BE1008323A3 - Procede pour la preparation de particules preparees a sec, particules preparees a sec ainsi obtenues et compositions pharmaceutiques contenant de telles particules. - Google Patents
Procede pour la preparation de particules preparees a sec, particules preparees a sec ainsi obtenues et compositions pharmaceutiques contenant de telles particules. Download PDFInfo
- Publication number
- BE1008323A3 BE1008323A3 BE9400480A BE9400480A BE1008323A3 BE 1008323 A3 BE1008323 A3 BE 1008323A3 BE 9400480 A BE9400480 A BE 9400480A BE 9400480 A BE9400480 A BE 9400480A BE 1008323 A3 BE1008323 A3 BE 1008323A3
- Authority
- BE
- Belgium
- Prior art keywords
- biocompatible polymer
- particles
- support phase
- stirring
- active principle
- Prior art date
Links
- 239000002245 particle Substances 0.000 title claims abstract description 114
- 238000000034 method Methods 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 229920000249 biocompatible polymer Polymers 0.000 claims abstract description 83
- 238000003756 stirring Methods 0.000 claims abstract description 55
- 239000011325 microbead Substances 0.000 claims abstract description 40
- 239000004480 active ingredient Substances 0.000 claims abstract description 19
- 238000010348 incorporation Methods 0.000 claims abstract description 18
- 238000002844 melting Methods 0.000 claims abstract description 18
- 230000008018 melting Effects 0.000 claims abstract description 18
- 230000009477 glass transition Effects 0.000 claims abstract description 17
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 11
- 238000002156 mixing Methods 0.000 claims abstract description 10
- 238000011084 recovery Methods 0.000 claims abstract description 4
- 239000011324 bead Substances 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 54
- 229920000642 polymer Polymers 0.000 claims description 34
- 238000005406 washing Methods 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 21
- 238000013019 agitation Methods 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 229920002545 silicone oil Polymers 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 13
- 238000010438 heat treatment Methods 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 8
- 230000001954 sterilising effect Effects 0.000 claims description 8
- 238000004659 sterilization and disinfection Methods 0.000 claims description 8
- 230000002209 hydrophobic effect Effects 0.000 claims description 7
- 238000010521 absorption reaction Methods 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 238000007873 sieving Methods 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 5
- 229920002988 biodegradable polymer Polymers 0.000 claims description 4
- 239000004621 biodegradable polymer Substances 0.000 claims description 4
- 230000000750 progressive effect Effects 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract description 5
- 239000012071 phase Substances 0.000 description 38
- 229920001606 poly(lactic acid-co-glycolic acid) Polymers 0.000 description 22
- 108090000765 processed proteins & peptides Proteins 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 7
- 238000001125 extrusion Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 239000008159 sesame oil Substances 0.000 description 7
- 235000011803 sesame oil Nutrition 0.000 description 7
- RPVGLMKJGQMQSN-UHFFFAOYSA-N tiliquinol Chemical compound C1=CC=C2C(C)=CC=C(O)C2=N1 RPVGLMKJGQMQSN-UHFFFAOYSA-N 0.000 description 7
- 229950005513 tiliquinol Drugs 0.000 description 7
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 6
- 229940063655 aluminum stearate Drugs 0.000 description 6
- 238000000227 grinding Methods 0.000 description 6
- 239000011159 matrix material Substances 0.000 description 6
- 239000000825 pharmaceutical preparation Substances 0.000 description 6
- 229940127557 pharmaceutical product Drugs 0.000 description 6
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000011068 loading method Methods 0.000 description 4
- 239000011859 microparticle Substances 0.000 description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 4
- QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- -1 for example Substances 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007790 solid phase Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 3
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 108010050144 Triptorelin Pamoate Proteins 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000004005 microsphere Substances 0.000 description 2
- 229960003387 progesterone Drugs 0.000 description 2
- 239000000186 progesterone Substances 0.000 description 2
- 150000003431 steroids Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- VXKHXGOKWPXYNA-PGBVPBMZSA-N triptorelin Chemical compound C([C@@H](C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 VXKHXGOKWPXYNA-PGBVPBMZSA-N 0.000 description 2
- 229960004824 triptorelin Drugs 0.000 description 2
- PUDHBTGHUJUUFI-SCTWWAJVSA-N (4r,7s,10s,13r,16s,19r)-10-(4-aminobutyl)-n-[(2s,3r)-1-amino-3-hydroxy-1-oxobutan-2-yl]-19-[[(2r)-2-amino-3-naphthalen-2-ylpropanoyl]amino]-16-[(4-hydroxyphenyl)methyl]-13-(1h-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-p Chemical compound C([C@H]1C(=O)N[C@H](CC=2C3=CC=CC=C3NC=2)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(N[C@@H](CSSC[C@@H](C(=O)N1)NC(=O)[C@H](N)CC=1C=C2C=CC=CC2=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(N)=O)=O)C(C)C)C1=CC=C(O)C=C1 PUDHBTGHUJUUFI-SCTWWAJVSA-N 0.000 description 1
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000499489 Castor canadensis Species 0.000 description 1
- 241000874889 Euphilotes enoptes Species 0.000 description 1
- 235000011779 Menyanthes trifoliata Nutrition 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 229920001710 Polyorthoester Polymers 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 108010021336 lanreotide Proteins 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000771 poly (alkylcyanoacrylate) Polymers 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000017105 transposition Effects 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 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
- A61K9/14—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
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB939310030A GB9310030D0 (en) | 1993-05-15 | 1993-05-15 | Dry processed particles and process for the preparation of the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE1008323A3 true BE1008323A3 (fr) | 1996-04-02 |
Family
ID=10735537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE9400480A BE1008323A3 (fr) | 1993-05-15 | 1994-05-09 | Procede pour la preparation de particules preparees a sec, particules preparees a sec ainsi obtenues et compositions pharmaceutiques contenant de telles particules. |
Country Status (35)
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE381349T1 (de) * | 1993-01-06 | 2008-01-15 | Ipsen Mfg Ireland Ltd | Bioabbaubare polyester zur herstellung ionischer molekularer konjugate mit bioaktiven polypeptiden |
| ES2196023T3 (es) * | 1993-01-06 | 2003-12-16 | Kinerton Ltd | Conjugados moleculares ionicos de poliesteres biodegradables y polipeptidos bioactivos. |
| DE19604744A1 (de) | 1996-02-09 | 1997-08-14 | Henkel Kgaa | Technische Di-/Triglyceridgemische |
| IE960308A1 (en) | 1996-04-23 | 1997-11-05 | Kinerton Ltd | Sustained release ionic conjugate |
| DE19617137C1 (de) * | 1996-04-29 | 1997-02-27 | Henkel Kgaa | Verwendung von Copolymerestern für die Herstellung von Mikrosphären |
| US5858531A (en) * | 1996-10-24 | 1999-01-12 | Bio Syntech | Method for preparation of polymer microparticles free of organic solvent traces |
| US6867181B1 (en) | 1997-06-02 | 2005-03-15 | Societe De Conseils De Recherches Et D'applications Scientifiques, S.A.S. | Ionic molecular conjugates of biodegradable polyesters and bioactive polypeptides |
| AU5680100A (en) * | 1999-06-14 | 2001-01-02 | Cosmo S.P.A. | Controlled release and taste masking oral pharmaceutical compositions |
| ES2491866T3 (es) | 1999-11-15 | 2014-09-08 | Piramal Healthcare (Canada) Limited | Disolución biopolimérica acuosa autogelificante controlada por la temperatura y dependiente del pH |
| CN1254511C (zh) | 2000-06-16 | 2006-05-03 | 株式会社日本触媒 | 交联聚合物及其制备方法和用途 |
| GB0705159D0 (en) * | 2007-03-19 | 2007-04-25 | Prosonix Ltd | Process for making crystals |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2070153A1 (enrdf_load_stackoverflow) * | 1969-10-23 | 1971-09-10 | Du Pont | |
| DE3916020A1 (de) * | 1989-05-17 | 1990-11-22 | Burkhard Wichert | Retardierende mikropartikel aus bioabbaubaren polyestern |
| GB2246514A (en) * | 1990-08-01 | 1992-02-05 | Scras | Sustained release particles preparation |
| WO1992021326A1 (en) * | 1991-05-27 | 1992-12-10 | Medinvent | Method of producing reproducible particles |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH468192A (de) * | 1964-06-19 | 1969-02-15 | Ciba Geigy | Verfahren zur Herstellung von Arzneimitteln in Perlenform |
| IE52535B1 (en) * | 1981-02-16 | 1987-12-09 | Ici Plc | Continuous release pharmaceutical compositions |
| CH672887A5 (enrdf_load_stackoverflow) * | 1987-10-14 | 1990-01-15 | Debiopharm Sa | |
| AU2810189A (en) * | 1987-10-30 | 1989-05-23 | Stolle Research & Development Corporation | Low residual solvent microspheres and microencapsulation process |
| JP3191948B2 (ja) * | 1990-04-12 | 2001-07-23 | 塩野義製薬株式会社 | 被覆製剤およびその製造法 |
| JP3116311B2 (ja) * | 1990-06-13 | 2000-12-11 | エーザイ株式会社 | マイクロスフィアの製法 |
| GB9016885D0 (en) * | 1990-08-01 | 1990-09-12 | Scras | Sustained release pharmaceutical compositions |
| SE9003296L (sv) * | 1990-10-16 | 1992-04-17 | Kabi Pharmacia Ab | Foerfarande foer att formulera laekemedel |
| CA2055522A1 (en) * | 1990-12-12 | 1992-06-13 | Masako Andoh | Microspheres for ophthalmic use |
| GB9203689D0 (en) * | 1992-02-20 | 1992-04-08 | Euro Celtique Sa | Pharmaceutical composition |
| ATE154240T1 (de) * | 1992-03-12 | 1997-06-15 | Alkermes Inc | Acth enthaltende mikrokugeln mit gesteuerter abgabe |
| SE9200858L (sv) * | 1992-03-20 | 1993-09-21 | Kabi Pharmacia Ab | Metod för framställning av pellets med fördröjd frisättning |
| JPH07507806A (ja) * | 1992-06-11 | 1995-08-31 | アルカーメス コントロールド セラピューティクス，インコーポレイテッド | エリスロポエチン薬物送達システム |
| US5350584A (en) * | 1992-06-26 | 1994-09-27 | Merck & Co., Inc. | Spheronization process using charged resins |
| JP2651320B2 (ja) * | 1992-07-16 | 1997-09-10 | 田辺製薬株式会社 | 徐放性マイクロスフェア製剤の製造方法 |
| FR2693905B1 (fr) * | 1992-07-27 | 1994-09-02 | Rhone Merieux | Procédé de préparation de microsphères pour la libération prolongée de l'hormone LHRH et ses analogues, microsphères et formulations obtenues. |
| GB2273874A (en) * | 1992-12-31 | 1994-07-06 | Pertti Olavi Toermaelae | Preparation of pharmaceuticals in a polymer matrix |
-
1993
- 1993-05-15 GB GB939310030A patent/GB9310030D0/en active Pending
-
1994
- 1994-04-28 GR GR940100215A patent/GR1002034B/el not_active IP Right Cessation
- 1994-05-05 SE SE9401557A patent/SE519004C2/sv not_active IP Right Cessation
- 1994-05-06 HU HU9401412A patent/HU220617B1/hu not_active IP Right Cessation
- 1994-05-09 CH CH01436/94A patent/CH688572A5/fr not_active IP Right Cessation
- 1994-05-09 BE BE9400480A patent/BE1008323A3/fr not_active IP Right Cessation
- 1994-05-11 AT AT0098794A patent/AT406017B/de not_active IP Right Cessation
- 1994-05-11 ES ES09400996A patent/ES2097083B1/es not_active Expired - Fee Related
- 1994-05-11 FR FR9405782A patent/FR2705232B1/fr not_active Expired - Fee Related
- 1994-05-11 OA OA60510A patent/OA09939A/fr unknown
- 1994-05-11 IT ITMI940931A patent/IT1269508B/it active IP Right Grant
- 1994-05-11 LU LU88482A patent/LU88482A1/fr unknown
- 1994-05-12 IE IE039294A patent/IE940392A1/en not_active IP Right Cessation
- 1994-05-12 CA CA002123481A patent/CA2123481C/en not_active Expired - Fee Related
- 1994-05-13 DE DE4416812A patent/DE4416812C2/de not_active Expired - Fee Related
- 1994-05-13 TN TNTNSN94046A patent/TNSN94046A1/fr unknown
- 1994-05-13 CN CN94105512A patent/CN1050534C/zh not_active Expired - Fee Related
- 1994-05-13 DK DK054994A patent/DK171454B1/da not_active IP Right Cessation
- 1994-05-13 JP JP06099745A patent/JP3139913B2/ja not_active Expired - Fee Related
- 1994-05-13 NZ NZ260520A patent/NZ260520A/en not_active IP Right Cessation
- 1994-05-13 PT PT101518A patent/PT101518B/pt not_active IP Right Cessation
- 1994-05-13 SG SG1996006870A patent/SG46631A1/en unknown
- 1994-05-13 PL PL94303441A patent/PL175780B1/pl not_active IP Right Cessation
- 1994-05-13 BR BR9401968A patent/BR9401968A/pt not_active Application Discontinuation
- 1994-05-13 FI FI942222A patent/FI112915B/fi active
- 1994-05-13 IN IN595DE1994 patent/IN182330B/en unknown
- 1994-05-13 MA MA23503A patent/MA23194A1/fr unknown
- 1994-05-13 RU RU94016386A patent/RU2125869C1/ru active
- 1994-05-13 AU AU63084/94A patent/AU685094B2/en not_active Ceased
- 1994-05-13 ZA ZA943316A patent/ZA943316B/xx unknown
- 1994-05-13 GB GB9409565A patent/GB2277915B/en not_active Expired - Fee Related
- 1994-05-13 NO NO941810A patent/NO307403B1/no not_active IP Right Cessation
- 1994-05-14 KR KR1019940010570A patent/KR100341261B1/ko not_active Expired - Fee Related
- 1994-05-15 DZ DZ940045A patent/DZ1779A1/fr active
- 1994-05-16 NL NL9400795A patent/NL9400795A/nl active Search and Examination
-
1998
- 1998-03-10 HK HK98101938A patent/HK1002831A1/xx not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2070153A1 (enrdf_load_stackoverflow) * | 1969-10-23 | 1971-09-10 | Du Pont | |
| DE3916020A1 (de) * | 1989-05-17 | 1990-11-22 | Burkhard Wichert | Retardierende mikropartikel aus bioabbaubaren polyestern |
| GB2246514A (en) * | 1990-08-01 | 1992-02-05 | Scras | Sustained release particles preparation |
| WO1992021326A1 (en) * | 1991-05-27 | 1992-12-10 | Medinvent | Method of producing reproducible particles |
Non-Patent Citations (2)
| Title |
|---|
| MATHIOWITZ E. ET AL: "POLYANHYDRIDE MICROSPHERES AS DRUG CARRIERS . I. HOT-MELT ENCAPSULATION", J. OF CONTROLLED RELEASE, vol. 5, 1987, AMSTERDAM, pages 13 - 22 * |
| WICHERT B. ET AL: "A NEW METHOD FOR THE PREPARATION OF DRUG CONTAINING POLYLACTIC ACID MICROPARTICLES WITHOUT USING ORGANIC SOLVENTS", J. OF CONTROLLED RELEASE, vol. 14, no. 3, December 1990 (1990-12-01), AMSTERDAM, pages 269 - 283, XP000165640 * |
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Legal Events
| Date | Code | Title | Description |
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| RE | Patent lapsed |
Effective date: 20100531 |