Latamoxef

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Latamoxef
Systematic (IUPAC) name
(6R,7R)-7-{[3-hydroxy-2-(4-hydroxyphenyl)-3-
oxopropanoyl]amino}-7-methoxy-3-[(1-methyltetrazol-
5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]
oct-2-ene-2-carboxylic acid
Identifiers
CAS number 64952-97-2
ATC code J01DD06
PubChem 47499
Chemical data
Formula C20H20N6O9S 
Mol. mass 520.474 g/mol
Pharmacokinetic data
Bioavailability  ?
Protein binding 35 to 50%
Metabolism Nil
Half life 2 hours
Excretion Mostly renal, unchanged; also biliary
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes Intramuscular, intravenous

Latamoxef (or moxalactam) is an oxacephem antibiotic usually grouped with the cephalosporins. In oxacephems such as latamoxef, the sulfur atom of the cephalosporin core is replaced with an oxygen atom.

Latamoxef has been associated with prolonged bleeding time, and several cases of coagulopathy, some fatal, were reported during the 1980s.[1][2] Latamoxef is no longer available in the United States.

[edit] References

  1. ^ Weitekamp MR, Aber RC (1983). "Prolonged bleeding times and bleeding diathesis associated with moxalactam administration". JAMA 249 (1): 69–71. PMID 6217353. 
  2. ^ Brown RB, Klar J, Lemeshow S, Teres D, Pastides H, Sands M (1986). "Enhanced bleeding with cefoxitin or moxalactam. Statistical analysis within a defined population of 1493 patients". Arch Intern Med 146 (11): 2159–64. PMID 3778044.