Product Name

Tobramycin

CAS Number

32986-56-4

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Product Name:
Tobramycin
CAS Number:
32986-56-4
Indication:
For the treatment of pseudomonas aeruginosa lung infections. Also being investigated for use in the treatment of sinus infections.
Mode of Action:

Tobramycin binds irreversibly to one of two aminoglycoside binding sites on the 30 S ribosomal subunit, inhibiting bacterial protein synthesis. Tobramycin may also destabilize bacterial memebrane by binding to 16 S 16 S r-RNA. An active transport mechanism for aminoglycoside uptake is necessary in the bacteria in order to attain a significant intracellular concentration of tobramycin.

Pharmacodynamics:

Tobramycin, an aminoglycoside antibiotic obtained from cultures of Streptomyces tenebrarius, is used in combination with other antibiotics to treat urinary tract infections, gynecologic infections, peritonitis, endocarditis, pneumonia, bacteremia and sepsis, respiratory infections including those associated with cystic fibrosis, osteomyelitis, and diabetic foot and other soft-tissue infections. It acts primarily by disrupting protein synthesis, leading to altered cell membrane permeability, progressive disruption of the cell envelope, and eventual cell death. Tobramycin has in vitro activity against a wide range of gram-negative organisms including Pseudomonas aeruginosa.

Toxicity:

LD50=441mg/kg (s.c. in mice)

IUPAC:
(2S, 3R, 4S, 5S, 6R)-4-amino-2-{[(1S, 2S, 3R, 4S, 6R)-4, 6-diamino-3-{[(2R, 3R, 5S, 6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3, 5-diol
ATC:
J01GB01 S01AA12
PubChem:
5496
DrugBank:
DB00684 (APRD00582)
Formula:
C14H21N3O3S
Molecular Mass:
467.5145
Synonyms:
3'-Deoxykanamycin B SPRC-AB01 tobramycin solution for inhalation Tobramycin Sulfate
SMILES:
NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O
AHFS Code:
52:04.04 08:12.02
InChi:
NLVFBUXFDBBNBW-PBSUHMDJSA-N

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