Darolutamide Nanocrystalline Form for Higher Solubility and Lower Dose

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Solution Overview

Problem

Existing crystalline forms of darolutamide, such as Form I, exhibit poor solubility and bioavailability, necessitating high doses for therapeutic efficacy, leading to increased side effects and formulation challenges.

Innovation Solution

Development of a nanocrystalline form (Form NC) with a higher specific surface area (SSA) and broad X-ray diffraction peaks, characterized by crystallites below 100 nm, enhancing solubility and stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional crystalline forms (Form I) are used, then the drug can be manufactured with standard processes, but the solubility and bioavailability are poor, requiring high doses

Engineering Contradiction:
Improvedaily doseVSAvoidbioavailability
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent changes the physical parameters of the drug by creating a nanocrystalline form with particle sizes between 1-100 nm, which fundamentally alters the surface area to volume ratio and improves dissolution rate and bioavailability, allowing dose reduction

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention transitions from conventional micrometer-scale crystals to nanometer-scale crystals, representing a dimensional change in particle size that enhances solubility and bioavailability characteristics

Inventive Principle:
Principle #17Another dimension (Dimensionality change)

2Reliability

If high doses are administered to achieve therapeutic plasma concentrations, then therapeutic efficacy is reached, but side effects increase and pill burden increases

Engineering Contradiction:
Improvetherapeutic efficacyVSAvoidside effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

By changing the particle size parameter to the nanoscale range, the drug achieves improved bioavailability that allows therapeutic efficacy to be reached at lower doses, thereby reducing side effects and pill burden

Inventive Principle:
Principle #35Parameter changes

3Speed

If crystalline Form I is ground to increase specific surface area, then dissolution rate may improve, but crystallinity decreases significantly and amorphous material forms

Engineering Contradiction:
Improvedissolution rateVSAvoidcrystallinity
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The invention performs preliminary action by directly forming nanocrystals during the crystallization process rather than attempting to grind conventional crystals, thereby achieving high surface area while maintaining crystallinity from the outset

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the nucleation and growth parameters during crystallization to directly produce nanocrystalline structures, avoiding the need for mechanical size reduction that would compromise crystallinity

Inventive Principle:
Principle #35Parameter changes

4Reliability

If nanocrystalline form is prepared, then solubility and bioavailability are enhanced, but the manufacturing process becomes more complex

Engineering Contradiction:
ImprovebioavailabilityVSAvoidmanufacturing process
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies crystallization parameters (temperature, solvent composition, addition rate) to directly produce nanocrystals using conventional equipment, achieving enhanced bioavailability without requiring complex nanotechnology manufacturing processes

Inventive Principle:
Principle #35Parameter changes

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

Form NC demonstrates eight times higher solubility and improved bioavailability, allowing for reduced daily doses and decreased side effects, while maintaining chemical and physical stability.

Implementation Method 1

nanocrystalline form (Form NC) with improved properties: as for example with good chemical and physical stability, high solubility, enhanced bioavailability

Methodology Applied
Scientific EffectSurface area effect:

Implementation Method 2

broad X-ray diffraction peaks, characterized by crystallites below 100 nm

Methodology Applied
Scientific EffectX-ray diffraction: X-Ray

Implementation Method 3

powder X-ray diffractogram comprising broad peaks at 10.2, 14.4, and 17.8 ± 0.2 degrees 2-Theta

Methodology Applied
Scientific EffectCrystalline diffraction: Bragg Diffraction

Data Source

PatentEP4486727B1Crystalline form of darolutamide
Publication Date: 2026.02.25 QUIMICA SINTETICA SA
  • EP4486727B1 patent drawingFigure 1~3
  • EP4486727B1 patent drawingFigure 4
  • EP4486727B1 patent drawingFigure 5

AI summary

The present invention relates to a crystalline form of darolutamide and to the process for its preparation. Furthermore, the invention relates to the use of said crystalline form for the preparation of a pharmaceutical composition useful for treating prostate cancer.