Rhodanine derivatives as novel inhibitors of PDE4

Mark W. Irvine; Graham L. Patrick; Justin Kewney; Stuart F. Hastings; Simon J. MacKenzie

doi:10.1016/j.bmcl.2008.01.117

Rhodanine derivatives as novel inhibitors of PDE4

Mark W. Irvine
, Graham L. Patrick
, Justin Kewney
, Stuart F. Hastings
, Simon J. MacKenzie

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

54 Citations (Scopus)

Abstract

The discovery, synthesis and in vitro activity of a novel series of rhodanine based phosphodiesterase-4 (PDE4) inhibitors is described. Structure-activity relationship studies directed toward improving potency led to the development of submicromolar inhibitors 2n and 3i ( IC50 = 0.89 & 0.74 mu M). The replacement of rhodanine with structurally related heterocycles was also investigated and led to the synthesis of pseudothiohydantoin 7 ( IC50 = 0.31 mu M).

Original language	English
Pages (from-to)	2032-2037
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	18
Issue number	6
DOIs	https://doi.org/10.1016/j.bmcl.2008.01.117
Publication status	Published - 15 Mar 2008

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10.1016/j.bmcl.2008.01.117

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title = "Rhodanine derivatives as novel inhibitors of PDE4",

abstract = "The discovery, synthesis and in vitro activity of a novel series of rhodanine based phosphodiesterase-4 (PDE4) inhibitors is described. Structure-activity relationship studies directed toward improving potency led to the development of submicromolar inhibitors 2n and 3i ( IC50 = 0.89 \& 0.74 mu M). The replacement of rhodanine with structurally related heterocycles was also investigated and led to the synthesis of pseudothiohydantoin 7 ( IC50 = 0.31 mu M). ",

author = "Irvine, \{Mark W.\} and Patrick, \{Graham L.\} and Justin Kewney and Hastings, \{Stuart F.\} and MacKenzie, \{Simon J.\}",

year = "2008",

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doi = "10.1016/j.bmcl.2008.01.117",

language = "English",

volume = "18",

pages = "2032--2037",

journal = "Bioorganic \& Medicinal Chemistry Letters",

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TY - JOUR

T1 - Rhodanine derivatives as novel inhibitors of PDE4

AU - Irvine, Mark W.

AU - Patrick, Graham L.

AU - Kewney, Justin

AU - Hastings, Stuart F.

AU - MacKenzie, Simon J.

PY - 2008/3/15

Y1 - 2008/3/15

N2 - The discovery, synthesis and in vitro activity of a novel series of rhodanine based phosphodiesterase-4 (PDE4) inhibitors is described. Structure-activity relationship studies directed toward improving potency led to the development of submicromolar inhibitors 2n and 3i ( IC50 = 0.89 & 0.74 mu M). The replacement of rhodanine with structurally related heterocycles was also investigated and led to the synthesis of pseudothiohydantoin 7 ( IC50 = 0.31 mu M).

AB - The discovery, synthesis and in vitro activity of a novel series of rhodanine based phosphodiesterase-4 (PDE4) inhibitors is described. Structure-activity relationship studies directed toward improving potency led to the development of submicromolar inhibitors 2n and 3i ( IC50 = 0.89 & 0.74 mu M). The replacement of rhodanine with structurally related heterocycles was also investigated and led to the synthesis of pseudothiohydantoin 7 ( IC50 = 0.31 mu M).

U2 - 10.1016/j.bmcl.2008.01.117

DO - 10.1016/j.bmcl.2008.01.117

M3 - Article

SN - 0960-894X

VL - 18

SP - 2032

EP - 2037

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 6

ER -

Rhodanine derivatives as novel inhibitors of PDE4

Abstract

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