apixaban and its Impurities
Apixaban, sold under the trade name Eliquis among others, is an anticoagulant used to treat and prevent blood clots and to prevent stroke in people with nonvalvular atrial fibrillation.. Reference standards of Apixaban API, and its pharmacopeial, non pharmacopeial impurities, and stable isotopes are listed below


3-Carbamoyl-1-(4-methoxyphenyl)-4-(2-(4-(2-oxopiperidin-1-yl)phenylamino)ethyl)-1H-pyrazole-5-carboxylic Acid
3-Carbamoyl-1-(4-methoxyphenyl)-4-(2-(4-(2-oxopiperidin-1-yl)phenylamino)ethyl)-1H-pyrazole-5-carboxylic Acid
Catalogue No.:PA 28 11560
CAS :
2206825-81-0
Molecular Formula : C25H27N5O5
Molecular Weight : 477.51


6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic Acid
6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic Acid
Catalogue No.:PA 28 11580
CAS :
1704504-93-7
Molecular Formula : C20H18N4O4
Molecular Weight : 378.38


Methyl 6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Methyl 6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 11600
CAS :
1466571-07-2
Molecular Formula : C21H20N4O4
Molecular Weight : 392.41


Methyl 5-((4-(3-Carbamoyl-1-(4-methoxyphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)phenyl)amino)pentanoate
Methyl 5-((4-(3-Carbamoyl-1-(4-methoxyphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)phenyl)amino)pentanoate
Catalogue No.:PA 28 11620
CAS :
2203740-09-2
Molecular Formula : C26H29N5O5
Molecular Weight : 491.54


Ethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 11660
CAS :
503614-91-3
Molecular Formula : C27H28N4O5
Molecular Weight : 488.54


6-(4-((5-Amino-5-oxopentyl)amino)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
6-(4-((5-Amino-5-oxopentyl)amino)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11680
CAS :
2187409-01-2
Molecular Formula : C25H28N6O4
Molecular Weight : 476.53


1-(4-Methoxyphenyl)-6-(4-(5-methyl-2-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-Methoxyphenyl)-6-(4-(5-methyl-2-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11690
CAS :
1686149-74-5
Molecular Formula : C26H27N5O4
Molecular Weight : 473.52


1-(4-Methoxyphenyl)-6-(4-(2-methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-Methoxyphenyl)-6-(4-(2-methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11700
CAS :
2098457-92-0
Molecular Formula : C26H27N5O4
Molecular Weight : 473.52


1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxoazepan-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxoazepan-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11750
CAS :
1074549-87-3
Molecular Formula : C26H27N5O4
Molecular Weight : 473.53


1-(4-Methoxyphenyl)-7-oxo-6-(4-(2-oxopyrrolidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-Methoxyphenyl)-7-oxo-6-(4-(2-oxopyrrolidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11760
CAS :
1777781-49-3
Molecular Formula : C24H23N5O4
Molecular Weight : 445.47


6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11770
CAS :
1423803-24-0
Molecular Formula : C20H19N5O3
Molecular Weight : 377.4


1-(4-Methoxyphenyl)-3-(morpholine-4-carbonyl)-6-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one
1-(4-Methoxyphenyl)-3-(morpholine-4-carbonyl)-6-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one
Catalogue No.:PA 28 11780
CAS :
2204368-51-2
Molecular Formula : C29H31N5O5
Molecular Weight : 529.59


(E)-1,2-Bis(4-(3-carbamoyl-1-(4-methoxyphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)phenyl)diazene oxide
(E)-1,2-Bis(4-(3-carbamoyl-1-(4-methoxyphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)phenyl)diazene oxide
Catalogue No.:PA 28 11790
CAS :
NA
Molecular Formula : C40H34N10O7
Molecular Weight : 766.76


Ethyl 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 11810
CAS :
1421823-20-2
Molecular Formula : C27H29ClN4O5
Molecular Weight : 525


N-Formyl-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
N-Formyl-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11830
CAS :
1351611-14-7
Molecular Formula : C26H25N5O5
Molecular Weight : 487.51


7-Oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
7-Oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 11910
CAS :
1801881-17-3
Molecular Formula : C24H23N5O3
Molecular Weight : 429.48


Ethyl 6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 6-(4-Aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111004
CAS :
503615-07-4
Molecular Formula : C22H22N4O4
Molecular Weight : 406.44


6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 0111005
CAS :
1449510-64-8
Molecular Formula : C25H26ClN5O4
Molecular Weight : 495.96


(E)-1,1'-(Diazene-1,2-diylbis(4,1-phenylene))bis(3-morpholino-5,6-dihydropyridin-2(1H)-one)
(E)-1,1'-(Diazene-1,2-diylbis(4,1-phenylene))bis(3-morpholino-5,6-dihydropyridin-2(1H)-one)
Catalogue No.:PA 28 0111010
CAS :
1998079-15-4
Molecular Formula : C30H34N6O4
Molecular Weight : 542.64


Ethyl 1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111011
CAS :
536759-91-8
Molecular Formula : C22H20N4O6
Molecular Weight : 436.42


1-(4-Methoxyphenyl)-6-(4-(2-methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxamide
1-(4-Methoxyphenyl)-6-(4-(2-methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxamide
Catalogue No.:PA 28 0111013
CAS :
2206360-55-4
Molecular Formula : C27H28N4O4
Molecular Weight : 472.55


(E)-Diethyl 6,6’-(diazene-1,2-diylbis(4,1-phenylene))bis(1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate)
(E)-Diethyl 6,6’-(diazene-1,2-diylbis(4,1-phenylene))bis(1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate)
Catalogue No.:PA 28 0111015
CAS :
1998079-13-2
Molecular Formula : C44H40N8O8
Molecular Weight : 808.85


(Z)-1,2-Bis(4-(3-(ethoxycarbonyl)-1-(4-methoxyphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)phenyl)diazene oxide
(Z)-1,2-Bis(4-(3-(ethoxycarbonyl)-1-(4-methoxyphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)phenyl)diazene oxide
Catalogue No.:PA 28 0111016
CAS :
1998079-14-3
Molecular Formula : C44H40N8O9
Molecular Weight : 824.85


2-Hydroxyethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
2-Hydroxyethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111017
CAS :
1904628-10-9
Molecular Formula : C27H28N4O6
Molecular Weight : 504.54


1-(4-Ethoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-Ethoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 0111018
CAS :
1928718-22-2
Molecular Formula : C26H27N5O4
Molecular Weight : 473.53


Methyl 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Methyl 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111019
CAS :
2133292-60-9
Molecular Formula : C26H27ClN4O5
Molecular Weight : 510.98


Ethyl 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111022
CAS :
2029205-62-5
Molecular Formula : C26H25ClN4O4
Molecular Weight : 492.96


Ethyl 2-(5-hydroxy-6-oxo-1-(4-(2-oxopiperidin-1-yl)phenyl)-1,2,3,6-tetrahydropyridin-4-yl)-2-oxoacetate
Ethyl 2-(5-hydroxy-6-oxo-1-(4-(2-oxopiperidin-1-yl)phenyl)-1,2,3,6-tetrahydropyridin-4-yl)-2-oxoacetate
Catalogue No.:PA 28 0111020
CAS :
1609409-53-1
Molecular Formula : C20H22N2O6
Molecular Weight : 386.4


Ethyl 1-(4-methoxyphenyl)-7a-morpholino-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 1-(4-methoxyphenyl)-7a-morpholino-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111021
CAS :
1619934-76-7
Molecular Formula : C31H37N5O6
Molecular Weight : 575.67


Ethyl 1-(4-(benzyloxy)phenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 1-(4-(benzyloxy)phenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111026
CAS :
1620494-29-2
Molecular Formula : C33H32N4O5
Molecular Weight : 564.64


1-(4-(Benzyloxy)phenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-(Benzyloxy)phenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 0111027
CAS :
1620494-31-6
Molecular Formula : C31H29N5O4
Molecular Weight : 535.6


1-(4-Methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
1-(4-Methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
Catalogue No.:PA 28 0111035
CAS :
1642569-42-3
Molecular Formula : C20H17N5O5
Molecular Weight : 407.39


Potassium 3-carbamoyl-1-(4-methoxyphenyl)-4-(2-((4-(2-oxopiperidin-1-yl)phenyl)amino)ethyl)-1H-pyrazole-5-carboxylate
Potassium 3-carbamoyl-1-(4-methoxyphenyl)-4-(2-((4-(2-oxopiperidin-1-yl)phenyl)amino)ethyl)-1H-pyrazole-5-carboxylate
Catalogue No.:PA 28 0111023
CAS :
NA
Molecular Formula : C25H26KN5O5
Molecular Weight : 515.61


5-((4-(3-Carbamoyl-1-(4-methoxyphenyl)-7-oxo-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)phenyl)amino)pentanoic-1-14C acid
5-((4-(3-Carbamoyl-1-(4-methoxyphenyl)-7-oxo-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)phenyl)amino)pentanoic-1-14C acid
Catalogue No.:PA STI 089014
CAS :
1188385-73-0
Molecular Formula : C2414CH27N5O5
Molecular Weight : 479.51


Ethyl 6-(4-(5-bromopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 6-(4-(5-bromopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111040
CAS :
881386-12-5
Molecular Formula : C27H29BrN4O5
Molecular Weight : 569.46


Ethyl 6-(4-(5-chloro-N-nitrosopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Ethyl 6-(4-(5-chloro-N-nitrosopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Catalogue No.:PA 28 0111047
CAS :
NA
Molecular Formula : C27H28ClN5O6
Molecular Weight : 554