Cannabinoid Derivative Isolation via Chromatographic Segmentation

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Solution Overview

Problem

Current methods for using cannabis for medical purposes, such as smoking, face challenges including the presence of carcinogens and toxins, difficulty in maintaining proper dosing, and low bioavailability of cannabinoids, while also struggling to isolate individual cannabinoids at high purity levels for therapeutic use.

Innovation Solution

Development of novel ligands for cannabinoid receptors, represented by compounds of a specific formula, which can act as therapeutics to modulate the activity of CB1, CB2, and other receptors, potentially treating a wide range of diseases with improved safety and efficacy.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If smoking cannabis is used for medical purposes, then cannabinoids are delivered to patients, but carcinogens and toxins are introduced into the body

Engineering Contradiction:
Improvedelivery methodVSAvoidcarcinogens and toxins
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and isolates individual cannabinoids from the complex cannabis plant matrix through chromatographic separation methods. This extraction process removes the desired cannabinoid compounds while leaving behind the harmful carcinogens and toxins in the plant material, allowing delivery of pure therapeutic agents without the associated harmful factors.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs chromatographic media and separation techniques as intermediary systems between the cannabis plant and the patient. These intermediaries selectively bind and separate cannabinoids from other plant constituents, enabling the delivery of therapeutic compounds while filtering out harmful substances through the intermediary separation process.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If smoking cannabis is used for medical purposes, then cannabinoids are delivered to patients, but dosing control becomes difficult

Engineering Contradiction:
Improvedelivery methodVSAvoiddosing control
Core Design Contradiction:
Ease of manufactureVSMeasurement precision

Solution Approach 1:

The patent segments the complex cannabinoid mixture into individual, isolated compounds through chromatographic separation. Each cannabinoid can be precisely quantified and dosed as a separate entity, enabling accurate measurement and control of therapeutic doses without the variability inherent in whole-plant extracts or smoked material.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent changes the physical and chemical parameters of cannabinoid delivery from inhalation of combusted plant material to administration of purified compounds in controlled formulations. This parameter change enables precise dosing through standardized concentrations and delivery mechanisms, eliminating the dosing variability associated with smoking.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If smoking cannabis is used for medical purposes, then cannabinoids are delivered to patients, but bioavailability of target compounds is low

Engineering Contradiction:
Improvedelivery methodVSAvoidbioavailability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent extracts pure cannabinoids from the plant matrix, removing barriers to absorption present in whole-plant material. The isolated compounds can be formulated in delivery systems optimized for specific routes of administration, significantly improving bioavailability compared to smoking where combustion and plant matter interfere with compound delivery.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the delivery parameters from combustion-based inhalation to controlled administration of purified compounds. This may include formulation in carriers, use of different administration routes, and optimization of compound stability, all of which improve the reliability and bioavailability of target compounds compared to smoking.

Inventive Principle:
Principle #35Parameter changes

4Quantity of substance

If extraction processes are used to isolate cannabinoids, then individual cannabinoids can be obtained, but high purity levels are difficult to achieve

Engineering Contradiction:
Improvecannabinoid isolationVSAvoidpurity level
Core Design Contradiction:
Quantity of substanceVSManufacturing precision

Solution Approach 1:

The patent applies segmented chromatographic separation where the complex cannabinoid mixture is divided into multiple fractions through sequential elution. Each fraction contains increasingly purified individual cannabinoids, with purity levels enhanced through multiple separation stages and selective elution conditions that resolve closely related compounds.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs dynamic chromatographic conditions where flow rates, solvent compositions, and temperature are adjusted during the separation process to optimize resolution. These dynamic parameter changes enable high purity isolation of individual cannabinoids that have similar chemical properties and would be difficult to separate under static conditions.

Inventive Principle:
Principle #15Dynamics

Data Source

PatentUS12012373B2Cannabinoid derivatives
Publication Date: 2024.06.18 CANOPY GROWTH CORP
  • US12012373B2 patent drawing
  • US12012373B2 patent drawing
  • US12012373B2 patent drawing

AI summary

This disclosure relates to cannabinoid derivatives having the structure of formula (I), pharmaceutical compositions comprising them, and methods of using the cannabinoid derivatives in treating or preventing a diseases associated with a cannabinoid receptor in subject in need thereof, wherein the cannabinoid receptor is one or more of CB1, CB2, 5HT1A, 5HT2A, GPR18, GPR55, GPR119, TRPV1, TRPV2, PPARγ or a μ-opioid receptor.