Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides

Paul G. Wyatt; Barry A. Coomber; Derek N. Evans; Torquil I. Jack; Heather E. Fulton; Alan J. Wonacott; Peter Colman; Jose Varghese

doi:10.1016/S0960-894X(01)00019-1

Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides

Paul G. Wyatt, Barry A. Coomber, Derek N. Evans, Torquil I. Jack, Heather E. Fulton, Alan J. Wonacott, Peter Colman, Jose Varghese

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Abstract

SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal.

Original language	English
Pages (from-to)	669-673
Number of pages	5
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	11
Issue number	5
DOIs	https://doi.org/10.1016/S0960-894X(01)00019-1
Publication status	Published - Mar 2001

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title = "Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides",

abstract = "SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal.",

author = "Wyatt, {Paul G.} and Coomber, {Barry A.} and Evans, {Derek N.} and Jack, {Torquil I.} and Fulton, {Heather E.} and Wonacott, {Alan J.} and Peter Colman and Jose Varghese",

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AU - Wyatt, Paul G.

AU - Coomber, Barry A.

AU - Evans, Derek N.

AU - Jack, Torquil I.

AU - Fulton, Heather E.

AU - Wonacott, Alan J.

AU - Colman, Peter

AU - Varghese, Jose

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N2 - SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal.

AB - SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal.

U2 - 10.1016/S0960-894X(01)00019-1

DO - 10.1016/S0960-894X(01)00019-1

M3 - Article

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JF - Bioorganic & Medicinal Chemistry Letters

IS - 5

ER -

Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides

Abstract

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