Novel Indazole Compounds for Glucose-Dependent Insulin Secretion

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Solution Overview

Problem

Current diabetes treatments, particularly insulin therapy, face challenges such as limited administration routes, constant glycemic level control, local allergic reactions, and side effects like hypoglycemia, hepatotoxicity, and gastrointestinal issues, necessitating the development of novel compounds that induce glucose-dependent insulin release without basal glucose secretion.

Innovation Solution

Development of novel indazole compounds, specifically 5-Chloro-3-(4,5-dihydro-1H-imidazol-2-yl)-1H-indazole and its derivatives, which are synthesized through a process involving isatin conversion to indazole carboxylic acid, subsequent amide formation, cyano compound generation, and reaction with diamines, offering insulinotropic activity and glucose-dependent insulin secretion.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If insulin therapy is used to treat diabetes, then blood glucose levels can be controlled, but it causes local allergic reactions, hypoglycemia, and requires constant glycemic level control

Engineering Contradiction:
Improveblood glucose controlVSAvoidlocal allergic reactions and hypoglycemia
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical parameters by developing novel indazole compounds with specific molecular structures (Formula I) that modify the insulin secretion mechanism. These compounds induce glucose-dependent insulin release, changing the pharmacological parameter from constant insulin action to glucose-responsive insulin secretion, thereby reducing hypoglycemia risk while maintaining glucose control efficacy

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The indazole compounds act as intermediary substances that mediate between glucose levels and insulin secretion. They do not directly provide insulin but rather stimulate the pancreas to release insulin in response to glucose, creating an indirect pathway that mimics physiological insulin secretion and reduces adverse effects associated with direct insulin administration

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If conventional diabetes treatments are used, then glycemic control can be achieved, but they cause side effects like hepatotoxicity and gastrointestinal issues

Engineering Contradiction:
Improveglycemic controlVSAvoidhepatotoxicity and gastrointestinal issues
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent introduces new chemical compounds with distinct molecular structures (indazole core with specific substituents) that change the pharmacokinetic and pharmacodynamic parameters. These structural changes result in a favorable safety profile by avoiding metabolic pathways that cause hepatotoxicity and gastrointestinal irritation associated with conventional antidiabetic drugs

Inventive Principle:
Principle #35Parameter changes

3Reliability

If insulin therapy is administered, then diabetes symptoms can be managed, but it requires parenteral administration and constant monitoring

Engineering Contradiction:
Improvediabetes managementVSAvoidadministration route and monitoring frequency
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The indazole compounds serve as oral mediators that facilitate endogenous insulin secretion. By taking oral tablets rather than parenteral insulin, patients eliminate the need for injections and continuous monitoring. The compounds work as intermediaries to trigger natural insulin release in response to meals, simplifying the treatment regimen while maintaining effective glycemic control

Inventive Principle:
Principle #24Intermediary (Mediator)

Data Source

PatentEP3027605B1Novel indazole compounds and a process for the preparation thereof
Publication Date: 2017.11.08 SHANTANI PROTEOME ANALYTICS PVT
  • EP3027605B1 patent drawingFigure 1a~1c
  • EP3027605B1 patent drawingFigure 2a~2b
  • EP3027605B1 patent drawingFigure 3a~3b

AI summary

The patent discloses novel indazole compounds of general formula1 and analogues thereof, use thereof for the treatment of diabetes, diabetic complications, cardiovascular dysfuntion or related diseases, pharmaceutical compositions comprising them and processes for their preparation.