Lenalidomide Form H1 Crystallization for Stability

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Solution Overview

Problem

Current forms of lenalidomide exhibit variability in stability and physical properties, influencing pharmaceutical properties such as handling, dissolution, and shelf life, necessitating the discovery of a stable and reproducible crystalline form suitable for pharmaceutical applications.

Innovation Solution

A novel crystalline Form H1 of lenalidomide is developed, characterized by specific X-ray diffraction peaks, along with a process involving suspension in N-methylpyrrolidone, heating, cooling, and solvent addition, and subsequent isolation, which also includes the preparation of its N-methylpyrrolidone solvate as an intermediate for other polymorphs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing polymorphic forms of lenalidomide are used, then the drug can be manufactured and processed, but the stability and physical properties vary significantly, affecting shelf life and handling

Engineering Contradiction:
ImprovestabilityVSAvoidphysical properties consistency
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by modifying the crystallization conditions, specifically using N-methylpyrrolidone as a solvent and controlling temperature parameters (heating above 50°C, cooling below 15°C) to obtain a novel crystalline form with consistent physical properties and enhanced stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes phase transitions through the crystallization process, where lenalidomide transitions from a suspension state through heating and cooling cycles to form a stable crystalline structure with defined X-ray diffraction patterns, ensuring reproducible physical properties

Inventive Principle:
Principle #36Phase transitions

2Adaptability or versatility

If multiple polymorphic forms are investigated, then comprehensive understanding of the drug's solid forms is achieved, but the complexity of characterization and selection increases

Engineering Contradiction:
Improvesolid form characterizationVSAvoidcharacterization complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent extracts the essential characteristics of the novel crystalline form by identifying specific X-ray diffraction peaks (2θ positions at 8.5, 14.0, 14.5, 15.6, 16.1, 17.1, 17.6, 19.6, 21.6, 22.8, and 25.3 ± 0.2 degrees), which serve as unique identifiers for this polymorph, simplifying future characterization and selection

Inventive Principle:
Principle #2Taking out (Extraction)

3Reliability

If a novel crystalline form is developed, then stability and reproducibility are enhanced, but additional research and development time is required

Engineering Contradiction:
ImprovereproducibilityVSAvoiddevelopment time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent performs preliminary action by establishing a detailed crystallization protocol with specific temperature parameters and solvent quantities before full-scale production, including preliminary characterization through X-ray diffraction, DSC, and IR spectroscopy, which accelerates future development and reduces time for scale-up

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 novel crystalline Form H1 of lenalidomide demonstrates enhanced stability and reproducibility, improving pharmaceutical processing and shelf life, and can be formulated into various pharmaceutical compositions with acceptable excipients.

Implementation Method 1

suspending lenalidomide in N-methylpyrrolidone; heating the suspension obtained in step (a) at above 50°C

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 2

cooling the solution obtained in step (b) at below 15°C; isolating lenalidomide N-methylpyrrolidone solvate

Methodology Applied
Scientific EffectCrystallisation: Crystallisation

Implementation Method 3

characterized by peaks in the powder x-ray diffraction spectrum having 2θ angle positions at 8.5, 14.0, 14.5, 15.6, 16.1, 17.1, 17.6, 19.6, 21.6, 22.8 and 25.3 ± 0.2 degrees

Methodology Applied
Scientific EffectX-Ray diffraction: X-Ray

Data Source

PatentEP2688649B1A polymorph of lenalidomide
Publication Date: 2019.04.10 HETERO RES FOUND
  • EP2688649B1 patent drawingFigure 1
  • EP2688649B1 patent drawingFigure 2
  • EP2688649B1 patent drawing

AI summary

The present invention provides a novel crystalline Form of lenalidomide, process for its preparation and pharmaceutical compositions comprising it. The present invention also provides a novel N-methylpyrrolidone solvate of lenalidomide and process for its preparation.