GB965070A - Process for the manufacture of minute capsules and capsules obtained by such process - Google Patents
Process for the manufacture of minute capsules and capsules obtained by such processInfo
- Publication number
- GB965070A GB965070A GB21185/63A GB2118563A GB965070A GB 965070 A GB965070 A GB 965070A GB 21185/63 A GB21185/63 A GB 21185/63A GB 2118563 A GB2118563 A GB 2118563A GB 965070 A GB965070 A GB 965070A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solvent
- phase
- separation
- aspirin
- vinyl acetate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000002775 capsule Substances 0.000 title abstract 5
- 238000000034 method Methods 0.000 title 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000463 material Substances 0.000 abstract 8
- 239000002904 solvent Substances 0.000 abstract 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- 230000001939 inductive effect Effects 0.000 abstract 4
- 239000007788 liquid Substances 0.000 abstract 4
- 238000005191 phase separation Methods 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 abstract 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract 3
- YQSHYGCCYVPRDI-UHFFFAOYSA-N (4-propan-2-ylphenyl)methanamine Chemical compound CC(C)C1=CC=C(CN)C=C1 YQSHYGCCYVPRDI-UHFFFAOYSA-N 0.000 abstract 2
- SXLHPBDGZHWKSX-UHFFFAOYSA-N 1-(5-amino-2-hydroxyphenyl)ethanone Chemical compound CC(=O)C1=CC(N)=CC=C1O SXLHPBDGZHWKSX-UHFFFAOYSA-N 0.000 abstract 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 abstract 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 2
- 229920000896 Ethulose Polymers 0.000 abstract 2
- 239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 abstract 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 abstract 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 2
- 229960001138 acetylsalicylic acid Drugs 0.000 abstract 2
- 238000013019 agitation Methods 0.000 abstract 2
- MANKSFVECICGLK-UHFFFAOYSA-K aloxiprin Chemical compound [OH-].[Al+3].CC(=O)OC1=CC=CC=C1C([O-])=O.CC(=O)OC1=CC=CC=C1C([O-])=O MANKSFVECICGLK-UHFFFAOYSA-K 0.000 abstract 2
- PYHRZPFZZDCOPH-UHFFFAOYSA-N amphetamine sulfate Chemical compound OS(O)(=O)=O.CC(N)CC1=CC=CC=C1.CC(N)CC1=CC=CC=C1 PYHRZPFZZDCOPH-UHFFFAOYSA-N 0.000 abstract 2
- 239000004227 calcium gluconate Substances 0.000 abstract 2
- 229960004494 calcium gluconate Drugs 0.000 abstract 2
- 235000013927 calcium gluconate Nutrition 0.000 abstract 2
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 229960003782 dextromethorphan hydrobromide Drugs 0.000 abstract 2
- 238000005538 encapsulation Methods 0.000 abstract 2
- 235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 abstract 2
- 230000002209 hydrophobic effect Effects 0.000 abstract 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002245 particle Substances 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 abstract 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 abstract 1
- 239000001856 Ethyl cellulose Substances 0.000 abstract 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 abstract 1
- 108010010803 Gelatin Proteins 0.000 abstract 1
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 abstract 1
- 229930195725 Mannitol Natural products 0.000 abstract 1
- 239000005062 Polybutadiene Substances 0.000 abstract 1
- 235000011054 acetic acid Nutrition 0.000 abstract 1
- GAMPNQJDUFQVQO-UHFFFAOYSA-N acetic acid;phthalic acid Chemical compound CC(O)=O.OC(=O)C1=CC=CC=C1C(O)=O GAMPNQJDUFQVQO-UHFFFAOYSA-N 0.000 abstract 1
- 150000001243 acetic acids Chemical class 0.000 abstract 1
- JOSWYUNQBRPBDN-UHFFFAOYSA-P ammonium dichromate Chemical compound [NH4+].[NH4+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O JOSWYUNQBRPBDN-UHFFFAOYSA-P 0.000 abstract 1
- 229920005549 butyl rubber Polymers 0.000 abstract 1
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 abstract 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 abstract 1
- 229940105329 carboxymethylcellulose Drugs 0.000 abstract 1
- 229920002301 cellulose acetate Polymers 0.000 abstract 1
- 229920001688 coating polymer Polymers 0.000 abstract 1
- 239000011162 core material Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229920001249 ethyl cellulose Polymers 0.000 abstract 1
- 235000019325 ethyl cellulose Nutrition 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229920000159 gelatin Polymers 0.000 abstract 1
- 239000008273 gelatin Substances 0.000 abstract 1
- 235000019322 gelatine Nutrition 0.000 abstract 1
- 235000011852 gelatine desserts Nutrition 0.000 abstract 1
- 125000005456 glyceride group Chemical group 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 239000000594 mannitol Substances 0.000 abstract 1
- 235000010355 mannitol Nutrition 0.000 abstract 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 abstract 1
- 239000003094 microcapsule Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 229920002857 polybutadiene Polymers 0.000 abstract 1
- 150000003870 salicylic acids Chemical class 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5089—Processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/08—Simple coacervation, i.e. addition of highly hydrophilic material
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2984—Microcapsule with fluid core [includes liposome]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2989—Microcapsule with solid core [includes liposome]
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Dispersion Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Medicinal Preparation (AREA)
Abstract
Minute capsules each having a solid or liquid nucleus enclosed by a seamless, rigid wall of hydrophobic, film-forming, polymeric material are prepared by establishing a system comprising a liquid vehicle constituting over 70% of the system and comprising a solvent for the polymeric material and a phase-separation-inducing solute and dispersed therein, particles of the nucleus material and the polymeric wall-forming material, the solvent being chosen so that the polymer is soluble therein at elevated temperatures and insoluble at a lower temperature. The system is heated with agitation to a temperature at which the polymer dissolves, whereupon, the phase-separation-inducing solute causes a separate liquid phase of polymer and solvent to be formed which has a viscosity between 100 and 10,000 centipoises and which deposits on the core material particles. Thereafter, the system is cooled with continued agitation to a temperature at which the liquid capsule walls give up the solvent to give the finished capsules which may be separated, washed and dried. Examples relate to the encapsulation of aspirin in ethyl cellulolose using cyclohexane as solvent and butyl rubber as phase-separation-inducing solute (optionally, acetic anhydride may be present to clear potentially toxic materials, e.g. salicylic and acetic acids, from the aspirin) and the same system using an aromatic-type petroleum solvent; reference is also made to the encapsulation of ammonium dichromate, acetyl p-amino phenol, amphetamine sulphate, aluminium aspirin, sodium bicarbonate, gelatin, cellulose acetate hydrogen phthalate, polyvinyl pyrrolidone, mannitol, glyceryl guiacolate, dextro-methorphan hydrobromide, calcium gluconate and carboxymethyl cellulose. Other coating polymers mentioned are ethyl hydroxy ethyl cellulose, polyvinyl pyrrolidone/vinyl acetate and vinyl chloride/vinyl acetate copolymers, other solvents are n-hexane plasticized with monoacetylated glyceride, ligroin, methyl cyclohexane, toluene/cyclohexane, benzene and toluene. Polybutadiene is mentioned as an alternative phase-separation-inducing solute.ALSO:Microcapsules each having a solid or liquid nucleus enclosed by a seamless, rigid wall of hydrophobic, film-forming, polymeric material may contain as nucleus material a medicament, those specified being acetyl-p-aminophenol, amphetamine sulphate, aluminium aspirin, sodium bicarbonate, glyceyl guiacolate, calcium gluconate and dextromethorphan hydrobromide. Specified film-forming materials are ethyl cellulose, ethyl hydroxyethyl cellulose, polyvinyl pyrrolidone/vinyl acetate and vinyl chloride/vinyl acetate copolymers.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US214183A US3155590A (en) | 1962-08-02 | 1962-08-02 | Encapsulation process and its product |
Publications (1)
Publication Number | Publication Date |
---|---|
GB965070A true GB965070A (en) | 1964-07-29 |
Family
ID=22798091
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21185/63A Expired GB965070A (en) | 1962-08-02 | 1963-05-28 | Process for the manufacture of minute capsules and capsules obtained by such process |
Country Status (9)
Country | Link |
---|---|
US (1) | US3155590A (en) |
BE (1) | BE635698A (en) |
BR (1) | BR6347244D0 (en) |
CH (1) | CH417538A (en) |
DE (1) | DE1212497B (en) |
DK (1) | DK116935B (en) |
FR (1) | FR1383778A (en) |
GB (1) | GB965070A (en) |
NL (2) | NL139668B (en) |
Families Citing this family (50)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3415758A (en) * | 1960-03-09 | 1968-12-10 | Ncr Co | Process of forming minute capsules en masse |
US3341416A (en) * | 1963-12-11 | 1967-09-12 | Ncr Co | Encapsulation of aspirin in ethylcellulose and its product |
US3350270A (en) * | 1964-09-18 | 1967-10-31 | Leeds Dixon Lab Inc | Aluminum aspirin film-enveloped therapeutic agents in sustained release dosage form |
US3400185A (en) * | 1965-04-08 | 1968-09-03 | Bristol Myers Co | Agglomeration of smaller pharmaceutical particles into larger microspherules and enteic-coating thereof |
US3531418A (en) * | 1965-08-18 | 1970-09-29 | Ncr Co | En masse encapsulation process |
US3488418A (en) * | 1965-11-18 | 1970-01-06 | Sterling Drug Inc | Sustained relief analgesic composition |
FR5788M (en) * | 1965-11-18 | 1968-03-18 | ||
US3623997A (en) * | 1966-06-06 | 1971-11-30 | Ncr Co | Wall-sealing treatment for minute capsules and minute capsules having walls of sealed polymeric material |
GB1398044A (en) * | 1972-07-05 | 1975-06-18 | Ncr Co | Continuous encapsulation process |
US4107072A (en) * | 1973-05-25 | 1978-08-15 | Merck & Co., Inc. | Process of isolating cyclohexane-free ethylcellulose microcapsules |
JPS5432614A (en) * | 1977-08-11 | 1979-03-10 | Tanabe Seiyaku Co Ltd | Preparation of microcapsules containing pharmaceuticals |
FR2447192A1 (en) * | 1979-01-25 | 1980-08-22 | Adria Lab Inc | GALENIC FORM WITH EXTENDED RELEASE OF INDOPROFENE |
US4316884A (en) * | 1979-01-25 | 1982-02-23 | Adria Laboratories, Inc. | Sustained release pharmaceutical formulation |
JPS6045845B2 (en) * | 1979-10-31 | 1985-10-12 | 田辺製薬株式会社 | Method for producing microcapsules containing pharmaceutical substances |
JPS56152739A (en) * | 1980-04-25 | 1981-11-26 | Tanabe Seiyaku Co Ltd | Production of microcapsule |
JPS5719662A (en) * | 1980-07-09 | 1982-02-01 | Fuji Photo Film Co Ltd | Preparation of microcapsule reagent for immune reaction |
US4551288A (en) * | 1982-08-16 | 1985-11-05 | Sandoz, Inc. | Processes for the preparation of liposome drug delivery systems |
US4507276A (en) * | 1982-08-20 | 1985-03-26 | Bristol-Myers Company | Analgesic capsule |
HU187215B (en) * | 1983-01-26 | 1985-11-28 | Egyt Gyogyszervegyeszeti Gyar | Method for producing pharmaceutical product of high actor content and prolonged effect |
US4590063A (en) * | 1983-06-24 | 1986-05-20 | Adria Laboratories, Inc. | Anticonvulsants |
US4937076A (en) * | 1984-08-10 | 1990-06-26 | Combe Incorporated | Chewable aspirin and buffering material tablet and method for producing same |
US4867984A (en) * | 1984-11-06 | 1989-09-19 | Nagin K. Patel | Drug in bead form and process for preparing same |
SE459005B (en) * | 1985-07-12 | 1989-05-29 | Aake Rikard Lindahl | SET TO MANUFACTURE SPHERICAL POLYMER PARTICLES |
US4693896A (en) * | 1985-10-07 | 1987-09-15 | Fmc Corporation | Ethylcellulose-coated, gastric-disintegrable aspirin tablet |
DE3635141C1 (en) * | 1986-10-15 | 1988-03-03 | Pelikan Ag | Thermocarbon tape with a plastic-bound melting ink and a process for producing this tape |
JPH0757807B2 (en) * | 1987-06-05 | 1995-06-21 | 東レ・ダウコーニング・シリコーン株式会社 | Method for producing silicone spheres |
US4954412A (en) * | 1988-10-31 | 1990-09-04 | Xerox Corporation | Processes for the preparation of encapsulated toner compositions |
US4996047A (en) * | 1988-11-02 | 1991-02-26 | Richardson-Vicks, Inc. | Sustained release drug-resin complexes |
HU201869B (en) * | 1988-12-30 | 1991-01-28 | Egyt Gyogyszervegyeszeti Gyar | Process for producing microcapsules of quick dissolving active component |
US5051305A (en) * | 1988-12-30 | 1991-09-24 | Arcade, Inc. | Stabilized perfume-containing microcapsules and method of preparing the same |
US5026559A (en) * | 1989-04-03 | 1991-06-25 | Kinaform Technology, Inc. | Sustained-release pharmaceutical preparation |
US4983401A (en) * | 1989-05-22 | 1991-01-08 | Kinaform Technology, Inc. | Sustained release pharmaceutical preparations having pH controlled membrane coatings |
WO1992004031A1 (en) * | 1990-09-04 | 1992-03-19 | Edward Shanbrom | Preservation of blood, tissues and biological fluids |
US5252337A (en) * | 1991-06-25 | 1993-10-12 | Eurand America, Inc. | Controlled release calcium channel blocker microcapsules |
US5422122A (en) * | 1992-08-04 | 1995-06-06 | Eurand America, Incorporated | Controlled release potassium chloride tablet |
US5376384A (en) * | 1992-12-23 | 1994-12-27 | Kinaform Technology, Inc. | Delayed, sustained-release pharmaceutical preparation |
US5278194A (en) * | 1993-03-25 | 1994-01-11 | Microsome | Environmentall dispersible syntactic foam |
WO2001080831A2 (en) | 2000-04-27 | 2001-11-01 | Verion Inc. | Zero order release and temperature-controlled microcapsules and process for the preparation thereof |
US20020022058A1 (en) * | 2000-07-08 | 2002-02-21 | Lovercheck Dale R. | Unit dose of material in system and method |
US6833191B2 (en) * | 2001-11-20 | 2004-12-21 | Encap Technologies, Llc | Microencapsulated particles and process for manufacturing same |
US6562460B1 (en) | 2001-11-20 | 2003-05-13 | Encap Technologies, Llc | Microencapsulated particles and process for manufacturing same |
US6899958B2 (en) | 2002-06-21 | 2005-05-31 | Encap Technologies, Llc. | Moisture barrier resins |
US9561182B2 (en) * | 2003-08-22 | 2017-02-07 | Cure Pharmaceutical Corporation | Edible films for administration of medicaments to animals, methods for their manufacture and methods for their use for the treatment of animals |
US20040191302A1 (en) | 2003-03-28 | 2004-09-30 | Davidson Robert S. | Method and apparatus for minimizing heat, moisture, and shear damage to medicants and other compositions during incorporation of same with edible films |
US8999372B2 (en) * | 2002-11-14 | 2015-04-07 | Cure Pharmaceutical Corporation | Methods for modulating dissolution, bioavailability, bioequivalence and drug delivery profile of thin film drug delivery systems, controlled-release thin film dosage formats, and methods for their manufacture and use |
US20040131662A1 (en) | 2003-11-12 | 2004-07-08 | Davidson Robert S. | Method and apparatus for minimizing heat, moisture, and shear damage to medicants and other compositions during incorporation of same with edible films |
US7632521B2 (en) * | 2003-07-15 | 2009-12-15 | Eurand, Inc. | Controlled release potassium chloride tablets |
US7387793B2 (en) * | 2003-11-14 | 2008-06-17 | Eurand, Inc. | Modified release dosage forms of skeletal muscle relaxants |
US20100160428A1 (en) * | 2005-11-09 | 2010-06-24 | Protemix Corporation Limited | Treatment of mitochondria-related diseases and improvement of age-related metabolic deficits |
WO2013024362A2 (en) | 2011-08-18 | 2013-02-21 | Otago Innovation Limited | Cardiovascular therapeutics |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2843583A (en) * | 1955-03-03 | 1958-07-15 | Hercules Powder Co Ltd | Preparation of finely-divided cellulose derivative compositions |
US2980941A (en) * | 1958-12-08 | 1961-04-25 | Ncr Co | Cleaning sheet |
US3069370A (en) * | 1958-12-22 | 1962-12-18 | Upjohn Co | Coacervation process for encapsulation of lipophilic materials |
NL246986A (en) * | 1959-01-02 | 1900-01-01 |
-
1962
- 1962-08-02 US US214183A patent/US3155590A/en not_active Expired - Lifetime
-
1963
- 1963-02-28 BR BR147244/63A patent/BR6347244D0/en unknown
- 1963-05-28 GB GB21185/63A patent/GB965070A/en not_active Expired
- 1963-07-30 NL NL63295964A patent/NL139668B/en not_active IP Right Cessation
- 1963-07-30 NL NL295964D patent/NL295964A/xx unknown
- 1963-07-31 DK DK365563AA patent/DK116935B/en unknown
- 1963-07-31 DE DEN23543A patent/DE1212497B/en active Pending
- 1963-07-31 CH CH957563A patent/CH417538A/en unknown
- 1963-08-01 BE BE635698D patent/BE635698A/xx unknown
- 1963-08-01 FR FR943408A patent/FR1383778A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
BE635698A (en) | 1963-12-02 |
NL139668B (en) | 1973-09-17 |
NL295964A (en) | 1965-05-10 |
CH417538A (en) | 1966-07-31 |
DK116935B (en) | 1970-03-02 |
DE1212497B (en) | 1966-03-17 |
US3155590A (en) | 1964-11-03 |
BR6347244D0 (en) | 1973-05-29 |
FR1383778A (en) | 1965-01-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB965070A (en) | Process for the manufacture of minute capsules and capsules obtained by such process | |
IE42604L (en) | Pharmaceutical preparation in the form of a foil | |
GB1016839A (en) | Process for the encapsulation of acetylsalicylic acid particles | |
NL7506848A (en) | PROCESS FOR THE PREPARATION OF A PHARMACEUTICAL PREPARATION AND A PROCESS FOR THE PREPARATION OF A PHYSIO-LOGICAL ACTIVE SUBSTANCE SUITABLE FOR SUCH A PREPARATION. | |
NO142334C (en) | PROCEDURE FOR THE MANUFACTURE OF SMALL, POLYMER Capsules | |
AU1680688A (en) | Process for preparing a powder of water-insoluble polymer which can be redispersed in a liquid phase, the resulting powder and utilization thereof | |
JPS5515681A (en) | Production of microcapsule | |
SE7611999L (en) | PROCEDURE FOR MAKING A MICROCAPLE MATERIAL | |
JPS5357257A (en) | Setting of gelatin | |
IL44649A0 (en) | Device for releasing active agent and process for producing the same | |
US3432594A (en) | Coatings for rectal capsules and process for their manufacture | |
RO68042A (en) | PROCESS FOR THE SELECTIVE EXTRACTION OF COPPER WITH ORGANIC SOLVENTS | |
IT961757B (en) | PROCEDURE FOR THE REMOVAL OF EVAPORABLE PORTIONS FROM POLYMER SOLUTIONS | |
NO741364L (en) | Analogous process for the preparation of therapeutically active pyrazolone (5) compounds. | |
HU172372B (en) | Insecticide compositions containing oxy-pyridine derivatives substituted with n,n-dialkylamino-ureic acid ester,and process for producing the active agent | |
JPS53133625A (en) | Manufacturing of pharmaceutical coated with enteric film | |
BE808867A (en) | PROCESS FOR SELECTIVE RE-EXTRACTION OF PLUTONIUM FROM ORGANIC SOLVENTS CONTAINING PLUTONIUM AND, OPTIONALLY, UPANIUM, BY REDUCTION OF THE SAID PLUTONIUM | |
CA975883A (en) | Process of preparing a latex of an organic polymer from a solution of this polymer in an organic solvent | |
GB1141300A (en) | A method of coating minute, liquid-containing polymeric capsules | |
GB764342A (en) | Improvements in or relating to coated water soluble tablets | |
NO740747L (en) | Analogous process for the preparation of N-haloalkyl-N-nitroso-carbamates or N4-haloalkyl-N4-nitrosoallofanates of steroid compounds. | |
FR2246305A1 (en) | Microcapsules prepn by spraying - through an extruded curtain of enrobing material | |
JPS5615835A (en) | Removal of formaldehyde | |
GB920866A (en) | Process for the manufacture of minute capsules and the capsules obtained by such process | |
ZA712517B (en) | Process for the manufacture of aqueous polymer dispersions(case hoe 70/f066) |