Pyrimidine Derivatives for Musky Amber Fragrance Notes

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Solution Overview

Problem

The fragrance industry faces a continuous need for new chemical entities to create novel fragrances, as differences in chemical structure significantly impact odor and characteristics, necessitating the discovery and use of new chemicals to develop unique perfumes and personal care products.

Innovation Solution

The development of novel pyrimidine derivatives, represented by specific structures, which can be used to enhance, improve, or modify fragrances in perfumes, colognes, and personal care products by providing musky, ambery, and powdery notes, and are applicable in various perfumery products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If new chemical entities are continuously developed to create novel fragrances, then fragrance innovation and uniqueness are improved, but research and development time and resources are increased

Engineering Contradiction:
Improvefragrance innovationVSAvoidR&D time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The patent modifies existing pyrimidine derivative structures by changing chemical parameters such as substituting hydrogen atoms at specific positions (R1, R2, R3) with different functional groups or aromatic rings. This systematic parameter variation allows generation of novel fragrance compounds with diverse odor characteristics while following established synthetic pathways, thereby reducing R&D time compared to developing entirely new chemical classes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention divides the pyrimidine derivative molecule into distinct structural segments (pyrimidine core, substitutable positions R1-R6, different aromatic ring types). By segmenting the molecular structure, the patent enables modular combination of different building blocks to create numerous unique fragrance compounds from a limited set of core structures, efficiently expanding fragrance diversity without proportionally increasing R&D effort.

Inventive Principle:
Principle #1Segmentation

2Adaptability or versatility

If chemical structure variations are explored to achieve unique odor characteristics, then fragrance diversity is improved, but synthesis complexity and manufacturing difficulty are increased

Engineering Contradiction:
Improveodor diversityVSAvoidsynthesis complexity
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent identifies a universal pyrimidine derivative core structure that can serve as a platform for generating multiple different fragrance compounds. By maintaining the core pyrimidine skeleton and varying only the substitutable positions (R1-R6), the invention creates a multi-functional molecular platform that produces diverse odor characteristics through a single family of related compounds, simplifying synthesis compared to developing separate compounds for each odor type.

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

Solution Approach 2:

The invention systematically varies chemical parameters at specific positions (R1, R2, R3, R6) of the pyrimidine derivative while maintaining the core structure. This controlled parameter change approach allows generation of multiple odor variants through modifications such as hydrogen substitution with aromatic rings or functional groups, achieving odor diversity while following standardized synthesis protocols that reduce manufacturing complexity.

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If existing pyrimidine derivatives are modified to create new fragrance compounds, then fragrance uniqueness is improved, but development cost and resource consumption are increased

Engineering Contradiction:
Improvefragrance uniquenessVSAvoidresource consumption
Core Design Contradiction:
Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The patent segments the fragrance development process into modular structural components (pyrimidine core, substitutable R1-R6 positions, different aromatic ring types). This segmentation allows the systematic combination of a limited set of building blocks to generate numerous unique fragrance compounds, reducing the total number of separate compounds that need to be synthesized and tested, thereby decreasing resource consumption while maintaining fragrance uniqueness.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention achieves fragrance uniqueness by making targeted parameter changes at specific positions of the pyrimidine derivative structure rather than creating entirely new molecular classes. This approach generates diverse odor characteristics through controlled modification of existing structures, reducing the quantity of substances that need to be developed, synthesized, and evaluated, thus lowering overall resource consumption and development costs.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS8557827B2Pyrimidine derivatives and their use in perfume compositions
Publication Date: 2013.10.15 INTERNATIONAL FLAVORS & FRAGRANCES INC
  • US8557827B2 patent drawing
  • US8557827B2 patent drawing
  • US8557827B2 patent drawing

AI summary

The present invention relates to novel pyrimidine derivatives and their use in perfume compositions. The novel pyrimidine derivatives of the present invention are represented by the following formula:wherein when R1 represents H, R2 represents a substituted indanyl selected from the group consisting ofor wherein R1 and R2 taken together represent a group of the formula: