Fluorinated DDT Derivatives for Selective Pest Control

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Solution Overview

Problem

There is a need for new, inexpensive, and long-lasting insecticides that are safe and more selective than DDT, which faced issues with insect resistance and environmental concerns.

Innovation Solution

Development of compounds according to Formula (I) or their pesticidally acceptable salts, which include specific fluorine-containing derivatives, and their use in compositions for effective pest control, with enhanced insecticidal activity compared to DDT.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If DDT is used for pest control, then insecticidal activity is achieved, but insect resistance develops and environmental harm occurs

Engineering Contradiction:
Improveinsecticidal activityVSAvoidenvironmental harm and insect resistance
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of DDT through fluorine substitution at specific positions (R2 positions in Formula I). This structural parameter change produces compounds with enhanced insecticidal activity (at least twice as active as DDT) while improving safety profile and selectivity, thereby resolving the contradiction between maintaining efficacy and reducing harm.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining the DDT scaffold with fluorinated aromatic groups. These composite structures (compounds of Formula I) integrate the proven insecticidal properties of DDT with the enhanced safety and selectivity of fluorinated compounds, achieving both high reliability and reduced harmful factors.

Inventive Principle:
Principle #40Composite materials

2Reliability

If new insecticides are developed to overcome resistance, then insecticidal activity improves, but cost increases

Engineering Contradiction:
Improveinsecticidal activityVSAvoidmanufacturing cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent uses parameter changes by systematically varying the fluorine substitution patterns (R2 groups) on the DDT scaffold. This approach generates multiple active compounds from a single core structure, allowing selection of the most cost-effective variant for manufacturing while maintaining superior insecticidal activity against resistant populations.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The fluorinated DDT compounds serve multiple functions: they maintain contact toxicity, provide residual activity on surfaces, and exhibit activity against resistant insect populations. This multi-functionality reduces the need for multiple different chemical classes, potentially lowering overall manufacturing and deployment costs.

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

3Speed

If insecticide potency is increased to improve knockdown speed, then pest control effectiveness improves, but selectivity and safety may decrease

Engineering Contradiction:
Improveknockdown speedVSAvoidselectivity and safety
Core Design Contradiction:
SpeedVSObject-affected harmful factors

Solution Approach 1:

The patent achieves this resolution through precise parameter changes in the molecular structure - specifically, fluorine substitution at R2 positions. These structural modifications enhance knockdown speed (at least twice as active as DDT) while simultaneously improving the safety profile and selectivity, unlike traditional approaches that increase potency through less selective structural changes.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11570987B2Pesticidal compounds and methods of use
Publication Date: 2023.02.07 NEW YORK UNIV
  • US11570987B2 patent drawing
  • US11570987B2 patent drawing
  • US11570987B2 patent drawing

AI summary

Described herein are compounds, pesticidally acceptable salts thereof, and compositions thereof that are useful, for example, for pest management and for controlling pests. In certain embodiments provided are enantioenriched and/or enantiopure compounds and pesticidally acceptable salts thereof, and methods of making same. Methods of controlling pests with the compounds of the disclosure are also provided.