Amide Derivatives as Alpha-7 Nicotinic Receptor PAMs

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Solution Overview

Problem

Current nicotinic receptor modulators, particularly for the α7 subtype, face challenges such as non-specific effects and limited access to the central nervous system, leading to suboptimal benefits and adverse effects, necessitating the development of novel compounds that selectively modulate α7 neuronal nicotinic receptors to treat cognitive disorders and pain without the drawbacks of chronic agonist treatment.

Innovation Solution

The development of novel amide derivatives that act as positive allosteric modulators (PAMs) of α7 neuronal nicotinic receptors, enhancing endogenous cholinergic transmission without direct receptor activation, thereby improving treatment efficacy while reducing adverse effects.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If chronic agonist treatment is used to modulate α7 NNRs, then therapeutic benefits for cognitive disorders are achieved, but adverse effects and non-specific effects increase

Engineering Contradiction:
Improvetherapeutic benefitVSAvoidadverse effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent transitions from using agonists that directly activate receptors to using positive allosteric modulators that enhance endogenous ligand binding. This fundamental mechanism change alters the pharmacological parameters, providing selective modulation without the adverse effects of chronic agonist treatment while maintaining therapeutic benefits for cognitive disorders

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The positive allosteric modulators act as intermediaries that enhance the effect of endogenous acetylcholine rather than directly activating the receptor. This indirect mechanism allows for more physiologically appropriate modulation, reducing non-specific effects and adverse events while maintaining therapeutic efficacy

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If current nicotinic receptor modulators are used, then some therapeutic effect is achieved, but access to central nervous system is limited

Engineering Contradiction:
Improvetherapeutic effectVSAvoidaccess to central nervous system
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent develops novel amide derivatives with optimized physicochemical properties including enhanced lipophilicity and molecular weight parameters that improve blood-brain barrier penetration. These parameter optimizations allow the PAMs to effectively reach central nervous system targets while maintaining selective α7 NNR modulation

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If non-selective modulators are used, then broad receptor coverage is achieved, but specificity for α7 NNR is reduced

Engineering Contradiction:
Improvereceptor coverageVSAvoidreceptor specificity
Core Design Contradiction:
Adaptability or versatilityVSMeasurement precision

Solution Approach 1:

The patent designs modulators with specific molecular features including particular amide derivative structures and substituent patterns that create local chemical properties optimized for α7 NNR binding. This local optimization of molecular characteristics enables selective interaction with α7 receptors while minimizing off-target effects at other nicotinic receptor subtypes

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP2250162B1Amide derivatives as positive allosteric modulators and methods of use thereof
Publication Date: 2014.03.19 ABBVIE INC
  • EP2250162B1 patent drawingFigure 1
  • EP2250162B1 patent drawingFigure 2
  • EP2250162B1 patent drawingFigure 3

AI summary

The invention relates to novel amide derivatives that are PAMs of neuronal nicotinic receptors, compositions comprising the same, processes for preparing such compounds, and methods for using such compounds and compositions.