Azilsartan medoxomil

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Azilsartan medoxomil are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Azilsartan medoxomil?

The molecule Azilsartan medoxomil presents a molecular formula of C30H24N4O8 and its IUPAC name is (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate.

Azilsartan medoxomil (Edarbi) is an angiotensin II receptor blocker (ARB) used to treat hypertension, alone or in combination with other antihypertensive agents. Azilsartan medoxomil exists as the brand-name drug Edarbi and as a generic drug. Generic drugs usually cost less than the brand-name version. In some cases, they may not be available in all strengths or forms as the brand-name drug..

Azilsartan medoxomil is a white to pale yellow powder that is soluble in water and methanol.1 It has a molecular weight of 558.6 and the following chemical structure:.

Azilsartan medoxomil is the ethyl ester of a prodrug of azilsartan, which is an angiotensin II receptor blocker (ARB).2 Angiotensin II is a hormone that causes blood vessels to narrow, which can lead to high blood pressure..

Azilsartan medoxomil works by blocking the action of angiotensin II. This relaxes blood vessels and lowers blood pressure..

Azilsartan medoxomil is used to treat hypertension, alone or in combination with other antihypertensive agents.3.

Azilsartan medoxomil exists in the following strengths:.

4 mg.

8 mg.

16 mg.

32 mg.

Azilsartan medoxomil is usually taken once daily with or without food.3.

Common side effects of azilsartan medoxomil include:.

dizziness.

headache.

fatigue.

Azilsartan medoxomil can cause serious side effects, including:.

low blood pressure.

kidney problems.

liver problems.

Azilsartan medoxomil can also cause a serious allergic reaction. Symptoms of a serious allergic reaction include:.

rash.

hives.

swelling of the face, mouth, and tongue.

difficulty breathing.

If you experience these symptoms, call 911 or go to the nearest emergency room..

Don't take azilsartan medoxomil if you're allergic to it, or if you have a history of angioedema..

To make sure azilsartan medoxomil is safe for you, tell your doctor if you have ever had:.

kidney disease.

liver disease.

heart disease.

If you experience a serious side effect, you or your doctor may send a report to the Food and Drug Administration's (FDA) MedWatch Adverse Event Reporting program online (http://www.fda.gov/Safety/MedWatch) or by phone (1-800-332-1088)..

3D structure

Cartesian coordinates

Geometry of Azilsartan medoxomil in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Azilsartan medoxomil QJFSABGVXDWMIW-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Azilsartan medoxomil

 

Molecule descriptors

 
IUPAC name(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
InChI codeInChI=1S/C30H24N4O8/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)
InChI KeyQJFSABGVXDWMIW-UHFFFAOYSA-N
SMILESCCOc1nc2cccc(C(=O)OCc3oc(=O)oc3C)c2n1Cc1ccc(-c2ccccc2-c2noc(=O)[nH]2)cc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (5-METHYL-2-OXO-1,3-DIOXOL-4-YL)METHYL 2-ETHOXY-1-((2'-(5-OXO-2,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL)METHYL)-1H-BENZIMIDAZOLE-7-CARBOXYLATE
  • (5-Methyl-2-Oxo-1,3-Dioxol-4-Yl)Methyl 2-Ethoxy-1-{[2'-(5-Oxo-4,5-Dihydro-1,2,4-Oxadiazol-3 -Yl)Biphenyl-4-Yl]Methyl}-1H-Benzimidazole-7-Carboxylate
  • (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4- oxadiazol-3-yl)biphenyl-2-yl)methyl)-1H-benzo(d)imidazole-7-carboxylate
  • (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-1-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-1-benzimidazole-7-carboxylate
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-1-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylate
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-+oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
  • 1-[[2'-(2,5-Dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]Methyl]-2-ethoxy-1H-benziMidazole-7-carboxylic acid (5-Methyl-2-oxo-1,3-dioxol-4-yl)Methyl ester
  • 1-[[2'-(2,5-Dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl
  • 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester1H- Benzimidazole-7-carboxylic acid
  • 1H-Benzimidazole-7-carboxylic acid, 1-((2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)(1,1'-biphenyl)-4-yl)methyl)-2-ethoxy-, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
  • 2-Ethoxy-1-[[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazole-3-yl)-4-biphenylyl]methyl]-1H-benzoimidazole-7-carboxylic acid (5-methyl-2-oxo-1,3-dioxole-4-yl)methyl ester
  • 863031-21-4
  • A16420
  • A855148
  • AB01566809_01
  • AMY4364
  • AMY4365
  • AR-14
  • AS-57282
  • AZILSARTAN MEDOXOMIL
  • Azilsartan (medoxomil)
  • Azilsartan Medoxomil (TAK-491)
  • Azilsartan kamedoxomil
  • Azilsartan medoxomil
  • Azilsartan medoxomil (USAN)
  • BCP03898
  • CCG-270084
  • CS-1369
  • D08067
  • DB08822
  • Edarbi
  • FT-0689999
  • GTPL6900
  • HMS3651H18
  • HY-14736
  • Ipreziv
  • LL0G25K7I2
  • MFCD19443688
  • Q1087888
  • S900005850
  • SB19560
  • SW219494-1
  • TAK 491
  • TAK-491
  • TAK491
  • W-203965
  • azilsartan medoxomilo
  • azilsartan-medoxomil
  • azilsartanum medoxomilum
  • s3057

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC14210642
  • UNII-LL0G25K7I2
  • AKOS007930700
  • DTXSID10235482
  • CHEMBL2028661
  • CHEBI:68845
  • SCHEMBL683374

Physico-Chemical properties

IUPAC name(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
Molecular formulaC30H24N4O8
Molecular weight568.534
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity149.87
LogP4.7
Topological polar surface area155.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.