Amikacin Sulfate 37517-28-5
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.
Administration
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 as amikacin is not absorbed orally. Dosage must be adjusted in people with kidney failure.
Uses
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.
Resistance
Amikacin has high resistance against bacterial inactivation. It resists attacks by most bacterial inactivating enzymes, this is accomplished by the L-hydroxyaminobuteroyl amide (L-HABA) moiety attached to N-3 which inhibits acetylation, phosphorylation and adenylation in the distant amino sugar ring (C-2,C-3,C-4). To prevent the development of bacterial resistance to this extremely powerful antibiotic, its use is tightly regulated.
Side effects
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 may be monitored. Moreover, doses are adjusted specifically based upon serum Creatinine clearance in clinical settings.
| 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 |
|---|---|
| Amikacin Sulfate CAS number: | 37517-28-5 |
| ATC code: | D06AX12 |
| PubChem: | 37768 |
| DrugBank: | APRD00550 |
| Formula: | C22H43N5O13 |
| Molecular mass: | 585.603 g/mol |
| Amikacin Sulfate Assay/Purity: | Typically NLT 98% |







