Quinoline Derivative Mesylate Crystals for Stability and Solubility

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Solution Overview

Problem

Existing crystal forms of compounds used as inhibitors for TAM family kinases, CSF1R kinase, and NTRK are lacking in stability, solubility, and pharmacokinetic properties, which hinders their effectiveness in treating drug-resistant cancers and other diseases.

Innovation Solution

Development of specific crystal forms (I, II, III, and IV) of a methanesulfonate of a compound of formula (I), characterized by distinct X-ray powder diffraction patterns, through controlled precipitation methods using various solvents and temperatures, enhancing stability and solubility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing crystal forms of compound (I) are used, then the compound can inhibit TAM family kinases, CSF1R kinase, and NTRK, but the stability and solubility are insufficient

Engineering Contradiction:
ImprovestabilityVSAvoidsolubility
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by developing multiple crystal forms (Form I, Form II, Form III, Form IV) with different X-ray powder diffraction patterns and physicochemical properties. Each crystal form has distinct stability and solubility characteristics, allowing optimization of these parameters without changing the chemical structure of the compound itself.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention utilizes phase transitions by creating different crystalline phases of the same compound. The patent describes specific preparation methods involving controlled cooling, solvent selection, and temperature conditions to induce formation of different crystal forms, thereby transitioning between phases with improved stability and solubility profiles.

Inventive Principle:
Principle #36Phase transitions

2Reliability

If existing crystal forms are used, then the compound can treat diseases mediated by TAM family kinases, but the pharmacokinetic properties are insufficient

Engineering Contradiction:
Improvetherapeutic efficacyVSAvoidpharmacokinetic properties
Core Design Contradiction:
ReliabilityVSDuration of action of moving object

Solution Approach 1:

The patent optimizes pharmacokinetic parameters by developing crystal forms with improved stability and solubility. Form II and Form III specifically show enhanced pharmacokinetic properties compared to existing forms, leading to better therapeutic efficacy and duration of action in treating diseases mediated by TAM family kinases, CSF1R kinase, and NTRK.

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

The new crystal forms exhibit improved physicochemical properties, better pharmacokinetic profiles, and enhanced therapeutic efficacy against diseases mediated by TAM family kinases, CSF1R kinase, and NTRK, particularly in drug-resistant cancers.

Implementation Method 1

characterized by distinct X-ray powder diffraction patterns

Methodology Applied
Scientific EffectX-ray powder diffraction: X-Ray

Implementation Method 2

X-ray powder diffraction patterns using Cu-Kα radiation at 2θ angles

Methodology Applied
Scientific EffectDiffraction: Diffraction

Implementation Method 3

controlled precipitation methods using various solvents and temperatures

Methodology Applied
Scientific EffectPrecipitation: Precipitation

Implementation Method 4

controlled precipitation methods

Methodology Applied
Scientific EffectPhase transition: Phase Change

Data Source

PatentEP4582418A1Crystalline form of quinoline derivative inhibitor, preparation method therefor and use thereof
Publication Date: 2025.07.09 TRANSTHERA SCIENCES (NANJING) INC
  • EP4582418A1 patent drawingFigure 1
  • EP4582418A1 patent drawingFigure 2
  • EP4582418A1 patent drawingFigure 3

AI summary

The present invention relates to the technical field of medicines, and in particular, to a mesylate crystalline form of a TAM family kinase and/or CSF1R kinase and/or NTRK inhibitor shown in a formula (I), a preparation method therefor and a pharmaceutical use thereof.