin-resistant staphylococci. Halogen-substituted derivative of oxacillin,
q.v. Prepn:
ZA 6304323 (1964 to Beecham); Nayler,
GB 978299;
idem, US 3239507 (1964, 1966 both to Beecham). Pharmacology and toxicity: R. Sutherland
et al., Br. Med. J. 4, 460 (1970). Clinical studies: Harding
et al., Clin. Trials J. 7, 368 (1970); Qureshi
et al., ibid. 375.
Derivative Type: Sodium monohydrate
CAS Registry Number: 34214-51-2
Trademarks: Abboflox (Abbott); Culpen (Fujisawa); Floxapen (GSK); Ladropen (Berk); Stafoxil (Yamanouchi); Staphlipen (Wyeth); Staphylex (GSK)
Molecular Formula: C19H16ClFN3NaO5S.H2O
Molecular Weight: 493.87
Percent Composition: C 46.21%, H 3.67%, Cl 7.18%, F 3.85%, N 8.51%, Na 4.66%, O 19.44%, S 6.49%
Properties: Freely sol in water. LD50 in mice (g/kg): 2.2 s.c., 3.8 orally (Sutherland).
Toxicity data: LD50 in mice (g/kg): 2.2 s.c., 3.8 orally (Sutherland)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins.