Salts and solid forms of (S)-3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione and compositions comprising and methods of using the same

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Solution Overview

Problem

Current cancer therapies and treatments for diseases associated with undesired angiogenesis are plagued by significant side effects, toxicity, and drug resistance, making them ineffective or refractory in many cases.

Innovation Solution

Development of salts and solid forms of a compound of formula (I) or its stereoisomers, which can be used to create pharmaceutical compositions that effectively treat, prevent, and manage various disorders by controlling angiogenesis or inhibiting cytokine production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional cancer therapies are used, then tumor cells can be eradicated, but significant side effects and toxicity occur

Engineering Contradiction:
Improvecancer treatment effectivenessVSAvoidside effects and toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the therapeutic agent by developing novel salt forms and solid forms of compound (I). These parameter changes in molecular structure and physical state improve the drug's pharmacokinetic properties, reducing toxicity while maintaining anti-cancer effectiveness through optimized solubility, stability, and bioavailability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite pharmaceutical compositions by combining compound (I) with various pharmaceutically acceptable salts, excipients, and formulation components. These composite materials provide improved therapeutic index by separating the anti-cancer activity from toxic side effects through optimized formulation design

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional chemotherapeutic agents are administered, then neoplastic cells can be inhibited, but drug resistance develops

Engineering Contradiction:
Improvechemotherapy efficacyVSAvoiddrug resistance
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent introduces parameter changes in the chemical structure through salt formation and solid form development, creating novel derivatives with improved biological properties. These structural modifications enable the compound to overcome drug resistance mechanisms by altering molecular recognition, transport, and metabolic pathways while maintaining target engagement

Inventive Principle:
Principle #35Parameter changes

3Reliability

If surgery is performed to remove neoplastic tissue, then cancer can be treated, but the procedure may be contraindicated due to patient health or age

Engineering Contradiction:
Improvecancer treatment outcomeVSAvoidtreatment accessibility
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent replaces mechanical surgical intervention with chemical therapy using compound (I) and its salts. This substitution allows treatment of patients who are not surgical candidates due to health constraints or advanced age, providing a non-invasive alternative that achieves similar therapeutic outcomes through pharmacological rather than mechanical means

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

4Reliability

If radiation therapy is applied, then neoplastic tissue can be targeted, but serious side effects are elicited

Engineering Contradiction:
Improvetumor controlVSAvoidradiation side effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces physical radiation therapy with chemical compound (I) administration. This substitution achieves tumor control through biochemical mechanisms rather than ionizing radiation, thereby eliminating radiation-induced side effects while maintaining therapeutic efficacy against neoplastic cells

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

Data Source

PatentUS12343346B2Salts and solid forms of (S)-3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione and compositions comprising and methods of using the same
Publication Date: 2025.07.01 CELGENE CORP
  • US12343346B2 patent drawing
  • US12343346B2 patent drawing
  • US12343346B2 patent drawing

AI summary

Salts and solid forms of 3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione, or a stereoisomer thereof, are disclosed. Compositions comprising and methos of using the salts and solid forms are also disclosed.