Apixaban

An orally administered direct-acting anticoagulant used to prevent stroke and systemic embolism in patients with nonvalvular atrial fibrillation, to treat deep vein thrombosis and pulmonary embolism, and to prevent recurrent venous thromboembolism. Apixaban selectively and reversibly inhibits free and clot-associated factor Xa, reducing thrombin generation and fibrin clot formation. It does not require antithrombin III for its anticoagulant activity or routine INR monitoring. Bleeding is its principal clinical risk

CAS Number: 503612-47-3

Molecular Mass: 459.5 g/mol

Formula: C₂₅H₂₅N₅O₄

Smiles: COc1ccc(-n2nc(C(N)=O)c3c2C(=O)N(c2ccc(N4CCCCC4=O)cc2)CC3)cc1

Synonymes:

Apixaban, 503612-47-3, Eliquis, BMS-562247, BMS-562247-01, 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, BMS 562247-01, apixabanum, 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, 3Z9Y7UWC1J, CHEBI:72296, DTXSID80436500, BMS562247, 1H-Pyrazolo(3,4-c)pyridine-3-carboxamide,4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxo-1-piperidinyl)phenyl)-, 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, RefChem:5558, ELIQUIS 30-Day Starter Pack, B01AF02, DTXCID60387324, 1H-Pyrazolo(3,4-c)pyridine-3-carboxamide, 4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxo-1-piperidinyl)phenyl)-, MFCD11977295, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide, Apixaban 13CD3, C25H25N5O4, CHEMBL231779, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-1H,4H,5H,6H,7H-pyrazolo[3,4-c]pyridine-3-carboxamide, Apixaban [USAN], GG2, Eliquis (TN), UNII-3Z9Y7UWC1J, Apixaban (JAN/USAN/INN), Apixaban [USAN:INN:JAN], HSDB 8223, Apixaban (Standard), BMS 562247, APIXABAN [INN], APIXABAN [JAN], APIXABAN [MI], APIXABAN [VANDF], APIXABAN [MART.], APIXABAN [WHO-DD], APIXABAN [EMA EPAR], Apixaban - Bio-X trade mark, MLS006010026, SCHEMBL118023, APIXABAN [ORANGE BOOK], GTPL6390, orb1307573, orb3141365, Apixaban,BMS-562247-01, BDBM19023, EX-A048, 2p16, QNZCBYKSOIHPEH-UHFFFAOYSA-N, GLXC-90058, HMS3655O07, HMS5079A18, Apixaban (BMS 562247-01), EBC-11355, HY-50667R, MSK159567, NSC784102, s1593, Apixaban (BMS 562247-01)?, AKOS005146204, CCG-229675, CS-0401, DB06605, FM61539, ME-0152, NSC-784102, PB10976, NCGC00346555-01, NCGC00346555-02, NCGC00346555-05, NCGC00346555-08, 1-(4-Methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid amide, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidyl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[5,4-c]pyridine-3-carboxamide, AC-26301, BM164185, HY-50667, SMR004676529, SY097159, NS00014946, SW220177-1, D03213, AB01565766_02, AR-270/43507990, F793053, Q414462, BRD-K67121414-001-02-5, BRD-K67121414-001-03-3, Z195110238, 1-(4-METHOXYPHENYL)-7-OXO-6-(4-(2-OXOPIPERIDIN-1-YL)PHENYI)-4,5,6,7-TETRAHYDRO-1H-PYRAZOLO(3,4-C)PYRIDINE-3-CARBOXAMIDE, 1-(4-Methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo(3,4c)pyridine-3-carboxamide, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo piperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide, 1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide, 1H-PYRAZOLO(3,4-C)PYRIDINE-3-CARBOXAMIDE, 4,5,6,7-TETRAHYDRO-1-( 4-METHOXYPHENYL)-7-OXO-6-(4-(2-OXO-1-PIPERIDINYL)PHENYL)-

Bioactivity: Direct, selective, reversible factor Xa inhibitor; oral anticoagulant

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
Acetone	288.15	-	1.511	[118]
Acetone	293.15	-	1.723	[118]
Acetone	298.15	-	1.991	[118]
Acetone	303.15	-	2.326	[118]
Acetone	308.15	-	2.672	[118]
Acetone	313.15	-	3.101	[118]
Acetone	318.15	-	3.522	[118]
Acetone	323.15	-	4.003	[118]
Acetone	328.15	-	4.477	[118]
Ethanol	288.15	-	0.8903	[118]
Ethanol	293.15	-	1.131	[118]
Ethanol	298.15	-	1.41	[118]
Ethanol	303.15	-	1.718	[118]
Ethanol	308.15	-	2.075	[118]
Ethanol	313.15	-	2.544	[118]
Ethanol	318.15	-	3.08	[118]
Ethanol	323.15	-	3.612	[118]
Ethanol	328.15	-	4.333	[118]
Isopropanol	288.15	-	0.3696	[118]
Isopropanol	293.15	-	0.461	[118]
Isopropanol	298.15	-	0.5945	[118]
Isopropanol	303.15	-	0.7884	[118]
Isopropanol	308.15	-	0.9892	[118]
Isopropanol	313.15	-	1.26	[118]
Isopropanol	318.15	-	1.585	[118]
Isopropanol	323.15	-	1.918	[118]
Isopropanol	328.15	-	2.331	[118]
Methanol	288.15	-	3.738	[118]
Methanol	293.15	-	4.72	[118]
Methanol	298.15	-	5.975	[118]
Methanol	303.15	-	7.503	[118]
Methanol	308.15	-	9.386	[118]
Methanol	313.15	-	11.54	[118]
Methanol	318.15	-	14.14	[118]
Methanol	323.15	-	17.14	[118]
Methanol	328.15	-	20.45	[118]
Water	288.15	-	0.2467	[118]
Water	293.15	-	0.2882	[118]
Water	298.15	-	0.3535	[118]
Water	303.15	-	0.4239	[118]
Water	308.15	-	0.4947	[118]
Water	313.15	-	0.5834	[118]
Water	318.15	-	0.6928	[118]
Water	323.15	-	0.8034	[118]
Water	328.15	-	0.9361	[118]

Molecule 3D descriptors

Descriptor	Value
PMI1	2960.4032
PMI2	10255.4912
PMI3	12792.2478
NPR1	0.2314
NPR2	0.8017
RadiusOfGyration	5.3198
InertialShapeFactor	0.0003
Eccentricity	0.9729
Asphericity	0.4622
SpherocityIndex	0.0720
PBF	0.7332