DE4032096C2 - Use of emulsifier-free emulsion polymers in pharmaceutical preparations with delayed release of the active ingredient - Google Patents
Use of emulsifier-free emulsion polymers in pharmaceutical preparations with delayed release of the active ingredientInfo
- Publication number
- DE4032096C2 DE4032096C2 DE19904032096 DE4032096A DE4032096C2 DE 4032096 C2 DE4032096 C2 DE 4032096C2 DE 19904032096 DE19904032096 DE 19904032096 DE 4032096 A DE4032096 A DE 4032096A DE 4032096 C2 DE4032096 C2 DE 4032096C2
- Authority
- DE
- Germany
- Prior art keywords
- emulsifier
- active ingredient
- emulsion polymers
- pharmaceutical preparations
- delayed release
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/14—Treatment of polymer emulsions
Description
Die vorliegende Erfindung betrifft die Verwendung von Emulgatoren befreiter Emulsionspolymerisate in pharmazeutischen Zubereitungen mit verzögerter Wirkstofffreigabe.The present invention relates to the use of emulsifiers liberated emulsion polymers in pharmaceutical preparations with delayed drug release.
Bestimmte Emulsionspolymerisate - wie z. B. - emulsionspolymerisierte Ester der Acrylsäure oder Methacrylsäure - sind in den vergangenen Jahren unverzichtbare Hilfsmittel bei der Herstellung von Pharmazeutika geworden, bei denen für einen Wirkstoff eine Darreichungssform mit verzögerter Wirkstofffreigabe angestrebt wird [H. Determann und R. Lotz, Pharmazeutische Industrie 32 (1970) 469].Certain emulsion polymers - such as B. - emulsion polymerized esters of acrylic acid or Methacrylic acid - are in the past few years indispensable tools in the production of Pharmaceuticals have become active ingredients a dosage form with delayed Drug release is sought [H. Determann and R. Lotz, Pharmaceutical Industry 32 (1970) 469].
Derartige Depotformen erlauben über einen längeren Zeitraum eine gleichbleibende Wirkstofffreisetzung und gestatten es somit, die Anzahl der täglich zu verabreichenden Arzneimittelgaben zu verringern und somit das Therapieschema zu vereinfachen.Such forms of custody allow for a longer one Period of constant drug release and thus allow the number of daily to reduce the amount of medication being administered and thus simplifying the therapy scheme.
Im Laufe der Entwicklung dieser Depotformen sind neben einer Vielzahl Tabletten und Kapseln u. a. auch wirkstoffhaltige Pflaster mit kontrollierter Wirkstofffreigabe beschrieben worden.In the course of developing these depot forms are next to a variety of tablets and capsules u. a. also active substance-containing plasters with controlled Drug release has been described.
Für die Herstellung derartiger Depotformen sind aus dem Stand der Technik ebenfalls zahlreiche Verfahren bekannt.For the production of such depot forms are from the State of the art also numerous processes known.
Zum Beispiel kann die Herstellung in der Weise erfolgen, daß man das Emulsionspolymerisat vom Suspensionsmittel befreit, das so isolierte Polymer mit dem Wirkstoff in einem geeigneten - organischen - Lösungsmittel löst, anschließend das Lösungsmittel abdampft und das feste wirkstoffhaltige Polyacrylat bei einer unter der Glastemperatur des Polymeren liegenden Temperatur vermahlt und das wirkstoffhaltige Polyacrylatpulver entweder unter Verwendung von Tablettierhilfsstoffen zu Tabletten oder in anderer Weise - beispielsweise durch Einbringen in Kapseln - verarbeitet.For example, the manufacture can be done in this way take place that the emulsion polymer from Suspending agent frees the polymer isolated in this way the active ingredient in a suitable - organic - Solvent dissolves, then the solvent evaporates and the solid active ingredient-containing polyacrylate one below the glass transition temperature of the polymer Grinded temperature and the active ingredient Polyacrylate powder using either Tableting aids to tablets or other Way - for example by placing in capsules - processed.
Auch die Herstellung von wirkstoffhaltigen Pflastern ist aus dem Stand der Technik bekannt; sie erfolgt in analoger Weise [s. Europäische Patentschrift 20 905].Also the production of plasters containing active ingredients is known from the prior art; it takes place in analogously [s. European Patent 20 905].
Für die Herstellung derartiger Zubereitungen geeignete Emulsionspolymere sind - wie schon eingangs erwähnt - Ester der Acryl- oder Methacrylsäure, wie z. B. die kommerziell verfügbaren Produkte mit der übergreifenden Produktbezeichnung Eudragit® der Fa. Röhm, Darmstadt.Suitable for the preparation of such preparations As already mentioned at the beginning, emulsion polymers are Esters of acrylic or methacrylic acid, such as. B. the commercially available products with the overarching Product name Eudragit® from Röhm, Darmstadt.
Derartige Emulsionspolymere werden in der Weise hergestellt, daß das wasserunlösliche Monomere mit Hilfe von Emulgatoren bzw. Tensiden in Wasser emulgiert wird und unter Anwendung üblicher Initiatoren die Polymerisation eingeleitet bzw. durchgeführt wird. Die bei dieser Art der Polymerisation anfallenden Polymerdispersionen sind in vielen Fällen direkt einsetzbar und in Form von Dispersionen verfügbar. Wirkstofffreigabesysteme, die auf der Basis von derartigen Emulsionspolymerisaten hergestellt wurden, weisen jedoch den Nachteil auf, daß die Freigaberate des Wirkstoffs von der thermischen Behandlung des Wirkstofffreigabesystems beim Herstellungsprozeß sowie von der Lagerung abhängen kann.Such emulsion polymers are in the way made that the water-insoluble monomer with Emulsified in water with the aid of emulsifiers or surfactants and using the usual initiators Polymerization is initiated or carried out. The in this type of polymerization In many cases, polymer dispersions are direct usable and available in the form of dispersions. Drug release systems based on such emulsion polymers were prepared have the disadvantage, however, that the release rate of the active ingredient from the thermal treatment of the Drug release system in the manufacturing process as well may depend on storage.
Zwar ist aus der EP 0274 741 ein Verfahren bekannt, das es auf dem Wege der Extraktion erlaubt, ein von Emulgatoren, Tensiden oder Hilfsstoffen befreites Emulsionspolymerisat zur Verfügung zu stellen, jedoch fanden derartig behandelte Polymere noch keinen Eingang in Wirkstofffreigabesysteme.A method is known from EP 0274 741, which is based on the Extraction allowed, one of emulsifiers, surfactants or To provide emulsion polymer-free emulsion materials, however, polymers treated in this way have not yet been incorporated into Drug release systems.
Es ist daher die Aufgabe der vorliegenden Erfindung Wirkstofffreigabesysteme auf der Basis von Emulsionspolymerisaten - insbesondere auf der Basis von Polyacrylsäureestern bzw. Polymethacrylsäureestern - zur Verfügung zu stellen, die die oben beschriebene Abhängigkeit nicht aufweisen und außerdem auch nach längerer Lagerzeit und unterschiedlichen Lagerungsbedingungen eine im wesentlichen identische Freigabecharakteristik besitzen.It is therefore the object of the present invention Drug release systems based on Emulsion polymers - especially based on Polyacrylic acid esters or polymethacrylic acid esters - to provide the one described above Not showing dependency and also after longer storage time and different Storage conditions are essentially identical Have release characteristics.
Überraschenderweise wurde nun gefunden, daß die Abhängigkeit der Freigaberate von der thermischen Vorbehandlung während des Herstellungsverfahrens, die im Freigabeverhalten von Wirkstofffreigabesystemen beobachtet werden konnten, auf die Anwesenheit des Emulgators zurückzuführen ist.Surprisingly, it has now been found that the Dependence of the release rate on the thermal Pretreatment during the manufacturing process, the in the release behavior of drug release systems could be observed on the presence of the Emulsifier.
Erfindungsgemäß werden die bei der Herstellung von Wirkstofffreigabesystemen eingesetzten Emulsionspolymere vom Emulgator befreit und daraus - mit an sich bekannten Verfahren - die entsprechenden emulgatorfreien Wirkstofffreigabesysteme hergestellt. According to the invention in the manufacture of Drug release systems used Emulsion polymers freed from the emulsifier and therefrom - with methods known per se - the corresponding emulsifier-free drug delivery systems.
Für das Entfernen des Emulgators bzw. der extrahierbaren Hilfsstoffe kommen mehrere Verfahren in Betracht. Prinzipiell wird das Emulsionspolymerisat mit einem Extraktionsmittel behandelt, in dem sich das Polymer selbst nicht löst.For removing the emulsifier or extractable excipients come in several processes Consideration. In principle, the emulsion polymer is used an extractant in which the Polymer itself does not dissolve.
Für die erfindungsgemäßen Extraktionsverfahren wird vorzugsweise Wasser eingesetzt.For the extraction process according to the invention preferably water used.
Es ist jedoch in Abhängigkeit von der Art des eingesetzten Polymeren - möglich jedes andere Lösungsmittel bzw. Lösungsmittelgemisch einzusetzen, in dem das Polymere selbst nicht löslich ist.However, it is dependent on the type of polymers used - possible any other Use solvent or solvent mixture in which the polymer itself is not soluble.
Zur Durchführung der Extraktion besteht zum einen die Möglichkeit, den Emulgator aus der handelsüblichen Emulsion durch Ausfällen des Polymers zu entfernen.On the one hand there is the procedure for performing the extraction Possibility to remove the emulsifier from the commercially available Remove the emulsion by precipitating the polymer.
Dies kann mittels üblicher Verfahren, wie z. B. durch Ausfällen mit einem geeigneten Lösungsmittel oder einer Säure, durch Aussalzen, Ausfrieren oder Extraktion erreicht werden.This can be done using conventional methods such. B. by Precipitation with a suitable solvent or Acid, by salting out, freezing out or extraction can be achieved.
Eine weitere Möglichkeit besteht darin, den Emulgator bzw. den/die Hilfsstoffe - nach Abtrennen des Dispersionsmittels - aus dem Polymer zu entfernen. Dazu bieten sich beispielsweise folgende Verfahren an:Another option is to use the emulsifier or the auxiliary material (s) - after removing the Dispersant - to be removed from the polymer. To For example, the following methods are available:
Gleichgewichtsextraktion, Soxleth-Verfahren, Säulenextraktion oder Dialyse.Equilibrium extraction, Soxleth method, Column extraction or dialysis.
Alternativ sind andere Trennverfahren - wie z. B. die Zentrifugation geeignet. Alternatively, other separation methods - such as. B. the Suitable for centrifugation.
Bevorzugt wird die Extraktion des getrockneten Acrylats (Eudragit NE 30 D®).The extraction of the dried acrylate is preferred (Eudragit NE 30 D®).
Dabei wird das getrocknete Acrylat in einer geeigneten Apparatur zerkleinert bzw. gemahlen und mit Wasser, das ständig erneuert wird, extrahiert. Bevorzugt wird der Emulgator durch Ausfrieren des entsprechenden Emulsionspolymeren und anschließendes Auftauen sowie Waschen mit einem geeigneten Lösungsmittel - vorzugsweise Wasser - entfernt.The dried acrylate is in a suitable Equipment crushed or ground and with water that is constantly renewed, extracted. The is preferred Emulsifier by freezing the corresponding one Emulsion polymers and subsequent thawing as well Washing with a suitable solvent - preferably water - removed.
Die Herstellung der Wirkstofffreigabesysteme ist - wie schon erwähnt - aus dem Stand der Technik bekannt und u. a. in der Deutschen Offenlegungsschrift 33 14 003 sowie in der Europäischen Patentschrift 0 086 997, auf die hiermit inhaltlich Bezug genommen wird, beschrieben.The manufacture of the drug delivery systems is - how already mentioned - known from the prior art and u. a. in German Offenlegungsschrift 33 14 003 as well as in European Patent 0 086 997 which is hereby incorporated by reference.
Als Trägermaterial sind neben den eingangs erwähnten Polymeren auch solche Polymere geeignet, die sich nach dem Emulsionspolymerisationsverfahren herstellen lassen, wie z. B. PVC, Polylactide, Polystyrol, Polyvinylacetat, Polybutadien, Polyacrylnitril, Polyvinylpyrriolidon, Polyvinylester, Polyvinylether und deren Copolymere. Bevorzugt sind Polymere auf der Basis von Estern der Acryl- und/oder der Methacrylsäure.In addition to those mentioned at the beginning, the carrier material is Polymers are also suitable for those polymers which are based on the emulsion polymerization process leave, such as B. PVC, polylactide, polystyrene, Polyvinyl acetate, polybutadiene, polyacrylonitrile, Polyvinyl pyrriolidone, polyvinyl ester, polyvinyl ether and their copolymers. Polymers are preferred on the Basis of esters of acrylic and / or Methacrylic acid.
Besonderes bevorzugt sind emulsionspolymerisierte Copolymerisate von Methyl- und/oder Ethylestern der Acryl- und Methacrylsäure.Emulsion-polymerized are particularly preferred Copolymers of methyl and / or ethyl esters Acrylic and methacrylic acid.
Claims (1)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19904032096 DE4032096C2 (en) | 1990-10-10 | 1990-10-10 | Use of emulsifier-free emulsion polymers in pharmaceutical preparations with delayed release of the active ingredient |
CA002053005A CA2053005A1 (en) | 1990-10-10 | 1991-10-08 | Emulsifier-free emulsion polymers |
ES91117171T ES2084747T3 (en) | 1990-10-10 | 1991-10-09 | EMULSION POLYMERS RELEASED FROM EMULSIONANTS IN PHARMACEUTICAL PREPARATIONS WITH DELAYED RELEASE OF THE ACTIVE SUBSTANCE, AND THEIR PREPARATION. |
EP91117171A EP0480391B1 (en) | 1990-10-10 | 1991-10-09 | Emulsion-free emulsion polymers in sustained-release pharmaceutical compositions and their production |
DE59107240T DE59107240D1 (en) | 1990-10-10 | 1991-10-09 | Emulsifier-free emulsion polymers in pharmaceutical preparations with delayed release of active ingredients and their production |
DK91117171.8T DK0480391T3 (en) | 1990-10-10 | 1991-10-09 | Emulsifier-free emulsion polymers, their preparation and their use in extended-release pharmaceutical preparations |
AT91117171T ATE132877T1 (en) | 1990-10-10 | 1991-10-09 | EMULGATOR-FREE EMULSION POLYMERS IN PHARMACEUTICAL PREPARATIONS WITH DELAYED RELEASE OF ACTIVE INGREDIENTS AND THEIR PRODUCTION |
JP3263782A JPH04264019A (en) | 1990-10-10 | 1991-10-11 | Emulsified polymer containing no emulsion manufacture thereof and preparation of active substance gradual release medicine containing the same |
GR960400183T GR3018795T3 (en) | 1990-10-10 | 1996-01-25 | Emulsion-free emulsion polymers in sustained-release pharmaceutical compositions and their production |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19904032096 DE4032096C2 (en) | 1990-10-10 | 1990-10-10 | Use of emulsifier-free emulsion polymers in pharmaceutical preparations with delayed release of the active ingredient |
DE4042479 | 1990-10-10 |
Publications (2)
Publication Number | Publication Date |
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DE4032096A1 DE4032096A1 (en) | 1992-04-23 |
DE4032096C2 true DE4032096C2 (en) | 1995-03-30 |
Family
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Application Number | Title | Priority Date | Filing Date |
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DE19904032096 Expired - Fee Related DE4032096C2 (en) | 1990-10-10 | 1990-10-10 | Use of emulsifier-free emulsion polymers in pharmaceutical preparations with delayed release of the active ingredient |
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DE (1) | DE4032096C2 (en) |
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US9433437B2 (en) | 2013-03-15 | 2016-09-06 | Acclarent, Inc. | Apparatus and method for treatment of ethmoid sinusitis |
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