Tricyclic Dibenzothiazepine Compounds Modulate CDKL5 Kinase Activity

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Solution Overview

Problem

Current treatments lack effective solutions for CDKL5 disorder, a neurodevelopmental disorder characterized by early-onset epileptic encephalopathy, motor rigidity, and impaired learning, with no clear relationship between mutation type or location and symptom severity, and existing compounds have not been evaluated for their effects on CDKL5 disorder.

Innovation Solution

Tricyclic dibenzothiazepine compounds, such as tianeptine and its metabolites, are administered to treat CDKL5 disorder by modulating CDKL5 kinase activity, affecting AMPA receptor subunit GluR2 expression and phosphorylation, thereby addressing motor deficits and other symptoms.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing compounds are used for treatment, then general neurodegenerative pathologies may be addressed, but CDKL5 disorder specifically remains untreated

Engineering Contradiction:
Improvetreatment effectiveness for CDKL5 disorderVSAvoidcompound applicability to different disorders
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of dibenzothiazepine compounds (Formula I) to create derivatives with optimized pharmacological properties for CDKL5 disorder treatment, while maintaining the core structural framework that provides general neuroprotective effects

Inventive Principle:
Principle #35Parameter changes

2Reliability

If CDKL5 kinase activity is modulated to improve neuronal function, then motor deficits are addressed, but potential off-target effects on other kinase substrates may occur

Engineering Contradiction:
Improvemotor function improvementVSAvoidoff-target kinase effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by designing compounds that target specific kinase activity patterns in neuronal tissues affected by CDKL5 disorder, particularly focusing on GluR2 phosphorylation at Ser880, while minimizing effects on other kinase substrates through selective molecular interactions

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP3356337B1Tricyclic dibenzothiazepine type compounds for use in the therapy of CDKL5 disorder
Publication Date: 2020.06.24 HEALX
  • EP3356337B1 patent drawingFigure 1A~1B
  • EP3356337B1 patent drawingFigure 2A~2B
  • EP3356337B1 patent drawingFigure 3

AI summary

Tricyclic dibenzothiazepine compounds for use in the treatment of CDKL5 disorder. Specifically, a compound of Formula I, or a pharmaceutically or veterinarily acceptable salt thereof, or a pharmaceutically or veterinarily acceptable solvate of either entity for use in the treatment of CDKL5 disorder in a mammal, wherein a compound of Formula I comprises: (i) formula 1 or a pharmaceutically or veterinarily acceptable salt thereof, or a pharmaceutically or veterinarily acceptable solvate of either entity, wherein: R1 and R3 each independently represent, at each occurrence when used herein, H or C1 to C5 alkyl; R2 represents halo; R4 and R5 each independently represent H; R6 represents -C(O)OR9; X represents CH2, O or S; R9 represents H or C1 to C5 alkyl; and, m is an integer from 1 to 6 inclusive.