Nitrilated Psilocybin Derivatives for Reduced Side Effects

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Solution Overview

Problem

Current psilocybin compounds, despite their therapeutic potential, often cause adverse side effects such as panic attacks and psychotic states due to their low toxicity, necessitating the development of improved formulations.

Innovation Solution

The development of nitrilated psilocybin derivatives, specifically compounds with a nitrile group substitution, which are designed to enhance therapeutic efficacy while minimizing adverse effects, through chemical synthesis or biosynthetic methods using psilocybin biosynthetic enzyme complements.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If psilocybin is used as a therapeutic compound, then therapeutic potential is improved, but adverse side effects such as panic attacks and psychotic states occur

Engineering Contradiction:
Improvetherapeutic efficacyVSAvoidadverse side effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of psilocybin by introducing nitrile groups at specific positions (R2, R5, R6, or R7) to change the pharmacological parameters of the compound. This structural modification alters the binding affinity and receptor interaction, thereby improving therapeutic efficacy while reducing adverse side effects such as panic attacks and psychotic states.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite chemical structures by combining psilocybin core structure with nitrile functional groups. These nitrilated psilocybin derivatives represent composite molecules that integrate the beneficial properties of psilocybin with the pharmacological effects of nitrile groups, achieving a balance between therapeutic benefits and reduced harm.

Inventive Principle:
Principle #40Composite materials

2Reliability

If nitrile groups are introduced into psilocybin structure, then therapeutic efficacy is enhanced, but manufacturing complexity increases

Engineering Contradiction:
Improvetherapeutic efficacyVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs preliminary action by using psilocybin biosynthetic enzyme complements to pre-form the nitrilated psilocybin derivatives through biological synthesis rather than complex multi-step chemical synthesis. This approach simplifies the manufacturing process by utilizing enzymatic pathways that can be directed to produce the desired nitrile-substituted compounds directly.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent replaces traditional mechanical chemical synthesis methods with biosynthetic enzymatic processes. By using psilocybin biosynthetic enzyme complements, the complex chemical transformations required to introduce nitrile groups are performed through biological catalysis, thereby reducing synthesis complexity and improving scalability.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Ease of operation

If psilocybin is used for recreational purposes, then psychoactive effects are achieved, but toxicity and adverse effects occur

Engineering Contradiction:
Improvepsychoactive effectVSAvoidtoxicity
Core Design Contradiction:
Ease of operationVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the pharmacological parameters of psilocybin by introducing nitrile groups that alter the compound's binding characteristics and metabolic profile. These parameter changes result in reduced toxicity while maintaining or enhancing the desired psychoactive effects, making the compound safer for both therapeutic and recreational use.

Inventive Principle:
Principle #35Parameter changes

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 nitrilated psilocybin derivatives offer improved pharmacological properties, potentially reducing side effects and enhancing therapeutic outcomes for psychiatric disorders, with formulations suitable for both pharmaceutical and recreational use.

Implementation Method 1

The nitrilated psilocybin derivatives interact with serotonin receptors (5-HT2A and 5-HT1A) to modulate neuronal signaling and produce psychoactive effects

Methodology Applied
Scientific EffectReceptor binding:

Data Source

PatentUS11931338B2Nitrilated psilocybin derivatives and methods of using
Publication Date: 2024.03.19 ENVERIC BIOSCIENCES CANADA INC
  • US11931338B2 patent drawing
  • US11931338B2 patent drawing
  • US11931338B2 patent drawing

AI summary

Disclosed are novel nitrilated psilocybin derivative compounds and pharmaceutical and recreational drug formulations containing the same. The compounds may be produced by reacting a reactant psilocybin derivative with a nitrile-group containing compound.