Heterocyclic Salt Crystal Forms for 15-PGDH Inhibitor Druggability

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Solution Overview

Problem

Existing heterocyclic compounds with 15-PGDH inhibitory activity lack suitable salt forms and solid forms that enhance druggability and other properties.

Innovation Solution

Development of crystal forms and pharmaceutically acceptable salts of heterocyclic compounds, such as those represented by formula I-3A and I-3B, with specific acid and solvent ratios, along with detailed characterization through X-ray powder diffraction, differential scanning calorimetry, and thermogravimetric analysis.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If heterocyclic compounds with 15-PGDH inhibitory activity are developed, then biological activity is achieved, but suitable salt forms and solid forms for improved druggability are lacking

Engineering Contradiction:
Improvebiological activityVSAvoiddruggability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies parameter changes by developing multiple salt forms (hydrochloride, phosphate, fumarate, L-tartrate, L-malate, p-toluenesulfonate, methanesulfonate, benzenesulfonate, oxalate) and solvate forms of the heterocyclic compound. Each salt form represents a different chemical parameter variation that improves druggability while maintaining the core biological activity of the parent compound

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite material structures by forming salts between the heterocyclic compound and various acids, as well as creating solvates with different solvents. These composite forms combine the active pharmaceutical ingredient with counterions or solvent molecules to achieve improved physical and chemical properties for drug development

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If crystal forms and salts are developed with specific acid and solvent ratios, then pharmaceutical properties are enhanced, but characterization complexity increases

Engineering Contradiction:
Improvepharmaceutical propertiesVSAvoidcharacterization complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent performs preliminary characterization actions by establishing detailed X-ray powder diffraction patterns, differential scanning calorimetry curves, and thermogravimetric analysis data for each crystal form and salt before proceeding to drug development. This preliminary characterization prevents future complications by fully understanding the physical and chemical properties of each form

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent replaces complex manual characterization processes with standardized instrumental analysis methods including X-ray powder diffraction, differential scanning calorimetry, and thermogravimetric analysis. These instrumental methods provide objective, reproducible data that simplifies the characterization process compared to traditional manual techniques

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

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 developed crystal forms and salts improve the druggability and stability of the heterocyclic compounds, providing enhanced pharmaceutical properties.

Implementation Method 1

X-ray powder diffraction patterns (XRPD) using Cu-Kα radiation

Methodology Applied
Scientific EffectX-ray diffraction: X-Ray

Implementation Method 2

X-ray powder diffraction patterns (XRPD) using Cu-Kα radiation and expressed by 2θ angles comprising diffraction peaks

Methodology Applied
Scientific EffectBragg diffraction: Bragg Diffraction

Implementation Method 3

differential scanning calorimetry (DSC) curves

Methodology Applied
Scientific EffectCalorimetry: Calorimetry

Implementation Method 4

thermogravimetric analysis (TGA) curves

Methodology Applied
Scientific EffectThermogravimetric analysis:

Data Source

PatentEP4711372A1Crystal form of heterocyclic compound, salt thereof, crystal form of salt thereof, and use
Publication Date: 2026.03.18 HUBEI BIO PHARMACEUTICAL INDUSTRIAL TECHNOLOGICAL INSTITUTE INC
  • EP4711372A1 patent drawingFigure 1~2
  • EP4711372A1 patent drawingFigure 3~4
  • EP4711372A1 patent drawingFigure 5~6

AI summary

Disclosed in the present invention are a crystal form of a heterocyclic compound, a salt thereof, a crystal form of the salt thereof, and a use. Disclosed in the present invention are a pharmaceutically acceptable salt of a heterocyclic compound or a solvate thereof, wherein the heterocyclic compound is a compound represented by formula I-3A and/or a compound represented by formula I-3B. The crystal form of a heterocyclic compound, the salt thereof, and the crystal form of the salt thereof disclosed in the present invention can be used for drug preparation, and have wide application prospects.