MXPA01007867A - Method for producing film-type dosage forms. - Google Patents
Method for producing film-type dosage forms.Info
- Publication number
- MXPA01007867A MXPA01007867A MXPA01007867A MXPA01007867A MXPA01007867A MX PA01007867 A MXPA01007867 A MX PA01007867A MX PA01007867 A MXPA01007867 A MX PA01007867A MX PA01007867 A MXPA01007867 A MX PA01007867A MX PA01007867 A MXPA01007867 A MX PA01007867A
- Authority
- MX
- Mexico
- Prior art keywords
- drying
- laminar
- relative humidity
- dosage forms
- substrate
- Prior art date
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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
- A23L27/79—Fixation, conservation, or encapsulation of flavouring agents in the form of films
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P20/00—Coating of foodstuffs; Coatings therefor; Making laminated, multi-layered, stuffed or hollow foodstuffs
- A23P20/20—Making of laminated, multi-layered, stuffed or hollow foodstuffs, e.g. by wrapping in preformed edible dough sheets or in edible food containers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
-
- 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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7007—Drug-containing films, membranes or sheets
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Polymers & Plastics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Manufacturing & Machinery (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Biomedical Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Physiology (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Medicinal Preparation (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Laminated Bodies (AREA)
- Cosmetics (AREA)
- General Preparation And Processing Of Foods (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Wrappers (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Abstract
The invention relates to a method for producing film-type dosage forms by applying a coating of a spreadable mass containing a solvent on a substrate and drying. The invention is characterised in that the drying process is carried out in a first drying phase between 30 and 50 °C, in a second drying phase between 35 and 80 °C and in a third drying phase between 25 and 50 °C.
Description
METHOD FOR THE MANUFACTURE OF LAMINARIAN ADMINISTRATION FORMS
The present invention relates to laminar administration forms, for use as cosmetic, pharmaceutical or food-based products.
The use of flat administration forms for the buccal area and for the mucous membranes of the mouth is known. For example, the document US 3 444 858 (Russell, 1969) already describes strips for medical uses, based on gelatinous material.
In EP 0 216 762, there is presented a water soluble film, based on starch, gelatin, glycerin or sorbitol, which is coated using a roller coating method. It is mentioned therein that these dosage forms can also be manufactured for chemical reagents, aromatic substances and the like.
In EP 0 460 588, a formulation suitable, in principle, for the manufacture of these laminar systems is described. In said writing, considerable advantages are seen in the following composition: 20 to 60% by weight of the smoke substance, 2 to 40% of the gelling substance, 0.1 to 35% by weight of the active ingredient (here: aromatic substance) and 40% by weight. % by weight at most of an inert charge.
DE 36 30 603 considers that it is particularly advantageous to configure the dosage form
* on a support material (separation sheet), which can be extracted in doses. • 5 The writings US 4 128 445 and 4 197 289 (Sturzenegger, 1978) address possible technical solutions in loading with active ingredients.
For laminar systems containing medicaments, advantages are also seen in a two-layer structure, constituted by a layer that can be swollen in water and a water-insoluble barrier sheet (US Pat. No. 5,047,244).
Some hydrophilic smoke-forming agents, in particular pullulan and other glucans, as well as cellulose derivatives have, in the production of such films, a defective crosslinking on the customary coating media. The consequence of this may be a
20 premature or difficult removal of the substrate, as well as uneven thickness of the resulting sheet. As a remedy, the document US 4 562 020 recommends the use of a substrate that circulates in loops in the process, based on homopolar, heat-stable polymers that, within the process,
25 constantly undergoes a surface corona treatment and, thus, always has a cross-linked polar surface, which offers sufficient safety. It works at drying temperatures between 40 and 110 ° C; in the examples, temperatures between 60 and
30 85 ° C.
The disadvantage is presented by the aromatic sheets manufactured on the laminar substrates described, due to their smoothness on both sides. These products are only suitable, with limitations, to be further elaborated and used in piles formed by cutting of sheets. These piles of pieces or sheet cuttings, which are usually offered to the consumer in appropriate dosages, tend to stick together, making it difficult to remove them safely. Because these laminar administration forms tend, as a consequence of their low weight per unit area (usually about 10 to 80 g / m2), to be statically loaded, and likewise the surfaces can be displaced one from the other. the other, to facilitate further extraction, this aspect is annoying, not only in the use but also in the technology of processes.
A third requirement, which the process has to satisfy, is to avoid the aromatic losses due to heat, in case of maximum speed of the process, but in this aspect there is no indication in the state of the art.
Taking into account the requirements not solved up to now in the state of the art, what the present invention intends is to offer a method for the manufacture of active substance supports, of surface structure, which allow an exact and reproducible coating quality, which prevents the finished final lamellae from sticking together in the stack and which can be obtained by avoiding the disadvantage of the aromatic sheets manufactured on the laminar substrates described , due to its smoothness on both sides. These products are only suitable, with limitations, to be further elaborated and used in piles formed by cutting of sheets. These piles of pieces or sheet cuttings, which are usually offered to the consumer in appropriate dosages, tend to stick together, making it difficult to remove them safely. Because these laminar administration forms tend, as a consequence of their low weight per unit area (usually about 10 to 80 g / m2), to be statically loaded, and likewise the surfaces can be displaced one from the other. the other, to facilitate further extraction, this aspect is annoying, not only in the use but also in the technology of processes.
A third requirement, which the process has to satisfy, is to avoid the aromatic losses due to heat, in case of maximum speed of the process, but in this aspect there is no indication in the state of the art.
Taking into account the previously unresolved requirements in the state of the art, what the present invention intends is to offer a method for the manufacture of supports of active principle, of surface structure, which allow an exact and reproducible coating quality, which prevent the finished final laminar elements from sticking together in the pile and that can be obtained by avoiding contamination and a too high thermal load, with a high speed of the process.
This problem is solved, according to the present invention, by making a circulation with warm air (30-50 ° C) after the coating of the solution of hydrophilic polymers with the addition of active principles and other auxiliary substances, after which slightly increases the temperature (35-80 ° C), proceeding finally to a reconditioning phase at 25-50 ° C. The speed of the process is suitably adjusted so that in each case a relative humidity of the substrate (equivalent moisture or equivalent humidity of the air) of 50-75% relative humidity, preferably 60-68% relative humidity, is maintained.
By using rough surface substrates, preferably thermoplastics based on polypropylene, polyethylene, polyethylene terephthalate, polycarbonate and laminates of these polymers, preferably, particularly paper coated with polyethylene, the manufactured pieces of sheet are effectively prevented from sticking together, later on the stack.
The method according to the invention can be applied in any form of products of surface (flat) structure, for example for use as medicaments, foods or cosmetics, which can be manufactured in a coating process based on a mass liquefied by means of solvents , in particular water, containing solid hydrophilic vehicles and optionally, other components.
These hydrophilic vehicles can be polymers, such as starch and its derivatives, Agar-Agar, gelatin, cellulose and cellulose derivatives, alginic acid, galactomannan, carrageenan moss, other permitted vegetable gums, pullulan and other glucans, dextran, homomers and copolymers of polyvinyl pyrrolidone, polyvinyl alcohol or polyacrylic acid. The polyvinyl alcohol used is preferably a partially hydrogenated form, in which from 1 to 20%, preferably approximately 12% of the hydroxyl groups have been replaced by acetyl groups.
The method according to the invention is particularly suitable in the case of problematic masses, which contain high proportions of pullulan, carrageenan or cellulose esters.
Hydrophilic additions of low molecular weight can also be used as structure generators; they usually meet the specific objectives of the application. Suitable among others are: sugar, sugar alcohols, sugar substitutes, organic acids, polyethylene glycol.
They may also contain solid substances which, due to their low solubility, do not form a molecular-dispersed mixture or a solution in the basic material. Suitable substances are for example: carbonates, phosphates, silicates or sulfates of alkaline earth metals, zinc oxide, titanium dioxide or other pigments, talc, lactose, cyclodextrin or starch and starch derivatives, provided that they form in the product final a phase of its own, solid, dispersed.
The previous relationship is given as an example and the technician can complete it with known substances of similar functions.
The active components can be, for example, medical or cosmetic active ingredients, dietary food additives, dyes or diagnostic products. The process according to the invention can be used in particular with aromatic substances that are difficult to process due to their volatility. The aromatic substances usable with the present invention are essentially: ethereal oils
(volatile distillates, insoluble in water, of aromatic plant components), and other volatile aromatic substances, which have limited miscibility with water. For example, it can be mentioned here: phenylethanol, as a component of rose aroma, menthol, eucalyptol (cineole), camphene and pinene in fresh aromatics of the mint type, aromatic substances that whet the appetite (spice aromas) as for example n -butylphthalide or cineol, and also aromatic substances for medical purposes, such as essence of eucalyptus and thyme, metilsalicilato, turpentine and chamomile essence.
The essences and aromas that are used as additives for food and prefabricated food additives constitute a very broad field. Mention may be made here of the so-called fruit ethers and also other aromatic products such as ethyl vanilla,
a ^? k ír.aSk.3i? i.? iy? í-x? ázxl? .. ^ ... l zA.- jtÜMBhm ..... j ».-» »MujlBí-» a? ^ "_ ja.« fcA »fa.- methylcoumarin, citronella essence or also acetic acid -n-butyl-ester. The additives of surfactants can improve the regularity of distribution of the aromatic droplets.
It may be advantageous, in particular cases, to apply one or more layers of the same or different composition to achieve particular surface or tensile properties.
The mass is obtained for example by spreading, kneading or by slow digestion of the solid components in the solvent (usually water but also for example ethanol, acetone and other compatible, physiologically acceptable solvents and their mixtures). They are added to this phase, provided they are contained in the quantities indicated in the recipe, stirring slowly, the quantities of aromatic substance, previously weighed and other liquid, lipophilic additives.
It has proven to be very advantageous, in order to achieve the objectives of the invention, relating to a more uniform quality, to homogenize the dough before coating, using a rapid homogenizer.
In the process according to the invention, the dough is applied on a substrate, extending with a brush or with the spatula or by an extrusion process, and is dried in a drying channel constituted by at least three zones, whose temperature can be regulate independently.
The substrate can be constituted, in principle, by substrates known and used by the specialist such as, for example, polyethylene-terephthalate, polyethylene, polypropylene, polycarbonate, polyurethane. Laminates of these substances are also used with other polymers, paper, glass fibers and other structure generators, to increase the resistance to breakage. To regulate surface adhesion, measures such as siliconization, fluorination, acid treatment or corona treatment may be useful, although in each case it will be necessary to determine if it is physiologically compatible for the intended application.
Particular advantages are obtained according to the invention, when the surface facing the coating mass does not have a smooth contour, but a dull and in any case rough surface. The roughness depth can range between 0.1: m and approximately 10: m, preferably between 0.5 and 3: m. Preferably, the microscopic fine structure has round reliefs, which further reduce sliding friction.
The object of the invention is usually attained by making the drying take place at a temperature, firstly increasing, as very heavy in the last zone and then again reduced by 10 ° C. The speed of the process must be adjusted so that a product with an air humidity equivalent to 50-75% relative humidity is obtained, preferably
60-68% relative humidity.
The products obtained under these process conditions were found to have surface stability, to be flexible and resistant to breakage and of great tenacity. The surfaces originated practically do not present cold flow and therefore they do have in principle stability of form. The sheet can be removed from the base without appreciable distension, and continue to be processed separately.
The equivalent humidity of the air is calculated as follows: a strip of freshly finished product of approximately 0.1 m2 of superfluous material is quickly folded with rubber gloves.
It is placed in a wide-necked glass bottle, whose lid has a hole, so that the measuring head of a hygrometer can be inserted. After approximately one minute, depending on the device model, the measured value can be read.
The further processing is carried out by longitudinal cutting in stamping machines or simply by transversal cutting. The manufactured sheet products preferably have a thickness between 20 and 300: m; its size can preferably be from 0.5 to 12 cm2. The subsequent packaging can be carried out individually or in stacks, as for example in sealable bags or dose dispensers.
CLAIMS OF THE PATENT
Claims (1)
- Method for the manufacture of laminar administration forms, by coating and drying a dough, which contains solvents and can be spread on a substrate, which is characterized in that the drying is carried out until a relative humidity of the substrate is reached (humidity equivalent of air) of 50-75% relative humidity, preferably 60-68% relative humidity. Method according to claim 1, characterized in that the laminar product contains aromatic substances. Method according to claim 1 or 2, characterized in that the laminar product contains pullulan as the main component. Method according to one or more of the preceding claims, characterized in that the drying of the laminate takes place in the first third time of the drying phase, between 30 and 50 ° C, in the second third between 35 and 80 ° C, and in the last third between 25 and 50 ° C. Method according to one or more of the preceding claims, characterized in that the sheet product is made on a rough surface material. Method according to claim 5, characterized by the fact that a paper coated with polyethylene is used as a rough surface material.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19905801A DE19905801B4 (en) | 1999-02-12 | 1999-02-12 | Process for the preparation of film-shaped dosage forms |
PCT/EP2000/000739 WO2000047190A2 (en) | 1999-02-12 | 2000-01-31 | Method for producing film-type dosage forms |
Publications (1)
Publication Number | Publication Date |
---|---|
MXPA01007867A true MXPA01007867A (en) | 2002-07-02 |
Family
ID=7897244
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MXPA01007867A MXPA01007867A (en) | 1999-02-12 | 2000-01-31 | Method for producing film-type dosage forms. |
Country Status (22)
Country | Link |
---|---|
EP (1) | EP1150663A2 (en) |
JP (1) | JP2002536402A (en) |
KR (1) | KR100620068B1 (en) |
CN (1) | CN1147293C (en) |
AR (1) | AR022580A1 (en) |
AU (1) | AU777898B2 (en) |
BR (1) | BR0009962B1 (en) |
CA (1) | CA2362756C (en) |
CZ (1) | CZ301872B6 (en) |
DE (1) | DE19905801B4 (en) |
HK (1) | HK1039069A1 (en) |
HU (1) | HUP0202877A2 (en) |
IL (2) | IL144767A0 (en) |
MX (1) | MXPA01007867A (en) |
NO (1) | NO20013892D0 (en) |
NZ (1) | NZ513465A (en) |
PL (1) | PL202678B1 (en) |
RU (1) | RU2226389C2 (en) |
TR (1) | TR200102056T2 (en) |
TW (1) | TWI254725B (en) |
WO (1) | WO2000047190A2 (en) |
ZA (1) | ZA200106580B (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10114509A1 (en) * | 2001-03-23 | 2002-10-02 | Haarmann & Reimer Gmbh | Production of encapsulated product fixed to surface, by applying mixture of film-forming polymer, core material (especially fragrance or aroma) and organic solvent to surface and drying |
JP2005513140A (en) * | 2001-12-11 | 2005-05-12 | セアプロ インク | Cereal β-glucan composition, preparation method and use thereof |
PT2663294E (en) | 2011-01-11 | 2016-01-25 | Capsugel Belgium Nv | New hard capsules comprising pullulan |
CN110678555B (en) | 2017-04-14 | 2023-10-13 | 比利时胶囊公司 | Method for preparing pullulan |
AU2018251256B2 (en) | 2017-04-14 | 2023-10-05 | Capsugel Belgium Nv | Pullulan capsules |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6055039A (en) * | 1983-09-07 | 1985-03-29 | Mitsubishi Acetate Co Ltd | Water-soluble polysaccharide film |
DE3333240A1 (en) * | 1983-09-12 | 1985-03-28 | Schering AG, 1000 Berlin und 4709 Bergkamen | MEDIUM FOR TRANSDERMAL APPLICATION OF MEDICINAL PRODUCTS |
JPH0744940B2 (en) * | 1986-12-24 | 1995-05-17 | ライオン株式会社 | Base material for oral application |
DE3827561C1 (en) * | 1988-08-13 | 1989-12-28 | Lts Lohmann Therapie-Systeme Gmbh & Co Kg, 5450 Neuwied, De | |
US5656297A (en) * | 1992-03-12 | 1997-08-12 | Alkermes Controlled Therapeutics, Incorporated | Modulated release from biocompatible polymers |
DE19652257A1 (en) * | 1996-12-16 | 1998-06-18 | Lohmann Therapie Syst Lts | Individually dosed, film-like dosage form that quickly disintegrates on contact with liquid and contains active ingredients and especially flavorings |
-
1999
- 1999-02-12 DE DE19905801A patent/DE19905801B4/en not_active Expired - Fee Related
-
2000
- 2000-01-27 TW TW089101364A patent/TWI254725B/en not_active IP Right Cessation
- 2000-01-31 EP EP00909123A patent/EP1150663A2/en not_active Ceased
- 2000-01-31 CZ CZ20012900A patent/CZ301872B6/en not_active IP Right Cessation
- 2000-01-31 IL IL14476700A patent/IL144767A0/en active IP Right Grant
- 2000-01-31 CA CA002362756A patent/CA2362756C/en not_active Expired - Fee Related
- 2000-01-31 HU HU0202877A patent/HUP0202877A2/en unknown
- 2000-01-31 PL PL349857A patent/PL202678B1/en unknown
- 2000-01-31 MX MXPA01007867A patent/MXPA01007867A/en not_active IP Right Cessation
- 2000-01-31 TR TR2001/02056T patent/TR200102056T2/en unknown
- 2000-01-31 KR KR1020017010143A patent/KR100620068B1/en not_active IP Right Cessation
- 2000-01-31 CN CNB008028656A patent/CN1147293C/en not_active Expired - Fee Related
- 2000-01-31 AU AU31514/00A patent/AU777898B2/en not_active Ceased
- 2000-01-31 RU RU2001118268/15A patent/RU2226389C2/en not_active IP Right Cessation
- 2000-01-31 BR BRPI0009962-7A patent/BR0009962B1/en not_active IP Right Cessation
- 2000-01-31 WO PCT/EP2000/000739 patent/WO2000047190A2/en not_active Application Discontinuation
- 2000-01-31 JP JP2000598143A patent/JP2002536402A/en active Pending
- 2000-01-31 NZ NZ513465A patent/NZ513465A/en not_active IP Right Cessation
- 2000-02-11 AR ARP000100610A patent/AR022580A1/en active IP Right Grant
-
2001
- 2001-08-07 IL IL144767A patent/IL144767A/en not_active IP Right Cessation
- 2001-08-09 NO NO20013892A patent/NO20013892D0/en not_active Application Discontinuation
- 2001-08-10 ZA ZA200106580A patent/ZA200106580B/en unknown
-
2002
- 2002-01-31 HK HK02100760.6A patent/HK1039069A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
CZ301872B6 (en) | 2010-07-14 |
KR20010102050A (en) | 2001-11-15 |
IL144767A0 (en) | 2002-06-30 |
JP2002536402A (en) | 2002-10-29 |
AR022580A1 (en) | 2002-09-04 |
CN1147293C (en) | 2004-04-28 |
CN1336820A (en) | 2002-02-20 |
HUP0202877A2 (en) | 2003-03-28 |
DE19905801B4 (en) | 2008-03-13 |
NZ513465A (en) | 2003-05-30 |
EP1150663A2 (en) | 2001-11-07 |
HK1039069A1 (en) | 2002-04-12 |
DE19905801A1 (en) | 2000-08-17 |
CZ20012900A3 (en) | 2002-01-16 |
WO2000047190A2 (en) | 2000-08-17 |
NO20013892L (en) | 2001-08-09 |
PL202678B1 (en) | 2009-07-31 |
AU3151400A (en) | 2000-08-29 |
IL144767A (en) | 2006-08-20 |
KR100620068B1 (en) | 2006-09-05 |
CA2362756C (en) | 2009-11-24 |
WO2000047190A3 (en) | 2000-12-14 |
BR0009962A (en) | 2002-04-16 |
ZA200106580B (en) | 2002-02-14 |
NO20013892D0 (en) | 2001-08-09 |
PL349857A1 (en) | 2002-09-23 |
AU777898B2 (en) | 2004-11-04 |
TWI254725B (en) | 2006-05-11 |
CA2362756A1 (en) | 2000-08-17 |
BR0009962B1 (en) | 2014-07-29 |
RU2226389C2 (en) | 2004-04-10 |
TR200102056T2 (en) | 2001-11-21 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG | Grant or registration | ||
MM | Annulment or lapse due to non-payment of fees |