Relacorilant Softgel Composition for Excipient Compatibility

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Solution Overview

Problem

Many heteroaryl-ketone fused azadecalin compounds are difficult to formulate into stable and bioavailable pharmaceutical compositions due to poor solubility, incompatibility with excipients, and instability, leading to unsuitable formulations for therapeutic use.

Innovation Solution

Development of formulations containing relacorilant (R)-(1-(4-fluorophenyl)-6-((1-methyl-1H-pyrazol-4-yl)sulfonyl)-4,4a,5,6,7,8-hexahydro-1H-pyrazolo[3,4-g]isoquinolin-4a-yl)(4-(trifluoromethyl)pyridin-2-yl)methanone with 18-22% relacorilant, 56-64% lauroyl polyoxyl glyceride, and 18-22% propylene glycol monocaprylate, optionally with antioxidants, encapsulated in softgel capsules for improved stability and bioavailability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If heteroaryl-ketone fused azadecalin compounds are formulated for therapeutic administration, then therapeutic activity is achieved, but solubility and bioavailability are poor

Engineering Contradiction:
Improvetherapeutic activityVSAvoidsolubility
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent uses solubilizing agents and formulation excipients as intermediaries to bridge the hydrophobic relacorilant compound and the aqueous biological environment. These intermediaries enable the compound to be administered orally while maintaining its therapeutic GR antagonistic activity, resolving the contradiction between therapeutic efficacy and solubility.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If heteroaryl-ketone fused azadecalin compounds are formulated for therapeutic administration, then therapeutic activity is achieved, but stability is poor

Engineering Contradiction:
Improvetherapeutic activityVSAvoidchemical stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies preliminary stabilization measures by formulating relacorilant with protective excipients and optimizing the formulation composition before administration. This preliminary action prevents degradation during storage and administration, ensuring the compound remains stable and maintains its therapeutic activity throughout the treatment process.

Inventive Principle:
Principle #10Preliminary action

3Reliability

If heteroaryl-ketone fused azadecalin compounds are formulated for therapeutic administration, then therapeutic activity is achieved, but compatibility with excipients is poor

Engineering Contradiction:
Improvetherapeutic activityVSAvoidcompatibility
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent systematically evaluates and optimizes formulation parameters including excipient selection, concentration ratios, and formulation composition to achieve compatibility between relacorilant and formulation ingredients. By adjusting these parameters, the formulation achieves both therapeutic efficacy and compatibility with necessary excipients for stable formulation.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3897589B1Pharmaceutical formulations containing relacorilant, a heteroaryl-ketone fused azadecalin compound
Publication Date: 2025.12.03 CORCEPT THERAPEUTICS INC
  • EP3897589B1 patent drawingFigure 1
  • EP3897589B1 patent drawingFigure 2
  • EP3897589B1 patent drawingFigure 3

AI summary

Disclosed herein are novel formulations containing relacorilant ((R)-(1-(4-fluorophenyl)-6-((1-methyl-1H-pyrazol-4-yl)sulfonyl)-4,4a,5,6,7,8-hexahydro-1H-pyrazolo[3,4-g]isoquinolin-4a-yl)(4-(trifluoromethyl)pyridin-2-yl)methanone) that are suitable for administration, including oral administration, to patients suffering from disorders amenable to treatment by glucocorticoid receptor modulators (GRMs). Single unit dosage forms comprise softgel capsules containing these formulations. Such softgel capsules may contain, e.g., relacorilant formulations containing 25 milligrams (mg), 50 mg, 100 mg, 200 mg, 300 mg, 400 mg, 500 mg, or other amounts of relacorilant. These novel formulations and single unit dosage forms may be used to treat diseases and disorders including Cushing's syndrome, Cushing's Disease, and other disorders.