Kanamycin sulfate

Base Information

• Chemical Name: Kanamycin sulfate
• CAS No.: 25389-94-0
• Deprecated CAS: 11030-21-0,133-92-6,11033-61-7
• Molecular Formula: C₁₈H₃₆N₄O₁₁*H₂O₄S
• Molecular Weight: 582.584
• Hs Code.: 29419020
• European Community (EC) Number: 246-933-9,223-347-1,684-844-0
• UNII: J80EX28SMQ
• DSSTox Substance ID: DTXSID1047524
• Wikidata: Q27107073
• NCI Thesaurus Code: C76152
• RXCUI: 1300476
• Metabolomics Workbench ID: 53239
• ChEMBL ID: CHEMBL1446
• Mol file: 25389-94-0.mol

Synonyms:Kanamycin;Kanamycin A;Kanamycin Sulfate;Kantrex

Chemical Property of Kanamycin sulfate

Chemical Property:

• Appearance/Colour: Off-white powder
• Melting Point: 250 °C
• Refractive Index: 117.5 ° (C=1, H2O)
• Boiling Point: 943.2 °C at 760 mmHg
• Flash Point: 524.2 °C
• PSA: 365.59000
• Density: 1.3619 (rough estimate)
• LogP: -4.06220
• Storage Temp.: 2-8°C
• Solubility.: H2O: 10-50 mg/mL As a stock solution. Stock solutions shoul
• Water Solubility.: Soluble in water at 10mg/ml
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 6
• Exact Mass: 582.20543769
• Heavy Atom Count: 38
• Complexity: 720

Purity/Quality:

99% ^*data from raw suppliers

KanamycinASulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 61
• Safety Statements: 22-24/25-45-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)O)O)OC3C(C(C(C(O3)CO)O)N)O)N.OS(=O)(=O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)N)O)N.OS(=O)(=O)O
• Description: It has been well known as desirable antibiotics, which shows an obvious curative effect on serious infections caused by gram-negative bacteria such as Escherichia coil, Klebsiella, Proteus, Pneumonia, Enterobacter aerogenes and Shigella. Clinically, this substance is mainly used for infections caused by sensitive bacteria including pulmonary infection, urinary tract infection, biliary tract infection, sepsis, and abdominal cavity infection. For example, the effective antibacterial activity of kanamycin sulfate has been demonstrated by the treatment of acute gonorrheal urethritis in men, showing that a single parenterally administered dose of 2 mg of kanamycin sulfate cured 144 (93%) of 155 men with acute gonorrheal urethritis.1 Moreover, kanamycin sulfate was found to be a valuable drug in the treatment of serious infections in infants and children through an analysis of 140 cases treated during a two-year period.2
• Uses: Kanamycin monosulfate, is used as an aminoglycoside antibiotic. Kanamycin can be used as a selection agent in several types of isolation media.Kanamycin sulfate from Streptomyces kanamyceticus has been used in tissue culture media. Kanamycin sulfate can also be used as a selection agent for cells transformed with kanamycin B resistance gene. It is recommended for use in cell culture applications at 100mg/mL. Kanamycin sulfate is an antibacterial agent similar to neomycin.
• Therapeutic Function: Antibacterial

Technology Process of Kanamycin sulfate

There total 4 articles about Kanamycin sulfate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2'-oxokanamycin → kanamycin A sulfate + Kanamycin A sulfate (3847-27-6,25389-94-0,64013-70-3,81129-79-5,84278-20-6,94108-19-7,94237-36-2,133-92-6)

Guidance literature:

With sodium tetrahydroborate; at 4 ℃; Tris buffer;

DOI:10.1002/anie.201108122

Reference yield:

kananmycin B (4696-76-8) → Kanamycin A sulfate (3847-27-6,25389-94-0,64013-70-3,81129-79-5,84278-20-6,94108-19-7,94237-36-2,133-92-6)

Guidance literature:

kananmycin B; With diammonium iron(II) sulfate hexahydrate; His-tagged α-ketoglutarate-dependent nonheme iron dioxygenase; His-tagged NADPH-dependent reductase; potassium chloride; oxygen; α-ketoglutarate; glycerol; NADPH; for 42h; pH=7.55; Tris buffer; Enzymatic reaction;

stereoselective reaction;

DOI:10.1002/anie.201108122

Reference yield:

kananmycin B (4696-76-8) → kanamycin A sulfate + Kanamycin A sulfate (3847-27-6,25389-94-0,64013-70-3,81129-79-5,84278-20-6,94108-19-7,94237-36-2,133-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diammonium iron(II) sulfate hexahydrate; His-tagged α-ketoglutarate-dependent nonheme iron dioxygenase; potassium chloride; oxygen; α-ketoglutarate; glycerol / 48 h / pH 7.63 / Tris buffer; Enzymatic reaction

2: sodium tetrahydroborate / 4 °C / Tris buffer

With sodium tetrahydroborate; diammonium iron(II) sulfate hexahydrate; His-tagged α-ketoglutarate-dependent nonheme iron dioxygenase; potassium chloride; oxygen; α-ketoglutarate; glycerol;

DOI:10.1002/anie.201108122

upstream raw materials:

kananmycin B

Downstream raw materials:

C₃₅H₅₂N₆O₁₇S^(2-)*H₂O₄S*2Na⁽¹⁺⁾

di-tert-butyl ((1S,3R,4S,5R,6R)-4-(((2S,3R,4S,5S,6R)-4-((tert-butoxycarbonyl)amino)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3R,4S,5S,6R)-6-(((tert-butoxycarbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate

6'-acetylkanamycin

1,3,6'-tri-N-benzyloxycarbonyl-3'',4''-N,O-carbonyl-kanamycin A

Refernces

• 1、 -. "Method for apparatus for a defined serumfree medical solution useful for corneal preservation". . . Retrieved 2008/06/13.