CA2126685A1 - Process for the production of microcapsules - Google Patents
Process for the production of microcapsulesInfo
- Publication number
- CA2126685A1 CA2126685A1 CA002126685A CA2126685A CA2126685A1 CA 2126685 A1 CA2126685 A1 CA 2126685A1 CA 002126685 A CA002126685 A CA 002126685A CA 2126685 A CA2126685 A CA 2126685A CA 2126685 A1 CA2126685 A1 CA 2126685A1
- Authority
- CA
- Canada
- Prior art keywords
- microcapsules
- water
- active substances
- alcohol
- soluble
- 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.)
- Granted
Links
- 239000003094 microcapsule Substances 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 239000002904 solvent Substances 0.000 abstract 4
- 239000013543 active substance Substances 0.000 abstract 3
- 229920002988 biodegradable polymer Polymers 0.000 abstract 2
- 239000004621 biodegradable polymer Substances 0.000 abstract 2
- 239000003814 drug Substances 0.000 abstract 2
- 229940079593 drug Drugs 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229940079919 digestives enzyme preparation Drugs 0.000 abstract 1
- 229940088598 enzyme Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000004533 oil dispersion Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 102000004196 processed proteins & peptides Human genes 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 102000004169 proteins and genes Human genes 0.000 abstract 1
- 108090000623 proteins and genes Proteins 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
Classifications
-
- 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
- B01J13/04—Making microcapsules or microballoons by physical processes, e.g. drying, spraying
- B01J13/043—Drying and spraying
-
- 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
-
- 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
-
- 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
- A61K9/1641—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poloxamers
- A61K9/1647—Polyesters, e.g. poly(lactide-co-glycolide)
-
- 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
- A61K9/1682—Processes
- A61K9/1694—Processes resulting in granules or microspheres of the matrix type containing more than 5% of excipient
-
- 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
- B01J13/12—Making microcapsules or microballoons by phase separation removing solvent from the wall-forming material solution
Abstract
2126685 9409898 PCTABS00032 Described is a method of manufacturing microcapsules from biodegradable polymers, the method using biodegradable solvents and producing microcapsules which are free from toxic solvent residues.
The solvents used include simple esters made from a C1-C5 alcohol and a C1-C5 monocarboxylic acid, as well as mixtures of such esters, and the solvent can also contain a C1-C5 alcohol.
Both water-soluble and water-insoluble active substances can be incorporated in the microcapsules. Water-soluble active substances such as drugs, peptides, proteins, enzymes and vaccins are preferably dispersed as an aqueous solution in the polymer solution.
The microcapsules are produced by spraying a solution, suspension or water-in-oil dispersion of active substances and biodegradable polymers. The method is suitable for use in the manufacture of drug, vaccin and enzyme preparations.
The solvents used include simple esters made from a C1-C5 alcohol and a C1-C5 monocarboxylic acid, as well as mixtures of such esters, and the solvent can also contain a C1-C5 alcohol.
Both water-soluble and water-insoluble active substances can be incorporated in the microcapsules. Water-soluble active substances such as drugs, peptides, proteins, enzymes and vaccins are preferably dispersed as an aqueous solution in the polymer solution.
The microcapsules are produced by spraying a solution, suspension or water-in-oil dispersion of active substances and biodegradable polymers. The method is suitable for use in the manufacture of drug, vaccin and enzyme preparations.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH3319/92-3 | 1992-10-26 | ||
CH331992 | 1992-10-26 | ||
PCT/CH1993/000246 WO1994009898A1 (en) | 1992-10-26 | 1993-10-18 | Method of manufacturing microcapsules |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2126685A1 true CA2126685A1 (en) | 1994-05-11 |
CA2126685C CA2126685C (en) | 2002-07-23 |
Family
ID=4253421
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002126685A Expired - Fee Related CA2126685C (en) | 1992-10-26 | 1993-10-18 | Process for the production of microcapsules |
Country Status (14)
Country | Link |
---|---|
US (1) | US5648096A (en) |
EP (1) | EP0625069B1 (en) |
JP (1) | JP3523254B2 (en) |
KR (1) | KR100225983B1 (en) |
CN (1) | CN1058864C (en) |
AT (1) | ATE175132T1 (en) |
CA (1) | CA2126685C (en) |
DE (1) | DE59309257D1 (en) |
DK (1) | DK0625069T3 (en) |
ES (1) | ES2127835T3 (en) |
FI (1) | FI943067A (en) |
GR (1) | GR3029504T3 (en) |
HU (1) | HU221308B1 (en) |
WO (1) | WO1994009898A1 (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5783567A (en) * | 1997-01-22 | 1998-07-21 | Pangaea Pharmaceuticals, Inc. | Microparticles for delivery of nucleic acid |
US6270795B1 (en) | 1995-11-09 | 2001-08-07 | Microbiological Research Authority | Method of making microencapsulated DNA for vaccination and gene therapy |
US6309569B1 (en) | 1998-05-13 | 2001-10-30 | Microbiological Research Authority | Encapsulation of bioactive agents |
US6406719B1 (en) | 1998-05-13 | 2002-06-18 | Microbiological Research Authority | Encapsulation of bioactive agents |
US6548302B1 (en) | 1998-06-18 | 2003-04-15 | Johns Hopkins University School Of Medicine | Polymers for delivery of nucleic acids |
US6667294B2 (en) | 1995-11-09 | 2003-12-23 | Microbiological Research Authority | Microencapsulated DNA for vaccination and gene therapy |
WO2007014445A1 (en) * | 2005-08-02 | 2007-02-08 | Miv Therapeutics Inc. | Microdevices comprising nanocapsules for controlled delivery of drugs and method of manufacturing same |
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US20030161889A1 (en) * | 1984-03-16 | 2003-08-28 | Reid Robert H. | Vaccines against diseases caused by enteropathogenic organisms using antigens encapsulated within biodegradable-biocompatible microspheres |
USRE40786E1 (en) | 1984-03-16 | 2009-06-23 | The United States Of America As Represented By The Secretary Of The Army | Vaccines against intracellular pathogens using antigens encapsulated within biodegradable-biocompatible microspheres |
US6217911B1 (en) | 1995-05-22 | 2001-04-17 | The United States Of America As Represented By The Secretary Of The Army | sustained release non-steroidal, anti-inflammatory and lidocaine PLGA microspheres |
US6410056B1 (en) | 1984-03-16 | 2002-06-25 | The United States Of America As Represented By The Secretary Of The Army | Chemotherapeutic treatment of bacterial infections with an antibiotic encapsulated within a biodegradable polymeric matrix |
US6309669B1 (en) | 1984-03-16 | 2001-10-30 | The United States Of America As Represented By The Secretary Of The Army | Therapeutic treatment and prevention of infections with a bioactive materials encapsulated within a biodegradable-biocompatible polymeric matrix |
US5693343A (en) | 1984-03-16 | 1997-12-02 | The United States Of America As Represented By The Secretary Of The Army | Microparticle carriers of maximal uptake capacity by both M cells and non-M cells |
AU8303691A (en) | 1991-04-24 | 1992-12-21 | United States Of America, As Represented By The Secretary Of The Army, The | Oral-intestinal vaccines against diseases caused by enteropathogenic organisms using antigens encapsulated within biodegradable-biocompatible microspheres |
WO1994015636A1 (en) * | 1993-01-08 | 1994-07-21 | Csl Limited | Vaccine preparations |
US6939546B2 (en) | 1993-05-21 | 2005-09-06 | The United States Of America As Represented By The Secretary Of The Army | Model for testing immunogenicity of peptides |
US6051256A (en) * | 1994-03-07 | 2000-04-18 | Inhale Therapeutic Systems | Dispersible macromolecule compositions and methods for their preparation and use |
US6447796B1 (en) | 1994-05-16 | 2002-09-10 | The United States Of America As Represented By The Secretary Of The Army | Sustained release hydrophobic bioactive PLGA microspheres |
US6855331B2 (en) | 1994-05-16 | 2005-02-15 | The United States Of America As Represented By The Secretary Of The Army | Sustained release hydrophobic bioactive PLGA microspheres |
GB9420355D0 (en) * | 1994-10-10 | 1994-11-23 | Univ Nottingham | Preparation of protein microspheres, films and coatings |
GB9423419D0 (en) * | 1994-11-19 | 1995-01-11 | Andaris Ltd | Preparation of hollow microcapsules |
US6333021B1 (en) * | 1994-11-22 | 2001-12-25 | Bracco Research S.A. | Microcapsules, method of making and their use |
US6902743B1 (en) * | 1995-05-22 | 2005-06-07 | The United States Of America As Represented By The Secretary Of The Army | Therapeutic treatment and prevention of infections with a bioactive material(s) encapuslated within a biodegradable-bio-compatable polymeric matrix |
US7033608B1 (en) | 1995-05-22 | 2006-04-25 | The United States Of America As Represented By The Secretary Of The Army | “Burst-free” sustained release poly-(lactide/glycolide) microspheres |
EP0862420A4 (en) * | 1995-10-13 | 1999-11-03 | Penn State Res Found | Synthesis of drug nanoparticles by spray drying |
DE19545257A1 (en) | 1995-11-24 | 1997-06-19 | Schering Ag | Process for the production of morphologically uniform microcapsules and microcapsules produced by this process |
US5980945A (en) * | 1996-01-16 | 1999-11-09 | Societe De Conseils De Recherches Et D'applications Scientifique S.A. | Sustained release drug formulations |
FR2757510B1 (en) * | 1996-12-23 | 2000-01-07 | Sanofi Sa | MICROPARTICLE FORM OF A TETRAHYDROPYRIDINE DERIVATIVE |
US20030203036A1 (en) | 2000-03-17 | 2003-10-30 | Gordon Marc S. | Systems and processes for spray drying hydrophobic drugs with hydrophilic excipients |
EP0971698A4 (en) | 1996-12-31 | 2006-07-26 | Nektar Therapeutics | Aerosolized hydrophobic drug |
US20020182258A1 (en) * | 1997-01-22 | 2002-12-05 | Zycos Inc., A Delaware Corporation | Microparticles for delivery of nucleic acid |
US6126919A (en) | 1997-02-07 | 2000-10-03 | 3M Innovative Properties Company | Biocompatible compounds for pharmaceutical drug delivery systems |
US20050171408A1 (en) * | 1997-07-02 | 2005-08-04 | Parker Jeffery R. | Light delivery systems and applications thereof |
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US20030045492A1 (en) * | 1997-08-13 | 2003-03-06 | Tang De-Chu C. | Vaccination by topical application of recombinant vectors |
US6716823B1 (en) | 1997-08-13 | 2004-04-06 | The Uab Research Foundation | Noninvasive genetic immunization, expression products therefrom, and uses thereof |
US20030125278A1 (en) * | 1997-08-13 | 2003-07-03 | Tang De-Chu C. | Immunization of animals by topical applications of a salmonella-based vector |
US6348450B1 (en) | 1997-08-13 | 2002-02-19 | The Uab Research Foundation | Noninvasive genetic immunization, expression products therefrom and uses thereof |
UA65607C2 (en) | 1998-03-04 | 2004-04-15 | Орто-Макнейл Фармацевтикал, Інк. | Pharmaceutical composition (variants) and process for its preparation |
AU744354B2 (en) | 1998-03-20 | 2002-02-21 | Takeda Chemical Industries Ltd. | Sustained-release preparation of physiologically active polypeptide and production thereof |
US7087236B1 (en) | 1998-09-01 | 2006-08-08 | Merrion Research I Limited | Method for inducing a cell-mediated immune response and improved parenteral vaccine formulations thereof |
US20040009936A1 (en) * | 1999-05-03 | 2004-01-15 | Tang De-Chu C. | Vaccine and drug delivery by topical application of vectors and vector extracts |
US20050037086A1 (en) * | 1999-11-19 | 2005-02-17 | Zycos Inc., A Delaware Corporation | Continuous-flow method for preparing microparticles |
US7732404B2 (en) | 1999-12-30 | 2010-06-08 | Dexcel Ltd | Pro-nanodispersion for the delivery of cyclosporin |
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US7575761B2 (en) | 2000-06-30 | 2009-08-18 | Novartis Pharma Ag | Spray drying process control of drying kinetics |
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US7666445B2 (en) * | 2000-10-20 | 2010-02-23 | The Trustees Of The University Of Pennsylvania | Polymer-based surgically implantable haloperidol delivery systems and methods for their production and use |
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US7098305B2 (en) * | 2001-09-06 | 2006-08-29 | Ardana Bioscience Limited | Sustained release of microcrystalline peptide suspensions |
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US20040142902A1 (en) * | 2001-11-08 | 2004-07-22 | Struijker- Boudier Harry A.J. | Implant dosage form and use thereof for the delivery of a cholosterol lowering agent |
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-
1993
- 1993-10-18 WO PCT/CH1993/000246 patent/WO1994009898A1/en active IP Right Grant
- 1993-10-18 CA CA002126685A patent/CA2126685C/en not_active Expired - Fee Related
- 1993-10-18 JP JP51051894A patent/JP3523254B2/en not_active Expired - Fee Related
- 1993-10-18 EP EP93922486A patent/EP0625069B1/en not_active Expired - Lifetime
- 1993-10-18 DK DK93922486T patent/DK0625069T3/en active
- 1993-10-18 AT AT93922486T patent/ATE175132T1/en not_active IP Right Cessation
- 1993-10-18 HU HU9401329A patent/HU221308B1/en not_active IP Right Cessation
- 1993-10-18 ES ES93922486T patent/ES2127835T3/en not_active Expired - Lifetime
- 1993-10-18 KR KR1019940702042A patent/KR100225983B1/en not_active IP Right Cessation
- 1993-10-18 DE DE59309257T patent/DE59309257D1/en not_active Expired - Fee Related
- 1993-10-26 CN CN93119645A patent/CN1058864C/en not_active Expired - Fee Related
-
1994
- 1994-06-22 US US08/264,007 patent/US5648096A/en not_active Expired - Fee Related
- 1994-06-23 FI FI943067A patent/FI943067A/en not_active IP Right Cessation
-
1999
- 1999-02-26 GR GR990400601T patent/GR3029504T3/en unknown
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6270795B1 (en) | 1995-11-09 | 2001-08-07 | Microbiological Research Authority | Method of making microencapsulated DNA for vaccination and gene therapy |
US6667294B2 (en) | 1995-11-09 | 2003-12-23 | Microbiological Research Authority | Microencapsulated DNA for vaccination and gene therapy |
US6743444B2 (en) | 1995-11-09 | 2004-06-01 | Microbiological Research Authority | Method of making microencapsulated DNA for vaccination and gene therapy |
US5783567A (en) * | 1997-01-22 | 1998-07-21 | Pangaea Pharmaceuticals, Inc. | Microparticles for delivery of nucleic acid |
US6309569B1 (en) | 1998-05-13 | 2001-10-30 | Microbiological Research Authority | Encapsulation of bioactive agents |
US6406719B1 (en) | 1998-05-13 | 2002-06-18 | Microbiological Research Authority | Encapsulation of bioactive agents |
US6565777B2 (en) | 1998-05-13 | 2003-05-20 | Microbiological Research Authority | Encapsulation of bioactive agents |
US6548302B1 (en) | 1998-06-18 | 2003-04-15 | Johns Hopkins University School Of Medicine | Polymers for delivery of nucleic acids |
WO2007014445A1 (en) * | 2005-08-02 | 2007-02-08 | Miv Therapeutics Inc. | Microdevices comprising nanocapsules for controlled delivery of drugs and method of manufacturing same |
Also Published As
Publication number | Publication date |
---|---|
DK0625069T3 (en) | 1999-08-30 |
CA2126685C (en) | 2002-07-23 |
KR100225983B1 (en) | 1999-10-15 |
JP3523254B2 (en) | 2004-04-26 |
FI943067A0 (en) | 1994-06-23 |
GR3029504T3 (en) | 1999-05-28 |
CN1058864C (en) | 2000-11-29 |
HUT70418A (en) | 1995-10-30 |
ATE175132T1 (en) | 1999-01-15 |
DE59309257D1 (en) | 1999-02-11 |
JPH07502686A (en) | 1995-03-23 |
HU9401329D0 (en) | 1994-08-29 |
HU221308B1 (en) | 2002-09-28 |
EP0625069B1 (en) | 1998-12-30 |
EP0625069A1 (en) | 1994-11-23 |
ES2127835T3 (en) | 1999-05-01 |
US5648096A (en) | 1997-07-15 |
FI943067A (en) | 1994-06-23 |
WO1994009898A1 (en) | 1994-05-11 |
CN1090172A (en) | 1994-08-03 |
KR940703713A (en) | 1994-12-12 |
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