1403474-76-9

Usage

Chemical class

Belongs to the benzimidazole class of compounds.

Pharmaceutical use

Commonly used in pharmaceutical research and drug development.

Therapeutic properties

Has potential therapeutic properties.

Solubility

Possesses an ethyl ester group, making it more soluble in lipids and organic solvents.

Pharmacokinetic properties

The ethyl ester group may contribute to its pharmacokinetic properties.

Antimicrobial properties

The presence of the oxadiazol ring suggests it may have antimicrobial properties.

Anticancer properties

The oxadiazol ring may also indicate potential anticancer properties.

Anti-inflammatory properties

The oxadiazol ring may contribute to anti-inflammatory properties.

Bioactivity

The biphenyl group in its structure may contribute to its potential bioactivity as a ligand for certain biological targets.

Medicinal chemistry and drug discovery

Of interest in medicinal chemistry and drug discovery due to its unique structural features and potential therapeutic applications.

Upstream product

• 147403-03-0 azilsartan 

Relevant academic research and scientific papers

Preparation, Crystal Structures and Hirshfeld Surface Analyses of Two Impurities of Azilsartan

Abstract: Two impurities of azilsartan (1·EtOH and 2) have been prepared and the structures have been identified by 1H-NMR, IR and single crystal X-ray diffraction. Impurity 1·EtOH (C25H22N4O6, Mr = 4

A METHOD OF PREPARING 2-ETHOXY-1-((2'-(5-OXO-4,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BIPHENYL- 4-YL)METHYL)-1H-BENZO[D]IMIDAZOLE-7-CARBOXYLATES AND CONVERSION THEREOF TO AZILSARTAN

An improved method of preparing alkyl 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro- 1,2,4-oxadiazol-3- yl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylates of formula (I), wherein R is either a branched or unbranched C1-C4 alkyl, ArCH2, Ar2CH, or Ar3C, wherein Ar is a substituted or unsubstituted phenyl, and of conversion thereof to azilsartan of formula (II). This compound is an efficient angiotensin II AT1 receptor antagonist, which is used in the form of the prodrug azilsartan medoxomil of formula (III) in the treatment of hypertension.

A METHOD OF PREPARING 2-ETHOXY-1-((2'-(5-OXO-4,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BIPHENYL- 4-YL)METHYL)-1H-BENZO[D]IMIDAZOLE-7-CARBOXYLATES AND CONVERSION THEREOF TO AZILSARTAN

A method of preparing alkyl 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro- 1,2,4-oxadiazol-3- yl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylates of the general formula I, wherein R is either a branched or unbranched C1-C4 alkyl, ArCH2, Ar2CH, or Ar3C, wherein Ar is a substituted or unsubstituted phenyl, in which an alkyl 2-ethoxy-1 -((2'- ((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)- 1H-benzo[d]imidazole-7-carboxylate of the general formula V is reacted with a cyclization agent in a solvent in the presence of suitable bases. (I) (V)