Latamoxef

Latamoxef

File:Latamoxef.svg
Systematic (IUPAC) name
(6R,7R)-7-{[carboxy(4-hydroxyphenyl)acetyl]amino}-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)thio]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Routes of administration	Intramuscular, intravenous
Pharmacokinetic data
Protein binding	35 to 50%
Metabolism	Nil
Biological half-life	2 hours
Excretion	Mostly renal, unchanged; also biliary
Identifiers
CAS Number	64952-97-2
ATC code	J01DD06 (WHO)
PubChem	CID 47499
Chemical data
Formula	C20H20N6O9S
Molar mass	520.474 g/mol[[]]
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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. Latamoxef is no longer available in the United States. As with other cephalosporins with a methylthiotetrazole side chain, latamoxef causes an antabuse reaction when mixed with alcohol. Additionally the methylthiotetrazole side chain inhibits γ-carboxylation of glutamic acid; this can interfere with the actions of vitamin K.

It has been described as a third generation cephalosporin.