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Dihydrostreptomycin sulfate

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Dihydrostreptomycin sulfate Basic information

Product Name:
Dihydrostreptomycin sulfate
Synonyms:
  • D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1?2)-O-5-deoxy-3-C-(hydroxymethyl)-.alpha.-L-lyxofuranosyl-(1?4)-N,N-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
  • dihydrostreptomycin solution
  • DIHYDROSTREPTOMYCINSULPHATE(INJ.)
  • DIHYDROSTREPTOMYCINSULPHATE(ORAL)
  • dihydrostreptomycin3/2sulfate
  • dihydro-streptomycisulfate(2:3)(salt)
  • d-streptamine,o-2-deoxy-2-(methylamino)-alpha-l-glucopyranosyl-(1.fwdarw.2)-o
  • n’-bis(aminoiminomethyl)--3-c-(hydroxymethyl)-alpha-l-lyxofuranosyl-(1-4)-
CAS:
5490-27-7
MF:
C21H43N7O16S
MW:
681.67
EINECS:
226-823-7
Product Categories:
  • Agro-Products
  • Amines
  • PHARMACEUTICALS
  • A - KAntibiotics
  • Carbohydrates & Derivatives
  • Intermediates & Fine Chemicals
  • AminoglycosidesAntibiotics
  • Antibiotics A-FAntibiotics
  • Antibiotics by Application
  • AntimycobacterialAntibiotics
  • Chemical Structure Class
  • Genetic Marker SelectionAntibiotics
  • Interferes with Protein SynthesisMore...Close...
  • Mechanism of Action
  • Antibacterial
  • Antibiotics A to
  • Spectrum of Activity
Mol File:
5490-27-7.mol
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Dihydrostreptomycin sulfate Chemical Properties

alpha 
D25 -88.5° (1% soln)
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: 50 mg/mL, clear, faintly yellow
form 
crystalline
color 
white to light yellow
Water Solubility 
Soluble in water
Merck 
13,3201
BRN 
3894221
Stability:
Hygroscopic
EPA Substance Registry System
D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1.fwdarw.2)-O-5-deoxy-3-C-(hydroxymethyl)-.alpha.-L-lyxofuranosyl-(1.fwdarw.4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt) (5490-27-7)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
RTECS 
WK2236000
TSCA 
Yes
HS Code 
29412030
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Dihydrostreptomycin sulfate Usage And Synthesis

Chemical Properties

White Solid

Originator

Dihydrostrepto,MSD ,US,1948

Uses

Dihydrostreptomycin sesquisulfate is used in veterinary medicine to treat bovine infection and also as an effective antibiotic to control pests found in crops.. Other studies have also used it as an electrode for a cochlear amplifier in the hair-cell bundle of lizards.

Uses

As a derivative of Streptomycin (S687500) with antimicrobial activity, Dihydrostreptomycin sulfate is used in veterinary medicine to treat bovine infection and also as an effective antibiotic to control pests found in crops.

Uses

antibacterial, tuberculostatic

Manufacturing Process

Dihydrostreptomycin sulfate may be prepared from streptomycin sulfate by catalytic hydrogenation (Merck, Pfizer, Cyanamid), electrolytic reduction (Schenley, Olin Mathieson), or by sodium borohydride reduction (Bristol), or by isolation from a fermentation process (Takeda).

Therapeutic Function

Antibiotic

Purification Methods

It crystallises from H2O, MeOH, n-BuOH or methyl ethyl ketone. The crystals are not hygroscopic like the amorphous powder; however, both forms are soluble in H2O but the amorphous solid is about 10 times more soluble than the crystals. The free base also crystallises from H2O/Me2CO and has [] D -92o (aqueous solution pH 7.0). [Solomons & Regina Science 109 515 1949, Wolf et al. Science 109 515 1949, McGilveray & Rinehart J Am Chem Soc 87 4003 1956]. [Beilstein 18 III/IV 7538.]

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