amikacin and its Impurities
Amikacin is an antibiotic from the group of aminoglycosides that has a bactericidal effect against gram-negative aerobic germs. Amikacin's unique property is that it exerts activity against more resistant gram-negative bacilli such as Acinetobacter baumanii and Pseudomonas aeruginosa. Reference standards of Amikacin API, and its pharmacopeial, non pharmacopeial impurities, and stable isotopes are listed below.
Amikacin - Impurity A (Sulfate Salt)
4-O-(3-Amino-3-deoxy-a-D-glucopyranosyl)-6-O-(6-amino-6-deoxy-a-D-glucopyranosyl)-1-N-[(2S)-4-amino-2-hydroxybutanoyl]-2-deoxy-L-streptamine Sulfate
Catalogue No.:PA 28 28011
CAS :
NA
Molecular Formula : C22H43N5O13 xH2SO4
Molecular Weight : 585.6
Amikacin - Impurity F
6-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-4-O-[6-[(2S)-4-amino-2-hydroxybutanoyl]amino-6-deoxy-α-D-glucopyranosyl]-1-N-[(2S)-4-amino-2-hydroxybutanoyl]-2-deoxy-D-streptamine
Catalogue No.:PA 28 28060
CAS :
197909-67-4
Molecular Formula : C26H50N6O15
Molecular Weight : 686.71
Amikacin - Impurity F (Sulfate Salt)
6-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-4-O-[6-[(2S)-4-amino-2-hydroxybutanoyl]amino-6-deoxy-α-D-glucopyranosyl]-1-N-[(2S)-4-amino-2-hydroxybutanoyl]-2-deoxy-D-streptamine Sulfate
Catalogue No.:PA 28 28061
CAS :
NA
Molecular Formula : C26H50N6O15 xH2SO4
Molecular Weight : 686.71
Amikacin - Impurity H (Sulfate Salt)
6-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-1-N-[(2S)-4-amino-2-hydroxybutanoyl]-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-2-deoxy-D-streptamine Sulfate
Catalogue No.:PA 28 28081
CAS :
NA
Molecular Formula : C22H46N6O16S
Molecular Weight : 682.7
Benzyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4-amino-3-(((2S,3R,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Benzyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4-amino-3-(((2S,3R,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028002
CAS :
NA
Molecular Formula : C38H55N5O17
Molecular Weight : 853.88
Benzyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,5S,6R)-4-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Benzyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,5S,6R)-4-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028003
CAS :
NA
Molecular Formula : C38H55N5O17
Molecular Weight : 853.88
Benzyl ((3S)-4-(((1R,2S,3R,4R,5S)-2-(((2S,3R,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-((S)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-4-(((2R,3R,4S,5S,6R)-6-((((benzyloxy)carbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3-hydroxycyclohexyl)amino)-3-hydroxy-4-oxobutyl)carbamate
Benzyl ((3S)-4-(((1R,2S,3R,4R,5S)-2-(((2S,3R,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-((S)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-4-(((2R,3R,4S,5S,6R)-6-((((benzyloxy)carbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3-hydroxycyclohexyl)amino)-3-hydroxy-4-oxobutyl)carbamate
Catalogue No.:PAI 28 028004
CAS :
NA
Molecular Formula : C50H68N6O21
Molecular Weight : 1089.12
4-O-(6-Amino-6-deoxy-α-D-glucopyranosyl)-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-D-streptamine
4-O-(6-Amino-6-deoxy-α-D-glucopyranosyl)-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-D-streptamine
Catalogue No.:PA 28 0281003
CAS :
1793053-90-3
Molecular Formula : C16H32N4O9
Molecular Weight : 424.45
tert-Butyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
tert-Butyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028008
CAS :
NA
Molecular Formula : C23H44N4O13
Molecular Weight : 584.62
Benzyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4-amino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((benzyloxy)carbonyl)amino)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Benzyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4-amino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((benzyloxy)carbonyl)amino)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028009
CAS :
NA
Molecular Formula : C34H48N4O15
Molecular Weight : 752.77
Benzyl ((S)-4-((((2R,3S,4R,5R,6R)-6-(((1R,2S,3S,4R,6S)-6-amino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)amino)-3-hydroxy-4-oxobutyl)carbamate
Benzyl ((S)-4-((((2R,3S,4R,5R,6R)-6-(((1R,2S,3S,4R,6S)-6-amino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)amino)-3-hydroxy-4-oxobutyl)carbamate
Catalogue No.:PAI 28 028015
CAS :
NA
Molecular Formula : C42H62N6O19
Molecular Weight : 954.98
tert-Butyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4-amino-6-((tert-butoxycarbonyl)amino)-3-(((2S,3R,4S,5S,6R)-4-(4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
tert-Butyl (((2R,3S,4S,5R,6R)-6-(((1R,2R,3S,4R,6S)-4-amino-6-((tert-butoxycarbonyl)amino)-3-(((2S,3R,4S,5S,6R)-4-(4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028016
CAS :
NA
Molecular Formula : C37H67N5O19
Molecular Weight : 885.96
Dibenzyl ((1R,3S,4R,5R,6S)-4-(((2R,3R,4S,5S,6R)-6-((((benzyloxy)carbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-6-(((2S,3R,4S,5S,6R)-4-(4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate
Dibenzyl ((1R,3S,4R,5R,6S)-4-(((2R,3R,4S,5S,6R)-6-((((benzyloxy)carbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-6-(((2S,3R,4S,5S,6R)-4-(4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate
Catalogue No.:PAI 28 028017
CAS :
NA
Molecular Formula : C51H69N5O21
Molecular Weight : 1088.13
tert-Butyl (((2R,3S,4R,5R,6R)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
tert-Butyl (((2R,3S,4R,5R,6R)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028018
CAS :
NA
Molecular Formula : C23H44N4O13
Molecular Weight : 584.62
tert-Butyl (((2R,3S,4R,5R,6R)-6-(((1R,2S,3S,4R,6S)-6-amino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
tert-Butyl (((2R,3S,4R,5R,6R)-6-(((1R,2S,3S,4R,6S)-6-amino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-((R)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)carbamate
Catalogue No.:PAI 28 028019
CAS :
NA
Molecular Formula : C35H57N5O17
Molecular Weight : 819.86
tert-Butyl (4-(((2S,3R,4S,5S,6R)-2-(((1S,2R,3R,4S,6R)-4,6-diamino-3-(((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)amino)-3-hydroxy-4-oxobutyl)carbamate
tert-Butyl (4-(((2S,3R,4S,5S,6R)-2-(((1S,2R,3R,4S,6R)-4,6-diamino-3-(((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)amino)-3-hydroxy-4-oxobutyl)carbamate
Catalogue No.:PAI 28 028021
CAS :
NA
Molecular Formula : C27H51N5O15
Molecular Weight : 685.73