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Amikacin

Alias: BAY-416651 sulfate; BAY416651 sulfate; BAY416651 sulfate; Amikacin sulfate; Amitrex; Antibiotic BB-K8 sulfate; BB-K8; Biklin; Biodacyn; Chemacin; Fabianol; Kaminax; Kancin-Gap; Likacin; Lukadin; BB K8; BBK8
Cat No.:V3548 Purity: ≥98%
Amikacin is an aminoglycoside antibiotic used for a number of bacterial infections including joint infections, intra-abdominal infections, meningitis, pneumonia, sepsis, and urinary tract infections.
Amikacin
Amikacin Chemical Structure CAS No.: 39831-55-5
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
2g
5g
10g
25g
Other Sizes

Other Forms of Amikacin:

  • Amikacin hydrate
  • Amikacin sulfate (Amikacin sulfate; BAY 41-6551 sulfate)
  • Amikacin free base
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Amikacin is an aminoglycoside antibiotic used for a number of bacterial infections including joint infections, intra-abdominal infections, meningitis, pneumonia, sepsis, and urinary tract infections. It is also used for the treatment of multidrug-resistant tuberculosis. It is used either by injection into a vein or muscle. Amikacin, like other aminoglycoside antibiotics, can cause hearing loss, balance problems, and kidney problems. Other side effects include paralysis, resulting in the inability to breathe. If used during pregnancy it may cause permanent deafness in the baby. Amikacin works by blocking the function of the bacteria's 30S ribosomal subunit, making it unable to produce proteins.

Biological Activity I Assay Protocols (From Reference)
Targets
Aminoglycoside
ln Vitro
When treating infections brought on by organisms resistant to other aminoglycosides, amikacin has clear benefits. Relatively few enzymes that modify arninoglycosides have an impact on amikacin. Amikacin is effective in treating infections brought on by Mycobacterium avium-intracellulare, Nocardia asteroides, and a few species of "rapid-growing" mycobacteria, such as M. chelonae and M. fortuitumi[1].
With an LD50 value of 453 μM, amikacin (100-1500 μM) reliably causes a dose-dependent loss of lateral line zebrafish hair cells[3].
ln Vivo
Treatment with amikacin (320 mg/kg; subcutaneous injection; daily; for 10 days; male Fischer rats) raises the risk of significant hearing loss in rats in vivo[3].
Animal Protocol
Animal Model: Male Fischer 344 rats (40-50-day-old)[3]
Dosage: 320 mg/kg
Administration: Subcutaneous injection; daily; for 10 days
Result: Induced hearing loss in rats.
References

[1]. Edson, R.S. and C.L. Terrell, The aminoglycosides. Mayo Clin Proc, 1999. 74(5): p. 519-28.

[2]. An overview of amikacin. Ther Drug Monit. 1985;7(1):12-25.

[3]. ORC-13661 Protects Sensory Hair Cells From Aminoglycoside and Cisplatin Ototoxicity. JCI Insight. 2019 Aug 8;4(15):e126764.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H47N5O21S2
Molecular Weight
781.7595
Elemental Analysis
C, 33.80; H, 6.06; N, 8.96; O, 42.98; S, 8.20
CAS #
39831-55-5
Related CAS #
Amikacin hydrate;1257517-67-1;Amikacin sulfate;149022-22-0;Amikacin;37517-28-5
Appearance
White to off-white crystalline powder.
SMILES
NCC[C@@H](C(N[C@@H]1C[C@@H]([C@H]([C@@H]([C@H]1O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)N)O)CO)O)O[C@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CN)N)=O)O.OS(=O)(O)=O.OS(=O)(O)=O
InChi Key
FXKSEJFHKVNEFI-GCZBSULCSA-N
InChi Code
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;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1
Chemical Name
(S)-4-amino-N-((1R,2S,3S,4R,5S)-5-amino-2-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-(((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3-hydroxycyclohexyl)-2-hydroxybutanamide bis(sulfate)
Synonyms
BAY-416651 sulfate; BAY416651 sulfate; BAY416651 sulfate; Amikacin sulfate; Amitrex; Antibiotic BB-K8 sulfate; BB-K8; Biklin; Biodacyn; Chemacin; Fabianol; Kaminax; Kancin-Gap; Likacin; Lukadin; BB K8; BBK8
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~100 mg/mL (~127.92 mM)
DMSO : ~1 mg/mL (~1.28 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 50 mg/mL (63.96 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.2792 mL 6.3958 mL 12.7916 mL
5 mM 0.2558 mL 1.2792 mL 2.5583 mL
10 mM 0.1279 mL 0.6396 mL 1.2792 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • ORC-13661 protects zebrafish lateral line hair cells from AG toxicity in vivo. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 protects mouse outer hair cells from gentamicin damage. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 prevents hearing threshold shifts in amikacin-treated rats. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 protects zebrafish lateral line hair cells from cisplatin toxicity in vivo. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 protects mouse outer hair cells from cisplatin damage. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 blocks the hair cell’s mechanoelectrical transducer channel. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 acts as a high-affinity permeant blocker of the mechanoelectrical transducer channel. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • Kinetics of ORC-13661 block. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
  • ORC-13661 blocks entry of neomycin-Texas Red into brn3c:gfp zebrafish lateral line hair cell bodies in vivo. [3].JCI Insight. 2019 Aug 8;4(15):e126764.
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