Left-Handed Bicyclic Morpholine Salts for Low-Solubility Liver Drugs
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
Bicyclol, a drug used for treating hepatitis, has poor biological water solubility, leading to low bioavailability and the need for improved pharmacological activities and pharmacokinetic properties.
Innovation Solution
Development of left-handed bicyclic morpholine and its pharmaceutically acceptable salts, which are synthesized through specific chemical reactions and formulated into various dosage forms for administration, including oral, parenteral, and topical routes, to treat liver diseases.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If Bicyclol structure is used for treating liver diseases, then good liver protection and enzyme degradation effects are achieved, but biological water solubility is inferior leading to low bioavailability
Solution Approach 1:
The racemic mixture of bicyclic morpholine is segmented into enantiomers through chiral resolution, separating the left-handed (levorotatory) and right-handed (dextrorotatory) forms. This segmentation allows identification and isolation of the specific enantiomer with superior pharmacological properties and solubility characteristics.
Solution Approach 2:
The patent focuses on the asymmetric structure of bicyclic morpholine by resolving the racemate into enantiomers. The left-handed enantiomer exhibits superior anti-inflammatory and liver protective activities compared to the racemate and dextro enantiomer, demonstrating that asymmetric structural differentiation is key to improving both efficacy and solubility.
2Reliability
If racemate of bicyclic morpholine is used, then certain pharmacological activities are achieved, but left-handed enantiomer shows better anti-inflammatory and liver protection activities
Solution Approach 1:
Chiral resolving agents are used as intermediaries to separate the enantiomers of bicyclic morpholine. These agents form diastereomeric salts with the racemic mixture, which can then be separated by conventional methods such as crystallization or chromatography, enabling isolation of the pure left-handed enantiomer.
Solution Approach 2:
The patent optimizes various parameters in the chiral resolution process including solvent selection, temperature control, and pH adjustment to maximize the separation efficiency and yield of the left-handed enantiomer while minimizing process complexity.
Data Source
AI summary
The invention relates to the field of pharmaceutical chemistry, and it particularly relates to a left-handed bicyclic morpholine and a pharmaceutically acceptable salt thereof, a preparation method therefor, a pharmaceutical composition and use thereof in the preparation of medicaments for preventing and/or treating liver diseases and the like.