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

^ Weitekamp MR, Aber RC (1983). "Prolonged bleeding times and bleeding diathesis associated with moxalactam administration". JAMA 249 (1): 69–71. PMID 6217353.
^ 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.

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v • d • e Antibacterials for systemic use: beta-lactam antibiotics - cephalosporins and related (J01D)

First generation	Cefacetrile, Cefadroxil, Cefalexin, Cefaloglycin, Cefaloridine, Cefalotin, Cefapirin, Cefatrizine, Cefazedone, Cefazolin, Cefradine, Cefroxadine, Ceftezole

Second generation	Cefaclor, Cefamandole, Cefmetazole, Cefonicid, Ceforanide, Cefotiam, Cefprozil, Cefuroxime

Third generation	Cefdinir, Cefditoren, Cefetamet, Cefixime, Cefmenoxime, Cefodizime, Cefoperazone, Cefotaxime, Cefpiramide, Cefpodoxime, Cefsulodin, Ceftazidime, Ceftibuten, Ceftizoxime, Ceftriaxone, Flomoxef, Latamoxef

Fourth generation	Cefepime, Cefozopran, Cefpirome, Cefquinome

Fifth generation	Ceftobiprole

Other beta-lactam antibacterials	Monobactams (Aztreonam), Carbapenems (Parenteral - Doripenem, Ertapenem, Imipenem, Meropenem, Panipenem, Oral - Faropenem)