Chemical Property of Nebramycin
Chemical Property:
- Appearance/Colour:White powder
- Vapor Pressure:2.18E-25mmHg at 25°C
- Melting Point:178 °C
- Refractive Index:143 ° (C=4, H2O)
- Boiling Point:775.436 °C at 760 mmHg
- PKA:pKa 6.7 (Uncertain);8.3 (Uncertain);9.9 (Uncertain)
- Flash Point:422.8 °C
- PSA:268.17000
- Density:1.52 g/cm3
- LogP:-2.79430
- Storage Temp.:2-8°C
- Solubility.:H2O: 50 mg/mL, clear, faintly yellow
- Water Solubility.:Soluble in water
- XLogP3:-6.2
- Hydrogen Bond Donor Count:10
- Hydrogen Bond Acceptor Count:14
- Rotatable Bond Count:6
- Exact Mass:467.25912777
- Heavy Atom Count:32
- Complexity:609
- Purity/Quality:
-
99%min *data from raw suppliers
Tobramycin *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi
- Hazard Codes:Xi
- Statements:
36/37/38
- Safety Statements:
26-37/39
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)N
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Description
Tobramycin is one component (factor 6) of a mixture produced by fermentation of Streptomyces tenebrari us.
Lacking the C-3′ hydroxyl group, it is not a substrate for APH(3′)-1 and APH(3′)-II and so has an intrinsically
broader spectrum than kanamycin. It is a substrate, however, for adenylation at C-2′ by ANT (2′) and
acetylation at C-3 by AAC(3)-I and AAC(3)-II and at C-2′ by AAC(2′).
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Uses
Single factor antibiotic comprising about 10% of nebramycin, the aminoglycosidic antibiotic complex produced by Streptomyces tenebrarius. Antibacterial Antihypertensive Tobramycin is an aminoglycoside antibiotic.
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Indications
Tobramycin is highly active with respect to Gram-negative microorganisms (blue-pus
bacillus and gastric bacilli, rabbit fever, serratia, providencia, enterobacteria, proteus, salmonella, shigella), as well as Gram-positive microorganisms (staphylococci, including
those resistant to penicillin and some cephalosporins), and a few strains of streptococci.It is used for severe bacterial infections: peritonitis, sepsis, meningitis, osteomyelitis,
endocarditis, pneumonia, pleural empyema, pulmonary abscess, purulent skin infections
and soft tissue infections, and infections of the urinary tract caused by microorganisms that
are sensitive to the drug. Synonyms of this drug are nebicine, obracine, and others.
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Therapeutic Function
Antibiotic
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Clinical Use
Severe infections caused by susceptible micro-organisms
Ps. aeruginosa infections, including chronic pulmonary infections in cystic
fibrosis (administration by injection or nebulizer)
For practical purposes use is identical to that of gentamicin,
except possibly for Pseudomonas infection, where it has somewhat
greater activity against gentamicin-susceptible and some
gentamicin-resistant strains. Its value as a substitute for gentamicin
in the speculative treatment of severe undiagnosed
infection is offset by its lower activity against other organisms
that may be implicated.
It has been used extensively to treat Ps. aeruginosa infections
in patients with cystic fibrosis.
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Drug interactions
Potentially hazardous interactions with other drugs
Antibacterials: increased risk of nephrotoxicity
with colistimethate or polymyxins and possibly
cephalosporins; increased risk of ototoxicity and
nephrotoxicity with capreomycin or vancomycin.
Ciclosporin: increased risk of nephrotoxicity.
Cytotoxics: increased risk of nephrotoxicity and
possibly of ototoxicity with platinum compounds.
Diuretics: increased risk of ototoxicity with loop
diuretics.
Muscle relaxants: enhanced effect of nondepolarising muscle relaxants and suxamethonium.
Parasympathomimetics: antagonism of effect of
neostigmine and pyridostigmine.
Tacrolimus: increased risk of nephrotoxicity.