CAS 37517-28-5: Amikacin
Description:Amikacin is an aminoglycoside antibiotic that is primarily used to treat serious infections caused by Gram-negative bacteria, particularly in cases where other antibiotics are ineffective. It is derived from kanamycin and exhibits a broad spectrum of activity against various pathogens, including Pseudomonas aeruginosa and certain strains of Mycobacterium tuberculosis. Amikacin works by inhibiting bacterial protein synthesis, leading to cell death. It is typically administered via injection, as it is poorly absorbed from the gastrointestinal tract. The substance is characterized by its relatively low toxicity compared to other aminoglycosides, although it can still cause nephrotoxicity and ototoxicity, necessitating careful monitoring of renal function and drug levels during treatment. Amikacin is often reserved for severe infections or when resistance to other antibiotics is present. Its chemical structure includes an amino group, which contributes to its mechanism of action and pharmacological properties. As with all antibiotics, appropriate use is crucial to prevent the development of resistance.
Formula:C22H43N5O13
InChI:InChI=1S/C22H43N5O13/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/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
InChI key:InChIKey=LKCWBDHBTVXHDL-RMDFUYIESA-N
SMILES:O=C(NC1CC(N)C(OC2OC(CN)C(O)C(O)C2O)C(O)C1OC3OC(CO)C(O)C(N)C3O)C(O)CCN
- Synonyms:
- (2R)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-{[(2xi)-3-amino-3-deoxy-alpha-D-arabino-hexopyranosyl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide disulfate (salt)
- (2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide
- (2S)-4-amino-N-{5-amino-2-[(3-amino-3-deoxyhexopyranosyl)oxy]-4-[(6-amino-6-deoxyhexopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide
- 1-N-(L(-)-gamma-Amino-alpha-hydroxybutyryl)kanamycin A
- 1-N-[<span class="text-smallcaps">L</span>-(-)-γ-Amino-α-hydroxybutyryl]kanamycin A
- 1-N-[L-(-)-γ-Amino-α-hydroxybutyryl]kanamycin A
- 4-amino-N-{5-amino-2-[(3-amino-3-deoxyhexopyranosyl)oxy]-4-[(6-amino-6-deoxyhexopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide
- <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-N<sup>1</sup>-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-N<sup>1</sup>-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-
- Amicacin
- See more synonyms
- Amigasol
- Amiglyde-V
- Amikacillin
- Amikacin Inhalation Solution
- Amikacin [USAN:INN:BAN]
- Amikacina
- Amikacina [INN-Spanish]
- Amikacine
- Amikacine [INN-French]
- Amikacinum
- Amikacinum [INN-Latin]
- Amikavet
- Amikozit
- Amukin
- Antibiotic BB-K 8
- Arikace
- Arikayce
- Bay 41-6551
- Bay 416651
- Bay41-6551
- Bb-K 8
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.4))-N1-((2S)-4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-
- D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-
- Hsdb 3583
- Kaminax
- Lukadin
- Mikavir
- Nsc 177001
- O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine
- O-3-Amino-3-deoxy-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)]-N<sup>1</sup>-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-<smallcap>D</span>-streptamine
- Pierami
- Potentox
- Unii-84319Sgc3C
- Amikacin
- Amikacin
- O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-D-streptamine
