Antagonists of the human adenosine A2A receptor. Part 3: Design and synthesis of pyrazolo[3,4-d]pyrimidines, pyrrolo[2,3-d]pyrimidines and 6-arylpurines

Roger J Gillespie; Ian A Cliffe; Claire E Dawson; Colin T Dourish; Suneel Gaur; Allan M Jordan; Antony R Knight; Joanne Lerpiniere; Anil Misra; Robert M Pratt; Jonathan Roffey; Gemma C Stratton; Rebecca Upton; Scott M Weiss; Douglas S Williamson

doi:10.1016/j.bmcl.2008.03.072

Antagonists of the human adenosine A2A receptor. Part 3: Design and synthesis of pyrazolo[3,4-d]pyrimidines, pyrrolo[2,3-d]pyrimidines and 6-arylpurines

Bioorg Med Chem Lett. 2008 May 1;18(9):2924-9. doi: 10.1016/j.bmcl.2008.03.072. Epub 2008 Mar 30.

Authors

Roger J Gillespie¹, Ian A Cliffe, Claire E Dawson, Colin T Dourish, Suneel Gaur, Allan M Jordan, Antony R Knight, Joanne Lerpiniere, Anil Misra, Robert M Pratt, Jonathan Roffey, Gemma C Stratton, Rebecca Upton, Scott M Weiss, Douglas S Williamson

Affiliation

¹ Vernalis (R&D) Ltd, 613 Reading Road, Winnersh RG41 5UA, UK.

PMID: 18411049
DOI: 10.1016/j.bmcl.2008.03.072

Abstract

A series of pyrazolo[3,4-d]pyrimidine, pyrrolo[2,3-d]pyrimidine and 6-arylpurine adenosine A(2A) antagonists is described. Many examples were highly selective against the human A(1) receptor sub-type and were active in an in vivo model of Parkinson's disease.

MeSH terms

Adenosine A1 Receptor Antagonists
Adenosine A2 Receptor Antagonists*
Antiparkinson Agents / chemical synthesis
Antiparkinson Agents / therapeutic use*
Drug Design*
Humans
Models, Chemical
Parkinsonian Disorders / drug therapy*
Purines / chemical synthesis
Purines / therapeutic use*
Pyrazoles / chemical synthesis
Pyrazoles / therapeutic use*
Pyrimidines / chemical synthesis
Pyrimidines / therapeutic use*
Stereoisomerism
Structure-Activity Relationship

Substances

Adenosine A1 Receptor Antagonists
Adenosine A2 Receptor Antagonists
Antiparkinson Agents
Purines
Pyrazoles
Pyrimidines