Azilsartan medoxomil potassiumProduct ingredient for Azilsartan medoxomil

Name
Azilsartan medoxomil potassium
Drug Entry
Azilsartan medoxomil

Azilsartan medoxomil is a prodrug that is broken down to azilsartan, which belongs in the angiotensin-receptor blocking (ARB) drug class. It is a selective AT1 subtype angiotensin II receptor antagonist. Azilsartan medoxomil is a relatively recently-developed antihypertensive drug that was first approved by the FDA in February 2011.1 Many guidelines recommend the use of ARBs as first-line therapy when initiating antihypertensive therapy and indicate that the clinical efficacy of ARBs is comparable to angiotensin-converting enzyme (ACE) inhibitors that are also used as first-line treatment for hypertension.3

Azilsartan medoxomil is marketed under the brand name Edarbi. It is used to treat hypertension as monotherapy or in combination with other antihypertensive drugs. It is also available in a combination product with chlorthalidone. As hypertension is a major risk factor for cardiovascular disease,1 early management of hypertension has several implications on patients' survival rate and quality of life in the future. Lowering blood pressure is associated with a reduced risk of fatal and nonfatal cardiovascular events, primarily strokes and myocardial infarctions.6 Azilsartan medoxomil is thus speculated to lower mortality rates and the onset of cardiovascular disease. Although there is no clinical significance yet determined, azilsartan medoxomil may have potential off-label uses in patients with a history of myocardial infarction or heart failure.3

Accession Number
DBSALT003212
Structure
Synonyms
Azilsartan (medoxomil monopotassium) / Azilsartan kamedoxomil / Azilsartan medoxomil monopotassium / Azilsartan medoxomil potassium
External IDs
HY-17458
UNII
WEC6I2K1FC
CAS Number
863031-24-7
Weight
Average: 606.632
Monoisotopic: 606.11529521
Chemical Formula
C30H23KN4O8
InChI Key
IHWFKDWIUSZLCJ-UHFFFAOYSA-M
InChI
InChI=1S/C30H24N4O8.K/c1-3-38-28-31-23-10-6-9-22(27(35)39-16-24-17(2)40-30(37)41-24)25(23)34(28)15-18-11-13-19(14-12-18)20-7-4-5-8-21(20)26-32-29(36)42-33-26;/h4-14H,3,15-16H2,1-2H3,(H,32,33,36);/q;+1/p-1
IUPAC Name
potassium 3-{4'-[(2-ethoxy-7-{[(5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methoxy]carbonyl}-1H-1,3-benzodiazol-1-yl)methyl]-[1,1'-biphenyl]-2-yl}-5-oxo-4,5-dihydro-1,2,4-oxadiazol-4-ide
SMILES
[K+].CCOC1=NC2=C(N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NOC(=O)[N-]1)C(=CC=C2)C(=O)OCC1=C(C)OC(=O)O1
ChemSpider
9413865
ChEBI
68847
ChEMBL
CHEMBL2103795
Wikipedia
Azilsartan
Predicted Properties
PropertyValueSource
Water Solubility0.00978 mg/mLALOGPS
logP4.56ALOGPS
logP6.03Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)5.91Chemaxon
pKa (Strongest Basic)1.48Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area136.77 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity148.72 m3·mol-1Chemaxon
Polarizability57.22 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon