ITF 2357 Polymorph Form II Solubility

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Solution Overview

Problem

The existing monohydrate polymorph form of ITF 2357 is unstable, hygroscopic, and difficult to handle, limiting its industrial application due to low water solubility, which affects its bioavailability and dosage forms.

Innovation Solution

A novel crystalline polymorph form II of ITF 2357 with enhanced water solubility is developed, characterized by specific PXRD, DSC, TGA, and FTIR profiles, obtained through crystallization techniques using various solvents, demonstrating stability and improved handling properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If the monohydrate polymorph form I is used, then the compound is stable and easier to handle, but the water solubility is low

Engineering Contradiction:
ImprovestabilityVSAvoidwater solubility
Core Design Contradiction:
Stability of the object's compositionVSQuantity of substance

Solution Approach 1:

The patent applies parameter changes by discovering and characterizing a new polymorph form (form II) with different crystal structure parameters. This polymorph exhibits enhanced water solubility (1.47 times greater than form I) while maintaining stability, resolving the contradiction between stability and solubility through structural parameter modification.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If the anhydrous product is used, then the compound can be prepared, but it is hygroscopic and deliquescent making it difficult to handle

Engineering Contradiction:
ImprovepreparationVSAvoidhandling
Core Design Contradiction:
Ease of manufactureVSEase of operation

Solution Approach 1:

The patent resolves the handling difficulty of the anhydrous form by transforming it into a crystalline monohydrate form through controlled hydration. This parameter change from anhydrous to monohydrate state eliminates hygroscopicity and deliquescence while maintaining ease of manufacture, making the compound much easier to handle industrially.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If the monohydrate polymorph form I is used, then the compound is stable and easier to handle, but the bioavailability is limited due to low water solubility

Engineering Contradiction:
ImprovestabilityVSAvoidwater solubility
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent addresses the bioavailability limitation by discovering polymorph form II, which has different crystal packing parameters that result in 1.47 times greater water solubility compared to form I. This parameter change in solubility directly improves bioavailability while the stability characteristic is maintained, resolving the contradiction between reliability and quantity of substance availability.

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 1.47 times greater solubility than the monohydrate form, enhancing bioavailability and stability, allowing for more versatile dosage forms and improved pharmaceutical formulations.

Implementation Method 1

A novel crystalline polymorph form II of ITF 2357 with enhanced water solubility is developed, characterized by specific PXRD, DSC, TGA, and FTIR profiles, obtained through crystallization techniques using various solvents

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP2528599B1Novel polymorph of the hydrochloride of the (4-hydroxycarbamoyl-phenyl)-carbamic acid (6-dimethylamino methyl-2-naphthalenyl) ester
Publication Date: 2014.05.21 CHEMI SPA
  • EP2528599B1 patent drawingFigure 1
  • EP2528599B1 patent drawingFigure 2
  • EP2528599B1 patent drawingFigure 3

AI summary

Herein described is a novel crystalline form of the hydrochloride of the (4- hydroxycarbamoyl-pheny3)-carbamic acid (6-dimethylamino methyl-2- naphtalenyl) ester. In particular, herein described is a polymorph of the hydrochloride of the (4- hydroxycarbamoyl-phenyl)-carbamic acid (6-dimethylamino methyl-2- naphtalenyl) ester, characterized by a Powder X Ray Diffraction spectrum as indicated in Figure 1, and/or by a DSC profile as indicated in figure 2, and/or by a TGA profile as indicated in figure 3 and/or by an IR spectrum as indicated in figure 4.