Cefsulodin

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Cefsulodin
Cefsulodin.png
Systematic (IUPAC) name
4-(aminocarbonyl)-1-[((6R,7R)-2-carboxy-8-oxo-7-{[phenyl(sulfo)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]pyridinium
Clinical data
AHFS/Drugs.com International Drug Names
Legal status ?
Identifiers
CAS number 52152-93-9 YesY
ATC code J01DD03
PubChem CID 5284530
ChemSpider 4447588 YesY
UNII OV42LHE42B YesY
KEGG D02005 YesY
ChEMBL CHEMBL1617285 N
Chemical data
Formula C22H21N4O8S2+
Mol. mass 533.556 g/mol
 N (what is this?)  (verify)

Cefsulodin is a third generation cephalosporin antibiotic that has very specific activity against Pseudomonas aeruginosa. It has no significant activity against other Gram-negative bacteria and very limited activity against Gram-positive bacteria and anaerobic bacteria. Cefsulodin was first synthesized and patented by the Takeda Pharmaceutical Company in 1977. In 2002, Takeda stopped production of Cefsulodin. Many years of low-stability cefsulodin production has led to a widespread reduction of laboratory and research usages. Current attempts (i.e. IDEXX Laboratories) of increasing purity and stability of cefsulodin center around recrystallization. Typically the process entails the following: Cefsulodin is dissolved in an organic solvent, sodium, water or any mixture thereof, then subsequently recrystallized through separation of the unwanted fraction. Recently, TOKU-E has found that the main cause of cefsulodin instability stems from one key impurity in 7-ACA (7-aminocephalosporanic acid- a raw material used in the synthesis of cefsulodin). In order to produce high-purity, high-stability cefsulodin, TOKU-E uses industrial HPLC to remove significant quantities of this impurity in 7-ACA and thus produces ultra-pure, ultra-stable, and ultra potent cefsulodin.[1]

General use[edit]

Cefuslodin is most commonly used in CIN (cefsulodin-Irgasan-novobiocin) agar to select for Yersinia microorganisms.[2] This agar is most often used in water and beverage testing.

Susceptibility data[edit]

The following represents MIC susceptibility data for various Pseudomonas aeruginosa strains.

  • Pseudomonas aeruginosa PA13 (resistant strain): 32 μg/ml
  • Pseudomonas aeruginosa (wild-type, susceptible): 4 μg/ml - 8 μg/ml

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References[edit]