Fluorinated Phenolic Antibacterial Agents for Oral and Skin Pathogens

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Solution Overview

Problem

There is a need for antibacterial agents and compositions effective against common oral pathogens and skin bacteria, which current technologies have not adequately addressed.

Innovation Solution

A compound of Formula (I) or its salt, with specific structural characteristics, is used in compositions for treating or preventing oral and skin conditions, combined with carriers suitable for oral or personal care products, including fluoride ion sources, tartar control agents, and other additives.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional antibacterial agents are used, then some bacterial inhibition is achieved, but efficacy against common oral pathogens and skin bacteria is insufficient

Engineering Contradiction:
Improveantibacterial efficacyVSAvoidbacterial resistance
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the molecular structure of antibacterial agents by changing chemical parameters - specifically incorporating fluorine atoms at positions 2 and/or 6 of the phenolic ring, and adjusting substituents at positions 3 and 4. This structural parameter change enhances antibacterial efficacy against oral pathogens and skin bacteria while maintaining safety profile

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining fluorinated phenolic compounds with various substituents (alkyl, alkoxy, halogen groups) at specific positions. This composite approach allows optimization of both antibacterial activity and pharmacological properties, achieving superior efficacy against multidrug-resistant bacteria

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing antibacterial compositions are used, then treatment is provided, but effectiveness against odor-causing bacteria and skin pathogens is limited

Engineering Contradiction:
Improveantibacterial activityVSAvoidspectral coverage
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The fluorinated phenolic compounds developed in this patent exhibit broad-spectrum antibacterial activity, effectively targeting multiple bacterial types including oral pathogens (S. mutans, A. viscosus), skin pathogens (S. aureus, C. minutissimum), and odor-causing bacteria. This multi-functional capability allows a single compound class to address diverse bacterial infections across different body sites

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

Solution Approach 2:

The patent optimizes specific structural features at specific positions of the molecular structure - fluorine substitution at positions 2 and/or 6 provides enhanced activity against gram-positive bacteria, while substituents at positions 3 and 4 can be tailored for specific bacterial targets. This localized structural optimization enables selective efficacy against different pathogen types

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS9334212B2Compounds and compositions
Publication Date: 2016.05.10 COLGATE PALMOLIVE CO

AI summary

Described herein are compounds of Formula (I): or a salt thereof; wherein: R1 and R5 are independently selected from H, OH and alkoxy; R2-R4 and R6-R8 are independently selected from H, OH, F, Cl, Br, and I; R9 and R10 are independently selected from H, alkyl, alkenyl, alkynyl, and aryl; with the proviso that: at least one of R1 and R5 is OH or alkoxy; and at least one of R2-R4 and R6-R8 is F, Cl, Br or I; compositions comprising said compounds; and methods of making and using the same.