Available from stock

Amikacin disulfate salt

SKU: A0286

Category: Antibiotics

Synonyms: Amikacin disulfate, Biodacyn, Selemycin, Amiglyde, BB-K 8, Novamin, Amikin; 39831-55-5
CAS-Number: C₂₂H₄₃N₅O₁₃ . ₂H₂SO₄
Molecular Formula: 781.76
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (NMR)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: Soluble in water (50mg/ml).
Optical Activity: +76°- +84°

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Transportation: Not dangerous goods

Description: Amikacin is a broad-spectrum aminoglycoside antibiotic and a semisynthetic analog of kanamycin. It irreversibly binds to 16S rRNA and the RNA-binding S12 protein of the 30S subunit and 50S subunit of prokaryotic ribosome and inhibits protein synthesis. It works in a concentration-dependent manner, and has better action in an alkaline environment. Amikacin disulfate is very active against most Gram-negative bacteria including gentamicin- and tobramycin-resistant strains, due to its resistance to inactivating enzymes. Amikacin disulfate also inhibits the infections caused by susceptible Nocardia and nontuberculous mycobacteria. Amikacin can be used to treat non-tubercular mycobacterial infections and tuberculosis when first-line drugs fail to control the infection.
Smiles: OS(O)(=O)=O.OS(O)(=O)=O.O[C@@H]([C@@H]([C@H]1N)O[C@H]([C@@H]([C@H]2O)O)O[C@H](CN)[C@H]2O)[C@H]([C@@H](C1)N([H])C([C@H](CCN)O)=O)O[C@H]([C@@H]([C@H]3N)O)O[C@H](CO)[C@H]3O
InChi Key: FXKSEJFHKVNEFI-GCZBSULCSA-N
References: [1] H. Kawaguchi, et al., J. Antibiot. 25, 695 (1972) , [2] P.K. Yu, et al., Antimicrob. Agents Chemother. 4, 133 (1973) , [3] D. Zaske & K. Crossley, Minn. Med. 61, 123 (1978) (Review) , [4] F.D. Pien & P.W. Ho, Am. J. Hosp. Pharm. 38, 981 (1981) (Review) , [5] A.M. Ristuccia & B.A.Cunha, Ther. Drug Monit. 7, 12 (1985) (Review) , [6] M.S. Ramirez & M.E. Tolmasky, Molecules 22, 2267 (2017) (Review)
InChi: InChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21

Amikacin is a broad-spectrum aminoglycoside antibiotic and a semisynthetic analog of kanamycin. It irreversibly binds to 16S rRNA and the RNA-binding S12 protein of the 30S subunit and 50S subunit of prokaryotic ribosome and inhibits protein synthesis. It works in a concentration-dependent manner, and has better action in an alkaline environment. Amikacin disulfate is very active against most Gram-negative bacteria including gentamicin- and tobramycin-resistant strains, due to its resistance to inactivating enzymes. Amikacin disulfate also inhibits the infections caused by susceptible Nocardia and nontuberculous mycobacteria. Amikacin can be used to treat non-tubercular mycobacterial infections and tuberculosis when first-line drugs fail to control the infection.

SKU: A0286 Category: Antibiotics

Additional information

Additional information

Synonyms	Amikacin disulfate, Biodacyn, Selemycin, Amiglyde, BB-K 8, Novamin, Amikin
Purity	≥97% (NMR)
Appearance	White to off-white powder
CAS-Number	39831-55-5
Molecular Formula	C22H43N5O13 . 2H2SO4
Molecular Weight	781.76
Identity	1H-NMR
Solvents	Soluble in water (50mg/ml).
Optical Activity	+76°- +84°
Smiles	OS(O)(=O)=O.OS(O)(=O)=O.O[C@@H]([C@@H]([C@H]1N)O[C@H]([C@@H]([C@H]2O)O)O[C@H](CN)[C@H]2O)[C@H]([C@@H](C1)N([H])C([C@H](CCN)O)=O)O[C@H]([C@@H]([C@H]3N)O)O[C@H](CO)[C@H]3O
InChi Key	FXKSEJFHKVNEFI-GCZBSULCSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	[1] H. Kawaguchi, et al., J. Antibiot. 25, 695 (1972), [2] P.K. Yu, et al., Antimicrob. Agents Chemother. 4, 133 (1973), [3] D. Zaske & K. Crossley, Minn. Med. 61, 123 (1978) (Review), [4] F.D. Pien & P.W. Ho, Am. J. Hosp. Pharm. 38, 981 (1981) (Review), [5] A.M. Ristuccia & B.A.Cunha, Ther. Drug Monit. 7, 12 (1985) (Review), [6] M.S. Ramirez & M.E. Tolmasky, Molecules 22, 2267 (2017) (Review)
InChi	InChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21
Quantity	5 g, 25 g, Bulk