Compound: Azilsartan
SMILES: O=c1onc([nH]1)-c2c(-c3ccc(Cn4c(OCC)nc5c4c(C(=O)O)ccc5)cc3)cccc2
InChIKey: KGSXMPPBFPAXLY-UHFFFAOYSA-N
Synonyms: Azilsartan, 147403-03-0, TAK-536, TAK 536, F9NUX55P23, 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-, 2-ethoxy-3-[[4-[2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid, CHEBI:68850, DTXSID70163712, 2-ethoxy-1-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid, 2-Ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-biphenyl-4-yl)methyl)-1H-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-, 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzimidazole-7-carboxylic acid, 2-ethoxy-3-((4-(2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl)phenyl)methyl)benzimidazole-4-carboxylic acid, RefChem:54400, DTXCID1086203, MFCD20278186, 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, C25H20N4O5, Azilsartan (TAK-536), CHEMBL57242, TAK536, 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid, 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid, 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-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-, Azilsartan [USAN], Azilsartan [USAN:INN], UNII-F9NUX55P23, azilsartan?, HSDB 8208, Azilva (TN), Azilsartan (Standard), AZILSARTAN [MI], AZILSARTAN [INN], AZILSARTAN [JAN], Azilsartan Impurity 163, AZILSARTAN [VANDF], AZILSARTAN [MART.], AZILSARTAN [WHO-DD], Azilsartan (JAN/USAN/INN), SCHEMBL167538, SCHEMBL284893, Azilsartan - Bio-X trade mark, GTPL6901, orb1309918, SCHEMBL7097669, Azilsartan, >=98% (HPLC), SCHEMBL29687472, SCHEMBL30604716, KGSXMPPBFPAXLY-UHFFFAOYSA-N, GLXC-05169, HMS3651J16, HMS3747I09, HMS5081O08, BDBM50055441, EBC-12468, HY-14914R, MFCD00916395, MSK159542, s3046, AKOS007930882, AKOS024458220, CCG-269296, CS-1396, FA18113, KS-5381, SB20804, NCGC00386206-03, NCGC00386206-04, 2-Ethoxy-1-[[2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylic Acid, AC-25912, BA164233, HY-14914, SY025841, DB-063707, A2601, NS00004259, SW219493-1, D08864, AB01566867_01, EN300-6482027, L001451, BRD-K81074237-001-02-3, Q27074832, Z1575099375, 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, 2-ETHOXY-1-((2'-(5-OXO-2,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL)METHYL)-1H-BENZIMIDAZOLE-7-CARBOXYLIC ACID, 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-carboxylic acid, 2-Ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- 1H-benzimidazole-7-carboxylic acid, 2-Ethoxy-1-[  [2'-(4,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid, 2-Ethoxy-1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid, 2-Ethoxy-1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl4-yl]methyl]benzimidazole-7-carboxylic acid, 2-ethoxy-1-{[2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl]methyl}-1H-1,3-benzodiazole-7-carboxylic acid, 2-Ethoxy-1-{[2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl}-1H-1,3-benzimidazole-7-carboxylic acid, 2-Ethoxy-3-[2''-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-biphenyl-4-ylmethyl]-3H-benzoimidazole-4-carboxylic acid, 2-Ethoxy-3-[2'-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-biphenyl-4-ylmethyl]-3H-benzoimidazole-4-carboxylic acid
Theoretical properties:
molecular_formula: C25H20N4O5
molecular_weight: 456.4 g/mol
exact_mass: 456.14336975 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 7
heavy_atom_count: 34
topological_polar_surface_area: 115 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless prisms from ethanol
color: Colorless prisms from ethanol
melting_point: 212-214 °C
Descriptions:
pubchem: Azilsartan is a benzimidazolecarboxylic acid that is benzimidazole-7-carboxylic acid substituted at position 2 by a methoxy group and at position 1 by a 2'-[(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl group. Used (as the prodrug, azilsartan medoxomil) for treatment of hypertension. It has a role as an antihypertensive agent and an angiotensin receptor antagonist. It is an aromatic ether, a benzimidazolecarboxylic acid and a 1,2,4-oxadiazole.
chebi: A benzimidazolecarboxylic acid that is benzimidazole-7-carboxylic acid substituted at position 2 by a methoxy group and at position 1 by a 2'-[(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl group. Used (as the prodrug, azilsartan medoxomil) for treatment of hypertension.
chembl: AZILSARTAN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Azilsartan, sold under the brand name Edarbi among others, is used for the treatment of hypertension. It is used as the prodrug azilsartan medoxomil, is an angiotensin II receptor antagonist, and was developed by Takeda.
The most common adverse reaction in adults is diarrhea.
It is available as a generic medication. It is also sold as a combination drug with chlortalidone under the brand name Edarbyclor.