Bicyclic Pyrazole Compounds for Resistant Bacterial Infections

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Solution Overview

Problem

Current antibacterial agents are ineffective against resistant microbes, such as methicillin-resistant Staphylococcus aureus, due to mechanisms like antibiotic inactivation, efflux pumps, and target modification, leading to limited clinical options and increasing treatment costs and health risks.

Innovation Solution

Development of pyrazole compounds with a specific B-containing bicyclic ring system and fused pyrazole moiety, which act as inhibitors of bacterial growth, offering a new class of antibacterial agents effective against a range of pathogenic microorganisms, including resistant strains.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing antibacterial agents are used, then they can treat common bacterial infections, but they become ineffective against resistant microbes such as MRSA

Engineering Contradiction:
Improveantibacterial efficacyVSAvoidspectrum of antimicrobial activity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of antibacterial agents through the bicyclic pyrazole compound design, changing molecular parameters such as ring system configuration, heteroatom placement, and substituent patterns to create new compounds with enhanced activity against resistant bacteria while maintaining efficacy against common strains

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite materials by combining multiple structural elements into a single bicyclic pyrazole framework, integrating a pyrazole ring with a second ring containing specific heteroatoms (N, O, or S) at defined positions, creating a composite molecular structure that achieves broad-spectrum activity including against MRSA

Inventive Principle:
Principle #40Composite materials

2Reliability

If new antibacterial agents are developed to overcome resistance, then efficacy against resistant strains improves, but development time and costs increase

Engineering Contradiction:
Improveactivity against resistant strainsVSAvoiddevelopment time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent applies preliminary action by providing a predetermined framework of bicyclic pyrazole compounds with specific structural parameters and substitution patterns that have been pre-designed to target resistant bacteria, allowing researchers to systematically explore structure-activity relationships and accelerate the development process rather than starting from scratch

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The invention applies segmentation by dividing the antibacterial compound into distinct structural segments - the core bicyclic pyrazole framework and variable substituent groups - allowing independent optimization of different portions of the molecule to achieve both resistance overcoming and reduced development complexity

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS8242275B2Bicyclic pyrazole compounds as antibacterial agents
Publication Date: 2012.08.14 JANSSEN PHARMA NV
  • US8242275B2 patent drawing
  • US8242275B2 patent drawing
  • US8242275B2 patent drawing

AI summary

Antibacterial compounds, compositions containing them, and methods of use for the inhibition of bacterial activity and the treatment, prevention or inhibition of bacterial infection.