Back to Search Start Over

An anthrone-based Kv7.2/7.3 channel blocker with improved properties for the investigation of psychiatric and neurodegenerative disorders.

Authors :
Porter JD
Vivas O
Weaver CD
Alsafran A
DiMilo E
Arnold LA
Dickson EJ
Dockendorff C
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2019 Dec 01; Vol. 29 (23), pp. 126681. Date of Electronic Publication: 2019 Sep 14.
Publication Year :
2019

Abstract

A set of novel Kv7.2/7.3 (KCNQ2/3) channel blockers was synthesized to address several liabilities of the known compounds XE991 (metabolic instability and CYP inhibition) and the clinical compound DMP 543 (acid instability, insolubility, and lipophilicity). Using the anthrone scaffold of the prior channel blockers, alternative heteroarylmethyl substituents were installed via enolate alkylation reactions. Incorporation of a pyridazine and a fluorinated pyridine gave an analog (compound 18, JDP-107) with a promising combination of potency (IC <subscript>50</subscript>  = 0.16 μM in a Kv7.2 thallium flux assay), efficacy in a Kv7.2/7.3 patch clamp assay, and drug-like properties.<br /> (Copyright © 2019 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
29
Issue :
23
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
31668424
Full Text :
https://doi.org/10.1016/j.bmcl.2019.126681