Anthelmintic Compounds with Bicyclic Groups for Parasite Control

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Solution Overview

Problem

Current anthelmintic compounds have limitations in efficacy, bioavailability, and spectrum of coverage for treating and preventing parasitic infections in animals, particularly against endoparasites and ectoparasites.

Innovation Solution

Development of novel anthelmintic compounds of specific formulae with bicyclic carbocyclic or heterocyclic groups, including linkers and spirocyclic ring systems, which are combined with pharmaceutically acceptable carriers to create compositions effective against internal and external parasites.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If current anthelmintic compounds are used, then treatment is provided for parasitic infections, but efficacy and spectrum of coverage are limited

Engineering Contradiction:
ImproveefficacyVSAvoidspectrum of coverage
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by systematically varying key molecular parameters including the bicyclic carbocyclic or heterocyclic groups (Y and Z), the linker structures (X1-X8), and substituent patterns to optimize both efficacy against endoparasites and bioavailability. This structured parameter exploration enables compounds to achieve enhanced activity while maintaining broad spectrum coverage

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material principles by creating molecules with multiple functional components: bicyclic carbocyclic or heterocyclic groups combined with specific linker structures and various substituents. These composite molecular structures integrate multiple pharmacophoric elements that work synergistically to achieve both high efficacy and broad spectrum activity against different parasite types

Inventive Principle:
Principle #40Composite materials

2Reliability

If current anthelmintic compounds are used, then treatment is provided, but bioavailability is limited

Engineering Contradiction:
ImproveefficacyVSAvoidbioavailability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes bioavailability through parameter changes in molecular structure including selection of appropriate bicyclic groups, linker lengths and compositions, and substituent types that enhance solubility, stability, and absorption characteristics while maintaining pharmacological activity

Inventive Principle:
Principle #35Parameter changes

3Reliability

If novel compounds with bicyclic groups and linkers are developed, then efficacy and coverage are improved, but molecular complexity increases

Engineering Contradiction:
ImproveefficacyVSAvoidmolecular complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the molecular structure into distinct functional modules: bicyclic carbocyclic or heterocyclic groups (Y and Z), linker structures (X1-X8), and substituent groups. This modular architecture allows systematic optimization of each component's contribution to efficacy while managing overall molecular complexity through structured assembly

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent achieves universality through the design of versatile bicyclic carbocyclic or heterocyclic groups and linker structures that can accommodate multiple substituent types and configurations. These core structures serve multiple functions including providing structural rigidity, enabling diverse molecular recognition, and facilitating optimization of pharmacokinetic properties across a series of related compounds

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentUS10463661B2Anthelmintic compounds
Publication Date: 2019.11.05 BOEHRINGER INGELHEIM ANIMAL HEALTH USA INC
  • US10463661B2 patent drawing
  • US10463661B2 patent drawing
  • US10463661B2 patent drawing

AI summary

The present invention relates to novel anthelmintic compounds of formula (I) below:whereinY and Z are independently a bicyclic carbocyclic or a bicyclic heterocyclic group, or one of Y or Z is a bicyclic carbocyclic or a bicyclic heterocyclic group and the other of Y or Z is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl, and variables X1, X6, X8, Q1, Q2, Q3, Q4, Q5, Q6, Ring A, Ring B, W, W′, R2, R3, R, R′, m, n and q are as defined herein. The invention also provides for veterinary compositions comprising the anthelmintic compounds of the invention, and their uses for the treatment and prevention of parasitic infections in animals.