Azilsartan Medoxomil

ChemicalBook > CAS DataBase List > 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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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

863031-21-4

C30H24N4O8

Azilsartan Medoxomil

Inhibitors