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QuickView for Netilmicin (compound)

Name: Netilmicin
PubChem Compound ID: 10480069
Description: Semisynthetic 1-N-ethyl derivative of SISOMYCIN, an aminoglycoside antibiotic with action similar to gentamicin, but less ear and kidney toxicity.
Molecular formula: C21H41N5O7
Molecular weight: 475.58 g/mol
Name: Netilmicin
Name (isomeric): DB00955
Drug Type: small molecule
Description: Semisynthetic 1-N-ethyl derivative of SISOMYCIN, an aminoglycoside antibiotic with action similar to gentamicin, but less ear and kidney toxicity.
Brand: Netromycin
Category: Protein Synthesis Inhibitors, Anti-Bacterial Agents, Aminoglycosides
CAS number: 56391-56-1
Indication: For the treatment of bacteremia, septicaemia, respiratory tract infections, skin and soft-tissue infection, burns, wounds, and peri-operative infections caused by susceptible strains.
Netilmicin is a semisynthetic, water soluble antibiotic of the aminoglycoside group, produced by the fermentation of Micromonospora inyoensis, a species of actinomycete. Aminoglycosides are useful primarily in infections involving aerobic, Gram-negative bacteria, such as Pseudomonas, Acinetobacter, and Enterobacter. It is active at low concentratio...
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Mechanism of Action:
Aminoglycosides like netilmicin "irreversibly" bind to specific 30S-subunit proteins and 16S rRNA. Specifically netilmicin binds to four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the a...
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Absorption: Rapidly and completely absorbed after IM administration, peak serum levels were achieved within 30-60 minutes. Aminoglycosides are poorly absorbed orally. Topical absorption is also poor unless severe skin damage is present.
Protein binding: Protein-binding of is low and depends on the test conditions (mainly the concentration of cations in the test medium).
Biotransformation: No evidence of metabolic transformation, typically 80% is recoverable in the urine within 24 hours
Half Life: 2.5 hours
Toxicity: Netilmicin has nephrotoxic and ototoxic potential. Nephrotoxicity occurs via drug accumulation in renal proximal tubular cells resulting in cellular damage. Tubular cells may regenerate despite continued exposure and nephrotoxicity is usually mild and reversible. Netilmicin is less nephrotoxic than neomycin, gentamicin, tobramycin, and amikacin, likely due to a reduced number of cationic amino groups in its structure. Otoxicity occurs as a result of irreversible damage to hair cells of the cochlea and/or summit of the ampullar cristae in the vestibular complex caused drug accumulation in the endolymph and perilymph of the inner ear. Otoxicity appears to be correlated to total exposure and may be cumulative with further doses of aminoglycosides or other ototoxic drugs (e.g. cisplatin, furosemide). High frequency hearing loss is followed by low frequency hearing loss, which may be followed by retrograde degeneration of the auditory nerve. Vestibular toxicity may cause vertigo, nausea and vomiting, dizziness and loss of balance.
Affected organisms: Enteric bacteria and other eubacteria
Drug interaction:
Cephalothin GroupIncreased risk of nephrotoxicity
PancuroniumThe agent increases the effect of muscle relaxant
RocuroniumThe agent increases the effect of muscle relaxant
SuccinylcholineThe agent increases the effect of muscle relaxant
FurosemideIncreased ototoxicity
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