3',3'-cGAMP Hydrate Crystals for Low-Hygroscopic Drug Raw Material

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Solution Overview

Problem

Existing 3',3'-cGAMP products are amorphous, highly hygroscopic, and difficult to handle, limiting their scalability and shelf life.

Innovation Solution

Development of a hydrate crystal form of 3',3'-cGAMP sodium salt through controlled crystallization, which is less hygroscopic and easier to handle, achieved by adjusting the pH of an aqueous solution and adding an organic solvent.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If a lyophilized product or ethanol precipitate is used, then 3',3'-cGAMP can be obtained in a simple manner, but the product becomes highly hygroscopic and difficult to handle

Engineering Contradiction:
Improvesimplicity of production processVSAvoidease of handling
Core Design Contradiction:
Ease of manufactureVSEase of operation

Solution Approach 1:

The invention changes the physical and chemical parameters of the product by converting it from an amorphous lyophilized product or ethanol precipitate into a crystalline form. This phase transition from amorphous to crystalline state fundamentally alters the material properties, reducing hygroscopicity while maintaining ease of manufacture through straightforward crystallization processes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention utilizes phase transition from amorphous solid to crystalline solid to resolve the contradiction. The crystalline structure formed through controlled crystallization processes creates a more stable, less hygroscopic material that is easier to handle, while the crystallization itself remains a simple, scalable process suitable for mass production.

Inventive Principle:
Principle #36Phase transitions

2Quantity of substance

If a lyophilized product is used, then 3’,3’-cGAMP can be obtained, but it requires a lyophilizer which limits scale-up for mass production

Engineering Contradiction:
Improveamount of productVSAvoidcomplexity of equipment
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The invention extracts and eliminates the need for complex lyophilization equipment by developing an alternative crystallization process. The crystallization method uses simple equipment such as crystallizers, filters, and dryers, removing the dependency on lyophilizers and enabling straightforward scale-up for mass production while maintaining or increasing product quantity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention replaces expensive, complex lyophilization equipment with simpler, more economical crystallization equipment. The crystallization process uses conventional, readily available equipment that is easier to manufacture, operate, and scale, making mass production more accessible and cost-effective.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Ease of manufacture

If conventional lyophilized products or ethanol precipitates are used, then 3’,3’-cGAMP can be obtained, but they are highly hygroscopic and have poor shelf life

Engineering Contradiction:
Improvesimplicity of production processVSAvoidshelf life
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The invention changes the physical state and molecular arrangement parameters by forming a crystalline structure. This structural transformation reduces the material's affinity for moisture, thereby extending shelf life and improving reliability while maintaining the simplicity of the production process through straightforward crystallization.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a crystalline composite structure with specific molecular arrangement that inherently resists moisture absorption. The crystalline form acts as a composite structure where molecules are organized in a stable lattice, reducing hygroscopicity and improving shelf life without complicating the manufacturing process.

Inventive Principle:
Principle #40Composite materials

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The hydrate crystal exhibits reduced moisture absorption, improved stability, and higher purity, making it suitable for pharmaceutical use with enhanced handling and storage properties.

Implementation Method 1

Development of a hydrate crystal form of 3’,3’-cGAMP sodium salt through controlled crystallization

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP3816176B1Hydrate crystal of 3',3'-cgamp
Publication Date: 2026.03.04 YAMASA SHOYU CO LTD
  • EP3816176B1 patent drawingFigure 1~2
  • EP3816176B1 patent drawingFigure 3~4
  • EP3816176B1 patent drawingFigure 5~6

AI summary

Among commonly known 3',3'-cGAMP is a lyophilized product. The lyophilized product needs a lyophilizer during the manufacture. This, itself, causes a limitation in scale-up for mass production. Thus, it has been desired to develop and obtain a large amount of their crystals in a simple manner without using a special apparatus such as a lyophilizer. In addition, conventionally known lyophilized products or ethanol precipitates are highly hygroscopic. Hence, the present invention addresses the problem of providing an easy-to-handle crystal with excellent shelf life. A hydrate crystal of 3',3'-cGAMP according to the invention may be either a crystal of alkali metal salt or a crystal of free acid. Either is less hygroscopic than existing powder. Thus, each is easy to handle in various purposes and is thus useful as a pharmaceutical raw material or the like.