CAS 149022-22-0|Amikacin sulfate

Introduction:Basic information about CAS 149022-22-0|Amikacin sulfate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAmikacin sulfate
CAS Number149022-22-0Molecular Weight781.760
Density/Boiling Point981.8ºC at 760mmHg
Molecular FormulaC22H43N5O13.9/5H2O4SMelting Point/
MSDSChineseUSAFlash Point547.6°C

Names

NameAmikacin sulfate salt
SynonymMore Synonyms

Amikacin sulfate BiologicalActivity

DescriptionAmikacin sulfate (BAY 41-6551 sulfate) is an aminoglycoside antibiotic and a semisynthetic analog of kanamycin. Amikacin sulfate is bactericidal, acting directly on the 30S and 50S bacerial ribosomal subunits to inhibit protein synthesis. Amikacin sulfate is very active against most Gram-negative bacteria including gentamicin- and tobramycin-resistant strains. Amikacin sulfate also inhibits the infections caused by susceptible Nocardia and nontuberculous mycobacteria[1][2].
Related CatalogResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial
In VitroAmikacin offers definite advantages for treating infections caused by organisms resistant to other aminoglycosides. Amikaci is affected by relatively few arninoglycoside-modifying enzymes. Amikacin is useful in the treatment of infections caused by Nocardia asteroides, Mycobacterium avium-intracellulare, and certain species of "rapid-growing" mycobacteria (that is, M. chelonae and M. fortuitumi)[1]. Amikacin (100-1500 μM) causes a reliable dose-dependent loss of lateral line zebrafish hair cells with a LD50 value of 453 μM[3].
In VivoAmikacin (320 mg/kg; subcutaneous injection; daily; for 10 days; male Fischer rats) treatment increases the chance of serious hearing loss in rats in vivo[3]. 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]. Ristuccia AM, et al. An overview of amikacin. Ther Drug Monit. 1985;7(1):12-25.

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

Chemical & Physical Properties

Boiling Point981.8ºC at 760mmHg
Molecular FormulaC22H43N5O13.9/5H2O4S
Molecular Weight781.760
Flash Point547.6°C
Exact Mass781.220520
PSA497.90000
Appearance of Characterswhite to off-white
Vapour Pressure0mmHg at 25°C
InChIKeyHIBICIOPDUTNRR-BOEHXBESSA-N
SMILESNCCC(O)C(=O)NC1CC(N)C(OC2OC(CN)C(O)C(O)C2O)C(O)C1OC1OC(CO)C(O)C(N)C1O.O=S(=O)(O)O
Storage condition2-8°C
Water SolubilityH2O: soluble50mg/mL

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
WGK Germany2
RTECSWK1961200
HS Code2941902000

Customs

HS Code2941902000

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Synonyms

AMIKACIN SULFATE 1:1.8
Butanamide, 4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl]-2-hydroxy-, (2S)-, sulfate (1:2) (s alt)
(2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide sulfate (1:2)
amikacin sulphate
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