Dasatinib Anhydrous Polymorph Crystallization

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Solution Overview

Problem

There is a need for additional solid state forms of dasatinib to improve its performance characteristics, particularly its solubility and stability, which is essential for effective treatment of chronic myelogenous leukemia and Philadelphia chromosome-positive acute lymphoblastic leukemia.

Innovation Solution

The development of an anhydrous form of dasatinib, characterized by a specific powder XRD pattern, is achieved through crystallization from mixtures containing compounds like N-(2-hydroxyethyl)piperazine, N-ethyldiisopropylamine, DMSO, methanol, and water, or ethanol, allowing for the creation of pharmaceutical compositions with enhanced properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If dasatinib is crystallized from conventional solvents and conditions, then existing polymorphic forms (H1-7, BU-2, E2-1, N-6, T1H1-7, T1E2-1) are obtained, but their solubility and stability are insufficient for optimal therapeutic performance

Engineering Contradiction:
Improvesolubility and stabilityVSAvoidperformance characteristics
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying crystallization conditions including solvent composition (DMSO, methanol, water, ethanol), temperature gradients, and pH levels to generate a novel anhydrous polymorphic form of dasatinib with improved solubility and stability characteristics compared to existing forms

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention utilizes phase transitions during crystallization from liquid solution to solid crystal form, controlling the transition conditions to stabilize a new anhydrous polymorphic form that exhibits superior solubility and stability properties for enhanced therapeutic performance

Inventive Principle:
Principle #36Phase transitions

2Reliability

If additional solid state forms of dasatinib are developed, then solubility and stability are improved, but the complexity of characterizing and controlling polymorphic forms increases

Engineering Contradiction:
Improvesolubility and stabilityVSAvoidpolymorph characterization and control
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs X-ray diffraction (XRD) and differential scanning calorimetry (DSC) techniques to characterize and identify the new polymorphic form, replacing complex manual characterization methods with sophisticated analytical instrumentation that provides precise and reliable data for polymorph identification and control

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Reliability

If dasatinib is formulated with targeted release profiles, then therapeutic efficacy is enhanced, but the manufacturing process becomes more complex

Engineering Contradiction:
Improvetherapeutic efficacyVSAvoidformulation processing
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent prepares dasatinib in advance as a specifically characterized anhydrous polymorphic form with known and optimized solubility and stability properties, allowing formulation scientists to more easily design targeted release profiles without dealing with the uncertainties of less characterized polymorphic forms

Inventive Principle:
Principle #10Preliminary action

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 anhydrous form of dasatinib exhibits improved solubility and stability, facilitating targeted release profiles and easier processing, thereby enhancing its therapeutic efficacy and usability in leukemia treatments.

Implementation Method 1

crystallizing dasatinib from a mixture comprising the compound 1, N-(2-hydroxyethyl) piperazine N-ethyldiisopropylamine, and a mixture of DMSO, methanol and water

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP2508523B2Polymorphs of dasatinib and process for preparation thereof
Publication Date: 2019.04.17 TEVA PHARMA IND LTD
  • EP2508523B2 patent drawingFigure 1~2
  • EP2508523B2 patent drawingFigure 3~4
  • EP2508523B2 patent drawingFigure 5~6

AI summary

The present invention relates to polymorphs of dasatinib, process for preparing said polymorphs, and pharmaceutical compositions thereof.