CBDA Ester Pharmaceutical Compositions for Stable Therapeutic Use

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Solution Overview

Problem

Existing cannabinoid compounds, such as CBDA, are unstable and lack effective therapeutic applications beyond their precursor role, limiting their utility in treating various diseases and disorders.

Innovation Solution

Development of cannabinoid acid ester compounds, particularly CBDA esters, which are more stable and provide a range of therapeutic benefits including treating joint diseases, skin disorders, gastrointestinal issues, uterine-related disorders, and metabolic conditions through pharmaceutical compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If cannabinoid acid compounds (CBDA) are used as precursors, then they can be converted to CBD, but they lack therapeutic applications and are unstable

Engineering Contradiction:
ImprovestabilityVSAvoidtherapeutic applications
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of CBDA through esterification at the carboxylic acid group, creating CBDA esters with improved stability while maintaining therapeutic activity. This chemical modification changes the physical and chemical parameters of the molecule to resolve the instability issue while preserving biological function

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite chemical structures by combining CBDA with ester groups (methyl, ethyl, propyl, butyl esters), forming new compounds that integrate the stability benefits of ester groups with the therapeutic properties of CBDA, thereby achieving both stability and therapeutic versatility

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If CBDA is used directly, then it serves as a precursor to CBD, but it lacks effective therapeutic applications beyond precursor role

Engineering Contradiction:
Improvetherapeutic applicationsVSAvoidstability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

By esterifying the carboxylic acid group of CBDA, the patent changes the chemical parameters to improve stability while maintaining the core therapeutic structure, enabling the compound to serve both as a stable molecule and as a therapeutic agent with multiple applications

Inventive Principle:
Principle #35Parameter changes

3Reliability

If cannabinoid acid esters are synthesized, then stability and therapeutic efficacy are improved, but synthesis complexity increases

Engineering Contradiction:
ImprovestabilityVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The synthesis process is segmented into distinct steps: activation of the carboxylic acid group, esterification with alcohol, and purification. This segmentation makes the complex synthesis more manageable and scalable for pharmaceutical production

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses intermediate compounds in the synthesis pathway, such as activated esters or acid chlorides, as mediators to facilitate the esterification process, making the overall synthesis more efficient and controllable

Inventive Principle:
Principle #24Intermediary (Mediator)

Data Source

PatentUS12403114B2Cannabinoid acid ester compositions and uses thereof
Publication Date: 2025.09.02 EPM (IP) INC
  • US12403114B2 patent drawing
  • US12403114B2 patent drawing
  • US12403114B2 patent drawing

AI summary

The present disclosure provides pharmaceutical compositions including a cannabinoid acid ester compound alone or in combination with one or more additional cannabinoid compounds. In some embodiments, the cannabinoid acid ester compound is a cannabidiolic acid ester. A variety of therapeutic applications in which the cannabinoid acid ester compounds and pharmaceutical compositions find use are also provided, including combination therapies using cannabinoid acid ester compounds and one or more additional therapeutic agents.