Synthesis and characterization of related substances of Azilsartan Kamedoxomil

Azilsartan Kamedoxomil is an AT1-subtype angiotensin II receptor blocker (ARB). During the laboratory synthesis of Azilsartan Kamedoxomil, four related substances of Azilsartan Kamedoxomil were observed and identified. These were 2-Ethoxy-3-[[4-[2- [4-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl]-5-oxo-1...

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Main Authors: Maddi N. V. D. Harikiran, Garaga Srinivas, Reddy Ambati V. Raghava, Sanasi Paul Douglas, Korupolu Raghubabu
Format: Article
Language:English
Published: Sciendo 2017-03-01
Series:Current Issues in Pharmacy and Medical Sciences
Subjects:
Online Access:https://doi.org/10.1515/cipms-2017-0007
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author Maddi N. V. D. Harikiran
Garaga Srinivas
Reddy Ambati V. Raghava
Sanasi Paul Douglas
Korupolu Raghubabu
author_facet Maddi N. V. D. Harikiran
Garaga Srinivas
Reddy Ambati V. Raghava
Sanasi Paul Douglas
Korupolu Raghubabu
author_sort Maddi N. V. D. Harikiran
collection DOAJ
description Azilsartan Kamedoxomil is an AT1-subtype angiotensin II receptor blocker (ARB). During the laboratory synthesis of Azilsartan Kamedoxomil, four related substances of Azilsartan Kamedoxomil were observed and identified. These were 2-Ethoxy-3-[[4-[2- [4-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl]-5-oxo-1,2,4-oxadiazol-3-yl]phenyl]phenyl] methyl] benzimidazole-4-carboxylic acid (azilsartan N-medoxomil, 9), (5-methyl-2-oxo- 1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-[4-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl]-5- oxo-1,2,4-oxadiazol-3-yl]phenyl]phenyl] methyl] benzimidazole-4-carboxylate (azilsartan dimedoxomil, 10), (5-methyl-2-oxo-1,3-dioxo-4-yl)methyl 1-[2’-(4,5-dihydro-5-oxo-4H- 1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]-2-methoxy-1H-benzimidazole-7-carboxylate (methoxy analogue of azilsartan medoxomil, 11), Methyl 1-((2’-amidobiphenyl-4-yl) methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (amide methyl ester, 12). The present work describes the origin, synthesis and characterization of these related substances.
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spelling doaj.art-154c3d394f3b4ecea89030759d967a8a2022-12-21T21:30:24ZengSciendoCurrent Issues in Pharmacy and Medical Sciences2300-66762017-03-01301313510.1515/cipms-2017-0007cipms-2017-0007Synthesis and characterization of related substances of Azilsartan KamedoxomilMaddi N. V. D. Harikiran0Garaga Srinivas1Reddy Ambati V. Raghava2Sanasi Paul Douglas3Korupolu Raghubabu4Chemical Research and Development Department, Aurobindo Pharma Ltd, Survey No:71&72, Indrakaran Village, Sangareddy Mandal, Medak district, Hyderabad – 502329, Andhra Pradesh, IndiaChemical Research and Development Department, Aurobindo Pharma Ltd, Survey No:71&72, Indrakaran Village, Sangareddy Mandal, Medak district, Hyderabad – 502329, Andhra Pradesh, IndiaChemical Research and Development Department, Aurobindo Pharma Ltd, Survey No:71&72, Indrakaran Village, Sangareddy Mandal, Medak district, Hyderabad – 502329, Andhra Pradesh, IndiaDepartment of Engineering Chemistry, A. U. College of Engineering (A), Andhra University, Visakhapatnam – 530 003, Andhra Pradesh, IndiaDepartment of Engineering Chemistry, A. U. College of Engineering (A), Andhra University, Visakhapatnam – 530 003, Andhra Pradesh, IndiaAzilsartan Kamedoxomil is an AT1-subtype angiotensin II receptor blocker (ARB). During the laboratory synthesis of Azilsartan Kamedoxomil, four related substances of Azilsartan Kamedoxomil were observed and identified. These were 2-Ethoxy-3-[[4-[2- [4-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl]-5-oxo-1,2,4-oxadiazol-3-yl]phenyl]phenyl] methyl] benzimidazole-4-carboxylic acid (azilsartan N-medoxomil, 9), (5-methyl-2-oxo- 1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-[4-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl]-5- oxo-1,2,4-oxadiazol-3-yl]phenyl]phenyl] methyl] benzimidazole-4-carboxylate (azilsartan dimedoxomil, 10), (5-methyl-2-oxo-1,3-dioxo-4-yl)methyl 1-[2’-(4,5-dihydro-5-oxo-4H- 1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]-2-methoxy-1H-benzimidazole-7-carboxylate (methoxy analogue of azilsartan medoxomil, 11), Methyl 1-((2’-amidobiphenyl-4-yl) methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (amide methyl ester, 12). The present work describes the origin, synthesis and characterization of these related substances.https://doi.org/10.1515/cipms-2017-0007azilsartan kamedoxomilrelated substancessynthesischaracterization
spellingShingle Maddi N. V. D. Harikiran
Garaga Srinivas
Reddy Ambati V. Raghava
Sanasi Paul Douglas
Korupolu Raghubabu
Synthesis and characterization of related substances of Azilsartan Kamedoxomil
Current Issues in Pharmacy and Medical Sciences
azilsartan kamedoxomil
related substances
synthesis
characterization
title Synthesis and characterization of related substances of Azilsartan Kamedoxomil
title_full Synthesis and characterization of related substances of Azilsartan Kamedoxomil
title_fullStr Synthesis and characterization of related substances of Azilsartan Kamedoxomil
title_full_unstemmed Synthesis and characterization of related substances of Azilsartan Kamedoxomil
title_short Synthesis and characterization of related substances of Azilsartan Kamedoxomil
title_sort synthesis and characterization of related substances of azilsartan kamedoxomil
topic azilsartan kamedoxomil
related substances
synthesis
characterization
url https://doi.org/10.1515/cipms-2017-0007
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AT garagasrinivas synthesisandcharacterizationofrelatedsubstancesofazilsartankamedoxomil
AT reddyambativraghava synthesisandcharacterizationofrelatedsubstancesofazilsartankamedoxomil
AT sanasipauldouglas synthesisandcharacterizationofrelatedsubstancesofazilsartankamedoxomil
AT korupoluraghubabu synthesisandcharacterizationofrelatedsubstancesofazilsartankamedoxomil