Crystalline and Amorphous Solid Forms for Myeloma Drug Stability

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Solution Overview

Problem

Current therapies and methods for treating multiple myeloma, including for patients whose multiple myeloma are newly diagnosed or refractory to standard treatments, while reducing or avoiding the toxicities and/or side effects associated with the conventional therapies, and there is a need for alternative solid forms of pharmaceutical compounds to modulate or enhance physical and chemical properties for improved efficacy.

Innovation Solution

Development and characterization of various crystalline and amorphous solid forms of (S)-4-(4-(4-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)oxy)methyl)benzyl)piperazin-1-yl)-3-fluorobenzonitrile and its salts, including specific X-ray powder diffraction patterns for identification and characterization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional therapies are used to treat multiple myeloma, then disease treatment is achieved, but toxicities and side effects increase

Engineering Contradiction:
Improvedisease treatment effectivenessVSAvoidtoxicities and side effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by developing novel solid forms (crystalline polymorphs, amorphous forms, salts, solvates, and hydrates) of the pharmaceutical compound. These different solid forms have varying physical and chemical properties including solubility, dissolution rate, and stability, allowing optimization of therapeutic effectiveness while reducing toxicities and side effects associated with conventional formulations

Inventive Principle:
Principle #35Parameter changes

2Reliability

If solid forms of pharmaceutical compounds are developed to improve efficacy, then bioavailability and stability are enhanced, but manufacturing complexity increases

Engineering Contradiction:
Improvebioavailability and stabilityVSAvoidmanufacturing complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent systematically explores different solid forms by changing physical and chemical parameters such as crystalline structure (polymorphs), molecular arrangement (amorphous vs. crystalline), ionic associations (salts), and solvent incorporation (solvates and hydrates). Each solid form offers optimized bioavailability and stability profiles while providing manufacturers with multiple options to select from based on processing requirements

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent describes composite solid forms including salts formed with various counterions, solvates with different solvent molecules, and hydrates with water molecules. These composite structures combine the active pharmaceutical ingredient with other molecules in specific ratios and arrangements, enhancing overall formulation performance while maintaining manufacturability

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP3908582B1Solid forms comprising (s)-4-(4-(4-(((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)oxy)methyl) benzyl)piperazin-1-yl)-3-fluorobenzonitrile and salts thereof, and compositions comprising and methods of using the same
Publication Date: 2025.11.12 CELGENE CORP
  • EP3908582B1 patent drawingFigure 1~2
  • EP3908582B1 patent drawingFigure 3~4
  • EP3908582B1 patent drawingFigure 5~6

AI summary

Provided herein are formulations, processes, solid forms and methods of use relating to salts of and solid forms comprising free base or salts of (S)-4-(4-(4-(((2-(2,6- dioxopiperidin-3-yl)-l-oxoisoindolin-4-yl)oxy)methyl)benzyl)piperazin-l-yl)-3- fluorobenzonitrile.