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Azilsartan Medoxomil

Product Name
Azilsartan Medoxomil
CAS No.
863031-21-4
Chemical Name
Azilsartan Medoxomil
Synonyms
TAK 491;Azilsartan MedoxiMil;CS-306;Azizartan ester;Azilsaran medoxomil;Azilsartan medoxomil;Azilsartan MedoxoMil(TAK 491);Azilsartan Kamedoxomil Form I;Azilsartan Medoxomil USP/EP/BP;Azilsartan Acid Medoxomil Ester
CBNumber
CB32516566
Molecular Formula
C30H24N4O8
Formula Weight
568.53
MOL File
863031-21-4.mol
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Azilsartan Medoxomil Property

Melting point:
160-161oC
Density 
1.45
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
pka
6.99±0.20(Predicted)
form 
Solid
color 
White to Light Beige
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Cayman Chemical
Product number
23805
Product name
Azilsartan Medoxomil
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
23805
Product name
Azilsartan Medoxomil
Purity
≥98%
Packaging
5mg
Price
$193
Updated
2024/03/01
Cayman Chemical
Product number
23805
Product name
Azilsartan Medoxomil
Purity
≥98%
Packaging
10mg
Price
$321
Updated
2024/03/01
Cayman Chemical
Product number
23805
Product name
Azilsartan Medoxomil
Purity
≥98%
Packaging
25mg
Price
$692
Updated
2024/03/01
TRC
Product number
A926910
Product name
AzilsartanMedoxomil
Packaging
100mg
Price
$40
Updated
2021/12/16
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Azilsartan Medoxomil Chemical Properties,Usage,Production

Description

Azilsartan medoxomil (Edarbi), an angiotensin II receptor antagonist, was approved by the U.S. FDA in February 2011 for the treatment of hypertension in adults. The discovery of azilsartan was the result of a medicinal chemistry effort to identify an ARB with a different carboxylic acid isostere than the ones found in the marketed ARBs. Several of the marketed ARBs use a tetrazole group as a carboxylic acid isostere. The medicinal chemistry approach that led to azilsartan involved the replacement of this commonly used tetrazole with a 5-oxo-1,2,4-oxadiazole group. Azilsartan can be synthesized by Suzuki coupling of p-tolyl boronic acid to 2-bromobenzonitrile, followed by bromination of the methyl group. The bromide is displaced to introduce a protected 2-ethoxy-1H-benzo[d] imidazole-7-carboxylate. The cyano group is converted to a hydroxylamidine, followed by reaction with an alkyl-chloroformate and intramolecular cyclization to form the 5-oxo-1,2,4-oxadiazole ring. The acid is then deprotected and converted to a prodrug. The parent, azilsartan has been extensively characterized in vitro and compared with other marketed AT1 antagonists olmesartan, valsartan, telmisartan, irbesartan, and candesartan. Azilsartan was found to be a potent (IC50=2.6 nM), selective, inverse agonist of the AT1 receptor. From washout experiments, azilsartan was found have slow dissociation from the receptor and thus is characterized as an insurmountable antagonist.

Description

Azilsartan medoxomil is a prodrug form of azilsartan , a potent and selective angiotensin II receptor 1 (AT1) antagonist. Azilsartan medoxomil (0.1-10 mg/kg) reduces blood pressure and decreases plasminogen activator inhibitor 1 (PAI-1) levels in the plasma, left ventricle, and aortic wall in mice in a dose-dependent manner. It also inhibits the pressor response induced by angiotensin II in normotensive rats (ID50 = 0.12 mg/kg) and reduces blood pressure and improves glucose infusion, a marker of insulin sensitivity, in spontaneously hypertensive rats. Azilsartan medoxomil also has more potent antiproteinuric effects in Wistar fatty rats than olmesartan medoxomil . Formulations containing azilsartan medoxomil have been used in the treatment of hypertension.

Originator

Takeda (United States)

Uses

Azilsartan medoxomil is a long-acting angiotensin II receptor blocker (ARB) that is used to lower hypertension. When Azilsartan medoxomil enters the gastrointestinal tract, it is rapidly converted to its active form, Azilsartan (A926900).

Definition

ChEBI: A carboxylic ester obtained by formal condensation of the carboxy group of azilsartan with the hydroxy group of 4-(hydroxymethyl)-5-methyl-1,3-dioxol-2-one. A prodrug for azilsartan, it is used for treatment of hypertension.

brand name

Edarbi

Azilsartan Medoxomil Preparation Products And Raw materials

Raw materials

Preparation Products

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Azilsartan Medoxomil Suppliers

China 217 India 16 United Kingdom 3 United States 16 Global 252
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View Lastest Price from Azilsartan Medoxomil manufacturers

Wuhan Boyuan Import & Export Co., LTD
Product
Azilsartan Medoxomil 863031-21-4
Price
US $19.00-12.00/kg
Min. Order
1kg
Purity
99.50%
Supply Ability
20tons
Release date
2023-07-05
Shanghai Biolang Biotechnology Co., Ltd.
Product
Azilsartan Medoxomil 863031-21-4
Price
US $9.90-7.70/g
Min. Order
10g
Purity
99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets，Customiz
Supply Ability
1000kgs
Release date
2022-02-16
Zhuozhou Wenxi import and Export Co., Ltd
Product
Azilsartan Medoxomil 863031-21-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

863031-21-4, Azilsartan MedoxomilRelated Search:

TAK 599 methyl ((1S,2R,3S,4R)-2,3-dihydroxy-4-((2-(3-((trifluoromethyl)thio)phenyl)pyrazolo[1,5-a]pyrimidin-7-yl)amino)cyclopentyl)sulfamate 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one 2-[Bis[(1,1-diMethylethoxy)carbonyl]aMino]-3-nitrobenzoic Acid Methyl Ester BENZOIC ACID, 2-[[(2'-CYANO[1,1'-BIPHENYL]-4-YL)METHYL]AMINO]-3-NITRO-METHYL ESTER Methyl 3-aMino-2-((2'-carbaMoylbiphenyl-4-yl)MethylaMino)benzoate Ethyl-3-Amino-2-[(2'-Cyanoiphenyl-4-yl) Methyl]-Amino Benzoate (Z)-2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d]iMidazole-4-carboxylic acid (Z)-Methyl 3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-4-carboxylate Azilsartan iMpurity I 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 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 Azilsartan kaMedoxoMil (Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate Azilsartan Zafirlukast Pitavastatin calcium Cetirizine dihydrochloride

  • 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-, (5-Methyl-2-oxo-1,3-dioxol-4-yl)Methyl ester
  • Azilsaran medoxomil
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-+oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
  • 1-[[2'-(2,5-Dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzim
  • 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 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
  • Azilsartan medoxomil
  • TAK 491
  • CS-306
  • azilsartan medoxomil 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 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
  • Azilsartan MedoxiMil
  • Azilsartan MedoxoMil(TAK 491)
  • (5-Methyl-2-oxo-1,3-dioxol-4-yl)Methyl 2-ethoxy-1-([2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]Methyl)-1H-benziMidazole-7-carboxylate
  • Azilsartan Acid Medoxomil Ester
  • Azilsartan Kamedoxomil Form I
  • Azilsartan Medoxomil USP/EP/BP
  • (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl2-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 medoxomilQ: What is Azilsartan medoxomil Q: What is the CAS Number of Azilsartan medoxomil Q: What is the storage condition of Azilsartan medoxomil Q: What are the applications of Azilsartan medoxomil
  • Azizartan ester
  • (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 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
  • (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 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
  • 863031-21-4
  • C30H24N4O8
  • Azilsartan Medoxomil
  • Inhibitors