US 10,308,671 B2 · Water-soluble derivatives of 3,5-diphenyl-diazole compounds

Abstract

The present invention is concerned with derivatives of 3,5-diphenyl-diazole compounds, which are effective therapeutic agents for use in treating diseases linked to protein aggregation and/or neurodegenerative diseases such as Alzheimer's disease (AD), Parkinson's disease (PD), and Transmissible spongiform encephalopathies (TSEs) such as Creutzfeldt-Jakob disease (CJD). The therapeutic effect is caused by the inhibition of the protein aggregation in the affected tissue, such as the brain. 3,5-Diphenyl-diazole derivatives have been shown to be effective in inhibiting aggregation of proteins but are also characterized by their poor solubility in aqueous solutions. The prodrugs of the invention are modified 3,5-diphenyl-diazole derivatives, which are characterized by their improved solubility in aqueous solutions, and by their increased bioavailability.

Claims18

Dependent claims

A compound defined by one of the following isomeric structures Ia and Ib

wherein one of Y and Z is N, and the other one is CR2;
wherein R2 is selected from the group consisting of hydrogen, C1-4 alkyl, C1-4 alkyl substituted with at least one halogen;
and C6-10 aryl, wherein the aryl ring is unsubstituted or substituted by C1-4 alkyl or halogen;
wherein either X is
and Hal is halogen selected from chlorine or bromine, or
wherein X is
and Hal is bromine;
and
wherein each R independently is hydrogen or a cation.

6 more elements

Dependencies are inferred from the claim text.

Facts

Application

16/062,258Filed 14 Dec 2016

Priority

EP 1519997214 Dec 2015

Published

US 2018/0370997 A127 Dec 2018

Granted

4 Jun 2019

Term ends

Not estimatedThe source records don’t support an estimate.

Classification5 codes

C07F 9/11
Esters of phosphoric acids: with hydroxyalkyl compounds without further substituents on alkyl
A61P 25/16
For treating abnormal movements, e.g. chorea, dyskinesia: anti-Parkinson drugs
A61P 25/28
Drugs for disorders of the nervous system: for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents,…
C07F
Acyclic, carbocyclic or heterocyclic compounds containing elements other than carbon, hydrogen, halogen

Water-soluble derivatives of 3,5-diphenyl-diazole compounds

Life of this patent

Water-soluble derivatives of 3,5-diphenyl-diazole compounds

Life of this patent

Abstract

Claims18