adenosine
Trade name: Adenocard
Approved
Oct 30, 1989
Adenosine (symbol A) is an organic compound that occurs widely in nature in the form of diverse derivatives. The molecule consists of an adenine attached to a ribose via a β-N9-glycosidic bond. Adenosine is one of the four nucleoside building blocks of RNA (and its derivative deoxyadenosine is a building block of DNA), which are essential for all life on Earth. Its derivatives include the energy carriers adenosine mono-, di-, and triphosphate, also known as AMP/ADP/ATP. Cyclic adenosine monophosphate (cAMP) is pervasive in signal transduction. Adenosine is used as an intravenous medication for some cardiac arrhythmias. — Wikipedia
Clinical trial activity
68 trials · 76 clinical orgs · 24 marketing orgs
Earliest trial started Oct 1, 2003 (NCT00179010)
Timeline
1980s
- Oct 30, 1989
Earliest FDA Approval
- Oct 30, 1989
Astellas — NDA Secondary Org
2000s
- Jan 1, 2003
Earliest Phase 3 Sponsor(trial)
- Jan 1, 2004
Earliest Phase 2 Sponsor(trial)
- Jun 16, 2004
Teva — Marketing Organization
- Jun 16, 2004
West-Ward Pharmaceutical — Marketing Organization
- Jun 16, 2004
Hikma — Marketing Organization
- Apr 27, 2005
Fresenius — Marketing Organization
- Jan 1, 2006
Earliest Phase 1 Sponsor(trial)
- Jun 14, 2007
Gland Pharma Ltd — Marketing Organization
- Jun 26, 2008
Bedford Pharmaceuticals — Marketing Organization
- Oct 31, 2008
Akorn, Inc. — Marketing Organization
- Oct 31, 2008
Rising Pharmaceuticals — Marketing Organization
- Apr 28, 2009
Sankyo — Marketing Organization
- Apr 28, 2009
Lutipold — Marketing Organization
- Apr 28, 2009
Wockhardt — Marketing Organization
- Apr 28, 2009
Daiichi Sankyo — Marketing Organization
2010s
- Aug 29, 2013
Eu Yan Sang — Marketing Organization
- Aug 29, 2013
Meitheal — Marketing Organization
- Mar 21, 2014
PHARMOBEDIENT — Marketing Organization
- Mar 24, 2014
Hospira — Marketing Organization
- Mar 28, 2014
Mylan — Marketing Organization
- Sep 15, 2014
Emcure — Marketing Organization
- Sep 15, 2014
Avet Lifesciences — Marketing Organization
- Nov 2, 2017
Aurobindo Pharma — Marketing Organization
- Nov 2, 2017
Eugia Pharma — Marketing Organization
- Feb 16, 2018
Fosun — Marketing Organization
Indications
Approved for
Studied for
- Acute Coronary Syndrome · Phase 4
- Adenosine · Phase 1/Phase 2
- Anesthesia and Analgesia · Early Phase 1
- Angina Pectoris · Phase 1/Phase 2
- Angina, Stable · Phase 3
- Angioplasty · Phase 3
- Atrial Fibrillation · Phase 3
- Atrioventricular Block · Phase 1
- Blood Pressure · Phase 4
- Bradycardia · Phase 1
- Cardiac Surgical Procedures · Phase 1/Phase 2
- Cardiomyopathies · Phase 4
- Cardiomyopathy, Hypertrophic · Phase 4
- Coronary Artery Disease · Phase 4
- Coronary Disease · Phase 4
- Coronary Stenosis · Phase 3
- Heart Defects, Congenital · Phase 1/Phase 2
- Heart Failure · Phase 4
- Heart Failure, Systolic · Phase 4
- Heart Transplantation · Phase 3
- Hypertension · Phase 4
- Infant, Premature · Phase 4
- Inflammation · Phase 1
- Liver Neoplasms · Phase 1/Phase 2
- Lung Diseases · Phase 3
- Magnetic Resonance Imaging · Early Phase 1
- Myocardial Infarction · Phase 3
- Myocardial Ischemia · Phase 4
- Myocardial Reperfusion Injury · Phase 1/Phase 2
- No-Reflow Phenomenon · Phase 4
- Pain · Phase 2
- Pathologic Processes · Phase 2
- Percutaneous Coronary Intervention · Phase 4
- Respiratory Distress Syndrome · Phase 2
- Tachycardia · Phase 4
- Tachycardia, Supraventricular · Phase 3
- Takotsubo Cardiomyopathy · Phase 2
- Vascular Diseases · Early Phase 1
Mechanism of action
- AdenosineSupplementation
Adenosine supplementation
Approval history
- approvedPriority reviewOct 30, 1989
Chemistry & pharmacology
SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O- Mol. weight
- 427.2 g/mol
- Lipinski Ro5
- 2 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Availability
- Prescription Only
Oral
No
Parenteral
No
Topical
No
Sources
- WikipediaAdenosine ↗
- ChEMBLCHEMBL477 ↗
- ChEMBLCHEMBL14830 ↗
Also known as
- adenine riboside
- adenocard
- adenocard
- adenosine
- adenosine
- adenosine
- adenosine
- adenosine
- adenosine
- adenosine
- adenosine
- adenosine
- adenosine
- beta-adenosine
- riboadenosine
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07243119 | Phase 4 | Nov 24, 2025 | Gødstrup Hospital |
| NCT06993038 | Phase 4 | Aug 1, 2025 | University of Iowa |
| NCT06717685 | Phase 3 | Oct 28, 2024 | Rashid Latif Medical College, University of the Punjab |
| NCT06578234 | Phase 4 | Oct 23, 2024 | Region Skane |
| NCT05014061 | Phase 3 | Jan 1, 2022 | Vastra Gotaland Region |
| NCT04699110 | Phase 4 | Jan 1, 2021 | Government of Pakistan |
| NCT04666454 | Phase 2 | Dec 31, 2020 | University of Gothenburg, Vastra Gotaland Region |
| NCT04588441 | Phase 2 | Dec 31, 2020 | University of Florida |
| NCT04577443 | N/A | Nov 1, 2020 | University of Copenhagen |
| NCT04203368 | N/A | Mar 31, 2020 | Ain Shams University |
| NCT03738943 | Early Phase 1 (Phase 1) | Feb 7, 2019 | Colorado State University |
| NCT03557385 | Phase 4 | Jul 31, 2018 | Acist Medical Systems, Duke University |
| NCT03537586 | N/A | Jun 29, 2018 | New York University |
| NCT03354273 | Phase 3 | Jun 8, 2018 | General Electric |
| NCT04392362 | Phase 3 | Apr 1, 2018 | University of Pretoria |
| NCT03236311 | Phase 2 | Oct 12, 2017 | Sanofi |
| NCT03249272 | Phase 4 | Sep 5, 2017 | Duke University |
| NCT04600115 | Early Phase 1 (Phase 1) | Mar 3, 2017 | National Heart, Lung, and Blood Institute (NHLBI), University of Utah |
| NCT03235700 | N/A | Mar 1, 2017 | Sejong General Hospital |
| NCT03218137 | Phase 4 | Feb 13, 2017 | Cornell University |
Organizations
Research & Development (76)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Astellas | For profit | 6 | 0 | 3 | 2003 |
| Duke University | Academic/Hospital | 3 | 2 | 2 | 2005 |
| University of Utah | Academic/Hospital | 3 | 3 | 2 | 2009 |
| Vanderbilt University | Academic/Hospital | 3 | 3 | 2 | 2003 |
| Forest Laboratories | For profit | 2 | 2 | 1 | 2009 |
| Gilead Sciences | For profit | 2 | 2 | 1 | 2003 |
| Pfizer | For profit | 2 | 2 | 1 | 2004 |
| PPD | For profit | 2 | 0 | 1 | 2009 |
| Radboud University | Academic/Hospital | 2 | 2 | 1 | 2005 |
| University of Copenhagen | Academic/Hospital | 2 | 2 | 1 | 2009 |
| University of Florida | Academic/Hospital | 2 | 1 | 2 | 2010 |
| University of Michigan | Academic/Hospital | 2 | 2 | 2 | 2008 |
| Vastra Gotaland Region | Government | 2 | 2 | 2 | 2020 |
| Acist Medical Systems | For profit | 1 | 0 | 1 | 2018 |
| Adenobio N.V | For profit | 1 | 1 | 1 | 2011 |
| Ain Shams University | Academic/Hospital | 1 | 1 | 1 | 2020 |
| Amphia Hospital Breda, the Netherlands | Academic/Hospital | 1 | 1 | 1 | 2016 |
| Bayer | For profit | 1 | 0 | 1 | 2010 |
| Catharina Ziekenhuis Eindhoven | Academic/Hospital | 1 | 1 | 1 | 2013 |
| Catholic University of Korea | Academic/Hospital | 1 | 1 | 1 | 2012 |
Marketing (28)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Akorn, Inc. | For profit | MKTG | Oct 31, 2008 |
| Astellas | For profit | NDA2 | Oct 30, 1989 |
| Aurobindo Pharma | For profit | MKTG | Nov 2, 2017 |
| Avet Lifesciences | For profit | MKTG | Sep 15, 2014 |
| Bedford Pharmaceuticals | For profit | MKTG | Jun 26, 2008 |
| Daiichi Sankyo | For profit | MKTG | Apr 28, 2009 |
| Emcure | For profit | MKTG | Sep 15, 2014 |
| Eu Yan Sang | For profit | MKTG | Aug 29, 2013 |
| Eugia Pharma | For profit | MKTG | Nov 2, 2017 |
| Fosun | For profit | MKTG | Feb 16, 2018 |
| Fresenius | For profit | MKTG | Apr 27, 2005 |
| Fujisawa | For profit | NDA | — |
| Gland Pharma Ltd | For profit | MKTG | Jun 14, 2007 |
| Gland Pharma Ltd | For profit | SYN | Feb 16, 2018 |
| Hikma | For profit | SYN | Jun 16, 2004 |
| Hikma | For profit | MKTG | Jun 16, 2004 |
| Hospira | For profit | SYN | Mar 24, 2014 |
| Hospira | For profit | MKTG | Mar 24, 2014 |
| Lutipold | For profit | MKTG | Apr 28, 2009 |
| Meitheal | For profit | MKTG | Aug 29, 2013 |
| Mylan | For profit | MKTG | Mar 28, 2014 |
| Mylan | For profit | SYN | May 13, 2009 |
| PHARMOBEDIENT | For profit | MKTG | Mar 21, 2014 |
| Rising Pharmaceuticals | For profit | MKTG | Oct 31, 2008 |
| Sankyo | For profit | MKTG | Apr 28, 2009 |
| Teva | For profit | MKTG | Jun 16, 2004 |
| West-Ward Pharmaceutical | For profit | MKTG | Jun 16, 2004 |
| Wockhardt | For profit | MKTG | Apr 28, 2009 |