CAS 65710-07-8: Apramycin sulfate

Description: Apramycin sulfate is an aminoglycoside antibiotic derived from the bacterium *Micromonospora purpurea*. It is primarily used in veterinary medicine for the treatment of bacterial infections in livestock and poultry. The compound exhibits broad-spectrum antibacterial activity, particularly against Gram-negative bacteria, and is effective in treating infections caused by certain strains of *Escherichia coli* and *Salmonella*. Apramycin functions by inhibiting bacterial protein synthesis, binding to the 30S ribosomal subunit, which disrupts the translation process. The sulfate form enhances its solubility and stability in aqueous solutions, making it suitable for injection or oral administration. In terms of safety, apramycin is generally well-tolerated in animals, but care must be taken to avoid potential nephrotoxicity and ototoxicity, common side effects associated with aminoglycosides. Its use in food-producing animals is subject to regulations to prevent antibiotic residues in meat products. Overall, apramycin sulfate is a valuable tool in veterinary medicine, contributing to the management of infectious diseases in livestock.

Formula: C₂₁H₄₁N₅O₁₁·xH₂O₄S

InChI: InChI=1S/C21H41N5O11.H2O4S/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31;1-5(2,3)4/h5-21,26-32H,2-4,22-25H2,1H3;(H2,1,2,3,4)/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-;/m1./s1

InChI key: InChIKey=WGLYHYWDYPSNPF-RQFIXDHTSA-N

SMILES: O=S(=O)(O)O.OCC1OC(OC2OC3CC(N)C(OC3C(O)C2NC)OC4C(O)C(O)C(N)CC4N)C(O)C(O)C1N

Synonyms:

• (2R,3R,4S,5S,6S)-5-Amino-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)octahydropyrano[3,2-b]pyran-2-yl]oxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol sulfate (1:1) (non-preferred name)
• (2R,3R,4S,5S,6S)-5-amino-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)octahydropyrano[3,2-b]pyran-2-yl]oxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol sulfate (salt) (non-preferred name)
• (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)octahydropyrano[3,2-b]pyran-2-yl 4-amino-4-deoxy-alpha-D-glucopyranoside sulfate (1:1)
• (2S,3S,4R,5S,6R)-2-[[(2R,3R,4aR,6S,7R,8S,8aR)-3-amino-2-[(1S,2S,3R,4R,6R)-4,6-diamino-2,3-dihydroxy-cyclohexoxy]-8-hydroxy-7-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-6-yl]oxy]-5-amino-6-(hydroxymethyl)tetrahydropyran-3,4-diol
• 265-890-7
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-4-amino-4-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-<smallcap>D</smallcap>-glycero-α-<smallcap>D</span>-allo-octodialdo-1,5:8,4-dipyranosyl-(1→4)-2-deoxy-, sulfate (1:?)
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-4-amino-4-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-<smallcap>D</smallcap>-glycero-α-<smallcap>D</span>-allo-octodialdo-1,5:8,4-dipyranosyl-(1→4)-2-deoxy-, sulfate (salt)
• Ai3-29795
• Apramycin Sulfate
• Apramycin, sulfate (2:5)
• D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-, sulfate (salt)
• Sulfuric Acid
• Unii-8Uyl6Naz3Q
• 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 (salt)
• 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:?)

Apramycin sulfate, 96%

CAS: 65710-07-8

Potent inhibitor of protein synthesis in bacteria.Apramycin sulfate is used as a potent inhibitor of …

• Formula: C₂₁H₄₃N₅O₁₅S
• Purity: 96%
• Color and Shape: Powder, Pale yellow to yellow
• Molecular weight: 637.66

Apramycin sulfate

CAS: 65710-07-8

Apramycin sulfate binds to the deep groove of RNA and effectively inhibits ribosomal translocation prohibiting …

• Formula: C₂₁H₄₃N₅O₁₅S
• Color and Shape: Pale yellow to yellow-brown powder, Powder
• Molecular weight: 637.66

Apramycin sulfate

CAS: 65710-07-8

Apramycin sulfate (Nebramycin II) is an aminoglycoside antibiotic.

• Formula: C₂₁H₄₃N₅O₁₅S
• Purity: 99.14% - 99.96%
• Color and Shape: Powder
• Molecular weight: 637.66

Apramycin sulfate salt

CAS: 65710-07-8

• Formula: C₂₁H₄₁N₅O₁₁·xH₂SO₄
• Purity: Apramycin: ≥ 550μg/mg (anhydrous basis)
• Color and Shape: Yellow to dark yellow powder
• Molecular weight: 539.58 (free base)

Apramycin sulfate

CAS: 65710-07-8

• Purity: ≥98%
• Molecular weight: 637.66g/mol

Apramycin sulfate

CAS: 65710-07-8

• Formula: C₂₁H₄₁N₅O₁₁·H₂O₄S
• Color and Shape: Neat
• Molecular weight: 637.66

Apramycin sulphate

CAS: 65710-07-8

• Formula: C₂₁H₄₁N₅O₁₁·H₂SO₄
• Color and Shape: light brown powder
• Molecular weight: 637.66g/mol

Apramycin Sulfate

CAS: 65710-07-8

Applications Broad spectrum aminocyclitol antibiotic and component of the Nebramycin complex, produced by a strain …

• Formula: C₂₁H₄₁N₅O₁₁·H₂O₄S
• Color and Shape: Neat
• Molecular weight: 637.66

Apramycin sulfate

CAS: 65710-07-8

Apramycin sulfate is a semisynthetic antibiotic that inhibits the growth of Gram-negative bacteria. It is …

• Formula: C₂₁H₄₁N₅O₁₁·H₂SO₄
• Purity: Min. 550 Usp U/Mg
• Color and Shape: Brown Slightly Yellow Yellow Powder
• Molecular weight: 637.66 g/mol

Apramycin Sulfate

CAS: 65710-07-8

• Formula: C₂₁H₄₁N₅O₁₁·xH₂SO₄
• Purity: >95.0%(HPLC)
• Color and Shape: Light yellow to Yellow powder to crystal