Synthesis and cannabinoid activity of a variety of 2,3-substituted 1-Benzo[b]thiophen derivatives and 2,3-substituted benzofuran: Novel agonists for the CB1 receptor

Moloney, Gerard P., Angus, James A., Robertson, Alan D., Stoermer, Martin J., Robinson, Michael, Lay, Lucy, Wright, Christine E., McRae, Ken and Christopoulos, Arthur (2008) Synthesis and cannabinoid activity of a variety of 2,3-substituted 1-Benzo[b]thiophen derivatives and 2,3-substituted benzofuran: Novel agonists for the CB1 receptor. Australian Journal of Chemistry, 61 7: 484-499. doi:10.1071/CH07412


Author Moloney, Gerard P.
Angus, James A.
Robertson, Alan D.
Stoermer, Martin J.
Robinson, Michael
Lay, Lucy
Wright, Christine E.
McRae, Ken
Christopoulos, Arthur
Title Synthesis and cannabinoid activity of a variety of 2,3-substituted 1-Benzo[b]thiophen derivatives and 2,3-substituted benzofuran: Novel agonists for the CB1 receptor
Formatted title
Synthesis and Cannabinoid Activity of a Variety of 2,3-Substituted 1-Benzo[b]thiophen Derivatives and 2,3-Substituted Benzofuran: Novel Agonists for the CB1 Receptor
Journal name Australian Journal of Chemistry   Check publisher's open access policy
ISSN 0004-9425
1448-0038
Publication date 2008-01-01
Sub-type Article (original research)
DOI 10.1071/CH07412
Open Access Status Not Open Access
Volume 61
Issue 7
Start page 484
End page 499
Total pages 16
Place of publication Melbourne, Victoria
Publisher CSIRO
Language eng
Subject 030402 Biomolecular Modelling and Design
030499 Medicinal and Biomolecular Chemistry not elsewhere classified
030401 Biologically Active Molecules
Formatted abstract
An exploratory chemical effort has been undertaken to develop a novel series of compounds as selective CB1 agonists. It is hoped that compounds of this type will have clinical utility in pain control and cerebral ischaemia following stroke or traumatic head injury. We report here medicinal chemistry studies directed towards the investigation of several classes of 1-benzo[b]thiophen and benzofuran derivatives as novel CB1 agonists. We have discovered a novel series of compounds, which contain a 1-benzo[b]thiophen or a benzofuran group as the central aromatic group. Our investigation of this series of compounds has enhanced our understanding of the importance of binding sites within the CB1 receptor for favourable CB1 potency. Our understanding of these factors allowed us to modify the structure of a 1-benzothiophen derivative and improve its potency at the CB1 receptor.
Q-Index Code C1
Q-Index Status Provisional Code

Document type: Journal Article
Sub-type: Article (original research)
Collections: Excellence in Research Australia (ERA) - Collection
Institute for Molecular Bioscience - Publications
 
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Created: Thu, 18 Feb 2010, 00:35:47 EST by Laura McTaggart on behalf of Institute for Molecular Bioscience