Daptomycin Lyophilized Powder Reconstitution Stability

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Solution Overview

Problem

Current daptomycin formulations for parenteral administration have slow reconstitution times and limited chemical stability, which affects their efficacy and shelf life, especially under varying storage conditions.

Innovation Solution

The development of solid daptomycin compositions that are lyophilized from an aqueous solution with a pH adjusted to 6.5-7.5, often incorporating non-reducing sugars like sucrose or glycine, to enhance reconstitution speed and chemical stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If daptomycin is formulated in conventional lyophilized form, then chemical stability is maintained, but reconstitution time is slow

Engineering Contradiction:
Improvereconstitution speedVSAvoidreconstitution time
Core Design Contradiction:
SpeedVSLoss of time

Solution Approach 1:

The patent adjusts the pH of the aqueous solution to a specific range (pH 6.5-7.5) before lyophilization, which fundamentally changes the chemical environment and physical properties of the daptomycin formulation. This parameter change enables the formation of a lyophilized cake structure that reconstitutes rapidly while maintaining chemical stability, directly resolving the contradiction between reconstitution speed and stability.

Inventive Principle:
Principle #35Parameter changes

2Speed

If pH is adjusted to 6.5-7.5 before lyophilization, then reconstitution speed increases, but chemical stability may be compromised

Engineering Contradiction:
Improvereconstitution speedVSAvoiddaptomycin chemical stability
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The patent carefully controls the pH parameter within a specific range (6.5-7.5) that optimizes both reconstitution speed and chemical stability. This precise parameter control allows the formulation to achieve rapid reconstitution while preventing degradation, resolving the contradiction between speed and stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent incorporates excipients that act as intermediaries to protect daptomycin from degradation at the optimized pH level. These excipients stabilize the molecule during storage and prevent hydrolysis or other degradation pathways, enabling both fast reconstitution and maintained chemical stability.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of manufacture

If conventional lyophilization is used without pH optimization, then manufacturing is simpler, but reconstitution time increases

Engineering Contradiction:
Improvelyophilization process simplicityVSAvoidreconstitution time
Core Design Contradiction:
Ease of manufactureVSLoss of time

Solution Approach 1:

The patent introduces pH adjustment as a controlled parameter in the lyophilization process. While this adds a step to the manufacturing process, it significantly reduces reconstitution time from hours to minutes. The benefit of rapid reconstitution outweighs the moderate increase in manufacturing complexity, resolving the contradiction between ease of manufacture and reconstitution time.

Inventive Principle:
Principle #35Parameter changes

4Adaptability or versatility

If storage conditions are varied, then adaptability increases, but chemical stability decreases

Engineering Contradiction:
Improvestorage condition flexibilityVSAvoiddaptomycin chemical stability
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The optimized pH formulation (pH 6.5-7.5) creates a more robust chemical environment that is less sensitive to variations in storage conditions. This parameter optimization provides a buffer against pH shifts that might occur during storage, allowing greater flexibility in storage conditions while maintaining chemical stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The formulation includes excipients and pH buffers that provide protective cushioning against environmental stresses before they can cause degradation. This preemptive protection allows the formulation to withstand varied storage conditions without compromising daptomycin stability, resolving the contradiction between adaptability and stability.

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

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

These compositions reconstitute rapidly in aqueous diluents within minutes and exhibit significantly improved chemical stability, maintaining high daptomycin purity over time, even under stressful storage conditions.

Implementation Method 1

The present invention relates to solid lipopeptide compositions for reconstitution in aqueous diluent to form pharmaceutical compositions. The lipopeptide compositions are prepared by converting a pharmaceutically acceptable aqueous solution including the lipopeptide into the solid lipopeptide composition (e.g., by lyophilization, spray drying or the like).

Methodology Applied
Scientific EffectFreeze drying: Freeze Drying

Data Source

PatentEP2504353B2Lipopeptide compositions and related methods
Publication Date: 2023.09.13 CUBIST PHARMACEUTICALS INC
  • EP2504353B2 patent drawingFigure 1
  • EP2504353B2 patent drawingFigure 2
  • EP2504353B2 patent drawingFigure 3

AI summary

The present disclosure provides novel powder daptomycin formulations which have improved chemical stability and faster reconstitution times when in the solid state. Some examples of the compositions comprise daptomycin and sucrose.