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Design and Synthesis of mGlu 2 NAMs with Improved Potency and CNS Penetration Based on a Truncated Picolinamide Core.

Authors :
Bollinger KA
Felts AS
Brassard CJ
Engers JL
Rodriguez AL
Weiner RL
Cho HP
Chang S
Bubser M
Jones CK
Blobaum AL
Niswender CM
Conn PJ
Emmitte KA
Lindsley CW
Source :
ACS medicinal chemistry letters [ACS Med Chem Lett] 2017 Aug 03; Vol. 8 (9), pp. 919-924. Date of Electronic Publication: 2017 Aug 03 (Print Publication: 2017).
Publication Year :
2017

Abstract

Herein, we detail the optimization of the mGlu <subscript>2</subscript> negative allosteric modulator (NAM), VU6001192, by a reductionist approach to afford a novel, simplified mGlu <subscript>2</subscript> NAM scaffold. This new chemotype not only affords potent and selective mGlu <subscript>2</subscript> inhibition, as exemplified by VU6001966 (mGlu <subscript>2</subscript> IC <subscript>50</subscript> = 78 nM, mGlu <subscript>3</subscript> IC <subscript>50</subscript> > 30 μM), but also excellent central nervous system (CNS) penetration ( K <subscript>p</subscript> = 1.9, K <subscript>p,uu</subscript> = 0.78), a feature devoid in all previously disclosed mGlu <subscript>2</subscript> NAMs ( K <subscript>p</subscript> s ≈ 0.3, K <subscript>p,uu</subscript> s ≈ 0.1). Moreover, this series, based on overall properties, represents an exciting lead series for potential mGlu <subscript>2</subscript> PET tracer development.

Details

Language :
English
ISSN :
1948-5875
Volume :
8
Issue :
9
Database :
MEDLINE
Journal :
ACS medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
28947937
Full Text :
https://doi.org/10.1021/acsmedchemlett.7b00279