Evenamide Hydrochloride Crystal Forms for Stable Drug Solubility

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Solution Overview

Problem

There is a need for stable, non-hygroscopic, and highly soluble crystalline forms of evenamide hydrochloride salts suitable for pharmaceutical formulations, as well as intermediates for their preparation, which have not been previously disclosed.

Innovation Solution

The development of crystalline forms of evenamide hydrochloride salts, specifically forms I and II, characterized by X-ray powder diffraction, differential scanning calorimetry, and thermogravimetric analysis, which exhibit high stability, solubility, and suitability for pharmaceutical use, along with processes for their preparation involving solvent crystallization and salification with hydrochloric acid.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If amorphous form of evenamide is used, then solubility is improved, but stability and hygroscopicity are worsened

Engineering Contradiction:
ImprovesolubilityVSAvoidstability
Core Design Contradiction:
Quantity of substanceVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by transforming evenamide from amorphous to crystalline state, which fundamentally alters its physical properties. The crystalline forms exhibit enhanced stability and reduced hygroscopicity while maintaining adequate solubility, resolving the contradiction between solubility improvement and stability maintenance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention utilizes phase transitions by converting evenamide from amorphous phase to crystalline phase. This phase change results in improved stability and reduced hygroscopicity characteristics, while the crystalline structures are designed to maintain necessary solubility for pharmaceutical applications

Inventive Principle:
Principle #36Phase transitions

2Stability of the object's composition

If crystalline forms are developed, then stability is improved, but solubility may be worsened

Engineering Contradiction:
ImprovestabilityVSAvoidsolubility
Core Design Contradiction:
Stability of the object's compositionVSQuantity of substance

Solution Approach 1:

The patent employs parameter changes by optimizing the crystalline structure parameters to achieve a balance between stability and solubility. The specific crystalline forms disclosed maintain high stability through their ordered structure while preserving adequate solubility through controlled lattice arrangements that facilitate drug release

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If multiple crystalline forms are prepared, then formulation options are improved, but manufacturing complexity is worsened

Engineering Contradiction:
Improveformulation optionsVSAvoidmanufacturing complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by identifying and characterizing distinct crystalline forms (Form I, Form II, Form III) with different properties. Each form can be selectively prepared using specific crystallization conditions, allowing formulation scientists to choose the most appropriate form for each application while maintaining relatively simple manufacturing processes for each individual form

Inventive Principle:
Principle #1Segmentation

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 crystalline forms of evenamide hydrochloride salts maintain stability in the presence of moisture, ensuring prolonged storage and effectiveness in pharmaceutical formulations, with high crystallinity and purity, making them suitable for treating neurological, cognitive, and psychiatric disorders such as schizophrenia.

Implementation Method 1

processes for their preparation involving solvent crystallization and salification with hydrochloric acid

Methodology Applied
Scientific EffectSalification: Chemical Bonding

Implementation Method 2

processes for their preparation involving solvent crystallization

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP4699659A2Crystalline forms of evenamide
Publication Date: 2026.02.25 NEWRON PHARMACEUTICALS SPA
  • EP4699659A2 patent drawingFigure 1
  • EP4699659A2 patent drawingFigure 2
  • EP4699659A2 patent drawingFigure 3

AI summary

The present invention relates to novel crystalline forms of evenamide salts, in particular forms I and II, their use a process for their preparation, and a pharmaceutical composition containing said novel crystalline forms.