ChemicalBook > CAS DataBase List > 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

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

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
CAS No.
1403474-70-3
Chemical 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
Azilsartan-22;Ethyl Azilsartan;Azilsartan impurity V;Azilsartan ethyl ester;ethyl ester of azilsartan;Azilsartan Acid Ethyl Ester;Azilsartan Kamedoxomil Impurity;Azilsartan Ethyl Ester Impurity;methyl 2-(bis(tert-butoxycarbonyl)amino)-3-nitrobenzoate;1H-Benzimidazole-7-carboxylicacid,1-[[2'-(2,5-dihydro-5-oxo-...
CBNumber
CB12645154
Molecular Formula
C27H24N4O5
Formula Weight
484.5
MOL File
1403474-70-3.mol
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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 Property

Melting point:
171-175°C
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)
form 
Solid
color 
White to Light Yellow
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC
Product number
E678645
Product name
Ethyl2-​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
Packaging
250mg
Price
$155
Updated
2021/12/16
Ambeed
Product number
A172379
Product name
Ethyl2-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
Purity
97%
Packaging
100mg
Price
$60
Updated
2021/12/16
Ambeed
Product number
A172379
Product name
Ethyl2-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
Purity
97%
Packaging
250mg
Price
$119
Updated
2021/12/16
Chemenu
Product number
CM133165
Product name
ethyl2-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
Purity
97%
Packaging
1g
Price
$327
Updated
2021/12/16
Crysdot
Product number
CD11264137
Product name
Ethyl2-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
Purity
97%
Packaging
1g
Price
$347
Updated
2021/12/16
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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 Chemical Properties,Usage,Production

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.

Synthesis

1397836-41-7

105-58-8

1403474-70-3

The synthesis of 1-[[2'-(2'-(N'-hydroxyformamidinyl)-[1,1'-biphenyl]-4-yl]methyl]-1H-benzo[d]imidazole-7-carboxylic acid ethyl ester and diethyl carbonate was carried out using ethyl 2-ethoxime (II) and diethyl carbonate as the raw materials for the synthesis of 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]-2-ethoxime (II) The general procedure for ethyl -7-carboxylate was as follows: ethoxime (II) (390 g, 851 mmol) was suspended in 3600 mL of diethyl carbonate. The suspension was heated to 65°C. An ethanolic solution of sodium ethoxide (21%, 400 mL, 1072 mmol) was added dropwise to the reaction mixture over 30 minutes at 65°C. After the dropwise addition, the reaction mixture was continued to be stirred at 65 °C for 30 min. Subsequently, the reaction mixture was cooled to 60 °C and water (1350 mL) was added. The resulting emulsion was stirred for at least 15 minutes. After separation of the layers, the organic phase was extracted with water (1350 mL). The aqueous phase extracts were combined, diluted with ethanol (1350 mL) and the temperature was adjusted to 40 °C. Acetic acid (111 mL, 1940 mmol) was added dropwise to the solution over 40 minutes at 40°C. The regenerated suspension was stirred at 40 °C for 30 min and then cooled to 20 °C. The solid product was separated by suction filtration and washed with water (2 x 450 mL). Finally, the product was dried in a vacuum desiccator at 45 °C to give 397 g of azilsartan ethyl ester (III) in 86% yield of the theoretical amount and 95.8% HPLC purity.

References

[1] Patent: WO2016/58563, 2016, A1. Location in patent: Page/Page column 7
[2] Patent: WO2012/139536, 2012, A1. Location in patent: Page/Page column 21

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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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 Suppliers

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View Lastest Price from 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 manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
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
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-18
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Azilsartan impurity Y 1403474-70-3
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-06-03
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Azilsartan impurity V
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-06-03

1403474-70-3, 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 esterRelated Search:


  • Azilsartan impurity V
  • Azilsartan impurity 23/Azilsartan Ethyl Impurity/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
  • Azilsartan-22
  • 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
  • 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 esterChemicalBook
  • Azilsartan Kamedoxomil Impurity
  • 1H-BenziMidazole-7-carboxylic acid, 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-
  • Azilsartan Acid Ethyl Ester
  • ethyl ester of 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
  • 1H-Benzimidazole-7-carboxylicacid,1-[[2'-(2,5-dihydro-5-oxo-...
  • Ethyl 2-Ethoxy-1-((2-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1-biphenyl]-4-yl)methyl)-1H-benzo
  • methyl 2-(bis(tert-butoxycarbonyl)amino)-3-nitrobenzoate
  • Azilsartan Ethyl Ester Impurity
  • Ethyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
  • Azilsartan ethyl ester
  • Ethyl Azilsartan
  • Azilsartan Ethyl Impurity 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
  • 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
  • 1- [(2 '- [(ethoxycarbonyl) oxy] amidino) [1,1-biphenyl] -4-yl) methyl] -2-ethoxy-1H-benzimidazole-7-carboxylic acid ethyl ester
  • 1403474-70-3