147404-82-8

Usage

Uses

Used in Pharmaceutical Industry:
(Z)-Methyl 2-ethoxy-3-((2'-(N'-(ethoxycarbonyloxy)carbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d]iMidazole-4-carboxylate is used as a potential pharmaceutical agent for its complex structure that may interact with biological systems in ways that could be beneficial for medicinal purposes. The specific application reason would depend on the outcomes of further research and testing into its biological activity and pharmacological properties.
Used in Research Applications:
In the field of scientific research, (Z)-Methyl 2-ethoxy-3-((2'-(N'-(ethoxycarbonyloxy)carbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d]iMidazole-4-carboxylate serves as a subject of study for understanding its chemical properties, potential reactivity, and interactions with biological molecules. This could lead to the discovery of new mechanisms of action or the development of new methodologies in chemical synthesis and analysis.

Upstream product

• 139481-44-0 methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate 
• 1403477-45-1 methyl 2-ethoxy-1-((2'-(N'-(methoxycarbonyloxy)carbamimidoyl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 
• 541-41-3 chloroformic acid ethyl ester 
• 147403-65-4 methyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 

Downstream Products

• 147403-52-9 methyl 2-ethoxy-1-((2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzo[d]-imidazole-7-carboxylate 
• 147403-03-0 azilsartan 
• 1403474-78-1 methyl 2-oxo-3-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate 
• 147403-52-9 methyl 2-ethoxy-1-[[2’-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate 

Relevant academic research and scientific papers

Angiotensin II receptor antagonists and its key process for the preparation of intermediates (by machine translation)

This invention has offered a kind of angiotensin II receptor antagonists arab League Qi Shatan and its key intermediate 2-ethoxy-1 - [[ 2 - (N-hydroxy ammonia-methyl-imino) biphenyl-4-yl] - 1H-benzimidazole-7-carboxylic acid methyl ester preparation method, the 1 - [(2-cyano-biphenyl-4-yl) methyl] - 2-ethoxy-benzimidazole-7-carboxylic acid methyl ester with hydroxylamine hydrochloride in water and organic solvent in the mixed solvent prepared by reaction under alkaline conditions 2-ethoxy-1 - [[ 2 - (N-hydroxy ammonia-methyl-imino) biphenyl-4-yl] - 1H-benzimidazole-7-carboxylic acid methyl ester. The 2-ethoxy-1 - [[ 2 - (N-hydroxy ammonia-methyl-imino) biphenyl-4-yl] - 1H-benzimidazole-7-carboxylic acid methyl ester and the halogenated alkane ethyl chloroformate in a solvent, the reaction is under alkaline conditions 2-ethoxy-1 - [[ 2 - [[ ( ethoxycarbonyl ) oxy] amidino] [1,1-biphenyl] - 4-yl] methyl] - 1H-benzimidazole-7-carboxylic acid methyl ester, hydrolysis to obtain arab League Qi Shatan in alkaline conditions. The method of the invention greatly reduces the production cost, improving the yield and purity of product, is suitable for industrial production. (by machine translation)

Aitch sand smooth intermediate and its and Aitch of preparation method

The invention discloses a preparation method of an intermediate 5B and azilsartan 1. The preparation method of the azilsartan 1 comprises the following steps: 1) in a solvent, mixing a compound 2B with hydroxylamine to react to obtain a compound 3B; 2) in a solvent, mixing the compound 3B prepared in the step 1) with chloroformate to react under the action of alkali to obtain a compound 4B; 3) in a solvent, carrying out cyclization reaction on the compound 4B prepared in the step 2) to obtain a compound 5B; and 4) in a solvent, carrying out esterolysis reaction on the compound 5B prepared in the step 3) under the action of alkali to obtain the azilsartan 1, wherein R is a C6-C10 aryl group or C1-C4 straight-chain or branched-chain alkyl group. The preparation method of the azilsartan intermediate 5B is described as the step 3). The preparation method has the advantages of fewer impurities, short reaction time, higher technical yield and higher product purity, and is suitable for industrial production.

Aitch sand smooth intermediate and its preparation method (by machine translation)

The invention discloses Aitch sand smooth intermediate and its preparation method. The preparation method comprises the following steps: in the solvent, compound 2B with hydroxylamine mixing, reaction, get compound 3B can be. The invention method for preparing the Aitch of less impurity, short reaction time, the higher process yield, high purity of the product, is suitable for industrial production. (by machine translation)

Synthesis of azilsartan and its selected potential impurities

Synthesis of angiotensin II AT1 receptor antagonist azilsartan is described. The results include reinvestigation of the described process as well as its novel modification. This new process includes transformation of the CN group into amidoxime moiety by aqueous hydroxylamine, its treatment with alkyl chloroformates and a base-initiated cyclization of the formed (alkoxycarbonyl-oxy)carbamimidoyl intermediates. Several so far undescribed side-products were identified and some of them were synthesized and duly characterized as potential impurities.

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)