A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate
Synthesis and characterization of drug metabolites has emerged as an important area of research in consideration to the significant contribution of studies on metabolites in drug research. The present work comprises synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid,...
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Elsevier
2024-01-01
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Series: | Results in Chemistry |
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Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715623005210 |
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author | Greesha N Majethia Wahajul Haq Ganesaratnam K. Balendiran |
author_facet | Greesha N Majethia Wahajul Haq Ganesaratnam K. Balendiran |
author_sort | Greesha N Majethia |
collection | DOAJ |
description | Synthesis and characterization of drug metabolites has emerged as an important area of research in consideration to the significant contribution of studies on metabolites in drug research. The present work comprises synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid, a metabolite of anti-hyperlipidemic drug fenofibrate. The desired compound was prepared by two different synthetic routes. The ketone group of fenofibric acid was reduced using sodium borohydride in one route whereas the hydrolysis of isopropyl ester of the reduced fenofibrate was achieved by the mild alkaline hydrolysis in the other path. Both the ways of synthesis furnished the desired compound in excellent yield and purity. The new synthetic congener was characterized by spectroscopic methods. |
first_indexed | 2024-03-08T17:23:01Z |
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id | doaj.art-bdf26fa0e5f045cb8576b58d4dedc981 |
institution | Directory Open Access Journal |
issn | 2211-7156 |
language | English |
last_indexed | 2024-03-08T17:23:01Z |
publishDate | 2024-01-01 |
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series | Results in Chemistry |
spelling | doaj.art-bdf26fa0e5f045cb8576b58d4dedc9812024-01-03T04:12:30ZengElsevierResults in Chemistry2211-71562024-01-017101282A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug FenofibrateGreesha N Majethia0Wahajul Haq1Ganesaratnam K. Balendiran2Department of Chemistry, Youngstown State University, One University Plaza, Youngstown, OH, USADepartment of Chemistry, Youngstown State University, One University Plaza, Youngstown, OH, USACorresponding author.; Department of Chemistry, Youngstown State University, One University Plaza, Youngstown, OH, USASynthesis and characterization of drug metabolites has emerged as an important area of research in consideration to the significant contribution of studies on metabolites in drug research. The present work comprises synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid, a metabolite of anti-hyperlipidemic drug fenofibrate. The desired compound was prepared by two different synthetic routes. The ketone group of fenofibric acid was reduced using sodium borohydride in one route whereas the hydrolysis of isopropyl ester of the reduced fenofibrate was achieved by the mild alkaline hydrolysis in the other path. Both the ways of synthesis furnished the desired compound in excellent yield and purity. The new synthetic congener was characterized by spectroscopic methods.http://www.sciencedirect.com/science/article/pii/S2211715623005210FenofibrateSynthetic metabolitesAlkaline hydrolysisSodium borohydride reduction |
spellingShingle | Greesha N Majethia Wahajul Haq Ganesaratnam K. Balendiran A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate Results in Chemistry Fenofibrate Synthetic metabolites Alkaline hydrolysis Sodium borohydride reduction |
title | A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate |
title_full | A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate |
title_fullStr | A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate |
title_full_unstemmed | A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate |
title_short | A facile synthesis of 2-(4-((4-chlorophenyl)(hydroxy)methyl) phenoxy)-2-methylpropanoic acid: Metabolite of anti-hyperlipidemic drug Fenofibrate |
title_sort | facile synthesis of 2 4 4 chlorophenyl hydroxy methyl phenoxy 2 methylpropanoic acid metabolite of anti hyperlipidemic drug fenofibrate |
topic | Fenofibrate Synthetic metabolites Alkaline hydrolysis Sodium borohydride reduction |
url | http://www.sciencedirect.com/science/article/pii/S2211715623005210 |
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