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Azilsartan kaMedoxoMil

Azilsartan kaMedoxoMil Structure
CAS No.
863031-24-7
Chemical Name:
Azilsartan kaMedoxoMil
Synonyms
TAK 491 kamedoxomil;TAK-491 monopotassium;Azilsartan kaMedoxoMil;Azilsartan KaModoxoMil;Azilsartan KaMedoximil;Azilsartan Mehtyl ester;Azilsartan MedoxMil PotassuiM;Azilsartan Medoxomil Potassium;Azilsartan MedoxiMil PotassiuM;Azilsartan MedoxoMil PotassiuM salt
CBNumber:
CB92549391
Molecular Formula:
C30H25KN4O8
Molecular Weight:
608.65
MOL File:
863031-24-7.mol
MSDS File:
SDS
Modify Date:
2024/8/7 19:09:42
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Azilsartan kaMedoxoMil Properties

Melting point 193 - 195°C
storage temp. Refrigerator, Under inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338

Azilsartan kaMedoxoMil Chemical Properties,Uses,Production

Definition

ChEBI: An organic potassium salt that is the monopotassium salt of azilsartan medoxomil. A prodrug for azilsartan, it is used for treatment of hypertension.

Clinical Use

Azilsartan kamedoxomil, developed by Takeda Pharmaceuticals, was approved for the treatment of hypertension and launched in the U.S. under the brand name Edarbi. Edarbi is a prodrug that undergoes rapid hydrolysis to liberate azilsartan, the active ingredient (TAK-536, 39). As the 8th angiotensin receptor blocker (ARB) to enter the world market, azilsartan kamedoxomil can function as monotherapy or in combination with other antihypertensive agents. In several clinical studies, monotherapeutic azilsartan kamedoxomil showed superior antihypertensive activity and a favorable safety/tolerability profile in patients compared with other established therapeutics, including valsartan, olmesartan medoxomil, candesartan, and telmisartan.In late 2011,Takeda announced that FDA also approved the fixed-dose combination tablet of azilsartan kamedoxomil with chlorthalidone under the trade name of Edarbyclor.

Synthesis

Based on the synthesis of azilsartan, the process-scale approach to azilsartan kamedoxomil is described in the scheme. The synthesis started with commercially available methyl 2-[(tert-butoxycarbonyl)amino]-3-nitrobenzoate (30), which can also be prepared by several different routes.41,42 Alkylation of 30 with diaryl bromide 31 gave benzylamine 32 in 78% yield, which was followed by deprotection with 30% ethanolic HCl and alkalinization to produce amine 33 in 77% yield. The nitro group within 33 was reduced with hydrazine hydrate and a catalytic amount of ferric chloride to afford 2,3-diaminobenzoate 34 in 64% yield. Ring formation was achieved by treatment of 34 with tetraethoxymethane and acetic acid to produce benzimidazole 35 in 91% yield.37 The addition of hydroxylamine to the cyano group of 35 provided amidoxime 36 in 55% yield, which underwent immediate cyclization upon treatment with 2-ethylhexyl chloroformate 37 in refluxing xylenes to give oxadiazolone 38 in 52% yield. Hydrolysis of 38 gave azilsartan (39, TAK-536) in 94% yield. In the presence of perchlorobenzoyl chloride 40 and triethylamine, carboxylic acid 39 was converted to the mixed acid anhydride intermediate, which when condensed with alcohol 41 furnished benzoate 42 in 50% yield. Salt preparation of 42 was accomplished with potassium 2-ethylhexyl carboxylate 43 affording azilsartan kamedoxomil (V) in 63% yield.

Synthesis_863031-24-7

Azilsartan kaMedoxoMil Preparation Products And Raw materials

Raw materials

Preparation Products

Azilsartan kaMedoxoMil Suppliers

Global( 168)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Anant Pharmaceuticals Pvt Ltd +91-8550986868 +91-9485998001 Haryana, India 461 58 Inquiry
Metrochem API Private Limited +91-4069069999 +91-4069069999 Telangana, India 78 58 Inquiry
Aurobindo Pharma Limited +914066725000 Telangana, India 112 58 Inquiry
Piramal Pharma Solutions +919892735994 Maharashtra, India 48 58 Inquiry
Alembic Pharmaceuticals Limited +91-2652280880 +91-2652280550 Gujarat, India 115 58 Inquiry
Honour Lab Limited +919845977466 Telangana, India 164 58 Inquiry
CTX Lifesciences Pvt Ltd +91-2612399669 +91-7434851395 Gujarat, India 28 58 Inquiry
KARPSCHEM LABORATORIES +91-7249203006 +91-7249203006 Maharashtra, India 786 58 Inquiry
Afton Pharma +91-9712000202 +91-9712000202 Gujarat, India 63 58 Inquiry
Vijaya Pharma And Life Science +91-8939866271 +91-8939866271 Tamil Nadu, India 320 58 Inquiry
Supplier Advantage
Anant Pharmaceuticals Pvt Ltd 58
Metrochem API Private Limited 58
Aurobindo Pharma Limited 58
Piramal Pharma Solutions 58
Alembic Pharmaceuticals Limited 58
Honour Lab Limited 58
CTX Lifesciences Pvt Ltd 58
KARPSCHEM LABORATORIES 58
Afton Pharma 58
Vijaya Pharma And Life Science 58

863031-24-7(Azilsartan kaMedoxoMil)Related Search:

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 (Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate Azilsartan Medoxomil Azilsartan
Azilsartan kaMedoxoMil 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 potassium salt Azilsartan MedoxoMil PotassiuM salt Azilsartan MedoxoMil (MonopotassiuM salt) Azilsartan MedoxoMil (MonopotassiuM) Azilsartan MedoxiMil PotassiuM Azilsartan KaModoxoMil Azilsartan kaMedoxoMil (with 5 ints.) Azilsartan MedoxMil PotassuiM 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, potassiuM salt Azilsartan Medoxomil Potassium Azilsartan Mehtyl ester Azilsartan Impurity 50 Potassium Salt Azilsartan medoxomil monopotassium (TAK 491) Azilsartan KaMedoximil Azilsartan Medoxomil Potassium Crude Azilsartan Impurity 45 Potassium Salt (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, potassium salt TAK 491 kamedoxomil TAK-491 monopotassium Azilsartan Impurity 60 Potassium Salt (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, potassium salt 863031-24-7 C30H23KN4O8 C30H23N4O8K Azilsartan Kamedoxomil 863031-24-7