WO1999061000A1 - Poudre contenant un medicament liposoluble - Google Patents
Poudre contenant un medicament liposoluble Download PDFInfo
- Publication number
- WO1999061000A1 WO1999061000A1 PCT/JP1999/002705 JP9902705W WO9961000A1 WO 1999061000 A1 WO1999061000 A1 WO 1999061000A1 JP 9902705 W JP9902705 W JP 9902705W WO 9961000 A1 WO9961000 A1 WO 9961000A1
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- WO
- WIPO (PCT)
- Prior art keywords
- fat
- powder
- gelatin
- adsorbent
- soluble drug
- Prior art date
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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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
-
- 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
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3481—Organic compounds containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
- A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
- A61K31/355—Tocopherols, e.g. vitamin E
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1611—Inorganic compounds
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1658—Proteins, e.g. albumin, gelatin
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
Definitions
- the present invention relates to a powder containing a fat-soluble drug and having good fluidity, and a method for producing the same.
- U.S. Pat. No. 2,756,177 discloses a vitamin active substance, water, gelatin, and Ziao containing gum arabic and sugar.
- a method for producing a powder obtained by drying an emulsion is disclosed.
- Japanese Patent Publication No. 58-59915 discloses that vitamin E is 50 to 60% by weight, silicon dioxide is 0.5 to 2.0% by weight, hydrolyzed gelatin is 1 to 25% by weight 96 and A vitamin E powder comprising 20 to 30% by weight of casein sodium is disclosed.
- Japanese Patent Application Laid-Open No. 5-200273 discloses a method in which a core substance is dispersed in an aqueous solution of amylose.
- a powdery product obtained by spraying a dispersion using hydrophobic silica as an agent is disclosed. Silicon dioxide and hydrophobic silica in these techniques are used to impart fluidity to the obtained powder.
- Japanese Unexamined Patent Publication (Kokai) No. 3-5020166 discloses a method using a hydrolyzed gelatin having a weight average molecular weight of about 1,500 to about 3,500,000 as measured by gel permeation chromatography.
- a method for making a free-flowing spray-dried edible powder containing an edible oil is disclosed.
- the present invention relates to a fluid powder containing (A) a fat-soluble drug, (B) at least one selected from the group consisting of gelatin and casein, and (C) an adsorbent. Further, the present invention comprises (A) a fat-soluble drug, (B) at least one selected from the group of gelatin and casein, (D) a water-soluble polymer substance, and (C) an adsorbent. For a free flowing powder. Further, the present invention provides (A) a fat-soluble drug, (B) at least one selected from the group consisting of gelatin and casein, and (C) an adsorbent, and if necessary, (D) a water-soluble polymer substance. The present invention relates to a method for producing a flowable powder, which is emulsified and dispersed in water and spray-dried.
- the fat-soluble drug means a physiologically active substance which is insoluble or hardly soluble in water, and is relatively easily dissolved in alcohols such as octanol and oils and fats.
- the melting point of the fat-soluble drug is desirably about 80 or less, and examples thereof include vitamin Es. More specifically, d 1- ⁇ -tocopherol, d- ⁇ -tocopherol, d ⁇ -a-tocopherol acetate, d-a-tocopherol acetate, ⁇ ,, 5 homologs, succinic acid d 1-a — Tocoprole, d-tocoprosuccinate succinate, vitamin oil and tocotrienol.
- drugs such as teprenone, indomestic acid synfunaresyl, tocopherol nicotinate, ubidecarenone, menatetrenone, and phytonadione can be used.
- gelatin is not particularly limited, but is usually produced by heat-extracting collagen obtained by treating bone, skin, ligament, tendon and the like of an animal with an acid or alkali, with water.
- the isoelectric point, molecular weight, viscosity, etc. of the gelatin used in the present invention are not particularly limited.
- gelatin which has been hydrolyzed to a molecular weight of several thousands to tens of thousands is relatively expensive, so that use of gelatin that has not been subjected to such treatment has a greater economic effect.
- casein is not particularly limited.
- Casein is a phosphoprotein that is the main component of milk. It is not a single substance but a mixture of similar proteins. It consists of at least three components ( ⁇ , ⁇ , ⁇ ) and has a molecular weight of approximately 75, 0 00 to 3 75, 0 0 0.
- use of casein sodium having good solubility is preferred because of good operability.
- the adsorbent in the present invention is a powder of a porous inorganic substance.
- the adsorbent include silicon dioxide, calcium gayate, magnesium aluminate magnesium [Fuji Chemical Industries Neusilin (registered trademark)], and metasilicic acid. Magnesium aluminate [Fuji Chemical Industries Neusilin (registered trademark)] and the like.
- silicon dioxide, calcium gayate, and magnesium aluminate metasilicate are preferred.
- the above adsorbent and a component having an oil absorbing ability such as dextrin and calcium hydrogen phosphate can be mixed and used.
- the water-soluble polymer substance in the present invention is usually a cellulose derivative or polyvinyl alcohol, and examples of the cellulose derivative include hydroxypropylcellulose, hydroxypropylmethylcellulose, and carboxymethylcellulose sodium.
- cellulose derivatives include hydroxypropylcellulose, hydroxypropylmethylcellulose, and carboxymethylcellulose sodium.
- these cellulose derivatives are known depending on properties such as viscosity, but are not particularly limited in the present invention.
- the emulsification stability of a fat-soluble drug, gelatin, casein and an adsorbent in water is improved, and the quality of the obtained fluid powder is improved.
- Cellulose and cellulose derivatives are, for example, soluble in water or soluble in water to become viscous liquids.
- Cellulose, hydroxypropylcellulose eg Nippon Soda
- Examples of the cellulose insoluble in water, partially soluble or swellable in water, and swelling derivatives thereof include crystalline cellulose, crystalline cellulose, sodium carbonate, ethyl cellulose, ethyl cellulose, and low-substituted hydroxypropyl cellulose.
- Hydroxypropyl methylcellulose phthalate, hydroxypropyl methylcellulose acetate succinate, potato melomerose, canolemellose kanoresime, potash melrose sodium, croscarmellose sodium, carboxymethyl ester Tilcellulose, cellulose acetate phthalate and the like can also be used.
- the ratio of the fat-soluble drug, gelatin and Z or casein and the adsorbent is usually 0.05 to 0.5 part by weight of gelatin and / or casein and 0.1 to 0.8 part by weight of the adsorbent with respect to 1 part by weight of the fat-soluble drug. And preferably 0.5 to 0.25 parts by weight of gelatin and / or casein and 0.2 to 0.7 parts by weight of adsorbent per 1 part by weight of the fat-soluble drug.
- a water-soluble polymer substance when a water-soluble polymer substance is further used, usually, gelatin and glucan or casein are added in an amount of 0.05 to 0.5 parts by weight, an adsorbent is added to 0.1 to 0.8 parts by weight, and 0.1 to 0.1 parts by weight of the water-soluble polymer substance, preferably 0.05 to 0.25 parts by weight of gelatin and Z or casein, 0.2 to 0.7 parts by weight of the adsorbent and 1 part by weight of the fat-soluble drug.
- Water-soluble polymer substance 0.005 to 0.1 part by weight, preferably 0.015 to 0.1 part by weight You.
- the method for producing the fluid powder in the present invention is not particularly limited, and for example, the following method can be used. However, the case where gelatin is used will be described for convenience.
- Gelatin is dissolved in purified water heated to about 50 to 60, and if necessary, a water-soluble polymer such as hydroxypropylmethylcellulose is added and dissolved.
- vitamin E acetic acid d 1 - ⁇ -tocopherol
- the mixture is emulsified with a high-speed stirrer such as a homomixer (trade name) for about 15 minutes.
- a high-speed stirrer such as a homomixer (trade name) for about 15 minutes.
- an adsorbent such as calcium gayate is added, and the mixture is stirred for about 15 minutes to obtain a uniform suspension.
- the viscosity of the resulting suspension is usually from 20 to 100 CP, preferably from 30 to 100 CP.
- the obtained suspension is spray-dried with a spray drier to obtain a free-flowing powder containing vitamin E.
- a spray drier Any type of spray dryer such as a disc type or a nozzle type can be used, and the spray drying conditions are those usually used, for example, an inlet temperature of 210 and an outlet temperature of 130. .
- the particle size of the flowable powder obtained by the present invention is usually from 0.05 to 0.5 mtf, and the angle of repose is usually from 30 to 40 °, and has good flowability.
- the fat-soluble drug used has a high melting point
- d- ⁇ -tocoprol succinate which has a melting point of about 75
- a uniform suspension can be obtained.
- a flowable powder containing a fat-soluble drug at a high content of 50% or more can be produced.
- the flowable powder according to the present invention By mixing with excipients such as sugars and cell mouthwashes, tablets can be manufactured by a direct compression method without bleeding of a lipophilic drug onto a tableting machine. Further, one of the remarkable effects of the present invention is that the spray dryer has extremely low contamination. Conventionally, when powder containing a fat-soluble drug is produced, the drug or the like adheres to the spray dryer and cleaning is extremely troublesome. However, after the powder according to the present invention is produced, the adhesion of the drug or the like becomes difficult. Since there are few, cleaning is easy.
- the vitamin E powder of the present invention is a powder that is free from bleeding of the vitamin E components to the surface of the powder, has no particle aggregation, and is a powder that is easy to store, quantify, and transport. Met. Further, according to the present invention, the recovery rate is remarkably improved because powder does not adhere to the inner wall of the spray dryer at the time of production, and the spray drying treatment can be performed at a relatively higher temperature range than the conventional method. This is an extremely efficient manufacturing method, such as shortening the drying process time and shortening the time the powder is exposed to heat.
- the vitamin Es powder of the present invention is useful as an antioxidant and a stabilizer for foods and as a medicine.
- the obtained powder had good fluidity, a particle size of 0.07 nim and a content of d ⁇ -a-tocopherol oxalic acid in 1 g of 59 ong.
- Spray drying conditions inlet temperature 200, outlet temperature 100 °, disk rotation speed 300,000 rpm, spray speed 1.3 LZ hr
- the powder obtained had good fluidity, a particle size of 0.07 mni and a content of d 1 -tocopherol acetate in g of 70 mg.
- Gelatin 2 0 g and hydroxycarboxylic methyl cellulose (Shin-Etsu Chemical Co., Ltd., trade name: TC one 5 E) a 1 0 g were dissolved in purified water 2 6 0 g of 5 0, acetic d I - a- tocopherol 120 g was added, and the mixture was stirred for 10 minutes with a homomixer (trade name). Further, 200 g of purified water at about 50 was added, and the mixture was stirred with a homomixer for 10 minutes.
- Spray drying conditions inlet temperature 200 T, outlet temperature 100 T, disk rotation speed 300 000 rpm, spray speed 1.5 L h r
- a free-flowing powder was obtained in the same manner as in Example 3, except that 120 g of d ⁇ -a-tocopherol acetate was replaced with 120 g of d- ⁇ -tocopherol acetate.
- the viscosity of the suspension was 350 cP.
- This liquid was spray-dried under the following conditions to obtain 110 g of a free-flowing powder.
- the fluidity of the obtained powder was good, the particle diameter was 0.07 mm, and the content of d 1 - ⁇ -trifluoroacetate in 1 g was 658 rag.
- Spray drying conditions inlet temperature 200, outlet temperature 100, disk rotation speed 300 000 rpm, spray speed 1.5 Lhr
- the viscosity of this liquid was 400 cp. This liquid was spray-dried under the following conditions to obtain 120 g of a free-flowing powder. The fluidity of the obtained powder was good, the particle diameter was 0.07 mm, and the content of d- ⁇ -tocopherol acetate in 1 g was 61 Omg.
- Spray drying conditions inlet temperature 200, outlet temperature 100, disk rotation speed 300 0 rpm, spray speed 1.5 L hr Example 6
- a flowable powder was obtained in the same manner as in Example 1, except that calcium gayate was replaced by gay acid anhydride (trade name: Silicia). The viscosity of the suspension was 130 cp. This liquid was spray-dried under the following conditions to obtain 50 g of a free-flowing powder. The powder obtained had good fluidity, a particle size of 0. 06, and the content of d1--tocoproacetic acid in 1 g was 590 m.
- Spray drying conditions inlet temperature 200, outlet temperature 100, disk rotation speed 300 000 rpm, spray speed 1.3 L / r
- a flowable powder was prepared in the same manner as in Example 3, except that 10 g of hydroxypropyl methylcellulose (trade name: TC-5E) was replaced by 2 g of hydroxypropyl methylcellulose (trade name: TC-5R). I got The viscosity of the suspension was 200 cp. This liquid was spray-dried under the following conditions to obtain 115 g of a free-flowing powder. The fluidity of the obtained powder was good, and the content of dl- ⁇ -tocopherol acetic acid in the particle size of 0.07 ⁇ 1 was 698 mg.
- Spray drying conditions Inlet temperature 200, outlet temperature 100, disc rotation speed 300,000 rpm, spray speed 1.5 L h r
- a free-flowing powder was obtained in the same manner as in Example 3, except that 10 g of hydroxypropylmethylcellulose (trade name: TC-5E) was changed to 1 g of polyvinyl alcohol. This liquid was spray-dried under the following conditions to obtain 85 g of a free-flowing powder. The fluidity of the obtained powder was good, the particle diameter was 0.06%, and the content of d 1 -a-tocoprolol acetate in 1 g was 69 Om.
- Spray drying conditions Inlet temperature 200, outlet temperature 100, disk rotation speed 300,000 rpm, spray speed 1.5 L / hr Example 9
- the viscosity of this liquid was 150 cp.
- This liquid was spray-dried with a nozzle type spray drier having a water evaporation capacity of 250 kg, hr under the following conditions to obtain 40 kg of a fluid powder.
- the fluidity of the obtained powder was good, the angle of repose was 35 °, and the content of d 1 - ⁇ -tocopherol acetate in 0.19 g of 1 g was 0 Dlmg.
- Spray drying conditions Inlet temperature 210 V, outlet temperature 130, nozzle diameter 1.0 hidden, spray speed 100 kg zhr
- Example 9 2.5 kg of hydroxypropylmethylcellulose (trade name: TC-5E) was used instead of 2.5 kg of hydroxypropyl methylcellulose (trade name: TC-5R). The same operation was performed except that 30.0 kg of d- ⁇ -tocoprocetate was used instead of 30.0 kg of 1-a-tocoprole. The viscosity of the suspension was 90 cp. This liquid was spray-dried with a nozzle type spray drier having a water evaporation capacity of 250 kgZhr under the following conditions to obtain 42 kg of a fluid powder. There are no spray problems during the operation, and the spray dryer's inner wall after spray drying is sticky or dirty with spray liquid or powder.
- the fluidity of the obtained powder was good, the angle of repose was 34 °, and the content of d- ⁇ -tocopherol acetate in 1 g of particle diameter 0.17 ⁇ was 659 m.
- Spray drying conditions Inlet temperature 210, outlet temperature 130, nozzle diameter 1.0 ⁇ , spray speed 100 kghr
- Spray drying conditions Inlet temperature 2 1 ⁇ : Outlet temperature 1 0 5, Disk rotation speed 3 0 0 0 0 rpm, Spray speed 2.0 L / hr
- Spray drying conditions inlet temperature 220, outlet temperature 105, disk rotation speed 300 000 rpm, spray speed 2.0 L / ⁇
- This liquid was spray-dried under the following conditions to obtain 144 g of a fluid powder having a vitamin E content of 72.5% (yield: 79.5%).
- the fluidity of the obtained powder was good.
- the bulk density of the powder was 3.27 m 1 Zg.
- Spray drying conditions inlet temperature 220, outlet temperature 105, disc times Rotation speed 30 rpm, spray speed 2.0 L / hr
- Spray drying conditions inlet temperature 220 t, outlet temperature 105, disk rotation speed 300 000 rpm, spray speed 2.0 L / hr
- This liquid was spray-dried under the following conditions to obtain 16.6 g (yield: 72.9%) of a free-flowing powder having a vitamin E content of 50%.
- the fluidity of the obtained powder was good.
- the bulk density of the powder was 2.48 ml / g.
- Spray drying conditions inlet temperature 220, outlet temperature 105, disc rotation speed 300 0 rpm, spray speed 1.5 L / hr Example 1
- the obtained suspension was spray-dried at an inlet temperature of 230, an outlet temperature of 135 X; ⁇ 140, and a feed flow rate of 105 kg / hr, and was white with a vitamin E content of 67%. 37.2 kg of a free-flowing powder was obtained (yield: 82.6%).
- the particle size distribution of the obtained powder was 60 mesh, (hereinafter M) (15.2%), 100M (64. ⁇ %), And 200M (18.1%). there were. No aggregation of powder particles was observed.
- the resulting suspension is spray-dried at an inlet temperature of 211 T; ⁇ 219, an outlet temperature of 13 ⁇ 13, and a feed flow of 95 ⁇ 105 kgZhr, containing vitamin E 36.4 kg of a white fluid powder having a ratio of 67% was obtained (yield: 80.9%).
- the particle size distribution of the obtained powder was 60 M (24.5%), 100 (56.3%), and 200 M (16.3%). No aggregation of powder particles was observed.
- Example 19 The procedure was performed in the same manner as in Example 16 except that 20 g of casein and 10 g of gelatin were used instead of 20 g of casein. The results were as follows.
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Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE69919490T DE69919490T2 (de) | 1998-05-26 | 1999-05-24 | Puder mit fettlöslichem wirkstoff |
EP99921239A EP1004296B1 (en) | 1998-05-26 | 1999-05-24 | Powder containing fat-soluble drug |
KR1020007000815A KR100765005B1 (ko) | 1998-05-26 | 1999-05-24 | 지용성 약물을 함유하는 분말 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14445198 | 1998-05-26 | ||
JP10/144451 | 1998-05-26 | ||
JP11/174446 | 1999-05-19 | ||
JP17444699A JP4027535B2 (ja) | 1998-05-26 | 1999-05-19 | 脂溶性薬物を含有した粉末 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999061000A1 true WO1999061000A1 (fr) | 1999-12-02 |
Family
ID=26475868
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1999/002705 WO1999061000A1 (fr) | 1998-05-26 | 1999-05-24 | Poudre contenant un medicament liposoluble |
Country Status (7)
Country | Link |
---|---|
US (1) | US20020142043A1 (ja) |
EP (1) | EP1004296B1 (ja) |
JP (1) | JP4027535B2 (ja) |
KR (1) | KR100765005B1 (ja) |
DE (1) | DE69919490T2 (ja) |
TW (1) | TWI239850B (ja) |
WO (1) | WO1999061000A1 (ja) |
Cited By (2)
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WO2001047560A2 (en) * | 1999-12-23 | 2001-07-05 | Aventis Animal Nutrition S.A. | Particulate vitamin composition |
WO2001060338A1 (en) * | 2000-02-17 | 2001-08-23 | Alpharma Aps | Drug carrier pellet production process |
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CA2311734C (en) | 2000-04-12 | 2011-03-08 | Bristol-Myers Squibb Company | Flash-melt oral dosage formulation |
DE10026698A1 (de) | 2000-05-30 | 2001-12-06 | Basf Ag | Selbstemulgierende Wirkstoffformulierung und Verwendung dieser Formulierung |
WO2002083102A1 (en) * | 2001-02-23 | 2002-10-24 | Cima Labs Inc. | Emulsions as solid dosage forms for oral administration |
AU2003205543A1 (en) * | 2003-01-14 | 2004-08-10 | Lifecycle Pharma A/S | Dry dispersions |
EP1601347A1 (en) * | 2003-02-19 | 2005-12-07 | LifeCycle Pharma A/S | Use of a silica or silica derivative as a sorption material |
US8377952B2 (en) | 2003-08-28 | 2013-02-19 | Abbott Laboratories | Solid pharmaceutical dosage formulation |
US8025899B2 (en) | 2003-08-28 | 2011-09-27 | Abbott Laboratories | Solid pharmaceutical dosage form |
US20050181049A1 (en) * | 2003-11-19 | 2005-08-18 | Dong Liang C. | Composition and method for enhancing bioavailability |
ZA200704246B (en) * | 2004-10-25 | 2009-09-30 | Japan Tobacco Inc | Solid medicinal preparation improved in solubility and stability and process for producing the same |
KR20070072888A (ko) * | 2004-10-25 | 2007-07-06 | 니뽄 다바코 산교 가부시키가이샤 | 용해성 및 안정성이 개선된 고형 제제 및 그의 제조 방법 |
WO2006133349A2 (en) * | 2005-06-08 | 2006-12-14 | Alpharma, Inc. | Orally disintegrable sleep aid formulations |
PT2487163T (pt) | 2007-02-23 | 2016-11-21 | Gilead Sciences Inc | Moduladores de propriedades farmacocinéticas de agentes terapêuticos |
JP2009096787A (ja) * | 2007-10-19 | 2009-05-07 | Fujifilm Corp | 血行促進剤を内包した水分散可能なナノ粒子 |
JP5249568B2 (ja) * | 2007-12-06 | 2013-07-31 | 旭化成ケミカルズ株式会社 | 成形用粉末、およびこれを用いた圧縮成形組成物、ならびに成形用粉末の製造方法 |
JP5491040B2 (ja) * | 2008-02-27 | 2014-05-14 | 沢井製薬株式会社 | アカルボースを含有する錠剤 |
MX2010011963A (es) | 2008-05-02 | 2010-12-06 | Gilead Sciences Inc | Uso de particulas trasportadoras solidas para mejorar la capacidad de procesamiento de un agente farmaceutico. |
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US4892889A (en) * | 1986-11-18 | 1990-01-09 | Basf Corporation | Process for making a spray-dried, directly-compressible vitamin powder comprising unhydrolyzed gelatin |
DE3702029A1 (de) * | 1987-01-24 | 1988-08-04 | Basf Ag | Waessriges oder pulverfoermiges, wasserdispergierbares praeparat eines in wasser schwerloeslichen pharmazeutischen wirkstoffs und verfahren zu seiner herstellung |
JP2643246B2 (ja) * | 1988-03-07 | 1997-08-20 | エーザイ株式会社 | 水分散性ビタミンeニコチネート含有粉末 |
JP2859343B2 (ja) * | 1988-10-14 | 1999-02-17 | ビーエーエスエフ、コーポレーション | 油を含んで成る自由流動性噴霧乾燥食用粉末の製造法 |
JPH02264721A (ja) * | 1989-04-05 | 1990-10-29 | Tama Seikagaku Kk | 粉末状ビタミンeの製造方法 |
JPH03161448A (ja) * | 1989-11-20 | 1991-07-11 | Asahi Chem Ind Co Ltd | 油脂含有組成物 |
DE4141351A1 (de) * | 1991-12-14 | 1993-06-17 | Basf Ag | Stabile pulverfoermige vitamin- und/oder carotinoid-praeparate und verfahren zu deren herstellung |
JP4494539B2 (ja) * | 1997-02-28 | 2010-06-30 | ディーエスエム アイピー アセッツ ビー.ブイ. | 流動自由な乾燥粒子 |
-
1999
- 1999-05-19 JP JP17444699A patent/JP4027535B2/ja not_active Expired - Lifetime
- 1999-05-24 EP EP99921239A patent/EP1004296B1/en not_active Expired - Lifetime
- 1999-05-24 KR KR1020007000815A patent/KR100765005B1/ko not_active IP Right Cessation
- 1999-05-24 DE DE69919490T patent/DE69919490T2/de not_active Expired - Lifetime
- 1999-05-24 US US09/463,273 patent/US20020142043A1/en not_active Abandoned
- 1999-05-24 WO PCT/JP1999/002705 patent/WO1999061000A1/ja active IP Right Grant
- 1999-05-25 TW TW088108539A patent/TWI239850B/zh not_active IP Right Cessation
Patent Citations (2)
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JPS5855412A (ja) * | 1981-09-05 | 1983-04-01 | バスフ・アクチェンゲゼルシャフト | 酸化敏感性物質の乾燥粉末の製法 |
JPS6461417A (en) * | 1987-08-31 | 1989-03-08 | Eisai Co Ltd | Vitamin e-containing powder having high dispersibility in water |
Non-Patent Citations (1)
Title |
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See also references of EP1004296A4 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001047560A2 (en) * | 1999-12-23 | 2001-07-05 | Aventis Animal Nutrition S.A. | Particulate vitamin composition |
WO2001047560A3 (en) * | 1999-12-23 | 2002-01-17 | Aventis Animal Nutrition Sa | Particulate vitamin composition |
JP2003518509A (ja) * | 1999-12-23 | 2003-06-10 | アベンティス・アニマル・ニユートリシヨン・エス・エー | 粒状ビタミン組成物 |
WO2001060338A1 (en) * | 2000-02-17 | 2001-08-23 | Alpharma Aps | Drug carrier pellet production process |
EP1579852A3 (en) * | 2000-02-17 | 2007-07-25 | Alpharma APS | Drug carrier pellet production process |
Also Published As
Publication number | Publication date |
---|---|
EP1004296A1 (en) | 2000-05-31 |
JP2000044462A (ja) | 2000-02-15 |
KR100765005B1 (ko) | 2007-10-09 |
EP1004296B1 (en) | 2004-08-18 |
KR20010022242A (ko) | 2001-03-15 |
JP4027535B2 (ja) | 2007-12-26 |
US20020142043A1 (en) | 2002-10-03 |
EP1004296A4 (en) | 2000-11-22 |
DE69919490T2 (de) | 2005-09-08 |
TWI239850B (en) | 2005-09-21 |
DE69919490D1 (de) | 2004-09-23 |
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