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[C@H]1[C@@]2([C@@](O[C@H](O[C@H]3O[C@H](CO)[C@@H](N)[C@H](O)[C@H]3O)[C@H]1NC)(C[C@@H](N)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](N)C[C@@H]4N)O2)[H])[H].S(=O)(=O)(O)O

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)

Apramycin sulfate

CAS: 65710-07-8

Apramycin sulfate, 65710-07-8, is the salt of apramycin, a bacteriostatic aminoglycoside antibiotic with activity against gram-negative bacteria. Learn more.

Formula: C₂₁H₄₃N₅O₁₅S

Color and Shape: Pale yellow to yellow-brown powder, Powder

Molecular weight: 637.66

Ref: 02-J66616

Apramycin sulfate, 96%

CAS: 65710-07-8

Potent inhibitor of protein synthesis in bacteria

Formula: C₂₁H₄₃N₅O₁₅S

Purity: 96%

Color and Shape: Powder, Pale yellow to yellow

Molecular weight: 637.66

Ref: 02-J63874

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

Ref: TM-T1084

Apramycin sulphate

CAS: 65710-07-8

Apramycin sulphate

Formula: C₂₁H₄₁N₅O₁₁·H₂SO₄

Color and Shape: light brown powder

Molecular weight: 637.66g/mol

Ref: 54-BIA0164

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)

Ref: 7W-GA8829

Apramycin sulfate

CAS: 65710-07-8

Apramycin sulfate

Purity: ≥98%

Molecular weight: 637.66g/mol

Ref: 54-BUP18347

Apramycin Sulfate

CAS: 65710-07-8

Formula: C₂₁H₄₁N₅O₁₁·xH₂SO₄

Purity: >90.0%(HPLC)

Color and Shape: Light yellow to Yellow powder to crystal

Ref: 3B-A3395

Apramycin sulfate

Controlled Product

CAS: 65710-07-8

Formula: C₂₁H₄₁N₅O₁₁·H₂O₄S

Color and Shape: Light Yellow

Molecular weight: 637.66

Ref: 04-C10293000

Apramycin Sulfate

Controlled Product

CAS: 65710-07-8

Applications Broad spectrum aminocyclitol antibiotic and component of the Nebramycin complex, produced by a strain of Streptomyces tenebrarius. Antibacterial.
References Thompson, R.Q., et al.: Antimicrob. Agents Chemother., 332 (1967), Ryden, R., et al.: J. Antimicrob. Chemother., 3, 609 (1977), Smith, P., et al.: Clin. Therap., 23, 1231 (2001),

Formula: C₂₁H₄₁N₅O₁₁·H₂O₄S

Color and Shape: Neat

Molecular weight: 637.66

Ref: TR-A729600

Apramycin sulfate

CAS: 65710-07-8

Apramycin sulfate is a semisynthetic antibiotic that inhibits the growth of Gram-negative bacteria. It is a sulfonamide and has been used in clinical isolates to treat bacterial infections. Apramycin sulfate inhibits the biosynthesis of folic acid, which is important for DNA synthesis and cell division. It also inhibits the production of RNA by binding to ribosomes and inhibiting protein synthesis. Apramycin has been shown to have anticancer properties as well, with studies showing that it can inhibit tumor growth in vitro and in vivo.

Formula: C₂₁H₄₁N₅O₁₁·H₂SO₄

Purity: Min. 550 Usp U/Mg

Color and Shape: Brown Slightly Yellow Yellow Powder

Molecular weight: 637.66 g/mol

Ref: 3D-AA15315

Apramycin Sulfate

CAS: 65710-07-8

Formula: C₂₁H₄₁N₅O₁₁H₂O₄S

Molecular weight: 539.6 : 98.1

Ref: ST-EA-CP-A105002