Anagrelide Hydrochloride Monohydrate Form II Crystallization

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Solution Overview

Problem

Current methods for producing anagrelide hydrochloride monohydrate are limited by the use of unsuitable solvents, instability, and uncertainty about the crystalline form, which affects its pharmaceutical properties and scalability.

Innovation Solution

Identification and stabilization of a new crystalline polymorph, form II of anagrelide hydrochloride monohydrate, characterized by a distinct XRPD pattern, which is more stable and soluble than form I, obtained through solvent-mediated polymorphic transition or reaction with hydrochloric acid in alcohols, avoiding high temperatures and hazardous solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional methods using acetonitrile/ether HCl or methanol/HCl are used to produce anagrelide hydrochloride monohydrate, then the salt can be formed, but the process uses hazardous solvents or less pharmaceutically acceptable solvents

Engineering Contradiction:
Improvepharmaceutical acceptabilityVSAvoidhazardous solvent risk
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent removes hazardous solvents (ether, acetonitrile, methanol) from the pharmaceutical manufacturing process and replaces them with safer alternatives (ethanol, water, isopropanol), thereby extracting the harmful elements while maintaining the salt formation capability

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the solvent system parameters from conventional organic solvents to pharmaceutically acceptable alcohols and water, modifying the chemical environment to achieve both safety and pharmaceutical compliance in the salt formation process

Inventive Principle:
Principle #35Parameter changes

2Productivity

If reflux temperature is used for salt preparation as in prior art, then the reaction proceeds, but energy is wasted and decomposition risk increases

Engineering Contradiction:
Improvereaction efficiencyVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSLoss of energy

Solution Approach 1:

The patent performs salt formation at ambient or moderate temperatures without requiring reflux conditions, preparing the product under milder conditions that prevent decomposition and reduce energy consumption while maintaining reaction efficiency

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent achieves complete salt formation without excessive heating, using moderate conditions that are sufficient for the reaction to proceed to completion, thereby avoiding energy waste associated with prolonged reflux

Inventive Principle:
Principle #16Partial or excessive action

3Ease of manufacture

If conventional crystallization methods are used, then anagrelide hydrochloride monohydrate is obtained, but the crystalline form is uncertain and physical properties are not optimized

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidcrystalline form control
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies crystallization parameters by using specific pharmaceutically acceptable solvents and controlled temperature conditions to obtain a defined crystalline form with optimized physical properties, achieving both manufacturing simplicity and precision

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 II exhibits enhanced thermodynamic stability, improved solubility, and resistance to aqueous hydrolysis, making it a superior form for pharmaceutical compositions, particularly in formulations for treating essential thrombocythaemia.

Implementation Method 1

The present invention is based on the discovery of polymorphism and the identification of a specific useful polymorphic form of anagrelide hydrochloride monohydrate

Methodology Applied
Scientific EffectPolymorphism: Phase Change

Implementation Method 2

crystalline anagrelide hydrochloride monohydrate form I can generally be characterized by an XRPD pattern as shown in Figure 1

Methodology Applied
Scientific EffectX-ray diffraction: X-Ray

Implementation Method 3

characterized by an X-ray powder diffraction (XRPD) pattern comprising signals at diffraction angles

Methodology Applied
Scientific EffectDiffraction: Diffraction

Data Source

PatentEP2945948B1Crystalline form ii of anagrelide hydrochloride monohydrate
Publication Date: 2020.04.29 SYNTHON BV
  • EP2945948B1 patent drawingFigure 1
  • EP2945948B1 patent drawingFigure 2
  • EP2945948B1 patent drawingFigure 3

AI summary

The present invention relates to crystalline form II of anagrelide hydrochloride monohydrate, processes for making it, and pharmaceutical compositions comprising it.