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CAS 79645-27-5

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Tobramycin sulfate

Description:
Tobramycin sulfate is an aminoglycoside antibiotic primarily used to treat infections caused by Gram-negative bacteria, particularly in patients with cystic fibrosis. It is derived from the bacterium *Micromonospora purpurea* and is effective against a range of pathogens, including *Pseudomonas aeruginosa*. The substance appears as a white to off-white powder and is soluble in water, making it suitable for intravenous, inhalation, or topical administration. Tobramycin sulfate works by inhibiting bacterial protein synthesis, leading to cell death. Its pharmacokinetics involve renal excretion, necessitating dosage adjustments in patients with impaired kidney function. Common side effects may include nephrotoxicity and ototoxicity, particularly with prolonged use or high doses. Due to its specific action against certain bacteria, it is often used in combination with other antibiotics to enhance therapeutic efficacy. As with all antibiotics, appropriate susceptibility testing is recommended to ensure effectiveness against the targeted bacterial strain.
Formula:C18H37N5O9H2O4S
InChI:InChI=1S/C18H37N5O9.H2O4S/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18;1-5(2,3)4/h5-18,24-28H,1-4,19-23H2;(H2,1,2,3,4)/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+;/m0./s1
InChI key:InChIKey=ZEUUPKVZFKBXPW-TWDWGCDDSA-N
SMILES:O([C@@H]1[C@@H](O)[C@H](O[C@H]2O[C@H](CN)[C@@H](O)C[C@H]2N)[C@@H](N)C[C@H]1N)[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O.S(=O)(=O)(O)O
Synonyms:
  • (1S,2S,3R,4S,6R)-4,6-diamino-3-[(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl)oxy]-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside sulfate (1:1)
  • 1-Epitobramycin sulfate
  • 1-Epitobramycinsulfate
  • 4,6-Diamino-3-[(3-Amino-3-Deoxyhexopyranosyl)Oxy]-2-Hydroxycyclohexyl 2,6-Diamino-2,3,6-Trideoxyhexopyranoside Sulfate (1:1)
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[2,6-diamino-2,3,6-trideoxy-α-<smallcap>D</span>-ribo-hexopyranosyl-(1→4)]-2-deoxy-, sulfate (2:5)
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[2,6-diamino-2,3,6-trideoxy-α-<smallcap>D</span>-ribo-hexopyranosyl-(1→4)]-2-deoxy-, sulfate (2:5) (salt)
  • D-6-Trideoxy-Alpha-D-Ribohexopyranosyl-(1-4))-2-Deoxysulfate(Salt)
  • Distobram
  • Gernebcin
  • Nebcin
  • See more synonyms
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Purity (%)
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100
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50
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90
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95
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100
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