4104. Flomoxef

Nomenclature

CAS number: 99665-00-6
(6R-cis)-7-[[[(Difluoromethyl)thio]acetyl]amino]-3-[[[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]thio]methyl]-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-β-difluoromethylthioacetamido-7α-methoxy-3-[[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]thiomethyl]-1-oxa-3-cephem-4-carboxylic acid.
C15H18F2N6O7S2; mol wt 496.47.
C 36.29%, H 3.65%, F 7.65%, N 16.93%, O 22.56%, S 12.92%.

Description and references

Semi-synthetic oxacephalosporin antibiotic. Prepn: T. Tsuji et al., BE 898541; eidem, US 4532233 (1984, 1985 both to Shionogi); eidem, J. Antibiot. 38, 466 (1985). In vitro activity and β-lactamase stability: H. C. Neu, N.-X. Chin, Antimicrob. Agents Chemother. 30, 638 (1986).

Chemical structure

Properties

Crystals from acetone + methylene chloride, mp 82.5-87.5°.

Derivative

Sodium salt.

Nomenclature

CAS number: 92823-03-5
6315-S; Flumarin (Shionogi).
C15H17F2N6NaO7S2; mol wt 518.45.
C 34.75%, H 3.31%, F 7.33%, N 16.21%, Na 4.43%, O 21.60%, S 12.37%.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); β-Lactams; Oxacephems