Inhibitors of glycolic acid oxidase. 4-Substituted-2,4-dioxobutanoic acid derivatives

Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized. These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase. The I50 value of the two most potent representatives, 4-(4'-bromo[1,1'-biphenyl]...

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Published in:Journal of medicinal chemistry 1983-08, Vol.26 (8), p.1196-1200
Main Authors: Williams, H. W. R., Eichler, E., Randall, W. C., Rooney, C. S., Cragoe, E. J., Streeter, K. B., Schwam, H., Michelson, S. R., Patchett, A. A., Taub, D.
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Language:English
Subjects:
Alcohol Oxidoreductases - antagonists & inhibitors
Biphenyl Compounds
Butyrates - chemical synthesis
Butyrates - pharmacology
glycollate oxidase
liver
Oxepins
pigs
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container_end_page 1200
container_issue 8
container_start_page 1196
container_title Journal of medicinal chemistry
container_volume 26
creator Williams, H. W. R.
Eichler, E.
Randall, W. C.
Rooney, C. S.
Cragoe, E. J.
Streeter, K. B.
Schwam, H.
Michelson, S. R.
Patchett, A. A.
Taub, D.
description Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized. These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase. The I50 value of the two most potent representatives, 4-(4'-bromo[1,1'-biphenyl]-4-yl)-2, 4-dioxobutanoic acid (8) and 4-[4'-[[(3,4-dihydro-3-hydroxy-2H-1, 5-benzodioxepin-3-yl)methyl]thio][1,1'-biphenyl]-4-yl]-2, 4-dioxobutanoic acid (13) is 6 X 10(-8)M.
doi_str_mv 10.1021/jm00362a020
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source ACS CRKN Legacy Archives
subjects Alcohol Oxidoreductases - antagonists & inhibitors
Biphenyl Compounds
Butyrates - chemical synthesis
Butyrates - pharmacology
glycollate oxidase
liver
Oxepins
pigs
title Inhibitors of glycolic acid oxidase. 4-Substituted-2,4-dioxobutanoic acid derivatives
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