1403474-70-3

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-, ethyl 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-, ethyl 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 ethyl ester;ethyl 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;Ethyl 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-carboxylate;ethyl ester of azilsartan
• CAS NO: 1403474-70-3
• Molecular Formula: C₂₇H₂₄N₄O₅
• Molecular Weight: 484.50326
• EINECS: 200-258-5
• Mol File: 1403474-70-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Density: 1.34±0.1 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 6.99±0.20(Predicted)
• 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-, ethyl 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-, ethyl ester(1403474-70-3)
• 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-, ethyl ester(1403474-70-3)

Safety Data

• Hazardous Substances Data: 1403474-70-3(Hazardous Substances Data)

Usage

Uses

Ethyl 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-?carboxylate is an impurity of Azilsartan (A926900), which is an analgesic and anti-inflammatory drug containing angiotensin II antagonists.

Upstream product

• 1403474-75-8 ethyl 2-ethoxy-1-((2'-(N'-((ethoxycarbonyl)oxy)carbamimidoyl)[biphenyl]-4-yl)methyl)-1H-benzoimidazole-7-carboxylate 
• 1397836-41-7 2-ethoxy-3-[[2'-(N-hydroxycarbamimidoyl)biphenyl-4-yl]methyl]benzimidazole-4-carboxylic acid ethyl ester 
• 530-62-1 1,1'-carbonyldiimidazole 
• 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 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 863031-21-4 Azilsartan medoxomil 
• 147403-03-0 azilsartan 

Relevant articles and documents

Azilsartan synthesis process

The invention provides an azilsartan synthesis process which is characterized by comprising the following steps: dissolving hydroxylamine hydrochloride into dimethyl sulfoxide, adding sodium bicarbonate at 20-25 DEG C, increasing the temperature to 45-55 DEG C, performing stirring for 45-60 minutes, further adding AQST-SM, increasing the temperature to 80-85 DEG C, and performing a temperature-keeping reaction for 20-22 hours so as to obtain AQST-1; dissolving the AQST-1 into tetrahydrofuran, dropping DBU (diazabicyclo) at 20-25 DEG C, further adding carbonyl diazole, and performing a reactionfor 1.5-2.5 hours at 20-25 DEG C so as to obtain AQST-3; mixing the AQST-3 with a sodium hydroxide solution, increasing the temperature to 70-75 DEG C, and performing a temperature-keeping reaction for 1-2 hours so as to obtain a crude product of AQST; and adding methanol into the crude product of AQST, increasing the temperature to 60-65 DEG C, performing pulping for 45-50 minutes, reducing thetemperature to the room temperature, performing filtering, bleaching filter cakes by using methanol, performing suction filtration till dryness, and performing vacuum drying, so as to obtain an AQST product. By adopting the azilsartan synthesis process provided by the invention, the AQST product is prepared, the yield is high, the content of AQST is high, the content of impurities is low, the quality of the AQST product is remarkably improved, and the azilsartan synthesis process is well applied to production of high-quality azilsartan tablets.

Novel preparation method of azilsartan

The invention relates to a novel preparation method of azilsartan with relatively high yield and relatively high purity. A multi-refining or column chromatography method is not needed, in addition, the final yield reduction can not be caused. According to the preparation route provided by the application, the contents of an impurity A and an impurity B can be effectively reduced, the refining frequency is reduced, and the yield is also increased.

A arab League Qi Shatan crystal A and its preparation method

The invention relates to 1-[[2'-(4,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)- [1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate, that is, Azilsartan of crystal form A, and a preparation method thereof. The Azilsartan prepared in the invention has small particle sizes, can be used in preparation production after direct sieving without a crushing technology, has a low content of relevant substances, and is suitable for the industrial production.