Antagonists of the human adenosine A2A receptor. Part 2: Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives

Roger J Gillespie; Ian A Cliffe; Claire E Dawson; Colin T Dourish; Suneel Gaur; Paul R Giles; Allan M Jordan; Antony R Knight; Anthony Lawrence; Joanne Lerpiniere; Anil Misra; Robert M Pratt; Richard S Todd; Rebecca Upton; Scott M Weiss; Douglas S Williamson

doi:10.1016/j.bmcl.2008.03.076

Antagonists of the human adenosine A2A receptor. Part 2: Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives

Roger J Gillespie, Ian A Cliffe, Claire E Dawson, Colin T Dourish, Suneel Gaur, Paul R Giles, Allan M Jordan, Antony R Knight, Anthony Lawrence, Joanne Lerpiniere, Anil Misra, Robert M Pratt, Richard S Todd, Rebecca Upton, Scott M Weiss, Douglas S Williamson

Cancer Research UK Manchester Institute

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

Abstract

We describe herein the discovery and development of a series of 4-arylthieno[3,2-d]pyrimidines which are potent adenosine A(2A) receptor antagonists. These novel compounds show high degrees of selectivity against the human A(1), A(2B) and A(3) receptor sub-types. Moreover, a number of these compounds show promising activity in vivo, suggesting potential utility in the treatment of Parkinson's disease.

Original language	English
Pages (from-to)	2920-3
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	18
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2008.03.076
Publication status	Published - 1 May 2008

Keywords

Adenosine A1 Receptor Antagonists
Adenosine A2 Receptor Antagonists
Adenosine A3 Receptor Antagonists
Antiparkinson Agents
Drug Design
Humans
Models, Chemical
Parkinsonian Disorders
Pyrimidines
Stereoisomerism
Structure-Activity Relationship

Research Beacons, Institutes and Platforms

Manchester Cancer Research Centre

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10.1016/j.bmcl.2008.03.076

Cite this

Gillespie, R. J., Cliffe, I. A., Dawson, C. E., Dourish, C. T., Gaur, S., Giles, P. R., Jordan, A. M., Knight, A. R., Lawrence, A., Lerpiniere, J., Misra, A., Pratt, R. M., Todd, R. S., Upton, R., Weiss, S. M., & Williamson, D. S. (2008). Antagonists of the human adenosine A2A receptor. Part 2: Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives. Bioorganic and Medicinal Chemistry Letters, 18(9), 2920-3. https://doi.org/10.1016/j.bmcl.2008.03.076

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title = "Antagonists of the human adenosine A2A receptor. Part 2: Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives",

abstract = "We describe herein the discovery and development of a series of 4-arylthieno[3,2-d]pyrimidines which are potent adenosine A(2A) receptor antagonists. These novel compounds show high degrees of selectivity against the human A(1), A(2B) and A(3) receptor sub-types. Moreover, a number of these compounds show promising activity in vivo, suggesting potential utility in the treatment of Parkinson's disease.",

keywords = "Adenosine A1 Receptor Antagonists, Adenosine A2 Receptor Antagonists, Adenosine A3 Receptor Antagonists, Antiparkinson Agents, Drug Design, Humans, Models, Chemical, Parkinsonian Disorders, Pyrimidines, Stereoisomerism, Structure-Activity Relationship",

author = "Gillespie, \{Roger J\} and Cliffe, \{Ian A\} and Dawson, \{Claire E\} and Dourish, \{Colin T\} and Suneel Gaur and Giles, \{Paul R\} and Jordan, \{Allan M\} and Knight, \{Antony R\} and Anthony Lawrence and Joanne Lerpiniere and Anil Misra and Pratt, \{Robert M\} and Todd, \{Richard S\} and Rebecca Upton and Weiss, \{Scott M\} and Williamson, \{Douglas S\}",

year = "2008",

month = may,

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doi = "10.1016/j.bmcl.2008.03.076",

language = "English",

volume = "18",

pages = "2920--3",

journal = "Bioorganic and Medicinal Chemistry Letters",

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Gillespie, RJ, Cliffe, IA, Dawson, CE, Dourish, CT, Gaur, S, Giles, PR, Jordan, AM, Knight, AR, Lawrence, A, Lerpiniere, J, Misra, A, Pratt, RM, Todd, RS, Upton, R, Weiss, SM & Williamson, DS 2008, 'Antagonists of the human adenosine A2A receptor. Part 2: Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives', Bioorganic and Medicinal Chemistry Letters, vol. 18, no. 9, pp. 2920-3. https://doi.org/10.1016/j.bmcl.2008.03.076

TY - JOUR

T1 - Antagonists of the human adenosine A2A receptor. Part 2

T2 - Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives

AU - Gillespie, Roger J

AU - Cliffe, Ian A

AU - Dawson, Claire E

AU - Dourish, Colin T

AU - Gaur, Suneel

AU - Giles, Paul R

AU - Jordan, Allan M

AU - Knight, Antony R

AU - Lawrence, Anthony

AU - Lerpiniere, Joanne

AU - Misra, Anil

AU - Pratt, Robert M

AU - Todd, Richard S

AU - Upton, Rebecca

AU - Weiss, Scott M

AU - Williamson, Douglas S

PY - 2008/5/1

Y1 - 2008/5/1

N2 - We describe herein the discovery and development of a series of 4-arylthieno[3,2-d]pyrimidines which are potent adenosine A(2A) receptor antagonists. These novel compounds show high degrees of selectivity against the human A(1), A(2B) and A(3) receptor sub-types. Moreover, a number of these compounds show promising activity in vivo, suggesting potential utility in the treatment of Parkinson's disease.

AB - We describe herein the discovery and development of a series of 4-arylthieno[3,2-d]pyrimidines which are potent adenosine A(2A) receptor antagonists. These novel compounds show high degrees of selectivity against the human A(1), A(2B) and A(3) receptor sub-types. Moreover, a number of these compounds show promising activity in vivo, suggesting potential utility in the treatment of Parkinson's disease.

KW - Adenosine A1 Receptor Antagonists

KW - Adenosine A2 Receptor Antagonists

KW - Adenosine A3 Receptor Antagonists

KW - Antiparkinson Agents

KW - Drug Design

KW - Humans

KW - Models, Chemical

KW - Parkinsonian Disorders

KW - Pyrimidines

KW - Stereoisomerism

KW - Structure-Activity Relationship

UR - https://www.scopus.com/pages/publications/42949141669

U2 - 10.1016/j.bmcl.2008.03.076

DO - 10.1016/j.bmcl.2008.03.076

M3 - Article

C2 - 18407496

SN - 1464-3405

VL - 18

SP - 2920

EP - 2923

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 9

ER -

Antagonists of the human adenosine A2A receptor. Part 2: Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives

Abstract

Keywords

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