Sodium Salt Crystal Forms for Stable HIV Integrase Inhibitors

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

The emergence of drug-resistant strains of integrase inhibitors for HIV treatment necessitates the development of highly stable and effective integrase inhibitors that can overcome resistance while maintaining low toxicity.

Innovation Solution

The development of sodium salt crystal forms A and B of an HIV integrase inhibitor molecule, characterized by specific X-ray powder diffraction peaks and thermal stability, is achieved through crystallization using sodium hydroxide in various organic solvents, enhancing stability, solubility, and hygroscopicity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If new integrase inhibitors are developed to overcome drug-resistant strains, then antiviral efficacy against resistant strains is improved, but drug stability and formulation properties may deteriorate

Engineering Contradiction:
Improveantiviral efficacy against resistant strainsVSAvoiddrug stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by converting the compound to its sodium salt form, which fundamentally alters the chemical parameters (pKa, solubility, hygroscopicity) of the molecule. This transformation maintains antiviral efficacy against resistant strains while significantly improving storage stability and formulation properties, directly resolving the contradiction between efficacy and stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite crystalline structure by forming sodium salt crystals with specific polymorphic forms (Crystal Form A and Crystal Form B). These composite crystal structures incorporate the active pharmaceutical ingredient in a stable lattice arrangement, enhancing overall drug stability while preserving the biological activity needed to combat resistant strains.

Inventive Principle:
Principle #40Composite materials

2Reliability

If integrase inhibitors are used to treat HIV, then antiviral efficacy is improved, but drug resistance develops over time

Engineering Contradiction:
Improveantiviral efficacyVSAvoiddrug resistance
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

By transforming the compound to sodium salt form with modified physicochemical parameters, the patent creates a derivative that maintains high binding affinity to integrase enzyme while presenting a novel molecular profile to the virus. This parameter change helps prevent resistance development by altering the drug's interaction characteristics with the viral target.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If compound is converted to sodium salt form, then solubility and stability are improved, but manufacturing complexity increases

Engineering Contradiction:
Improvesolubility and stabilityVSAvoidmanufacturing complexity
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent utilizes phase transition principles by controlling the crystallization process to form specific polymorphic forms (Crystal Form A or B) of the sodium salt. By manipulating crystallization conditions (solvent selection, temperature, pH), the patent achieves controlled phase transitions that yield stable, soluble crystal forms with defined manufacturing protocols, balancing improved properties with manufacturability.

Inventive Principle:
Principle #36Phase transitions

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 sodium salt crystal forms exhibit high stability, solubility, and low hygroscopicity, making them suitable for pharmaceutical compositions to treat HIV infections, with improved drug processing and formulation properties.

Implementation Method 1

The development of sodium salt crystal forms A and B of an HIV integrase inhibitor molecule, characterized by specific X-ray powder diffraction peaks and thermal stability, is achieved through crystallization using sodium hydroxide

Methodology Applied
Scientific EffectNeutralization reaction: Chemical Bonding

Implementation Method 2

the sodium salt crystal form A has the following X-ray powder diffraction characteristic peaks (2 θ angle): 15.587 °± 0.2 °, 9.107 °± 0.2 °, 24.121 °± 0.2 °, 7.806 °± 0.2 °, 20.828 °± 0.2 °

Methodology Applied
Scientific EffectX-ray diffraction: X-Ray

Implementation Method 3

the sodium salt crystal form A has the following X-ray powder diffraction characteristic peaks (2 θ angle)

Methodology Applied
Scientific EffectDiffraction: Diffraction

Implementation Method 4

The development of sodium salt crystal forms A and B of an HIV integrase inhibitor molecule, characterized by specific X-ray powder diffraction peaks and thermal stability, is achieved through crystallization using sodium hydroxide

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP4729522A1Crystal forms of sodium salt of polycyclic carbamoylpyridone derivative, and preparation method therefor and use thereof
Publication Date: 2026.04.22 JIANGSU AIDEA PHARMACEUTICAL CO LTD
  • EP4729522A1 patent drawingFigure 1~2
  • EP4729522A1 patent drawingFigure 3~4
  • EP4729522A1 patent drawingFigure 5~6

AI summary

Provided in the present invention are crystal forms of the sodium salt of an HIV-1 integrase inhibitor molecule. Specifically, provided in the invention are crystal form A and crystal form B of the sodium salt of a compound as shown in formula 1. The crystal forms of the present invention can be used for preventing and/or treating diseases related to HIV infections and selectively inhibiting the activity of HIV integrase.