WO2002003967A1 - Composition de revetement filmogene a base de derives de cellulose et d'alcools de sucres - Google Patents

Composition de revetement filmogene a base de derives de cellulose et d'alcools de sucres Download PDF

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Publication number
WO2002003967A1
WO2002003967A1 PCT/IB2001/001168 IB0101168W WO0203967A1 WO 2002003967 A1 WO2002003967 A1 WO 2002003967A1 IB 0101168 W IB0101168 W IB 0101168W WO 0203967 A1 WO0203967 A1 WO 0203967A1
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WO
WIPO (PCT)
Prior art keywords
film
coating composition
weight
coating
composition
Prior art date
Application number
PCT/IB2001/001168
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English (en)
Inventor
Johannes Respondek
Original Assignee
Societe D'exploitation De Produits Pour Les Industries Chimiques (S.E.P.P.I.C.)
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Societe D'exploitation De Produits Pour Les Industries Chimiques (S.E.P.P.I.C.) filed Critical Societe D'exploitation De Produits Pour Les Industries Chimiques (S.E.P.P.I.C.)
Priority to AU2001267765A priority Critical patent/AU2001267765A1/en
Publication of WO2002003967A1 publication Critical patent/WO2002003967A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
    • C09D101/08—Cellulose derivatives
    • 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
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A23L29/206—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
    • A23L29/262—Cellulose; Derivatives thereof, e.g. ethers
    • 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
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
    • A23L29/37—Sugar alcohols
    • 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
    • A23P20/10—Coating with edible coatings, e.g. with oils or fats
    • A23P20/105—Coating with compositions containing vegetable or microbial fermentation gums, e.g. cellulose or derivatives; Coating with edible polymers, e.g. polyvinyalcohol
    • 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
    • A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806—Coating materials
    • A61K9/282—Organic compounds, e.g. fats
    • A61K9/2826—Sugars or sugar alcohols, e.g. sucrose; Derivatives thereof
    • 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
    • A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806—Coating materials
    • A61K9/2833—Organic macromolecular compounds
    • A61K9/286—Polysaccharides, e.g. gums; Cyclodextrin
    • A61K9/2866—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
    • C09D101/08—Cellulose derivatives
    • C09D101/26—Cellulose ethers
    • C09D101/28—Alkyl ethers
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • Film-coating composition based on cellulose derivatives and sugar alcohols
  • the invention relates to a film-coating composition based on cellulose derivatives and sugar alcohols with which it is possible in particular to produce coatings or colorings in the sector of pharmaceuticals, foodstuffs and agricultural products.
  • Film formers are used, for example, for coating (also called “enveloping") solid pharmaceutical forms (e.g. tablets, capsules), foodstuffs (e.g. chewing gum, breakfast cereals), agricultural products (e.g. seed, fruits) and the like.
  • a substrate onto which a film coating is applied is also referred to hereinafter as "core”.
  • Film formers are applied in dissolved or dispersed form to such a core, and a coherent film remains on the core after evaporation of the solvent or dispersant.
  • the objectives pursued with the application of film coatings varies depending on the area of application. Film coatings on pharmaceutical forms are intended, for example, to provide temporary protection from the spatial surroundings and thus avoid adverse effects on the substrate, e.g.
  • film coatings likewise have a protective function (e.g. suppression of penetration of moisture or loss of flavor). Besides the protective function it is also possible to confer on the core the color type of their appearance for their identification. It is also possible, for example, to mask an unpleasant or bitter taste.
  • Film formers commonly employed are polymers which are sprayed as solution or dispersant onto the core to be coated.
  • One disadvantage of polymers is, however, that they generally lead even in very low concentrations to a high viscosity of the solution or dispersion and have high tackiness. It is therefore possible for processing problems to arise in the spraying step, so that the concentration of the polymeric film former in the coating solution or dispersion, and thus also the processing speed, must be reduced in order to produce a coherent, uniform film on the core.
  • EP-A-0 551 700 describes a dry film-coating composition for use in the area of pharmaceuticals, foods, confectionery, agricultural feed products and the like, which comprises a dry mixture of a cellulose powder and lactose and contains where appropriate a plasticizer and/or a pigment. Partial replacement of the polymeric film former by f lactose makes it possible to adjust larger solids contents in aqueous coating suspensions, while the viscosity remains the same, resulting in shorter spraying times and thus lower production costs than with conventional polymer solutions.
  • lactose is an improved adhesion of the film coating to the substrate, less absence of a coherent, uniform film on the substrate surface, an improved photostability of organic pigments and natural dyes and a reduced permeability to moisture.
  • the use of lactose in film-coating compositions has the disadvantage, however, that this filler has moderate solubility in water and is virtually insoluble in ethanol and other organic solvents.
  • lactose is often not completely inert because of the reactivity of its carbonyl group. Characteristic carbonyl reactions may lead to incompatibilities with certain active ingredients (e.g. amines) and instabilities (e.g. easy oxidizability, discolorations to Muillard reactions).
  • lactose intolerance is found to be increasing in some population groups. It is therefore an object of the present invention to avoid the prior art disadvantages detailed above and provide an improved dry film coating composition which affords a solution or dispersion which has a high solids content without leading to a higher viscosity interfering with further processing (e.g. spray processes) and leads, after evaporation of the solvent or dispersant, to improved ad- hesion of the dry film coating to a core and to an increase in the photostability of added colored pigments and/or dyes.
  • further processing e.g. spray processes
  • a film-coating composition which comprises a) at least one cellulose derivative and b) a least one sugar alcohol.
  • the film-coating composition of the invention preferably comprises, based on its final composition, a) 14 to 54 % by weight of cellulose derivative. b) 14 to 54 % by weight of sugar alcohol and c) where appropriate, other conventional additions.
  • the film-coating composition of the invention particularly comprises, based on its final composition, a) 25 to 40 % by weight of cellulose derivative, b) 20 to 40 % by weight of sugar alcohol, where a mass content of the cellulose derivative of from 28 to 35 % by weight and a mass content of the sugar alcohol of from 25 to 35 % by weight is most preferred.
  • Said cellulose derivatives a) are cellulose derivatives acceptable in film- coating compositions.
  • Preferred cellulose derivatives are those whose 2% by weight aqueous solutions have a viscosity (rotational viscometer, determined by the German Pharmacopeia method) of from 1 to 100 mPa-s, in particular from 3 to 50 mPa-s, and the most preferred cellulose derivatives have a solution viscosity (2% by weight aqueous solution) of from 5 to 20 mPa-s.
  • examples thereof are the hydroxypro- pylmethylcellulose (HPMC) currently available under the proprietary name Phar- macoat 606 (6 mPa-s) and Pharmacoat 615 (15 mPa-s) or the methylcellulose currently available under the proprietary name Methocel A 15 (15 mPa-s).
  • sugar alcohols b) mentioned are, for example, sugar alcohols acceptable in the pharmaceutical, cosmetic or foodstuffs sector, with preference for sor- bitol, mannitol, maltitol, xylitol, lactitol, isomalt (Palatinit ® ) or mixtures thereof.
  • the film-coating composition of the invention preferably comprises, based on its final composition, as further conventional additions c) to 40% by weight of plasticizer, i particular from 5 to 25 % by weight, with a mass content of from 5 to 20 % by weight being most preferred. It is possible to employ for this any plasti- cizer customary in film-coating compositions. Those preferably used are polyethylene glycol (PEG), polypropylene glycol (PPG), glycerol, ethylene glycol, propyl- ene glycol, miglylol, glycerol triacetate, triethyl citrate, liquid paraffin or mixtures thereof.
  • Preferred polyethylene glycols (PEG) and polypropylene glycols are those having an average molecular mass of from 100 to 20 000 g/mol, in particular of from 200 to 8 000 g/mol, with a molecular mass range of from 400 to 4 000 g/mol being most preferred.
  • Compounds of this type are currently available, for example, under the proprietary name Macrogol.
  • the film-coating composition of the invention additionally comprises, based on its final composition, as further conventional addition c) to 60% by weight, in particular 2 to 40 % by weight, of colored pigment and/or dye, with a mass content of from 20 to 30 % by weight being most preferred.
  • colored pigment e.g. titanium dioxide, iron oxide pigments (calculated as Fe 2 0 3 ) or laked colored pigments (e.g. FD&C lakes or D&C lakes).
  • the colored pigment has an average particle diameter (determined by the Coulter counter method) in a range of from 0.1 to 100 ⁇ m, preferably from 0.5 to 20 ⁇ m, and in particular from 2 to 10 ⁇ m.
  • Dyes which can be used are the synthetic or natural dyes normally employed in pharmaceuticals, cosmetics and foodstuffs. Examples thereof are indigo, carmine, quinoline yellow, orange yellow S, curcumin, riboflavin and cochi- neal.
  • talc a mass content of from 5 to 20 % by weight being most preferred.
  • Talc has, according to the invention, an average particle diameter (determined by the Coulter counter method) in a range of from 0.5 to 50 ⁇ m, preferably from 1 to 10 ⁇ m, and in particular from 2 to 5 ⁇ m.
  • the film-coating composition of the invention comprises, based on its final composition, as further customary addition c) up to 10% by weight, in particular 1 to 8 % by weight, of gelatin, with a mass content of from 2 to 5% by weight being most preferred.
  • the film-coating composition of the invention is a dry preparation, meaning a composition in which the individual components are present only or predominantly in solid form and no solvent or dispersant is present.
  • a dry prepara- tion may be a powder or may be granulates
  • Such a dry preparation may be preferably dissolved or dispersed in water.
  • Such a dry preparation may also be dissolved or dispersed in an organic solvant or in a mixture of an organic solvent and water and wherein the organic solvent is more particularly ethanol, acetone, isopropanol or a mixture of two or more thereof, so that the resulting solution or dispersion can be applied (e.g. by spraying) to a core using special coating machines (coaters). After evaporation of the solvent or dispersant, a film coating is formed on the surface of the core.
  • the solution or dispersion of the invention which is prepared from the dry preparation mentioned, has a solids content in a range from 5 to 35 % by weight, preferably from 10 to 30 % by weight, and in particular from 15 to 25 % by weight.
  • solution or dispersion of the invention has a viscosity
  • the organic solvents mentioned are organic solvents acceptable in film- coating solutions or dispersions, e.g. ethanol, acetone, isopropanol and the like. The use of organic solvents is necessary in particular when, for example, cores containing substances sensitive to hydrolysis are to be coated.
  • the film-coating composition of the invention may, besides the components already mentioned, comprise other additives normally employed in film-coating compositions.
  • dispersants include, for example, dispersants, leveling agents, wetting agents, emulsifiers, binders, non-stick agents, fillers, polishing agents, gloss improvers, pH regulators, preservatives, surfactants, antifoams, disintegrants (for increasing the dissolution rate) and other aids.
  • the film-coating composition of the invention can be produced as dry preparation by mixing together and/or comminuting the individual components in any sequence. It is also possible in this connection to use special mixing and/or comminution processes (e.g. grinding, stirring, kneading, trituration) employing mechanical forces.
  • special mixing and/or comminution processes e.g. grinding, stirring, kneading, trituration
  • the dry preparation of the film-coating composition of the invention may also be modified by other processes, e.g. granulation, compaction, extrusion and/or spray agglomeration.
  • the film-coating composition of the invention can be dissolved or dis- persed as dry preparation or in modified form (e.g. as granules) in water and/or organic solvent by mechanical stirring in a suitable stirring apparatus.
  • a solution or dispersion as the film-coating composition of the invention by combining the complete dry preparation with the solvent or dispersant, it is also possible to mix each one of the components mentioned successive- sively in any sequence with the solvent or dispersant.
  • film-coating composition of the invention can be prepared from the solution or dispersion of the film-coating composition of the invention by wet granulation a dry preparation of film-coating composition which is then mixed again with water and/or organic solvent in order to obtain a coating solution or dispersion.
  • the film-coating composition of the invention can be used for coating tablets, capsules, moldings, foodstuffs, agricultural products or the like.
  • a solution or dispersion of the film-coating composition of the invention can be sprayed onto any core in special coating machines (coaters), the core preferably being a molding, a tablet, a capsule, a food product, a crystal, a plant seed or a fruit.
  • Evaporation of the solvent or dispersant results in an article which comprises a core and, as coating, a film coating which is produced from the film- coating composition of the invention. It is moreover possible also to apply two or more coatings or coverings to a core.
  • the mass ratio of core to the film-coating composition of the invention in the article is in the range from 10:1 to 100:1, preferably from 10:1 to 50:1 , and in particular from 20: 1 to 40: 1.
  • the film coating has according to the invention a thickness in a range from 10 to 100 ⁇ m, preferably from 20 to 100 ⁇ m, and in particular from 30 to 80 ⁇ m.
  • Film coatings of this type are surprisingly distinguished by a distinctly stronger adhesion to a core. It is also possible to increase the photostability of the added pigments and/or dyes.
  • the film coating of the invention additionally provides protection from the spatial environment (e.g. atmospheric oxygen, moisture, light, heat or gastric juice). This makes it possible where appropriate to ensure controlled delivery of active ingredient by a film coating which is resistant to gastric juice and soluble in the small intestine.
  • the film coating of the invention can be also suppress a loss of flavor if it is applied, for example, to foodstuffs.
  • lactitol was found to be the best one. Dry coating compositions containing lactitol are more stable under hu- mid conditions than coating compositions containing sorbitol or xylitol. That is why, film - coating compositions as decribed above and containing lactitol as sugar alcohol, are a prefered mode of the subject - matter of the present patent application.
  • the dry preparations detained in examples 1 to 16 were produced by a combination of intimate grinding, trituration and mixing of polymers, sugar alco- hols, pigments and other additives in suitable grinding and mixing equipment.
  • the above dry preparations were dissolved or dispersed in a concentration of up to 25% by weight in water, with the solids content of the finished solution or dispersion depending essentially on the processing conditions (e.g. temperature, spraying equipment, amount of air, pressure) necessary for producing film coatings for coverings.
  • processing conditions e.g. temperature, spraying equipment, amount of air, pressure
  • the aqueous solutions or dispersions were prepared by placing the total amount cold water in a stirred vessel equipped with a simple stirrer device (e.g. IKA stirrer).
  • the stirring speed was initially adapted so that a vortex formed in the filled container without drawing in air.
  • the dry preparation was put as quickly as possible in the stirred vessel by introducing it where possible into the vortex. This was intended to avoid constituents of the dry preparation floating.
  • the viscosity of the stirred solution or dispersion rose such that it was necessary to increase the stirring speed in order to obtain a vortex.
  • the stirring speed was reduced so that a vortex was no longer formed.
  • film coatings or coverings were produced using the above aqueous dispersions by employing special coating machines called coaters (e.g. from H ⁇ ttlin Technologie & Design, Glatt Driam or L ⁇ dige). If coating dispersions with high mass contents of pigments are employed, the dispersion should be stirred gently throughout the spraying time in order to prevent the pigments settling out.
  • coaters e.g. from H ⁇ ttlin Technologie & Design, Glatt Driam or L ⁇ dige. If coating dispersions with high mass contents of pigments are employed, the dispersion should be stirred gently throughout the spraying time in order to prevent the pigments settling out.
  • the film coatings were characterized by producing isolated films and assessing their color, adhesion to various surfaces, ultimate tensile strength, elasticity and dissolution in water.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Nutrition Science (AREA)
  • Public Health (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Materials Engineering (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biotechnology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Molecular Biology (AREA)
  • Medicinal Preparation (AREA)
  • General Preparation And Processing Of Foods (AREA)

Abstract

Composition de revêtement filmogène qui contient au moins un dérivé de cellulose et au moins un alcool de sucre. Ladite composition est particulièrement adaptée pour produire des revêtements ou des enrobages dans le secteur de la pharmacie, de l'alimentation et des produits agricoles.
PCT/IB2001/001168 2000-07-07 2001-07-03 Composition de revetement filmogene a base de derives de cellulose et d'alcools de sucres WO2002003967A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001267765A AU2001267765A1 (en) 2000-07-07 2001-07-03 Film-coating composition based on cellulose derivatives and sugar alcohols

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10033023A DE10033023A1 (de) 2000-07-07 2000-07-07 Filmüberzugszusammensetzung auf Basis von Zellulosederivaten und Zuckeralkoholen
DE10033023.1 2000-07-07

Publications (1)

Publication Number Publication Date
WO2002003967A1 true WO2002003967A1 (fr) 2002-01-17

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PCT/IB2001/001168 WO2002003967A1 (fr) 2000-07-07 2001-07-03 Composition de revetement filmogene a base de derives de cellulose et d'alcools de sucres

Country Status (3)

Country Link
AU (1) AU2001267765A1 (fr)
DE (1) DE10033023A1 (fr)
WO (1) WO2002003967A1 (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005539019A (ja) * 2002-08-09 2005-12-22 ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー 錠剤及びカプレットのためのフィルムコーティング
WO2009061821A3 (fr) * 2007-11-09 2010-01-28 Union Carbide Chemicals & Plastics Technology Llc Compositions de revêtement d'éther cellulosique et procédé
WO2011143347A3 (fr) * 2010-05-11 2012-02-23 Sensient Colors Llc Composition d'enrobage et ses procédés de fabrication et d'utilisation
WO2012022422A1 (fr) * 2010-08-18 2012-02-23 Carl Freudenberg Kg Procédé de production de pièces façonnées en hydroxypropylcellulose et leur utilisation
CN102807791A (zh) * 2007-11-09 2012-12-05 联合碳化化学品及塑料技术公司 制备非常低粘度的纤维素醚的方法和产品
WO2013098842A2 (fr) * 2011-11-03 2013-07-04 Wincoat Colours And Coatings Private Limited Nouvelle composition d'enrobage par film
KR101284186B1 (ko) * 2011-04-21 2013-07-09 성균관대학교산학협력단 해조류로부터 제조된 셀룰로오즈 입자 및 그를 도포한 고투명 필름
CN105726516A (zh) * 2016-02-03 2016-07-06 金陵科技学院 一种促进动物伤口愈合的涂膜剂及其制备方法
US20160289393A1 (en) * 2013-12-04 2016-10-06 Dow Global Technologies Llc Process for prepring a mixture of a cellulose derivative and a liquid diluent
US11021628B2 (en) * 2016-03-09 2021-06-01 Shin-Etsu Chemical Co., Ltd. Coating composition containing methyl cellulose, method for producing the same, and solid preparation
FR3127125A1 (fr) * 2021-09-17 2023-03-24 Diex Utilisation d'un pigment indigo traite hydrodispersible dans une formulation cosmetique d’eye-liner, procede de fabrication du pigment indigo ainsi traite et formulation d’eye-liner correspondante

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EP0396425A2 (fr) * 1989-05-05 1990-11-07 Kv Pharmaceutical Company Formulations pharmaceutiques à libération prolongée
JPH0670688A (ja) * 1992-08-26 1994-03-15 Japan Tobacco Inc 糖衣生成物及びその製造方法
US5385739A (en) * 1992-06-16 1995-01-31 Ethypharm Stable compositions of gastroprotected omerprazole microgranules and process for the production thereof
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Publication number Priority date Publication date Assignee Title
GB407919A (en) * 1932-06-24 1934-03-29 Ig Farbenindustrie Ag Improvements in or relating to the manufacture of shaped medicinal preparations
EP0273000A1 (fr) * 1986-12-16 1988-06-29 Warner-Lambert Company Comestible couvert avec du xylitol et méthode de préparation
EP0396425A2 (fr) * 1989-05-05 1990-11-07 Kv Pharmaceutical Company Formulations pharmaceutiques à libération prolongée
US5385739A (en) * 1992-06-16 1995-01-31 Ethypharm Stable compositions of gastroprotected omerprazole microgranules and process for the production thereof
JPH0670688A (ja) * 1992-08-26 1994-03-15 Japan Tobacco Inc 糖衣生成物及びその製造方法
WO1995006462A1 (fr) * 1993-08-30 1995-03-09 Warner-Lambert Company Enrobage de comprimes a base d'un melange file en fusion d'un saccharide et d'un polymere

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Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8557294B2 (en) 2002-08-09 2013-10-15 Capsugel Belgium Nv Film coating for tablets and caplets
JP4652052B2 (ja) * 2002-08-09 2011-03-16 ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー 錠剤及びカプレットのためのフィルムコーティング
JP2005539019A (ja) * 2002-08-09 2005-12-22 ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー 錠剤及びカプレットのためのフィルムコーティング
WO2009061821A3 (fr) * 2007-11-09 2010-01-28 Union Carbide Chemicals & Plastics Technology Llc Compositions de revêtement d'éther cellulosique et procédé
US20100275814A1 (en) * 2007-11-09 2010-11-04 Rogers True L Cellulose ether coating compositions and method
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