Caspofungin Diacetate Formulation Stabilization via Carbonate Buffering

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Solution Overview

Problem

Caspofungin compositions are highly unstable, leading to the formation of degradation products and impurities during storage, which affects their stability and shelf life, despite previous attempts to address these issues with different buffering agents and excipients.

Innovation Solution

A pharmaceutical composition comprising caspofungin or its pharmaceutically acceptable salt, along with a buffering agent selected from carbonic acid, bicarbonate, carbon dioxide, or carbonate, which stabilizes the formulation, reducing the formation of impurities and maintaining stability during storage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If traditional buffering agents (tartrate, acetate) are used in caspofungin compositions, then the composition can be prepared and stored, but degradation products and impurities form rapidly, reducing stability

Engineering Contradiction:
Improvestability of caspofungin compositionVSAvoidformation of degradation products and impurities
Core Design Contradiction:
Stability of the object's compositionVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the buffering agent from traditional options (tartrate, acetate) to a carbonate-based buffer system (sodium carbonate/bicarbonate). This parameter change in the buffer chemistry fundamentally alters the pH control mechanism and reduces catalytic activity toward caspofungin degradation, thereby improving stability while minimizing impurity formation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a simple, inexpensive carbonate buffer system that can be easily prepared and disposed of, replacing complex traditional buffers. The carbonate system provides effective pH control without requiring sophisticated stabilization mechanisms, achieving cost-effective stability improvement

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Ease of operation

If caspofungin compositions are prepared for reconstitution prior to administration, then they can be administered parenterally, but the compound is highly unstable resulting in formation of various degradation products

Engineering Contradiction:
Improveease of parenteral administrationVSAvoidstability during storage and preparation
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent prepares the caspofungin composition in a stable lyophilized form with the carbonate buffer system already incorporated. This preliminary action ensures that the drug is stabilized before administration, and the buffer system remains effective throughout storage and reconstitution, preventing degradation while maintaining ease of parenteral administration

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The carbonate buffer system acts as an intermediary that mediates between the caspofungin molecule and the aqueous environment. It controls pH and ionic conditions to prevent hydrolysis and degradation, enabling stable storage and easy reconstitution without compromising reliability

Inventive Principle:
Principle #24Intermediary (Mediator)

3Strength

If buffer systems are used to prepare caspofungin compositions, then pH control is achieved, but the buffer system may increase degradation product formation during preparation and storage

Engineering Contradiction:
ImprovepH control capabilityVSAvoiddegradation product formation
Core Design Contradiction:
StrengthVSObject-generated harmful factors

Solution Approach 1:

The patent changes the buffer chemistry from carboxylate-based (acetate, tartrate) to carbonate-based buffering. This parameter change provides effective pH control through the carbonate equilibrium system while eliminating the catalytic degradation pathways associated with traditional buffers, thus maintaining pH control capability without increasing degradation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potential harm of buffer-induced degradation into a benefit by selecting a carbonate buffer system that provides pH control while actually protecting against degradation. The carbonate system's unique chemistry transforms what could be a harmful interaction into a protective effect, reducing impurity formation while maintaining pH stability

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 composition achieves a low percentage of total impurities and maintains stability for an extended period, allowing for easy reconstitution and sterile storage, with a lyophilized form that is clear and free of insoluble matter after reconstitution.

Implementation Method 1

bubbling with 0.03-0.06 equivalents of carbon dioxide until the pH was 4.0-4.5

Methodology Applied
Scientific EffectCarbon dioxide dissolution and carbonic acid formation:

Implementation Method 2

a buffering agent selected from the group consisting of carbonic acid, bicarbonate, carbon dioxide, carbonate

Methodology Applied
Scientific EffectBuffering action:

Implementation Method 3

freezing the solution obtained in step (iv)

Methodology Applied
Scientific EffectFreezing: Freezing

Implementation Method 4

freeze drying the frozen solution obtained in step (v)

Methodology Applied
Scientific EffectFreeze drying: Freeze Drying

Data Source

PatentEP3054924B1Stable pharmaceutical formulations of caspofungin
Publication Date: 2020.11.25 GALENICUM HEALTH
  • EP3054924B1 patent drawingFigure 1
  • EP3054924B1 patent drawing

AI summary

The present invention relates to a stable pharmaceutical composition comprising caspofungin diacetate and a buffering agent, to a process for the manufacture of said pharmaceutical composition as well as to its use in the treatment of fungal Infections.