147403-52-9

Basic information

• Product Name: 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-, Methyl ester
• Synonyms: 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-, Methyl ester;Methyl 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)Methyl)-1H-benzo[d]iMidazole-7-carboxylate;(Z)-Methyl 2-ethoxy-3-((2'-(N'-(ethoxycarbonyloxy)carbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d]iMidazole-4-carboxylate;1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]Methyl] -2-ethoxy-, Methyl ester;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;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 methyl ester;AzilsartanMedoxoMilInterMediates-2;Azilsartan Methyl ester
• CAS NO: 147403-52-9
• Molecular Formula: C₂₆H₂₂N₄O₅
• Molecular Weight: 470.47668
• EINECS: 1312995-182-4
• Product Categories: Intermediates;Fine Chemicals
• Mol File: 147403-52-9.mol

Chemical Properties

• Appearance: /
• Density: 1.36
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Very Slightly)
• PKA: 6.99±0.20(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: 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-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 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-, Methyl ester(147403-52-9)
• EPA Substance Registry System: 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-, Methyl ester(147403-52-9)

Safety Data

• Hazardous Substances Data: 147403-52-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
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-, methyl ester is used as a pharmaceutical compound for the development of new drugs. Its unique molecular structure and functional groups make it a promising candidate for targeting specific biological pathways and receptors, potentially leading to the development of novel therapeutic agents.
Used in Chemical Research:
In the field of chemical research, 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-, methyl ester can be used as a starting material or intermediate for the synthesis of more complex molecules with specific properties and applications. Its unique structure and functional groups can be further modified or used in the development of new chemical entities with potential uses in various industries.
Used in Material Science:
The compound's unique molecular structure and properties may also find applications in material science, where it could be used to develop new materials with specific characteristics, such as improved mechanical, electrical, or optical properties. These materials could have potential uses in various industries, including electronics, aerospace, and automotive.

Upstream product

• 139481-44-0 methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate 
• 147403-65-4 methyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 
• 530-62-1 1,1'-carbonyldiimidazole 
• 1403477-45-1 methyl 2-ethoxy-1-((2'-(N'-(methoxycarbonyloxy)carbamimidoyl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 
• 1403477-44-0 methyl 2-ethoxy-1-((2'-(N'-(phenoxycarbonyloxy)carbamimidoyl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 
• 147404-82-8 2-ethoxy-1-[[2'-[N'((ethoxycarbonyl)oxy)carbamimidoyl][1,1-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylic acid methyl ester 
• 616-38-6 carbonic acid dimethyl ester 
• 102-09-0 bis(phenyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 
• 41864-22-6 1,1'-Carbonyl-di-(1,2,4-triazole) 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 105-58-8 Diethyl carbonate 
• 139481-41-7 ethyl 1-[(2'-cyano-[1,1']-biphenyl-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate 
• 1397836-41-7 ethyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 

Downstream Products

• 147403-03-0 azilsartan 
• 863031-21-4 Azilsartan medoxomil 
• 1417576-00-1 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-oxo-3-((2’-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1’-biphenyl]-4-yl)methyl)-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate 
• 1417576-01-2 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-1-((2′-(4-ethyl-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 
• 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 
• 1499167-76-8 methyl 2-ethoxy-1-((2'-(4-ethyl-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate 
• 1604812-35-2 C₃₅H₂₈N₄O₁₁ 

Relevant articles and documents

AZILSARTAN ALKYL ESTER, METHOD FOR PRODUCING AZILSARTAN METHYL ESTER, AND METHOD FOR PRODUCING AZILSARTAN

PROBLEM TO BE SOLVED: To provide azilsartan alkyl ester to be an intermediate of azilsartan, and a method for producing azilsartan methyl ester having a novel crystal form, and a method for producing high-purity azilsartan from an obtained compound. SOLUTION: The present invention provides a method for producing high-purity azilsartan alkyl ester and/or azilsartan methyl ester by crystallizing azilsartan alkyl ester and/or azilsartan methyl ester in acetone or a solvent mixture of acetone and alcohol. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2021,JPOandINPIT

Synthesis technology for continuously preparing azilsartan in micro-channel reactor

The invention discloses a synthesis technology for continuously preparing azilsartan in a micro-channel reactor. The technology comprises the following steps: (1) adding SM-1, an aqueous hydroxylaminesolution and triethylamine into anhydrous ethanol, and performing a reaction to obtain an intermediate TAK1; (2) preparing a homogeneous solution A from the TAK1, triethylamine and dioxane; (3) preparing a homogeneous solution B from solid phosgene and dioxane; (4) dissolving sodium hydroxide in water to prepare a homogeneous solution C; (5) respectively pumping the homogeneous solution A and thehomogeneous solution B into a microstructure mixer I in a micro-channel reaction device at the same time, performing mixing, and introducing the obtained mixed solution into a microstructure reactorI; (6) respectively pumping the homogeneous solution C and the effluent of the microstructure reactor I into a microstructure mixer II in the micro-channel reaction device at the same time while step(5) is carried out, performing mixing, and introducing the obtained mixed solution into a microstructure reactor II; and (7) collecting the effluent of the microstructure reactor II to obtain the product azilsartan.

High-purity, small-particle-diameter and low-solvent-residue azilsartan bulk drug and preparation method thereof

The present invention discloses a high-purity, small-particle-diameter and low-solvent-residue azilsartan bulk drug and a preparation method thereof. The purity of the azilsartan bulk drug is more than or equal to 99.9%; the particle size of D90 is less than or equal to 20 [mu]m; and the solvent residue is less than or equal to 500 ppm. The present invention also discloses a high-purity intermediate used for preparing the azilsartan bulk drug and a preparation method thereof, wherein the purity of the intermediate is more than or equal to 99.9%.

Preparation 2 - ethoxy - 1 - {[2' - (5 - oxo - 4, 5 - dihydro - 1, 2, 4 - oxadiazol - 3 - yl) biphenyl - 4 - yl] methyl} - 1 H - benzimidazole - 7 - carboxylic acid

The invention provides a novel method for preparing 2- ethyoxyl-1-{[2'-(5-carbonyl-4,5-dihydro-1,2,4-oxadiazole-3-yl) xenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid. The novel method comprises the steps of providing a novel intermediate in 2-ethyoxyl-1-{[2'-(5-carbonyl-4,5-dihydro-1,2,4-oxadiazole-3-yl)xenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid (azilsartan) preparation, wherein the intermediate is as shown in formula (A); X is H or halogen. By preparing the intermediate with the formula (A), azilsartan can be conveniently and quickly prepared; and moreover, the novel method is short in reaction route, less in byproduct, high in total yield, gentle in condition and suitable for industrially preparing azilsartan.

A method for preparing [...] (by machine translation)

The invention belongs to the field of drug synthesis; a [...] preparation method, characterized in that comprises the following steps: a [...] preparation method, characterized in that includes: 1) compound 5 under the alkaline condition and act on the hydroxylamine hydrochloride, heating the reaction to produce compound 6; 2) compound 6 in three ethylene diamine with carbonyl diimidazole role, reaction to produce compound 4; 3) compound 4 in the hydrolysis reaction under alkaline conditions, obtain arab league qi shatan thick; 4) coarse [...] refined [...]. The invention states arab league qi shatan preparation method has the short reaction time, high purity of the product, the advantage of high yield, it is suitable for large-scale industrial production. (by machine translation)

A method for preparing [...]

The invention provides a preparation method of azilsartan. The method comprises the following steps: enabling 2-ethyoxyl-1-(2'-cyanobiphenyl-4-yl) methylbenzimidazole-7-methyl formate used as a starting raw material to carry out addition with hydroxylamine hydrochloride and carry out cyclization with N',N-carbonyl diimidazole in sequence to obtain azilsartan methyl ester, and then, carrying out hydrolysis to prepare azilsartan. The azilsartan is prepared by two-step reaction. The preparation method has the advantages that the raw materials are easily available, the reaction conditions are gentle, the operation is simple and easy to implement, the synthesis route is short, the yield is high, the purity of the azilsartan is good, the industrial production is adapted, and the like.

Preparation method of azilsartan

The invention discloses a preparation method of azilsartan. The method comprises the following steps: introducing an organic solvent solution of a compound 2 and carbon dioxide gas into a micro reactor, mixing and reacting at the temperature of 90 to 120 DEG C under the pressure of 0.8 to 1.2Mpa for 48 to 480 seconds to obtain azilsartan medoxomil, and discharging the azilsartan medoxomil out of the micro reactor; then, performing alkaline hydrolysis to obtain the azilsartan. A synthetic method disclosed by the invention has the advantages of use of readily-available raw materials, easiness in operation, less reaction side products in each step, high yield, extremely high purity of an obtained product, easiness in separating and purifying reaction products in each step, and suitability for industrial production. The structure of the azilsartan is shown in the description.

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)