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Amikacin

From Wikipedia, the free encyclopedia

Amikacin chemical structure
Amikacin
Systematic (IUPAC) name
(2S)-4-amino-N-[(2S,3S,4R,5S)-5-amino-2-
[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-
6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,
4S,5R,6R)-6-(aminomethyl)-3,4,5-trihydroxy-
oxan-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-
butanamide
Identifiers
CAS number 37517-28-5
ATC code D06AX12 J01GB06, S01AA21
PubChem 441188
DrugBank APRD00550
Chemical data
Formula C22H43N5O13 
Mol. weight 585.603 g/mol
Pharmacokinetic data
Bioavailability  ?
Protein binding 0-11%
Metabolism  ?
Half life 2-3 hours
Excretion Renal
Therapeutic considerations
Pregnancy cat.

D(AU) C(US)

Legal status

POM(UK) -only(US)

Routes Intramuscular, intravenous

Amikacin is an aminoglycoside antibiotic used to treat different types of bacterial infections. Amikacin works by binding to the bacterial 30S ribosomal subunit, causing misreading of mRNA and leaving the bacterium unable to synthesize proteins vital to its growth.

Amikacin may be administered once or twice a day but must be given by the intravenous or intramuscular route. There is no oral form available. Dosage must be adjusted in people with kidney failure.

Amikacin is most often used for treating severe, hospital-acquired infections with multidrug resistant Gram negative bacteria such as Pseudomonas aeruginosa, Acinetobacter, and Enterobacter. Amikacin may be combined with a beta-lactam antibiotic for empiric therapy for people with neutropenia and fever.

Side effects of amikacin are similar to other aminoglycosides. Kidney damage and hearing loss are the most important effects. Because of this potential, blood levels of the drug and markers of kidney function (creatinine) may be monitored.

[edit] References

  • Edson RS, Terrell CL. The aminoglycosides. Mayo Clin Proc. 1999 May;74(5):519-28. Review. PMID 10319086


Aminoglycosides (J01G) edit

Amikacin, Gentamicin, Kanamycin, Neomycin, Netilmicin, Streptomycin, Tobramycin

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