Gemfibrozil Salt Solubility in Artificial Saliva
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
Gemfibrozil has poor solubility in aqueous solutions, limiting its absorption and bioavailability due to its long hydrophobic alkyl-benzene backbone, which is poorly soluble in water but more soluble in organic solvents, leading to reduced efficacy in oral administration.
Innovation Solution
A gemfibrozil salt is formed by dissolving the free form of gemfibrozil in a solvent and adding a pharmaceutically acceptable salt former such as ethanolamine, L-arginine, or L-lysine, resulting in increased solubility in aqueous solutions, specifically achieving solubilities of approximately 247 mg/mL, 336 mg/mL, or 501 mg/mL in artificial saliva.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If free form gemfibrozil is used for oral administration, then the drug can be administered orally, but its poor solubility in aqueous solutions reduces absorption and bioavailability
Solution Approach 1:
The patent changes the chemical form of gemfibrozil from free acid to salt forms (sodium, potassium, calcium, magnesium salts), which fundamentally alters the solubility parameter. The salt forms exhibit significantly improved aqueous solubility compared to the free acid form, directly resolving the contradiction between oral administrability and poor solubility
Solution Approach 2:
The patent introduces pharmaceutically acceptable salts as intermediary compounds. These salt forms act as mediators that maintain the therapeutic activity of gemfibrozil while improving its aqueous solubility properties, enabling better absorption and bioavailability without sacrificing the original drug's efficacy
2Productivity
If free form gemfibrozil is administered orally, then oral administration is possible, but dissolution rate is limited by poor solubility under acidic conditions
Solution Approach 1:
The patent modifies the chemical parameters of gemfibrozil by converting it to salt forms with different solubility characteristics. The salt forms show improved dissolution rates in acidic gastric conditions compared to the free acid form, directly addressing the contradiction between oral administrability and dissolution rate
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 gemfibrozil salt exhibits significantly improved solubility and bioavailability, allowing for rapid dissolution and enhanced absorption, addressing the limitations of the free form gemfibrozil, particularly in acidic conditions of the gastrointestinal tract.
Implementation Method 1
adding a pharmaceutically acceptable salt former. The pharmaceutically acceptable salt former is at least one salt former selected from the group consisting of ethanolamine, L-arginine, and L-lysine
Data Source
AI summary
A gemfibrozil salt and composition thereof comprising a gemfibrozil salt having a solubility greater than at least that of free-form gemfibrozil in artificial saliva. A method of making a gemfibrozil salt by combining a free form of gemfibrozil with a pharmacologically acceptable salt former. A pharmaceutical composition and a method of treating a patient in need thereof with a gemfibrozil salt.