Amorphous Solid Dispersion for Pyrazole-Amide Solubility

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Solution Overview

Problem

The compound of the formula [I] has poor oral absorbability due to its low solubility, which is influenced by meals and can lead to reduced exposure when administered under fasting conditions.

Innovation Solution

An amorphous solid dispersion of the compound of the formula [I] is created using a specific pharmaceutically acceptable polymer, such as HPMCAS, methylcellulose, or polyvinyl alcohol, to enhance its solubility and maintain it in an amorphous state.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If the compound of the formula [I] is administered in crystal form, then the formulation is stable, but the oral absorbability is poor due to low solubility

Engineering Contradiction:
Improveformulation stabilityVSAvoidoral absorbability
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent changes the physical state parameter of the compound from crystalline to amorphous form. This parameter change increases solubility and oral absorbability while the polymer matrix provides stability to prevent re-crystallization, thus resolving the contradiction between formulation stability and oral absorbability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material system consisting of the compound of the formula [I] dispersed in a polymer matrix. This composite structure allows the compound to maintain amorphous state (improving solubility) while the polymer provides structural stability, resolving the contradiction between formulation stability and oral absorbability.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If the compound is administered under fasting conditions, then the administration timing is flexible, but the exposure is reduced due to low solubility

Engineering Contradiction:
Improveadministration timing flexibilityVSAvoidoral exposure
Core Design Contradiction:
Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The patent changes the physical state from crystalline to amorphous, which fundamentally alters the dissolution behavior. The amorphous form maintains high solubility regardless of fasting or fed conditions, enabling flexible administration timing without sacrificing oral exposure.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If the compound is converted to amorphous form to improve solubility, then the oral absorbability increases, but the compound may precipitate in acidic solution

Engineering Contradiction:
ImprovesolubilityVSAvoidprecipitation resistance
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent introduces a polymer as an intermediary substance that stabilizes the amorphous form. The polymer acts as a matrix that prevents molecular reorganization into crystalline structures, thereby preventing precipitation in acidic solutions while maintaining high solubility.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent uses the polymer matrix to provide beforehand protection against precipitation. The polymer creates a protective environment that prevents the amorphous compound from transitioning to crystalline form during storage and administration, cushioning against the harmful effect of precipitation.

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

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 amorphous solid dispersion exhibits improved solubility and oral absorbability, regardless of the presence or absence of bile acids, and maintains high bioavailability even when administered under fasting conditions.

Implementation Method 1

a solid dispersion capable of stably maintaining a compound of the formula (I) or a pharmaceutically acceptable salt thereof, or a hydrate thereof in an amorphous state is provided

Methodology Applied
Scientific EffectAmorphous state stabilization:

Implementation Method 2

an amorphous form of a compound of the formula (I) or a pharmaceutically acceptable salt thereof, or a hydrate thereof with improved solubility as compared with crystals thereof can be provided

Methodology Applied
Scientific EffectAmorphous dissolution enhancement:

Data Source

PatentEP3936127B1Amorphous solid dispersion of pyrazole-amide compound
Publication Date: 2025.04.30 JAPAN TOBACCO INC
  • EP3936127B1 patent drawingFigure 1
  • EP3936127B1 patent drawingFigure 2
  • EP3936127B1 patent drawingFigure 3

AI summary

The present invention aims to provide a preparation containing a compound of the formula [I] or a pharmaceutically acceptable salt thereof or a hydrate thereof having improved pharmacokinetics, and a manufacturing method thereof. The present invention relates to a solid dispersion containing (1) an amorphous compound represented by the following formula [I]: or a pharmaceutically acceptable salt thereof or a hydrate thereof, and (2) one to four kinds of pharmaceutically acceptable polymers selected from the group consisting of hydroxypropylmethylcellulose acetate succinate, methylcellulose, hypromellose and polyvinyl alcohol, and a manufacturing method thereof.