ChemicalBook--->CAS DataBase List--->5490-27-7

5490-27-7

5490-27-7 Structure

5490-27-7 Structure
IdentificationBack Directory
[Name]

Dihydrostreptomycin sulfate
[CAS]

5490-27-7
[Synonyms]

Sol-Mycin
didromycin
didromycine
panstreptin
Double-Mycin
StreptoMagna
Sesquisulfate
Prestwick_173
Dihydrostreptomycin sulfate
dihydrostreptomycin solution
dihydrostreptomycin3/2sulfate
Dihydrostreptomycin sulfate CRS
DIHYDROSTREPTOMYCINSULPHATE(INJ.)
DIHYDROSTREPTOMYCINSULPHATE(ORAL)
Dihydrostreptomycin sulfate ( 2:3 )
Dihydrostreptomycin Sulfate Sterile
Dihydrostreptomycin Sesquisulfate D9
Dihydrostreptomycin Sulfate (200 mg)
dihydro-streptomycisulfate(2:3)(salt)
Dihydrostreptomycin sulfate USP/EP/BP
DIHYDROSTREPTOMYCIN STANDARD SOLUTION*
DIHYDROSTREPTOMYCIN SULFATE CRYSTALLINE
DIHYDROSTREPTOMYCIN SESQUISULFATE HYDRATE
Dihydrostreptomycin sulfate solution,100ppm
Dihydrostreptomycin sulfate solution,1000ppm
DIHYDROSTREPTOMYCIN SESQUISULFATE TRIHYDRATE
Dihydrostreptomycin Sulphate For Veterinary Use
Dihydrostreptomycin sesquisulfate Solution, 100ppm
DihydrostreptoMycin sulphate for veterinary use COS
DIHYDROSTREPTOMYCIN SESQUISULFATE CELL*C ULTURE TEST
Dihydrostreptomycin sulfate Solution in Water, 100μg/mL
DIHYDROSTREPTOMYCIN SULFATE CELL CULTURE REAGENT CRYSTALLINE
n’-bis(aminoiminomethyl)--3-c-(hydroxymethyl)-alpha-l-lyxofuranosyl-(1-4)-
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(amino
O-2-deoxy-2-(MethylaMino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxyMethyl)-α-L-lyxofuranosyl-(1→4)-N1,N3-bis(aMinoiMinoMethyl)-D-StreptaMine Sulfate
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)
1,1'-((1R,2R,3S,4R,5R,6S)-4-(((2R,3R,4R,5S)-3-(((2S,3S,4S,5R,6S)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-4-(hydroxymethyl)-5-methyltetrahydrofuran-2-yl)oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl)diguanidine sesquisulfate
[EINECS(EC#)]

226-823-7
[Molecular Formula]

C40H86N14O37S3
[MDL Number]

MFCD00167162
[MOL File]

5490-27-7.mol
[Molecular Weight]

1451.38
Chemical PropertiesBack Directory
[alpha ]

D25 -88.5° (1% soln)
[storage temp. ]

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)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

WK2236000
[TSCA ]

Yes
[HS Code ]

29412030
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Originator]

Dihydrostrepto,MSD ,US,1948
[Uses]

antibacterial, tuberculostatic
[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.
[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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