US3420931A - Pharmaceutical dragee - Google Patents

Pharmaceutical dragee Download PDF

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Publication number
US3420931A
US3420931A US449637A US3420931DA US3420931A US 3420931 A US3420931 A US 3420931A US 449637 A US449637 A US 449637A US 3420931D A US3420931D A US 3420931DA US 3420931 A US3420931 A US 3420931A
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United States
Prior art keywords
coating
drage
drages
percent
suspension
Prior art date
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Expired - Lifetime
Application number
US449637A
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English (en)
Inventor
Whilhelm Daum
Hans Joachim Sippel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck KGaA
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E Merck AG
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Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/50Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by shape, structure or physical form, e.g. products with supported structure
    • A23G3/54Composite products, e.g. layered, coated, filled
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/02Apparatus specially adapted for manufacture or treatment of sweetmeats or confectionery; Accessories therefor
    • A23G3/20Apparatus for coating or filling sweetmeats or confectionery
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/02Apparatus specially adapted for manufacture or treatment of sweetmeats or confectionery; Accessories therefor
    • A23G3/20Apparatus for coating or filling sweetmeats or confectionery
    • A23G3/26Apparatus for coating by tumbling with a liquid or powder, spraying device-associated, drum, rotating pan
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/343Products for covering, coating, finishing, decorating
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/02Apparatus specially adapted for manufacture or treatment of chewing gum
    • A23G4/025Apparatus specially adapted for manufacture or treatment of chewing gum for coating or surface-finishing
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/18Chewing gum characterised by shape, structure or physical form, e.g. aerated products
    • A23G4/20Composite products, e.g. centre-filled, multi-layer, laminated
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/20Pills, tablets, discs, rods
    • A61K9/28Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806Coating materials
    • A61K9/282Organic compounds, e.g. fats
    • A61K9/2826Sugars or sugar alcohols, e.g. sucrose; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/20Pills, tablets, discs, rods
    • A61K9/28Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806Coating materials
    • A61K9/2833Organic macromolecular compounds
    • A61K9/284Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A23G2200/06COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing beet sugar or cane sugar if specifically mentioned or containing other carbohydrates, e.g. starches, gums, alcohol sugar, polysaccharides, dextrin or containing high or low amount of carbohydrate

Definitions

  • This invention relates to the production of sugar containing coatings on shaped masses of ingestible solid material.
  • this invention is broadly directed to the production of sugar-containing coatings on shaped masses of ingestible solid material, it has particular application to the production of drages.
  • drage is meant a shaped mass of solid material having thereon a sugar-containing coating of substantial thickness.
  • the shaped mass for example, a pill or tablet, is not limited to any particular geometrical shape. It contains a pharmaceutical composition, i.e., active ingredient and, if necessary, excipients.
  • a shaped mass without a sugarcontaining coating will be referred to as a core.
  • An object of this invention is to provide an improved process for the production of coated shaped masses of solid material, and in particular to an improved process for the production of drages.
  • a process which basically comprises coating a core with an aqueous dispersion comprising, in percent by weight, 1 to 60, preferably 35 to 40% of a sugar and 0.5 to 10% of a vinyl polymer, preferably a polymer of vinyl pyrrolidone and/ or a polymer of vinyl acetate.
  • the use of a vinyl polymer in ice the coloring of drages, that is drages which already have the actual drage coating has also been described in the literature Kohler et al., Deutsch Opotheker-Zeitung 102 (1):l-8, Jan. 4, 1962.
  • the coating pigment suspension used contained 0.325% of polyvinyl pyrrolidone in addition to sugar and other substances and is used to color the drages by pigment dyes, that is only for the last stage of the drage process.
  • the entire coating process can be carried out with this composition alone since it can be applied manually or by suitable apparatus, with or without spraying, without any inconvenient sticking of the drages. It has not been found necessary to additionally introduce pulverulent substances such as talc, into the rotating vessel during the time of the coating process. With rationalized operation, the entire coating process can be carried out in one or two days. It was particularly unexpected that such a substantial improvement can be achieved by increasing the polymer from 0.325% to at least 0.5%, preferably to about 2%.
  • the preferred polymers include homopolymers of vinyl pyrrolidone, vinyl acetate, and vinyl alcohol, and copolymers of vinyl pyrrolidone-vinyl acetate, and vinyl alcohol. These polymers are characterized by their physiological compatibility.
  • Another polymer which is used advantageously is a commercial copolymer of 60 percent vinyl pyrrolidone and 40 percent vinyl acetate with the following characteristics: dry content: at least 95 percent; maximal monomer conent: 0.8 percent; viscosity parameter K: 34:6; nitrogen content: about 7.6%.
  • the molecular weight of the polymer can vary widely. In general, polymers of molecular weights between about 10,000 and 2,000,000 are applied. It is important, however, that the monomer content of the polymer is kept as low as possible because of the possibly toxic side effects of higher concentrations of some of the monomers. In general, monomer contents lower than 1 percent by weight are unobjectionable.
  • the percent by weight of sugar in the aqueous suspension is 1 to 60, preferably 35 to 40.
  • sugars such as sucrose, glucose, sorbitol, mannitol, etc.; it is preferable, however, to use sucrose.
  • the suspension may contain pigments, such as titanium dioxide or calcium carbonate, lubricants (talc or finely divided silica), fillers such as flour, binders, plasticizers and/ or softeners, e.g. glycerine, and preservatives.
  • pigments such as titanium dioxide or calcium carbonate
  • lubricants talc or finely divided silica
  • fillers such as flour, binders, plasticizers and/ or softeners, e.g. glycerine
  • preservatives e.g. glycerine
  • the viscosity of the final dispersion can vary widely, depending on the composition of it, furthermore on temperature, air content, thixotropic effects, previous agitation and even time. In general, the viscosity of the dispersion is between 500 and 15,000, preferably about 2000 centipoise.
  • the dispersion of this invention By using the dispersion of this invention, it was surprisingly discovered that it is possible to conduct the entire coating process only with one coating composition. This is the case because the dispersion of this invention can be applied either manually or mechanically, with or without spraying, and without the drages sticking to one another. Of most importance is that it is possible to carry out the entire coating process within one to two days. In contrast thereto, the average working time for the manufacture of one batch according to the conventional process is approximately one week. Thus, compared with the usual process, the new process represents a considerable saving of time, resulting in substantial labor savings, as well as in substantially increased plant capacity.
  • the dispersion of this invention is so stable that it is unnecessary during the course of drages manufacture to use mixing or stirring devices, pumps, or other homogenizing equipment to prevent settling.
  • a still further advantage of the invention consists of the fact that during the course of the whole process, there is no requirement for organic solvents. Moreover, during the course of the process it is unnecessary to employ intermediate drying steps for which purpose, in the usual coating processes, the drages had to be removed temporarily from the coating vessel.
  • the application of the coating dispersion can be adapted to different types of operation. It is possible to lay on the coating either manually, or semi-automatically or completely automatically.
  • the suspension can be applied by spraying or it can be poured in liquid form directly onto the cores tumbling in an angularly oriented rotating kettle. The suspension is applied until the material to be coated is well moistened. The kettle is then allowed to rotate until the coated cores no longer adhere to one another but instread roll freely. Finally, the coated cores are dried under continuous rotation, preferably with the aid of a warm air stream, or an infrared lamp, or any other equivalent drying means. These steps can be conducted continuously; and it is possible in this connection, to shorten or even omit the rotating phase (second phase) during the first coating applications.
  • each core is coated with 10 to 500, preferably 50 to separate thin coats, each coat having a thickness of 0.5 to 200 preferably 5 to 2011..
  • a particularly economical mode of conducting the process comprises passing a predetermined volume of the suspension through -a relay-controlled solenoid valve into the drage coating vessel to cover the drages rolling around therein.
  • a three-phase time relay is employed, such that in the first phase the suspension is passed through the solenoid valve; in the second phase the rotating operation is conducted, the duration of which can be varied; and in the third phase the heating device is actuated.
  • the suspension can be applied onto cores whose surface is not pretreated.
  • the drages produced in accordance with this invention cannot be distinguished by their exterior from those which are produced according to the classical method of coating drages. They likewise taste sweet, can be colored, exhibit a natural silky sheen, and can, if desired, be lacquered. Their elastic and mechanical strengths meet the highest requirements.
  • the quantity of suspension depends on the weight and the shape of the drage cores. Normally, the quantity is 10 to of the weight of the core, on a dry basis.
  • the ratio of the components in the drage coating is the same as that of the coating solution, the exception being, of course, that water and/or other solvents are absent in the final coatmg.
  • Polyvinyl pyrrolidone is dissolved in water; then, the remaining components are added under constant stirring; thereafter, the mixture is passed through a fine sieve or a homogenizing device.
  • Aerosil (particulate SiO 4.0 Titanium dioxide 4.5
  • EXAMPLE 3 Percent Hydroxyethyl cellulose 0.5 Polyvinyl pyrrolidone-polyvinyl acetate copolymer (proportion 6:4) 2.0 Titanium dioxide 4.5 Calcium carbonate 4.5 Talc 18.5 Glycerine 2.0 Sucrose 38.0 Water 30.0
  • EXAMPLE 6 Percent Methyl cellulose 0.5 Polyvinyl pyrrolidone (average molecular weight 650,000) 0.5 Titanium dioxide 4.5 Calcium carbonate 4.5 Talc 20.0 Glycerine 2.0 Sucrose 38.0 Water 30.0
  • EXAMPLE 7 Percent Methyl cellulose 0.5 Polyvinyl pyrrolidone (average molecular weight Titanium dioxide 4.5 Calcium carbonate 4.5 Silicon dioxide 4.0 Talc 6.5 Glycerine 2.0 Sucrose 38.0 Water 30.0
  • EXAMPLE 8 Percent Methyl cellulose 0.5 Polyvinyl pyrrolidone 2.0 Aerosil (particulate SiO 4.0 Titanium dioxide 6.5 Calcium carbonate 6.5 Magnesium stearate 2.5 Glycerine 3 .0 Sucrose 45.0 Water 30.0
  • 35 mg. lactose, 20 mg. corn starch, and mg. talc are mixed manually in a conventional drage vessel having a diameter at the opening of cm., with 0.5 liter of a suspension (produced in accordance with Example 2), at a rate of rotation of 15 revolutions per minute. The rotation is continued for 10 minutes and then for a further 10 minutes with a forced hot air (temperature 30-40 C.; 4.5 m. /minute). This processcoating, rotating, dryingis repeated over again until a weight of the individual coated cores of mg. is reached.
  • the drages are kept in motion for a while longer with air being blown in, for the purpose of obtaining a silky shine which is preserved by applying a solution of bee wax in carbon tetrachloride, or another suitable polishing agent, and subsequent rotating for 1 to 2 hours.
  • Total duration of the drage production process 16 hours (2 working days).
  • EXAMPLE 10 40 kg. of cores, each core weighing 420 mg. and consisting of 250 mg. pyridoxine hydrochloride, 100 mg. lactose, 50 mg. corn starch, and 20 mg. carboxymethyl cellulose, are placed into a drage coating vessel of a width of 90 cm. at its opening. 25 kg. of a suspension, produced according to Example 5 and mixed with 1% coloring agent (TartraZine, Hydrazine yellow, FD&C yellow No. 5), are added piecemeal at ambient temperature from a storage vessel with the aid of a solenoid valve controlled 'by means of a 3-phase timing relay.
  • 1% coloring agent TritraZine, Hydrazine yellow, FD&C yellow No. 5
  • the three phases of the relay are set as follows: 1st Phase (coating application): 5 seconds; 2nd Phase (rotating without hot air supply): 10 minutes; 3rd Phase (rotating with hot air blown in as in Example 8): 10 minutes.
  • the drage coating process is continued until the individual weight of the resultant drages amounts to 600 mg., whereupon a polishing step is conducted as in Example 8.
  • Total duration of drage manufacturing process 16 hours (2 working days).
  • drages are obtained which have a drage coating that is colored in all layers. It is also possible to utilize first a colorless suspension and to apply a colored suspension only at the end of the drage producing process.
  • this invention provides a substantial improvement in the sugar coating of shaped masses of solid material. Aside from coating drages, it is apparent that this invention can be employed for the coating of other orally ingestible products, such as variously-colored sugar coated candies, particularly sugar-coated chocolates.
  • a drage as defined by claim 1 wherein said aqueous dispersion further comprises about 0.5% by weight of a member selected from the group consisting of methyl cellulose, ethyl cellulose, carboxymethyl cellulose, bydroxyethyl cellulose, hydroxypropyl cellulose, and starch.
  • a process for the production of a drage as defined by claim 1 comprising the steps of pouring the aqueous dispersion directly on cores tumbling in an angularly oriented rotating kettle; continuing the rotating until the coated cores roll freely; and then drying the coated cores.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Preparation (AREA)
  • Graft Or Block Polymers (AREA)
  • Confectionery (AREA)
US449637A 1964-04-23 1965-04-20 Pharmaceutical dragee Expired - Lifetime US3420931A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM60752A DE1216486B (de) 1964-04-23 1964-04-23 Verfahren zur Herstellung von Dragees

Publications (1)

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US3420931A true US3420931A (en) 1969-01-07

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Family Applications (2)

Application Number Title Priority Date Filing Date
US449637A Expired - Lifetime US3420931A (en) 1964-04-23 1965-04-20 Pharmaceutical dragee
US802759*A Expired - Lifetime US3554767A (en) 1964-04-23 1969-02-24 Coated confectionery

Family Applications After (1)

Application Number Title Priority Date Filing Date
US802759*A Expired - Lifetime US3554767A (en) 1964-04-23 1969-02-24 Coated confectionery

Country Status (11)

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US (2) US3420931A (de)
BE (1) BE662884A (de)
BR (1) BR6568739D0 (de)
CH (1) CH457722A (de)
DE (1) DE1216486B (de)
DK (1) DK110217C (de)
ES (1) ES312136A1 (de)
GB (1) GB1025139A (de)
IL (1) IL23149A (de)
NL (1) NL6501476A (de)
SE (1) SE336199B (de)

Cited By (21)

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US3524756A (en) * 1967-05-29 1970-08-18 Colorcon Process of coating tablets with alternate tacky and non-tacky layers
US3753767A (en) * 1971-08-02 1973-08-21 Colgate Palmolive Co Method of sugar-coating tablets
US3835221A (en) * 1970-03-05 1974-09-10 Hoechst Ag Orally administrable drug dosage form having delayed action
US3935326A (en) * 1967-06-28 1976-01-27 Boehringer Mannheim G.M.B.H. Process for coating tablets with aqueous resin dispersions
US4001390A (en) * 1974-04-04 1977-01-04 Shin-Etsu Chemical Co., Ltd. Method of coating pharmaceutical solid dosage forms
US4017647A (en) * 1974-06-11 1977-04-12 Shin-Etsu Chemical Company Limited Method for providing enteric coatings on solid dosage forms
US4060598A (en) * 1967-06-28 1977-11-29 Boehringer Mannheim G.M.B.H. Tablets coated with aqueous resin dispersions
US4150111A (en) * 1974-05-28 1979-04-17 Allister Warren Enteric coated magnesium chloride
US4432966A (en) * 1979-12-10 1984-02-21 Roussel-Uclaf Compressed tablets for disintegration in the colon comprising an active ingredient containing nucleus coated with a first layer containing microcrystalline cellulose which is coated with an enteric organic polymer coating
US4693896A (en) * 1985-10-07 1987-09-15 Fmc Corporation Ethylcellulose-coated, gastric-disintegrable aspirin tablet
US4851226A (en) * 1987-11-16 1989-07-25 Mcneil Consumer Products Company Chewable medicament tablet containing means for taste masking
US4867984A (en) * 1984-11-06 1989-09-19 Nagin K. Patel Drug in bead form and process for preparing same
US5334253A (en) * 1990-11-13 1994-08-02 Lloyd Berg Solution of certain five and six carbon atom carbohydrates
US5494681A (en) * 1992-11-30 1996-02-27 Kv Pharmaceutical Company Tastemasked pharmaceutical materials
US5800601A (en) * 1995-11-06 1998-09-01 Videojet Systems International, Inc. Food grade jet inks
US6248391B1 (en) * 1997-07-16 2001-06-19 Bpsi Holdings, Inc. Bright white film coatings and film coating compositions therefor
US20040081695A1 (en) * 2002-09-28 2004-04-29 Sowden Harry S Dosage forms having an inner core and an outer shell
US6747072B1 (en) * 1994-10-04 2004-06-08 Marconi Data Systems Inc. White ink for marking candy substrates
US20040146559A1 (en) * 2002-09-28 2004-07-29 Sowden Harry S. Dosage forms having an inner core and outer shell with different shapes
US20070218129A1 (en) * 2003-08-06 2007-09-20 Sarl Galenix Innovations Solid Dispersible and/or Orodispersible Non-Filmy Containing at Least One Type of Active Substance Pharmaceutical Composition and Method for the Preparation Thereof
US20220008344A1 (en) * 2018-12-17 2022-01-13 Roquette Freres Sugar-coated solid forms having improved stability

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US3957966A (en) * 1972-05-19 1976-05-18 Gaf Corporation Stabilized vitamin food coatings
FR2247206B1 (de) * 1973-01-24 1978-02-03 Sterwin Ag
US4127677A (en) * 1977-12-12 1978-11-28 Life Savers, Inc. Xylitol-coated chewing gum and method
US4238510A (en) * 1979-02-21 1980-12-09 Life Savers, Inc. Sugarless coating for chewing gum and confections and method
US4317838A (en) * 1979-09-24 1982-03-02 Life Savers, Inc. Method for applying sugarless coating to chewing gum and confections
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US4569852A (en) * 1983-08-23 1986-02-11 Warner-Lambert Company Maintenance of flavor intensity in pressed tablets
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US4929447A (en) * 1986-01-07 1990-05-29 Warner-Lambert Company Encapsulation composition for use with chewing gum and edible products
FR2607671B1 (fr) * 1986-12-04 1991-02-08 Gen Foods France Procede de fabrication directe de gomme de base pour pate masticatoire et de chewing-gum
US4753790A (en) * 1986-12-16 1988-06-28 Warner-Lambert Company Sorbitol coated comestible and method of preparation
US5006362A (en) * 1988-05-09 1991-04-09 Berwind Pharmaceutical Services, Inc. Branding pharmaceutical dosage forms, food and confectionery products with aqueous ingestible inks
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US5009893A (en) * 1989-07-17 1991-04-23 Warner-Lambert Company Breath-freshening edible compositions of methol and a carboxamide
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US6290991B1 (en) 1994-12-02 2001-09-18 Quandrant Holdings Cambridge Limited Solid dose delivery vehicle and methods of making same
US6309671B1 (en) 1995-04-14 2001-10-30 Inhale Therapeutic Systems Stable glassy state powder formulations
US6200612B1 (en) * 1995-12-18 2001-03-13 Donald Spector Candy-coated raisins and method for producing same
US6949264B1 (en) 1996-11-27 2005-09-27 Wm. Wrigley Jr. Company Nutraceuticals or nutritional supplements and method of making
DE19709532A1 (de) * 1997-03-10 1998-09-17 Basf Ag Verwendung von redispergierbaren Polymerpulvern oder Polymergranulaten zum Überziehen von pharmazeutischen oder agrochemischen Darreichungsformen
US6586023B1 (en) 1998-12-15 2003-07-01 Wm. Wrigley Jr. Company Process for controlling release of active agents from a chewing gum coating and product thereof
US6627234B1 (en) 1998-12-15 2003-09-30 Wm. Wrigley Jr. Company Method of producing active agent coated chewing gum products
US7163705B2 (en) * 1998-12-15 2007-01-16 Wm. Wrigley Jr. Company Coated chewing gum product and method of making
US6531114B1 (en) 1999-04-06 2003-03-11 Wm. Wrigley Jr. Company Sildenafil citrate chewing gum formulations and methods of using the same
US6162475A (en) * 1999-03-30 2000-12-19 The United States Of America As Represented By The Secretary Of Agriculture Edible food coatings containing polyvinyl acetate
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US6773716B2 (en) 1999-04-06 2004-08-10 Wm. Wrigley Jr. Company Over-coated chewing gum formulations
US7935362B2 (en) * 1999-04-06 2011-05-03 Wm. Wrigley Jr. Company Over-coated product including consumable center and medicament
US6426090B1 (en) * 1999-04-06 2002-07-30 Wm. Wrigley Jr. Company Over-coated product including tableted center and medicament
US20020159956A1 (en) * 1999-04-06 2002-10-31 Ream Ronald L. Over-coated chewing gum formulations
US6322806B1 (en) 1999-04-06 2001-11-27 Wm. Wrigley Jr. Company Over-coated chewing gum formulations including tableted center
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US3524756A (en) * 1967-05-29 1970-08-18 Colorcon Process of coating tablets with alternate tacky and non-tacky layers
US3935326A (en) * 1967-06-28 1976-01-27 Boehringer Mannheim G.M.B.H. Process for coating tablets with aqueous resin dispersions
US4060598A (en) * 1967-06-28 1977-11-29 Boehringer Mannheim G.M.B.H. Tablets coated with aqueous resin dispersions
US3835221A (en) * 1970-03-05 1974-09-10 Hoechst Ag Orally administrable drug dosage form having delayed action
US3753767A (en) * 1971-08-02 1973-08-21 Colgate Palmolive Co Method of sugar-coating tablets
US4001390A (en) * 1974-04-04 1977-01-04 Shin-Etsu Chemical Co., Ltd. Method of coating pharmaceutical solid dosage forms
US4150111A (en) * 1974-05-28 1979-04-17 Allister Warren Enteric coated magnesium chloride
US4017647A (en) * 1974-06-11 1977-04-12 Shin-Etsu Chemical Company Limited Method for providing enteric coatings on solid dosage forms
US4432966A (en) * 1979-12-10 1984-02-21 Roussel-Uclaf Compressed tablets for disintegration in the colon comprising an active ingredient containing nucleus coated with a first layer containing microcrystalline cellulose which is coated with an enteric organic polymer coating
US4867984A (en) * 1984-11-06 1989-09-19 Nagin K. Patel Drug in bead form and process for preparing same
US4693896A (en) * 1985-10-07 1987-09-15 Fmc Corporation Ethylcellulose-coated, gastric-disintegrable aspirin tablet
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US5334253A (en) * 1990-11-13 1994-08-02 Lloyd Berg Solution of certain five and six carbon atom carbohydrates
US5494681A (en) * 1992-11-30 1996-02-27 Kv Pharmaceutical Company Tastemasked pharmaceutical materials
US6747072B1 (en) * 1994-10-04 2004-06-08 Marconi Data Systems Inc. White ink for marking candy substrates
US5800601A (en) * 1995-11-06 1998-09-01 Videojet Systems International, Inc. Food grade jet inks
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US20040081695A1 (en) * 2002-09-28 2004-04-29 Sowden Harry S Dosage forms having an inner core and an outer shell
US20040146559A1 (en) * 2002-09-28 2004-07-29 Sowden Harry S. Dosage forms having an inner core and outer shell with different shapes
US20070218129A1 (en) * 2003-08-06 2007-09-20 Sarl Galenix Innovations Solid Dispersible and/or Orodispersible Non-Filmy Containing at Least One Type of Active Substance Pharmaceutical Composition and Method for the Preparation Thereof
US20220008344A1 (en) * 2018-12-17 2022-01-13 Roquette Freres Sugar-coated solid forms having improved stability

Also Published As

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IL23149A (en) 1968-09-26
NL6501476A (de) 1965-10-25
BR6568739D0 (pt) 1973-08-02
US3554767A (en) 1971-01-12
DE1216486B (de) 1966-05-12
CH457722A (de) 1968-06-15
ES312136A1 (es) 1966-01-01
DK110217C (da) 1971-02-08
SE336199B (de) 1971-06-28
BE662884A (de) 1965-10-22
GB1025139A (en) 1966-04-06

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