Fused Ring Anthranilate Derivatives for Anti-Fibrotic Therapy

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Solution Overview

Problem

Current treatments for tissue fibrosis, such as those using tranilast, have limitations due to side effects and genetic susceptibility issues, necessitating the development of alternative compounds with improved anti-fibrotic, anti-inflammatory, and anti-proliferative properties.

Innovation Solution

Development of fused ring derivatives of 2-{[(2E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino}benzoic acid and their pharmaceutical compositions, which can inhibit fibrosis and inflammation by targeting specific molecular pathways.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If tranilast is used to treat fibrotic conditions, then anti-fibrotic efficacy is improved, but side effects and genetic susceptibility issues worsen

Engineering Contradiction:
Improveanti-fibrotic efficacyVSAvoidside effects and genetic susceptibility
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent divides the molecular structure of tranilast into distinct functional segments and modifies specific portions. By segmenting the molecule and selectively modifying particular groups (such as changing the anthranilic acid core to fused ring systems), the invention maintains the anti-fibrotic active segments while removing or modifying segments responsible for harmful effects and genetic interactions.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent systematically changes molecular parameters including chemical structure, stereochemistry, and physical properties. By altering parameters such as replacing hydrogen atoms with different groups, changing bond configurations, and modifying molecular weight, the invention creates derivatives that maintain therapeutic efficacy while reducing harmful effects and genetic susceptibility issues.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If existing anti-fibrotic agents are used, then fibrosis treatment is achieved, but treatment limitations due to side effects occur

Engineering Contradiction:
Improvefibrosis treatment efficacyVSAvoidside effects
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent identifies harmful factors in the original tranilast structure (such as specific functional groups causing side effects) and converts them into beneficial features. By modifying these problematic segments into different chemical groups, the invention transforms potential harmful elements into components that enhance safety profile while preserving anti-fibrotic activity.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent creates composite molecular structures by combining different chemical moieties in fused ring systems. These composite structures integrate the beneficial anti-fibrotic properties of tranilast with the safety advantages of alternative chemical groups, resulting in molecules that achieve effective fibrosis treatment with reduced side effects.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS9951087B2Fused ring analogues of anti-fibrotic agents
Publication Date: 2018.04.24 CERTA THERAPEUTICS PTY LTD
  • US9951087B2 patent drawing
  • US9951087B2 patent drawing
  • US9951087B2 patent drawing

AI summary

The present invention relates to arylcarbonyl and heteroarylcarbonyl anthranilate compounds that may be useful as anti-fibrotic agents. The present invention also relates to methods for their preparation, pharmaceutical compositions containing these compounds and uses of these compounds in the treatment disorders.