Dihydrostreptomycin sulfate

Basic Information

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CAS Number

5490-27-7

Molecular Formula

C42H88N14O36S3

Molecular Weight

583.6 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Boiling Point

954.5°C at 760 mmHg

Water Solubility

Soluble in water

Solubility

H2O: 50 mg/mL, clear, faintly yellow

Specific Rotation

D25 -88.5° (1% soln)

SMILES

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CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O.CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O

InChI

InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1

InChIKey

ASXBYYWOLISCLQ-HZYVHMACSA-N

LogP

-7.948360000000011

Topological Polar Surface Area

334.5900000000001 Å²

Hydrogen Bond Donor/Acceptor

17 / 19

Complexity

993

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H312 Harmful in contact with skin
Acute toxicity, dermal

H332 Harmful if inhaled
Acute toxicity, inhalation

H360 May damage fertility or the unborn child
Reproductive toxicity

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

Sulfate, Dihydrostreptomycin
Dihydrostreptomycin sulfate
Dihydrostreptomycin sulfate (2:3)(salt)
Tox21_111309
Panstreptin
D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl-(1->4)-N1,N3-bis(aminoiminomethyl)-, sulfate (2:3)
Dihydrostreptomycin sulphate
AKOS026750384
AKOS037515800
CAS-5490-27-7
AI3-50133
C42H88N14O36S3
DIHYDROSTREPTOMYCIN SULFATE [WHO-DD]
Dihydrostreptomycin sequisulphate
EINECS 226-823-7
NCGC00094655-01
DIHYDROSTREPTOMYCIN SULFATE (USP MONOGRAPH)
NSC-756739
UNII-T7D4876IUE
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)
CHEMBL3188576
DIHYDROSTREPTOMYCIN SULFATE (MART.)
Pfizer-Strep
2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;sulfuric acid
Dihydrostreptomycin 3/2 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)
DIHYDROSTREPTOMYCIN SULFATE [MART.]
5490-27-7
DIHYDROSTREPTOMYCIN SULFATE [USP MONOGRAPH]
DIHYDROSTREPTOMYCIN SULPHATE (2:3)(SALT)
Dihydrostreptomyzinsulfat

MDL Number

MFCD31747061

Customs Code

2941200000

FAQ

What are the physical and chemical properties of Dihydrostreptomycin sulfate (CAS: 5490-27-7)?

Dihydrostreptomycin sulfate has a crystalline form. Its molecular weight is approximately 1011.33 g/mol. The compound is moderately soluble in water and slightly soluble in ethanol. It is chemically stable under normal conditions but reacts with strong acids to form dihydrostreptomycin. It is also susceptible to hydrolysis under basic conditions.

How is Dihydrostreptomycin sulfate (CAS: 5490-27-7) typically synthesized?

Dihydrostreptomycin sulfate is synthesized through the modification of streptomycin. The process involves the reduction of streptomycin sulfate to dihydrostreptomycin sulfate using sodium borohydride as a catalyst. The reaction is highly selective and yields a high percentage of the desired product. The product is then converted to sulfate by reacting with sulfuric acid in the presence of a suitable solvent.

What industries use Dihydrostreptomycin sulfate (CAS: 5490-27-7)?

Dihydrostreptomycin sulfate is primarily used in the pharmaceutical industry for producing antibiotics. It is also utilized in the agricultural sector as a fungicide. Additionally, it has applications in research and development for studying antibiotic resistance and in biotechnology for enhancing microbial growth and metabolism.

What precautions should be taken when handling Dihydrostreptomycin sulfate (CAS: 5490-27-7)?

When handling Dihydrostreptomycin sulfate, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation. Spills should be cleaned up immediately using appropriate methods as detailed in the safety data sheet (SDS). Storage should be in a cool, dry place away from heat sources and incompatible materials.