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Transdermal Therapeutic System for 5-Aminolevulinic Acid Hydrochloride

a technology of aminolevulinic acid and transdermal therapy, which is applied in the direction of dermatological disorders, drug compositions, peptide/protein ingredients, etc., can solve the problems of only comparatively poor penetration of aminolevulinic acid through human skin, and the death of corresponding cells, etc., to achieve adequate stickyness, easy to apply and remove, and good tolerated by skin

Inactive Publication Date: 2019-08-08
PHOTONAMIC GMBH & CO KG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0008]The aim of the present invention is to provide a transdermal therapeutic system, which as quickly as possible releases an adequate quantity of a substance into precancerous and cancerous lesions in order to then carry out the photodynamic therapy by means of irradiation. The transdermal therapeutic system should be well tolerated by the skin, be flexible and adequately sticky, even on regions that are less well accessible, such as the nasal bone or the outer ear. Furthermore, the transdermal therapeutic system should be stable, visually unobtrusive, easy to apply and remove again.

Problems solved by technology

The two systems have the drawback that the 5-aminolevulinic acid permeates through human skin only comparatively poorly.
As a result, the cells are sensitised to the subsequent treatment with light and reactive oxygen is produced (photodynamic effect), which ultimately leads to the death of the corresponding cells.

Method used

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  • Transdermal Therapeutic System for 5-Aminolevulinic Acid Hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0043]The transdermal therapeutic system produced contains the following constituents:

%(% by weight / % by weight)mg / PlasterActive ingredient:5-aminolevulinic19.710.2acid hydrochloridePolymera):DURO-TAK49.625.8387-2353Back layer:3M SCOTCHPAK ™30.716.01109Protective layer:polyethyleneb)59.0c)terephthalate layersiliconised on oneside (75 μm)a)in ethyl acetate and hexane, which are both virtually completely removed during the drying processb)is removed before applicationc)estimated

[0044]In relation to the polymer matrix, 28% by weight 5-aminolevulinic acid hydrochloride and 72% by weight DURO-TAK 387-2353 (polyacrylate without cross-linking agent) are accordingly present.

example 2

[0045]The composition of this example corresponds to Example 1, except that instead of DURO-TAK 387-2353, the same quantity of DURO-TAK 387-2052 (polyacrylate with cross-linking agent) was used.

example 4

[0047]The release rate was measured using the so-called “paddle over disc” method, as described in European Pharmacopoeia 6.0, 2.9.4. “dissolution test for transdermal patches”, January 2008: 20904, under the following conditions:

Apparatus used: paddle over disc

Release medium: citrate buffer pH 3.0

Volume of the release medium: 300 ml

Temperature: 32° C.±0.5° C.

[0048]Rotation frequency: 50 min−1

Sample removal time: 0.5 h, 2 h and 7 h

Sample volume: 10.0 ml

[0049]The results are shown in FIG. 1. Specifically, FIG. 1 is a graph showing released quantity 5-ALA [mg / patch] versus time [h] for Examples 1, 2, and 3. Example 1 is acrylate (non cross-linked), Example 2 is acrylate (cross-linked), and Example 3 is silicone (comparative).

[0050]The release rate of a transdermal therapeutic system according to Example 1 is higher than that according to Example 2. Both Example 1 and Example 2 exhibit a clearly faster release compared to comparative Example 3. Furthermore, the stability of the 5-amin...

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Abstract

The invention relates to a transdermal therapeutic system that includes a back layer that is impermeable to an active ingredient; a polymer matrix containing the active ingredient and a protective layer that can be pulled off. The active ingredient is 5-aminolevulinic acid hydrochloride and the basic polymer of the polymer matrix is an adhesive polyacrylate. The inventive transdermal therapeutic systems are suitable for diagnosing and treating preliminary stages of skin cancer, such as actinic keratosis, and oncological skin diseases.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This continuation application claims priority to U.S. patent application Ser. No. 14 / 240,810, filed Jun. 18, 2014 (allowed), which claims priority to PCT / EP2012 / 066541, filed Aug. 24, 2012, which further claims priority to its parent application, German Patent Application No. DE 10 2011 111 865.2, filed Aug. 31, 2011. U.S. patent application Ser. No. 14 / 240,810, International Application No. PCT / EP2012 / 066541, and German Patent Application No. DE 10 2011 111 865.2 are each hereby incorporated herein by reference in their entirety.FIELD OF THE INVENTION[0002]The present invention relates to a transdermal therapeutic system and a transdermal active ingredient-containing plaster for 5-aminolevulinic acid hydrochloride. It also relates to the use of a system of this type in photodynamic diagnostics and therapy.BACKGROUND OF THE INVENTION[0003]It is noted that citation or identification of any document in this application is not an admission t...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K9/70A61K31/197A61K31/195
CPCA61K9/7061A61K31/197A61K31/195A61P17/00A61P35/00A61K9/70
Inventor JUNG, TOBIASHORSTMANN, MICHAELHOFFMANN, GERD
Owner PHOTONAMIC GMBH & CO KG
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