azacitidine and its Impurities
Azacytidine has been used as an antineoplastic agent.A pyrimidine nucleoside analogue that inhibits DNA methyltransferase, impairing DNA methylation. It is also an antimetabolite of cytidine, incorporated primarily into RNA. Reference standards of Azacitidine API, and its pharmacopeial, non pharmacopeial impurities, and stable isotopes are listed below.


(Z)-N-(N'-((3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)carbamoyl)carbamimidoyl)formamide
(Z)-N-(N'-((3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)carbamoyl)carbamimidoyl)formamide
Catalogue No.:PA 28 20560
CAS :
NA
Molecular Formula : C8H14N4O6
Molecular Weight : 262.22


(Z)-N-(Diaminomethylene)-N'-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)carbamimidic Acid
(Z)-N-(Diaminomethylene)-N'-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)carbamimidic Acid
Catalogue No.:PA 28 20590
CAS :
NA
Molecular Formula : C7H14N4O5
Molecular Weight : 234.21


((2R,3S,4R,5R)-5-(4-Amino-2-oxo-1,3,5-triazin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl formate
((2R,3S,4R,5R)-5-(4-Amino-2-oxo-1,3,5-triazin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl formate
Catalogue No.:PA 28 20600
CAS :
NA
Molecular Formula : C9H12N4O6
Molecular Weight : 272.21


N-((Diaminomethylene)carbamoyl)-N-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)formamide
N-((Diaminomethylene)carbamoyl)-N-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)formamide
Catalogue No.:PA 28 20650
CAS :
NA
Molecular Formula : C8H14N4O6
Molecular Weight : 262.22


N-((Z)-N'-(((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)carbamoyl)carbamimidoyl)formamide
N-((Z)-N'-(((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)carbamoyl)carbamimidoyl)formamide
Catalogue No.:PA 28 20660
CAS :
NA
Molecular Formula : C8H14N4O6
Molecular Weight : 262.22


4-Amino-1-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
4-Amino-1-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
Catalogue No.:PA 28 20680
CAS :
157771-77-2
Molecular Formula : C8H12N4O5
Molecular Weight : 244.2


4-Amino-1-((2R,3R,4R,5R)-3-(((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
4-Amino-1-((2R,3R,4R,5R)-3-(((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
Catalogue No.:PA 28 20720
CAS :
NA
Molecular Formula : C13H20N4O9
Molecular Weight : 376.32


1-(2,2-Diaminovinylidene)-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)urea
1-(2,2-Diaminovinylidene)-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)urea
Catalogue No.:PA 28 0201013
CAS :
NA
Molecular Formula : C8H14N4O5
Molecular Weight : 246.22


4-Amino-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)pyrimidin-2(1H)-one sulfate
4-Amino-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)pyrimidin-2(1H)-one sulfate
Catalogue No.:PA 28 0201014
CAS :
1955522-00-5
Molecular Formula : C12H19N3O9S
Molecular Weight : 381.36


((3aR,4R,6R,6aR)-6-(4-(Hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl isobutyrate
((3aR,4R,6R,6aR)-6-(4-(Hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl isobutyrate
Catalogue No.:PA 28 0201015
CAS :
2346620-55-9
Molecular Formula : C16H23N3O7
Molecular Weight : 369.37


(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-((5-((2R,3R,4R,5R)-3,4-diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-4-oxo-4,5-dihydro-1,3,5-triazin-2-yl)amino)tetrahydrofuran-3,4-diyl Diacetate
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-((5-((2R,3R,4R,5R)-3,4-diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-4-oxo-4,5-dihydro-1,3,5-triazin-2-yl)amino)tetrahydrofuran-3,4-diyl Diacetate
Catalogue No.:PA 28 0201022
CAS :
2306050-24-6
Molecular Formula : C25H32N4O15
Molecular Weight : 628.54


(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3-((Z)-amino(formamido)methylene)ureido)tetrahydrofuran-3,4-diyl Diacetate
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3-((Z)-amino(formamido)methylene)ureido)tetrahydrofuran-3,4-diyl Diacetate
Catalogue No.:PA 28 0201023
CAS :
NA
Molecular Formula : C14H20N4O9
Molecular Weight : 388.33


(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(N-(hydroxymethyl)diazenecarboximidamido)tetrahydrofuran-3,4-diyl Diacetate
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(N-(hydroxymethyl)diazenecarboximidamido)tetrahydrofuran-3,4-diyl Diacetate
Catalogue No.:PA 28 0201025
CAS :
NA
Molecular Formula : C13H20N4O8
Molecular Weight : 360.32


(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3-(diaminomethylene)ureido)tetrahydrofuran-3,4-diyl Diacetate
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3-(diaminomethylene)ureido)tetrahydrofuran-3,4-diyl Diacetate
Catalogue No.:PA 28 0201026
CAS :
10302-77-9
Molecular Formula : C13H20N4O8
Molecular Weight : 360.32


4-Amino-1-((2R,3R,4S,5R)-5-((((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
4-Amino-1-((2R,3R,4S,5R)-5-((((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
Catalogue No.:PA 28 0201027
CAS :
2415172-81-3
Molecular Formula : C13H20N4O9
Molecular Weight : 376.32


(2R,3R,4R,5R)-2-(4-Amino-2-oxo-1,3,5-triazin-1(2H)-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diyl diacetate
(2R,3R,4R,5R)-2-(4-Amino-2-oxo-1,3,5-triazin-1(2H)-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diyl diacetate
Catalogue No.:PA 28 0201029
CAS :
1415316-72-1
Molecular Formula : C12H16N4O7
Molecular Weight : 328.28


(Z)-N'-((2R,3R,4R,5R)-3,4-Diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-N-(diaminomethylene)carbamimidic Acid
(Z)-N'-((2R,3R,4R,5R)-3,4-Diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-N-(diaminomethylene)carbamimidic Acid
Catalogue No.:PA 28 0201030
CAS :
NA
Molecular Formula : C13H20N4O8
Molecular Weight : 360.32


(Z)-2-(Aminoethynyl)-N-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)hydrazine-1-carbimidic Acid
(Z)-2-(Aminoethynyl)-N-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)hydrazine-1-carbimidic Acid
Catalogue No.:PA 28 0201033
CAS :
NA
Molecular Formula : C8H14N4O5
Molecular Weight : 246.22


N-((E)-Amino(1-carbamimidoyl-3-((3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)ureido)methylene)formamide
N-((E)-Amino(1-carbamimidoyl-3-((3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)ureido)methylene)formamide
Catalogue No.:PA 28 0201035
CAS :
NA
Molecular Formula : C9H16N6O6
Molecular Weight : 304.26


((2R,3S,4R,5R)-3-Acetoxy-5-(4-amino-2-oxo-1,3,5-triazin-1(2H)-yl)-4-hydroxytetrahydrofuran-2-yl)methyl acetate
((2R,3S,4R,5R)-3-Acetoxy-5-(4-amino-2-oxo-1,3,5-triazin-1(2H)-yl)-4-hydroxytetrahydrofuran-2-yl)methyl acetate
Catalogue No.:PA 28 0201037
CAS :
1174733-91-5
Molecular Formula : C12H16N4O7
Molecular Weight : 328.28