Fesoterodine Solid Dispersion Stabilization

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Solution Overview

Problem

Fesoterodine hydrogen fumarate is known for its instability, particularly requiring refrigeration for storage in pharmaceutical formulations, and existing formulations with xylitol-based stabilizers have limitations in stability and compatibility for certain applications.

Innovation Solution

A solid molecular dispersion comprising fesoterodine hydrogen fumarate in a weight ratio of 3:97 to 12:88 with alkyl hydroxyalkylcellulose ethers or hydroxyalkylcellulose ethers, which stabilizes the compound without crystalline or amorphous forms, providing improved chemical stability and allowing for modified-release formulations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If fesoterodine hydrogen fumarate is stored in crystalline form, then it can be formulated for pharmaceutical use, but it requires refrigeration to maintain stability

Engineering Contradiction:
Improvechemical stabilityVSAvoidstorage temperature
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent changes the physical state parameter of fesoterodine hydrogen fumarate from crystalline to amorphous within a solid dispersion matrix, which fundamentally alters its stability characteristics and eliminates the need for refrigeration while maintaining chemical stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material system where fesoterodine hydrogen fumarate is dispersed within a matrix of alkyl hydroxyalkylcellulose ether or hydroxyalkylcellulose ether, forming a solid molecular dispersion that provides both stability and room-temperature storage capability

Inventive Principle:
Principle #40Composite materials

2Reliability

If xylitol-based stabilizers are used in tablet formulations, then chemical stability is achieved, but compatibility and adaptability for certain applications (particularly pediatric use) are limited

Engineering Contradiction:
Improvechemical stabilityVSAvoidformulation adaptability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent changes the stabilizing mechanism from using xylitol-based compounds to using alkyl hydroxyalkylcellulose ether or hydroxyalkylcellulose ether as the matrix material, which fundamentally alters the formulation properties and enables better adaptability for pediatric and other specialized applications while maintaining stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses alkyl hydroxyalkylcellulose ether or hydroxyalkylcellulose ether as an intermediary matrix material that facilitates the dispersion and stabilization of fesoterodine hydrogen fumarate, providing both stability and improved compatibility for various applications including pediatric use

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of manufacture

If fesoterodine is prepared as an oil, then it can be obtained, but it presents difficulty for pharmaceutical formulation and processing

Engineering Contradiction:
Improveformulation easeVSAvoidchemical stability
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The patent utilizes phase transition by incorporating fesoterodine hydrogen fumarate into a solid dispersion matrix, transforming it from an unstable oil or crystalline form into a stable amorphous state within the polymer matrix, which provides both formulation ease and chemical stability

Inventive Principle:
Principle #36Phase transitions

Solution Approach 2:

The patent creates a composite material system where fesoterodine hydrogen fumarate is dispersed within a matrix of alkyl hydroxyalkylcellulose ether or hydroxyalkylcellulose ether, forming a solid molecular dispersion that provides both formulation ease and chemical stability

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP2665466B1Solid molecular dispersion of fesoterodine
Publication Date: 2018.06.27 PFIZER LTD
  • EP2665466B1 patent drawingFigure 1
  • EP2665466B1 patent drawingFigure 1(a)
  • EP2665466B1 patent drawingFigure 1(b)

AI summary

The present invention relates to solid molecular dispersion of fesoterodine hydrogen fumarate and a polymeric binder. The invention also relates to an inert core bead or particle which is coated with said solid molecular dispersion and to pharmaceutical formulations comprising such coated beads or particles.