Thiazole and diphenyl substituted sulfoxides for improving cognitive function and addiction to substances

A phenyl and thiazole technology, a new compound applied in age-dependent decline, improving the field of spatial memory, can solve the problem of inaccurate quantity and quality

Pending Publication Date: 2022-04-26
RED BULL GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Data collected for the racemic form of a drug is often quantitatively and qualitatively inaccurate for the individual enantiomers

Method used

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  • Thiazole and diphenyl substituted sulfoxides for improving cognitive function and addiction to substances
  • Thiazole and diphenyl substituted sulfoxides for improving cognitive function and addiction to substances
  • Thiazole and diphenyl substituted sulfoxides for improving cognitive function and addiction to substances

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0121] Experimental procedure

[0122] Reaction conditions and yields were not systematically optimized. Anhydrous solvents were purchased from Sigma-Aldrich and used without further purification. All other chemicals and reagents were purchased from VWR International, TCI Europe / Germany, Synthonix, Acros Organics, Activate Scientific, Fluorochem, Enamine and Alfa Aesar (Alfa Aesar). 1 H and 13 C nuclear magnetic resonance (NMR) spectra were performed on a Bruker Avance 500NMR spectrometer (UltraShield) using a 5-mm switchable probe (PA BBO 500SB BBF-HD-05-Z, 1H, BB=19F and 31P-15N) with z-axis gradient and Automatic tuning and matching accessory (Bruker BioSpin). The resonance frequency of 1H NMR is 500.13 MHz, and the resonance frequency of 13C NMR is 125.75 MHz. All measurements were performed against completely deuterated chloroform or DMSO solutions at 298K. Standard 1D and gradient-enhanced (ge) 2D experiments, such as double quantum filtering (DQF) COZY, NOESY, HS...

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Abstract

The invention relates to compounds having the general formula (I) wherein R1 is phenyl, R2 is meta-substituted phenyl; rTA is a substituted or unsubstituted thiazole ring. The invention also relates to said compounds according to formula (I), in particular diastereoisometrically pure or enriched forms thereof, for use in the treatment, in particular in the treatment and / or prevention of age-related cognitive decline. Furthermore, the present invention relates to the use of said compounds according to formula (I) for improving cognitive function, in particular for improving the spatial learning ability of a human individual. Furthermore, the invention relates to the use of said compounds according to formula (I) for the treatment and / or prophylaxis of alcohol addiction, nicotine addiction and / or drug addiction, in particular cocaine and / or methamphetamine addiction.

Description

technical field [0001] The present invention relates to diastereomeric compounds, which are useful for improving the cognitive function of human individuals, especially aged individuals, especially learning ability and memory performance, more particularly improving spatial memory. More specifically, the present invention relates to novel compounds useful for the treatment of age-dependent decline in cognitive functions such as spatial memory tasks. Background technique [0002] In societies with long life expectancy, cognitive decline during aging implies significant medical and socioeconomic burdens. Cognitive impairment due to aging is often accompanied by a decrease in dopamine in various regions of the brain. Dopamine plays an important role in learning and memory, involving intrinsic neuronal circuits in the prefrontal cortex and hippocampus and the activity of neuronal networks between these structures (Werlen et al., Regulatory Maps: Dopaminergic Regulation of Hippo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/26A61K31/426A61P25/28A61P25/18A61P25/16A61P25/00A61P25/36A61P25/32A61P25/34A61P25/30
CPCC07D277/26A61P25/28A61P25/18A61P25/16A61P25/00A61P25/36A61P25/32A61P25/34A61P25/30A61K31/426
Inventor G·吕贝克
Owner RED BULL GMBH
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