apixaban
Trade name: eliquis
Approved
Dec 28, 2012
Apixaban is an orally active inhibitor of coagulation factor Xa with anticoagulant activity. Apixaban directly inhibits factor Xa, thereby interfering with the conversion of prothrombin to thrombin and preventing formation of cross-linked fibrin clots. Apixaban has been available in Europe since May 2012. An FDA decision on apixaban which was expected on June 28, 2012 was initially delayed before final approval on December 28, 2012. On August 21, 2014, Pfizer announced that apixaban was now FDA approved for treatment and secondary prophylaxis of deep vein thrombosis (DVT) and pulmonary embolism (PE). It is being developed in a joint venture by Pfizer and Bristol-Myers Squibb. It has also been used to lower the risk of developing venous thrombosis post-orthopedic surgical procedures. — NCATS
Clinical trial activity
229 trials · 231 clinical orgs · 21 marketing orgs
Earliest trial started Oct 1, 2004 (NCT00097357)
Timeline
2000s
- Jan 1, 2004
Bristol-Myers Squibb — Earliest Phase 2 Sponsor(trial)
- Jan 1, 2006
Bristol-Myers Squibb — Earliest Phase 1 Sponsor(trial)
- Jan 1, 2006
Bristol-Myers Squibb — Earliest Phase 3 Sponsor(trial)
2010s
- Dec 28, 2012
Bristol-Myers Squibb — Earliest FDA Approval
- Dec 28, 2012
Bristol-Myers Squibb — NDA Organization
- Dec 17, 2018
Esteve Labs — Marketing Organization
- Jan 4, 2019
Torrent Pharmaceuticals Limited — Marketing Organization
- Feb 1, 2019
Micro Labs Ltd India — Marketing Organization
- Feb 8, 2019
Sunshine Lake Pharma Co., Ltd. — Marketing Organization
- Feb 22, 2019
Sun Pharmaceuticals — Marketing Organization
- Jul 3, 2019
Mylan — Marketing Organization
2020s
- Mar 2, 2020
Dr. Reddy's Laboratories — Marketing Organization
- Apr 8, 2020
Bionpharma Inc — Marketing Organization
- Jul 2, 2020
Teva — Marketing Organization
- Jul 28, 2020
Accord Research — Marketing Organization
- Aug 19, 2020
Impax Laboratories — Marketing Organization
- Aug 19, 2020
Amneal Pharmaceuticals — Marketing Organization
- Sep 11, 2020
Indoco Remedies — Marketing Organization
- Feb 1, 2022
Sigmapharm Laboratories — Marketing Organization
- Apr 12, 2022
Prinston Inc — Marketing Organization
- Jun 21, 2022
ZHEJIANG YONGNING PHARMACEUTICAL CO LTD — Marketing Organization
- Feb 27, 2023
Hetero Labs Ltd — Marketing Organization
- Feb 27, 2023
Zydus Discovery DMCC — Marketing Organization
- May 26, 2023
Aurobindo Pharma — Marketing Organization
- Feb 16, 2024
Apotex — Marketing Organization
Indications
Approved for
Studied for
- Acute Coronary Syndrome · Phase 4
- Anemia, Sickle Cell · Phase 3
- Aneurysm · Phase 3
- Ankle Injuries · Phase 4
- Anticoagulants · Phase 4
- Antiphospholipid Syndrome · Phase 4
- Aortic Stenosis, Subvalvular · Phase 3
- Aortic Valve Disease · Phase 4
- Aortic Valve Stenosis · Phase 3
- Appendix · Phase 4
- Arrhythmia, Sinus · Phase 2
- Arterial Occlusive Diseases · Phase 3
- Arteriosclerosis · Phase 4
- Arteriovenous Malformations · Phase 2
- Arthroplasty, Replacement, Knee · Phase 2
- Astrocytoma · Phase 2
- Atrial Flutter · Phase 4
- Bariatric Surgery · Phase 4
- Blood Coagulation · Phase 1
- Blood Platelets · Early Phase 1
- Cardiovascular Diseases · Phase 3
- Catheter-Related Infections · Phase 4
- Cerebral Hemorrhage · Phase 3
- Cerebral Infarction · Phase 4
- Cerebral Intraventricular Hemorrhage · Phase 3
- Cerebrovascular Disorders · Phase 3
- Chronic Limb-Threatening Ischemia · Phase 3
- Colitis, Ulcerative · Early Phase 1
- Coronary Artery Bypass · Phase 2/Phase 3
- Coronary Disease · Phase 3
- COVID-19 · Phase 4
- Crohn Disease · Early Phase 1
- Death · Phase 3
- Diabetes Mellitus · Phase 4
- Drug-Related Side Effects and Adverse Reactions · Phase 2
- Drugs, Investigational · Phase 3
- Electric Countershock · Phase 3
- Embolic Stroke · Phase 3
- Embolism · Phase 2/Phase 3
- Enteral Nutrition · Phase 2
- Factor Xa · Phase 2
- Fasting · Phase 2
- Fibrinolytic Agents · Phase 1
- Fibrosis · Phase 4
- Foramen Ovale, Patent · Phase 3
- General Surgery · Phase 4
- Genital Neoplasms, Female · Phase 2
- Glioblastoma · Phase 2
- Glomerulonephritis, Membranous · Phase 1
- Head and Neck Neoplasms · Phase 4
- Healthy Volunteers · Phase 1
- Heart Failure · Phase 2
- Hematoma · Phase 3
- Hematoma, Subdural · Phase 3
- Hemodialysis, Home · Phase 4
- Hemorrhage · Phase 4
- Hospitalization · Phase 3
- Hypertension, Portal · Phase 4
- Hypertrophy, Left Ventricular · Phase 4
- Inflammatory Bowel Diseases · Early Phase 1
- Intestinal Diseases · Early Phase 1
- Intracranial Hemorrhage, Hypertensive · Phase 3
- Intracranial Hemorrhages · Phase 3
- Ischemia · Phase 4
- Ischemic Attack, Transient · Phase 4
- Ischemic Stroke · Phase 4
- Kidney Failure, Chronic · Phase 4
- Kidney Transplantation · Phase 4
- Leg Injuries · Phase 3
- Leukemia, Myeloid, Acute · Phase 1/Phase 2
- Liver Cirrhosis · Phase 2
- Liver Neoplasms · Phase 4
- Lung Transplantation · Phase 4
- Lymphoma · Phase 3
- Medication Adherence · Phase 4
- Menstruation · Phase 2/Phase 3
- Migraine Disorders · Phase 3
- Multiple Myeloma · Phase 4
- Mutation · Phase 2
- Myeloproliferative Disorders · Phase 2
- Myocardial Infarction · Phase 4
- Myocardial Ischemia · Phase 4
- Neoplasm Metastasis · Phase 3
- Neoplasms · Phase 4
- Nephrotic Syndrome · Phase 1/Phase 2
- Obesity · Phase 4
- Pancreatic Neoplasms · Phase 1
- Peritoneal Dialysis · Phase 1
- Pharmacokinetics · Phase 4
- Polycythemia Vera · Phase 2
- Postoperative Complications · Phase 2/Phase 3
- Precursor Cell Lymphoblastic Leukemia-Lymphoma · Phase 3
- Primary Myelofibrosis · Phase 2
- Proteinuria · Phase 1
- Random Allocation · Phase 2
- Renal Insufficiency · Phase 3
- Renal Insufficiency, Chronic · Phase 4
- Risk Factors · Phase 1
- SARS-CoV-2 · Phase 4
- Short Bowel Syndrome · Phase 4
- Spinal Cord Injuries · Phase 2
- Splenectomy · Phase 4
- Staphylococcal Infections · Phase 4
- Staphylococcus aureus · Phase 4
- Subarachnoid Hemorrhage · Phase 3
- Tachycardia, Ventricular · Phase 4
- Takotsubo Cardiomyopathy · Phase 2
- Thrombocythemia, Essential · Phase 2
- Thrombocytopenia · Phase 2
- Thromboembolism · Phase 4
- Thrombosis · Phase 4
- Upper Extremity Deep Vein Thrombosis · Phase 4
- Venous Thromboembolism · Phase 4
- Ventricular Dysfunction, Right · Phase 4
- Ventricular Premature Complexes · Phase 4
Mechanism of action
- Coagulation factor XINHIBITOR
F10 inhibitor
Approval history
- approvedPriority reviewFast trackDec 28, 2012
Chemistry & pharmacology
SMILES
COC1=CC=C(C=C1)N2N=C(C(N)=O)C3=C2C(=O)N(CC3)C4=CC=C(C=C4)N5CCCCC5=O- Mol. weight
- 459.4971 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaApixaban ↗
- NCATS3Z9Y7UWC1J ↗
- ChEMBLCHEMBL231779 ↗
Also known as
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixaban
- apixabán
- apixabán
- apixabanum
- apixabanum
- apixiban
- bms562247
- bms 562247
- bms 562247
- bms-562247
- bms-562247
- bms-562247
- bms-562247
- bms-562247-01
- bms-562247-01
- bms-562247-01
- eliquis
- eliquis
- eliquis
- eliquis
- eliquis
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07160686 | Phase 3 | Mar 2, 2026 | University of Birmingham |
| NCT07312851 | Phase 1 | Jan 12, 2026 | AstraZeneca, Parexel |
| NCT07237308 | Phase 4 | Dec 31, 2025 | Yonsei University |
| NCT07246005 | Phase 2 | Dec 1, 2025 | University of London |
| NCT07265466 | Phase 1 | Nov 17, 2025 | Onconic Therapeutics Inc. |
| NCT07189897 | Phase 4 | Oct 31, 2025 | State University of New York, Syracuse |
| NCT07175428 | Phase 2 | Oct 20, 2025 | Regeneron |
| NCT06933056 | Early Phase 1 (Phase 1) | Sep 2, 2025 | Lexicon Pharmaceuticals, University of Michigan |
| NCT07005024 | Phase 3 | Aug 31, 2025 | University of Vermont |
| NCT07015905 | Phase 3 | Jun 25, 2025 | Regeneron |
| NCT06953726 | Phase 4 | Jun 2, 2025 | Department of Veteran Affairs, Food and Drug Administration |
| NCT06866665 | N/A | Mar 31, 2025 | Yonsei University |
| NCT06864052 | N/A | Mar 1, 2025 | Ewha Womans University |
| NCT06886516 | Early Phase 1 (Phase 1) | Feb 28, 2025 | Harvard University |
| NCT06729034 | Phase 2 | Feb 1, 2025 | University of Oslo |
| NCT06650501 | Phase 4 | Jan 7, 2025 | McGill University, University of Melbourne |
| NCT06742567 | Phase 3 | Dec 2, 2024 | Government of Pakistan |
| NCT06862726 | Phase 4 | Dec 1, 2024 | Les Laboratoires des Médicaments Stériles |
| NCT06689436 | Phase 2 | Nov 30, 2024 | Novum Pharmaceutical Research Services, TAHO Pharmaceuticals Ltd. |
| NCT07270263 | N/A | Nov 22, 2024 | Medical University of Gdansk |
Organizations
Research & Development (231)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Bristol-Myers Squibb | For profit | 66 | 31 | 5 | 2004 |
| Pfizer | For profit | 31 | 7 | 4 | 2006 |
| McMaster University | Academic/Hospital | 11 | 7 | 4 | 2006 |
| Duke University | Academic/Hospital | 9 | 4 | 2 | 2009 |
| University of Ottawa | Academic/Hospital | 7 | 7 | 3 | 2013 |
| Yonsei University | Academic/Hospital | 7 | 7 | 2 | 2015 |
| Canadian Institutes of Health Research (CIHR) | Academic/Hospital | 6 | 0 | 2 | 2014 |
| Harvard University | Academic/Hospital | 5 | 5 | 3 | 2015 |
| Assistance Publique - Hôpitaux de Paris | Academic/Hospital | 4 | 4 | 2 | 2018 |
| Bayer | For profit | 4 | 3 | 2 | 2013 |
| Mayo Clinic | Academic/Hospital | 4 | 4 | 3 | 2015 |
| National Heart, Lung, and Blood Institute (NHLBI) | Government | 4 | 0 | 2 | 2012 |
| University of Bern | Academic/Hospital | 4 | 4 | 3 | 2017 |
| University of London | Academic/Hospital | 4 | 2 | 3 | 2019 |
| Aarhus University | Academic/Hospital | 3 | 2 | 2 | 2018 |
| Hamilton Health Sciences Corporation | Academic/Hospital | 3 | 1 | 2 | 2016 |
| Karolinska Institute | Academic/Hospital | 3 | 1 | 3 | 2018 |
| McGill University | Academic/Hospital | 3 | 2 | 2 | 2013 |
| Regeneron | For profit | 3 | 3 | 2 | 2023 |
| Thomas Jefferson University | Academic/Hospital | 3 | 3 | 1 | 2014 |
Marketing (25)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Accord Research | For profit | MKTG | Jul 28, 2020 |
| Amneal Pharmaceuticals | For profit | MKTG | Aug 19, 2020 |
| Apotex | For profit | MKTG | Feb 16, 2024 |
| Aurobindo Pharma | For profit | MKTG | May 26, 2023 |
| Bionpharma Inc | For profit | MKTG | Apr 8, 2020 |
| Bionpharma Inc | For profit | SYN | Apr 8, 2020 |
| Bristol-Myers Squibb | For profit | NDA | Dec 28, 2012 |
| Dr. Reddy's Laboratories | For profit | MKTG | Mar 2, 2020 |
| Esteve Labs | For profit | MKTG | Dec 17, 2018 |
| Esteve Labs | For profit | SYN | Jul 26, 2021 |
| Hetero Labs Ltd | For profit | MKTG | Feb 27, 2023 |
| Impax Laboratories | For profit | MKTG | Aug 19, 2020 |
| Indoco Remedies | For profit | MKTG | Sep 11, 2020 |
| Micro Labs Ltd India | For profit | SYN | Feb 1, 2019 |
| Micro Labs Ltd India | For profit | MKTG | Feb 1, 2019 |
| Mylan | For profit | MKTG | Jul 3, 2019 |
| Prinston Inc | For profit | MKTG | Apr 12, 2022 |
| Sigmapharm Laboratories | For profit | MKTG | Feb 1, 2022 |
| Sun Pharmaceuticals | For profit | MKTG | Feb 22, 2019 |
| Sunshine Lake Pharma Co., Ltd. | For profit | MKTG | Feb 8, 2019 |
| Teva | For profit | MKTG | Jul 2, 2020 |
| Torrent Pharmaceuticals Limited | For profit | MKTG | Jan 4, 2019 |
| Torrent Pharmaceuticals Limited | For profit | SYN | Dec 17, 2024 |
| ZHEJIANG YONGNING PHARMACEUTICAL CO LTD | For profit | MKTG | Jun 21, 2022 |
| Zydus Discovery DMCC | For profit | MKTG | Feb 27, 2023 |