Synthesis of antagonists of muscarinic (M3) receptors

Kenneth J. Broadley; Robin H. Davies; Christine Escargueil; Alan T L Lee; Peter Penson; Eric J. Thomas

doi:10.1135/cccc2011017

Synthesis of antagonists of muscarinic (M3) receptors

Kenneth J. Broadley, Robin H. Davies, Christine Escargueil, Alan T L Lee, Peter Penson, Eric J. Thomas

Research output: Contribution to journal › Article › peer-review

Abstract

Several α-hydroxyamides with (2,6-dialkoxyphenoxy)methyl substituents have been prepared and their activities as antagonists of the M3 muscarinic receptor in guinea pig ileum have been evaluated. N-{1-[(Phenyl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)-methyl]phenyl} -2-hydroxypropanamide and N-(1-[{6-amino-4-[(1-propylpiperidin-4-yl)methyl]- pyridin-2-yl}methyl]piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide were the most potent compounds prepared, the micromolar potency of the latter indicating that it may be worth further investigation. © 2011 Institute of Organic Chemistry and Biochemistry.

Original language	English
Pages (from-to)	781-801
Number of pages	20
Journal	Collection of Czechoslovak Chemical Communications
Volume	76
Issue number	7
DOIs	https://doi.org/10.1135/cccc2011017
Publication status	Published - 2011

Keywords

α
-Hydroxyamides
Alcohols
Amides
Antagonists
Biological activity
Medicinal chemistry
Muscarinic receptors
Suzuki-Miyaura coupling

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1135/cccc2011017

http://cccc.uochb.cas.cz/76/7/0781/pdf/

Cite this

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title = "Synthesis of antagonists of muscarinic (M3) receptors",

abstract = "Several α-hydroxyamides with (2,6-dialkoxyphenoxy)methyl substituents have been prepared and their activities as antagonists of the M3 muscarinic receptor in guinea pig ileum have been evaluated. N-{1-[(Phenyl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)-methyl]phenyl} -2-hydroxypropanamide and N-(1-[{6-amino-4-[(1-propylpiperidin-4-yl)methyl]- pyridin-2-yl}methyl]piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide were the most potent compounds prepared, the micromolar potency of the latter indicating that it may be worth further investigation. {\textcopyright} 2011 Institute of Organic Chemistry and Biochemistry.",

keywords = "α, -Hydroxyamides, Alcohols, Amides, Antagonists, Biological activity, Medicinal chemistry, Muscarinic receptors, Suzuki-Miyaura coupling",

author = "Broadley, {Kenneth J.} and Davies, {Robin H.} and Christine Escargueil and Lee, {Alan T L} and Peter Penson and Thomas, {Eric J.}",

year = "2011",

doi = "10.1135/cccc2011017",

language = "English",

volume = "76",

pages = "781--801",

journal = "Collection of Czechoslovak Chemical Communications",

issn = "0010-0765",

publisher = "Czech Academy of Sciences",

number = "7",

}

TY - JOUR

T1 - Synthesis of antagonists of muscarinic (M3) receptors

AU - Broadley, Kenneth J.

AU - Davies, Robin H.

AU - Escargueil, Christine

AU - Lee, Alan T L

AU - Penson, Peter

AU - Thomas, Eric J.

PY - 2011

Y1 - 2011

N2 - Several α-hydroxyamides with (2,6-dialkoxyphenoxy)methyl substituents have been prepared and their activities as antagonists of the M3 muscarinic receptor in guinea pig ileum have been evaluated. N-{1-[(Phenyl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)-methyl]phenyl} -2-hydroxypropanamide and N-(1-[{6-amino-4-[(1-propylpiperidin-4-yl)methyl]- pyridin-2-yl}methyl]piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide were the most potent compounds prepared, the micromolar potency of the latter indicating that it may be worth further investigation. © 2011 Institute of Organic Chemistry and Biochemistry.

AB - Several α-hydroxyamides with (2,6-dialkoxyphenoxy)methyl substituents have been prepared and their activities as antagonists of the M3 muscarinic receptor in guinea pig ileum have been evaluated. N-{1-[(Phenyl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)-methyl]phenyl} -2-hydroxypropanamide and N-(1-[{6-amino-4-[(1-propylpiperidin-4-yl)methyl]- pyridin-2-yl}methyl]piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide were the most potent compounds prepared, the micromolar potency of the latter indicating that it may be worth further investigation. © 2011 Institute of Organic Chemistry and Biochemistry.

KW - α

KW - -Hydroxyamides

KW - Alcohols

KW - Amides

KW - Antagonists

KW - Biological activity

KW - Medicinal chemistry

KW - Muscarinic receptors

KW - Suzuki-Miyaura coupling

U2 - 10.1135/cccc2011017

DO - 10.1135/cccc2011017

M3 - Article

SN - 0010-0765

VL - 76

SP - 781

EP - 801

JO - Collection of Czechoslovak Chemical Communications

JF - Collection of Czechoslovak Chemical Communications

IS - 7

ER -

Synthesis of antagonists of muscarinic (M3) receptors

Abstract

Keywords

UN SDGs

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