Polymorph A HDAC6 Inhibitor Stability and Selectivity

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Solution Overview

Problem

Current treatments for HDAC6-associated diseases, particularly cancer, face challenges in efficacy and safety due to the limited specificity of HDAC inhibitors, which can affect gene regulation and result in significant side effects, and there is a need for more stable and effective drug formulations.

Innovation Solution

A polymorph A of a compound with specific X-ray powder diffraction peaks and thermal stability is developed, which is less affected by light, heat, and humidity, and has shown good efficacy in vivo, potentially offering a safer and more effective treatment option for HDAC6-associated diseases.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If HDAC inhibitors are used to treat HDAC6-associated diseases, then therapeutic effect is improved, but side effects increase due to limited specificity affecting gene regulation

Engineering Contradiction:
Improvetherapeutic effectVSAvoidside effects
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The invention segments the HDAC inhibitor market by developing a polymorph-specific formulation that selectively targets HDAC6 enzyme activity without broadly affecting other HDAC isoforms. The polymorph A crystal structure enables selective binding to HDAC6's active site, separating its therapeutic action from off-target effects on gene regulation pathways.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The polymorph A formulation exhibits localized therapeutic action at the HDAC6 enzyme level, with different properties compared to other HDAC inhibitors. The specific crystal packing and molecular arrangement in polymorph A create a unique interaction profile with HDAC6 that spares other biological systems from harmful effects.

Inventive Principle:
Principle #3Local quality

2Ease of manufacture

If conventional HDAC inhibitor formulations are used, then drug delivery is simplified, but stability under various conditions deteriorates

Engineering Contradiction:
Improvedrug deliveryVSAvoidstability under light, heat, and humidity
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The invention changes the physical and chemical parameters of the HDAC inhibitor by crystallizing it in polymorph A form, which has superior stability characteristics. This polymorph exhibits higher melting point, lower solubility, and greater resistance to degradation under light, heat, and humidity compared to other polymorphs or amorphous forms, while maintaining manufacturability through established crystallization protocols.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If polymorph A is developed with specific stability characteristics, then stability under light, heat, and humidity is improved, but manufacturing complexity increases

Engineering Contradiction:
Improvestability under light, heat, and humidityVSAvoidmanufacturing process
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The polymorph A formulation exhibits self-stabilizing properties where the crystal structure inherently resists degradation and transformation under various environmental conditions. The molecules in polymorph A are arranged in a configuration that maximizes intermolecular interactions, creating a thermodynamically stable structure that maintains its properties without requiring complex stabilization additives or processing controls.

Inventive Principle:
Principle #25Self-service

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 polymorph A of the compound demonstrates stability and effectiveness in treating HDAC6-associated diseases with reduced side effects, as evidenced by its broad therapeutic prospects and stability under various conditions, including high temperature, humidity, and light exposure.

Implementation Method 1

The present disclosure provides a polymorph A of a compound of formula (I)... The polymorph A of the compound of formula (I) in the present disclosure is stable, less affected by light, heat and humidity

Methodology Applied
Scientific EffectCrystallisation: Crystallisation

Implementation Method 2

the X-ray powder diffraction pattern thereof has characteristic diffraction peaks at the following 2θ angles: 11.53 ± 0.2°, 18.46 ± 0.2°, and 23.60 ± 0.2°

Methodology Applied
Scientific EffectX-ray diffraction: X-Ray

Data Source

PatentEP3822267B1Polymorph of HDAC6-selective inhibitor and application thereof
Publication Date: 2023.08.30 CSTONE PHARMACEUTICALS (SUZHOU) CO LTD
  • EP3822267B1 patent drawingFigure 1~2
  • EP3822267B1 patent drawingFigure 3
  • EP3822267B1 patent drawing

AI summary

Disclosed in the present invention are a polymorph A of a compound represented by formula (I), and an application thereof in preparation of drugs for treating HDAC6-associated diseases.