azilsartan
Trade name: edarbi
Approved
Feb 25, 2011
Azilsartan medoxomil (trade name Edarb) is an angiotensin II receptor blocker (ARB) that lowers blood pressure by blocking the action of angiotensin II, a vasopressor hormone. It is indicated for the treatment of hypertension to lower blood pressure which reduces the risk of fatal and nonfatal cardiovascular events, primarily strokes and myocardial infarctions. Azilsartan medoxomil may be used either alone or in combination with other antihypertensive agents such as chlorthalidone (CLD). As an ARB, azilsartan medoxomil selectively inhibits angiotensin II from binding to the angiotensin II type-1 receptor (AT1). This receptor inhibition provides the antihypertensive activity of azilsartan medoxomil because it blocks the pressor effects of angiotensin II. Azilsartan medoxomil is a prodrug of azilsartan. It is hydrolyzed to the active moiety, azilsartan, in the gastrointestinal (GI) tract during the absorption phase. Azilsartan medoxomil, in combination with the thiazide-like diuretic chlorthalidone, was more effective in lowering systolic BP than azilsartan plus HCTZ. — NCATS
Clinical trial activity
51 trials · 15 clinical orgs · 6 marketing orgs
Earliest trial started Jul 1, 2004 (NCT00762736)
Timeline
2000s
2010s
- Jan 1, 2010
- Feb 25, 2011
Earliest FDA Approval
- Feb 25, 2011
Azurity — NDA Secondary Org
- Feb 25, 2011
Arbor Pharmaceuticals — NDA Secondary Org
2020s
- Jul 20, 2022
Lupin — Marketing Organization
- Jan 21, 2025
Alkem Labs Ltd — Marketing Organization
- Mar 19, 2025
Hetero Labs Ltd — Marketing Organization
Indications
Approved for
Mechanism of action
- Type-1 angiotensin II receptorANTAGONIST
AGTR1 antagonist
Selective
Combination products
edarbyclor
with chlorthalidone
Approval history
- approvedFeb 25, 2011
Chemistry & pharmacology
SMILES
CCOc1nc2cccc(C(=O)OCc3oc(=O)oc3C)c2n1Cc1ccc(-c2ccccc2-c2noc(=O)[nH]2)cc1- Mol. weight
- 568.54 g/mol
- Lipinski Ro5
- 2 violation(s)
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL2028661 ↗
- WikipediaAzilsartan ↗
- NCATSF9NUX55P23 ↗
- ChEMBLCHEMBL57242 ↗
- ChEMBLCHEMBL2103795 ↗
Also known as
- 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-biphenyl-4-yl)methyl)-1h-benzimidazole-7-carboxylic acid
- azilsartan
- azilsartan
- azilsartan
- azilsartan
- azilsartan
- azilsartan
- azilsartan
- azilsartan kamedoxomil
- azilsartan kamedoxomil
- azilsartan kamedoxomil
- azilsartan kamedoxomil
- azilsartan kamedoxomil
- azilsartan medoximil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan medoxomil
- azilsartan médoxomil
- azilsartan médoxomil
- azilsartán medoxomilo
- azilsartán medoxomilo
- azilsartanum medoxomilum
- azilsartanum medoxomilum
- edarbi
- edarbi
- edarbi
- edarbi
- tak491
- tak 491
- tak 491
- tak 491
- tak 491
- tak 491
- tak 491
- tak-491
- tak-491
- tak-491
- tak-491
- tak-536
- tak-536
- tak-536
- tak-536
- tak-536ccb
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06990204 | Phase 1 | Jun 6, 2025 | Gedeon Richter Ltd. |
| NCT05002244 | Phase 1 | Jul 23, 2021 | Celltrion |
| NCT04668157 | Phase 3 | Feb 8, 2021 | Takeda |
| NCT03434977 | Phase 1 | Feb 10, 2018 | Takeda |
| NCT03652792 | Phase 1 | Jan 22, 2018 | Lee's Pharmaceutical, Zhaoke (Guangzhou) Pharmaceutical Limited |
| NCT03042299 | Phase 1 | Feb 3, 2017 | Takeda |
| NCT02791438 | Phase 3 | Aug 31, 2016 | Takeda |
| NCT02786082 | Phase 1 | Jun 1, 2016 | Lee's Pharmaceutical |
| NCT02541669 | Phase 1 | Nov 20, 2015 | Takeda |
| NCT02480764 | Phase 3 | Sep 21, 2015 | Takeda |
| NCT02517866 | Phase 4 | Aug 1, 2015 | Takeda |
| NCT02451150 | Phase 3 | Aug 1, 2015 | Takeda |
| NCT02609490 | Phase 3 | Jul 1, 2015 | Lee's Pharmaceutical |
| NCT02400775 | Phase 4 | Mar 1, 2015 | Takeda |
| NCT02401464 | Phase 1 | Mar 1, 2015 | Takeda |
| NCT02348658 | Phase 1 | Jan 1, 2015 | Takeda |
| NCT02407210 | Phase 3 | Jan 1, 2015 | Hengrui Therapeutics, Inc. |
| NCT02235909 | Phase 3 | Dec 1, 2014 | Arbor Pharmaceuticals |
| NCT02277691 | Phase 3 | Nov 1, 2014 | Takeda |
| NCT02203916 | Phase 3 | Jul 1, 2014 | Takeda |
Organizations
Research & Development (15)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Takeda | For profit | 41 | 39 | 5 | 2004 |
| Lee's Pharmaceutical | For profit | 3 | 3 | 2 | 2015 |
| Arbor Pharmaceuticals | For profit | 1 | 1 | 1 | 2014 |
| Celltrion | For profit | 1 | 1 | 1 | 2021 |
| EPS Corporation | For profit | 1 | 1 | 1 | 2012 |
| Gedeon Richter Ltd. | For profit | 1 | 1 | 1 | 2025 |
| Hengrui Therapeutics, Inc. | For profit | 1 | 1 | 1 | 2015 |
| Hospital General de México Dr. Eduardo Liceaga | Academic/Hospital | 1 | 1 | 1 | 2014 |
| Jiangsu Hansoh Pharmaceutical Co., Ltd. | For profit | 1 | 1 | 1 | 2013 |
| Jichi Medical University | Academic/Hospital | 1 | 0 | 1 | 2012 |
| Nara Medical University | Academic/Hospital | 1 | 1 | 1 | 2012 |
| Osaka University | Academic/Hospital | 1 | 0 | 1 | 2007 |
| TEDA International Cardiovascular Hospital | Academic/Hospital | 1 | 0 | 1 | 2013 |
| University of Chicago | Academic/Hospital | 1 | 1 | 1 | 2013 |
| Zhaoke (Guangzhou) Pharmaceutical Limited | Government | 1 | 0 | 1 | 2018 |
Marketing (7)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Alkem Labs Ltd | For profit | MKTG | Jan 21, 2025 |
| Arbor Pharmaceuticals | For profit | NDA2 | Feb 25, 2011 |
| Azurity | For profit | NDA2 | Feb 25, 2011 |
| Hetero Labs Ltd | For profit | MKTG | Mar 19, 2025 |
| Lupin | For profit | MKTG | Jul 20, 2022 |
| Lupin | For profit | SYN | Jul 20, 2022 |
| Takeda | For profit | NDA | — |