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Home> Encyclopedia >Others>Organic Intermediate>Pharmaceutical Intermediates
Apramycin sulfate structure
Apramycin sulfate structure

Apramycin sulfate

Iupac Name:(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol;sulfuric acid
CAS No.: 65710-07-8
Molecular Weight:637.66
Modify Date.: 2022-12-07 03:46
Introduction:
Apramycin sulfate, with the chemical formula C21H41N5O11S and CAS registry number 65710-07-8, is a compound known for its antimicrobial properties. This antibiotic is derived from the bacterium Streptomyces tenebrarius and is commonly used in veterinary medicine to treat bacterial infections in animals. Apramycin sulfate works by inhibiting protein synthesis in bacteria, specifically targeting the 30S ribosomal subunit. It is effective against a wide range of Gram-negative bacteria, including Escherichia coli and Salmonella. Apramycin sulfate is not approved for use in humans and is primarily used in livestock production. It is important to note that the use of antibiotics in animal agriculture can contribute to the development of antibiotic resistance. Therefore, the responsible use of apramycin sulfate is crucial to mitigate this risk.
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1. Names and Identifiers
1.1 Name
Apramycin sulfate
1.2 Synonyms

5-AMINO-2-[[9-AMINO-8-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXOXY)-5-HYDROXY-4-METHYLAMINO-2,7-DIOXABICYCLO[4.4.0]DEC-3-YL]OXY]-6-(HYDROXYMETHYL)OXANE-3,4-DIOL ApraMycin sulf APRAMYCIN SULFATE SALT Apramycin sulfate Solution Solution, 100ppm Apramycin sulfate solution,1000ppm APRAMYCIN SULPHATE D-Streptamine, O-4-amino-4-deoxy-α-D-glucopyranosyl-(1→8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-α-D-allo-octodialdo-1,5:8,4-dipyranosyl-(1→4)-2-deoxy-, sulfate (1:) NEBRAMYCIN II SULFATE

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1.3 CAS No.
65710-07-8
1.4 EINECS(EC#)
265-890-7
1.5 Molecular Formula
C21H43N5O15S (isomer)
1.6 Inchi
WGLYHYWDYPSNPF-UHFFFAOYNA-N
1.7 InChIkey
WGLYHYWDYPSNPF-UHFFFAOYNA-N
1.8 Canonical Smiles
OS(O)(=O)=O.CNC1C(O)C2OC(OC3C(N)CC(N)C(O)C3O)C(N)CC2OC1OC1OC(CO)C(N)C(O)C1O
1.9 Isomers Smiles
OS(O)(=O)=O.CNC1C(O)C2OC(OC3C(N)CC(N)C(O)C3O)C(N)CC2OC1OC1OC(CO)C(N)C(O)C1O
2. Properties
2.1 Density
1.56
2.1 Melting point
>168°C (dec.)
2.1 Boiling point
823℃
2.1 Refractive index
1.658 (Predicted)
2.1 Flash Point
451.6°(845°F)
2.1 logP
-2.45 (Predicted)
2.1 StorageTemp
Inert atmosphere,2-8°C
3. Safety and Handling
3.1 Hazard Codes
T,Xn
3.1 Risk Statements
61-35-36/37/38-20/21/22-36/38
3.1 Safety Statements
53-26-36/37/39-45-36
3.1 WGK Germany
3
4. Other Information
4.0 Chemical Properties
Pale Yellow Solid
4.1 Uses
antibacterial; LD50(iv) 280mg/kg(mouse)
4.2 Uses
Apramycin sulfate binds to the deep groove of RNA and effectively inhibits ribosomal translocation prohibiting protein synthesis.
4.3 Uses
Apramycin sulfate is a broad spectrum aminocyclitol antibiotic and component of the Nebramycin complex, produced by a strain of Streptomyces tenebrarius. Antibacterial.
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