FR2725623A1 - Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os - Google Patents
Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os Download PDFInfo
- Publication number
- FR2725623A1 FR2725623A1 FR9412759A FR9412759A FR2725623A1 FR 2725623 A1 FR2725623 A1 FR 2725623A1 FR 9412759 A FR9412759 A FR 9412759A FR 9412759 A FR9412759 A FR 9412759A FR 2725623 A1 FR2725623 A1 FR 2725623A1
- Authority
- FR
- France
- Prior art keywords
- microcapsules
- hours
- microcapsules according
- small intestine
- microns
- 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 claims abstract description 83
- 235000016709 nutrition Nutrition 0.000 title claims abstract description 7
- 230000035764 nutrition Effects 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 49
- 239000002245 particle Substances 0.000 claims abstract description 41
- 210000000813 small intestine Anatomy 0.000 claims abstract description 40
- 238000000576 coating method Methods 0.000 claims abstract description 32
- 239000011248 coating agent Substances 0.000 claims abstract description 31
- 229920000642 polymer Polymers 0.000 claims abstract description 23
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 22
- 239000004014 plasticizer Substances 0.000 claims abstract description 13
- 230000008569 process Effects 0.000 claims abstract description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 4
- 229940079593 drug Drugs 0.000 claims description 18
- 239000003814 drug Substances 0.000 claims description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 17
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- 239000000047 product Substances 0.000 claims description 15
- -1 acetal diethylaminoacetate Chemical class 0.000 claims description 14
- 229960001138 acetylsalicylic acid Drugs 0.000 claims description 14
- 239000008199 coating composition Substances 0.000 claims description 13
- 239000011859 microparticle Substances 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 11
- 239000001856 Ethyl cellulose Substances 0.000 claims description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 11
- 239000002775 capsule Substances 0.000 claims description 11
- 239000004359 castor oil Substances 0.000 claims description 11
- 235000019438 castor oil Nutrition 0.000 claims description 11
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- 229920001249 ethyl cellulose Polymers 0.000 claims description 11
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 11
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims description 11
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 11
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 11
- 239000003826 tablet Substances 0.000 claims description 11
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- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 10
- BYPFEZZEUUWMEJ-UHFFFAOYSA-N Pentoxifylline Chemical compound O=C1N(CCCCC(=O)C)C(=O)N(C)C2=C1N(C)C=N2 BYPFEZZEUUWMEJ-UHFFFAOYSA-N 0.000 claims description 9
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- HSUGRBWQSSZJOP-RTWAWAEBSA-N diltiazem Chemical compound C1=CC(OC)=CC=C1[C@H]1[C@@H](OC(C)=O)C(=O)N(CCN(C)C)C2=CC=CC=C2S1 HSUGRBWQSSZJOP-RTWAWAEBSA-N 0.000 claims description 8
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- 238000002360 preparation method Methods 0.000 claims description 8
- 229960004150 aciclovir Drugs 0.000 claims description 7
- MKUXAQIIEYXACX-UHFFFAOYSA-N aciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCO)C=N2 MKUXAQIIEYXACX-UHFFFAOYSA-N 0.000 claims description 7
- 239000000314 lubricant Substances 0.000 claims description 7
- 235000019359 magnesium stearate Nutrition 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
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- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 6
- 229960001680 ibuprofen Drugs 0.000 claims description 6
- 229920002401 polyacrylamide Polymers 0.000 claims description 5
- 238000005507 spraying Methods 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- 235000015872 dietary supplement Nutrition 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 4
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims description 4
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
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- 238000005243 fluidization Methods 0.000 claims description 3
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- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 2
- RDJGLLICXDHJDY-NSHDSACASA-N (2s)-2-(3-phenoxyphenyl)propanoic acid Chemical compound OC(=O)[C@@H](C)C1=CC=CC(OC=2C=CC=CC=2)=C1 RDJGLLICXDHJDY-NSHDSACASA-N 0.000 claims description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- METKIMKYRPQLGS-GFCCVEGCSA-N (R)-atenolol Chemical compound CC(C)NC[C@@H](O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-GFCCVEGCSA-N 0.000 claims description 2
- BGRJTUBHPOOWDU-NSHDSACASA-N (S)-(-)-sulpiride Chemical compound CCN1CCC[C@H]1CNC(=O)C1=CC(S(N)(=O)=O)=CC=C1OC BGRJTUBHPOOWDU-NSHDSACASA-N 0.000 claims description 2
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 2
- JIEKMACRVQTPRC-UHFFFAOYSA-N 2-[4-(4-chlorophenyl)-2-phenyl-5-thiazolyl]acetic acid Chemical compound OC(=O)CC=1SC(C=2C=CC=CC=2)=NC=1C1=CC=C(Cl)C=C1 JIEKMACRVQTPRC-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 229920000832 Cutin Polymers 0.000 claims description 2
- RSEPBGGWRJCQGY-RBRWEJTLSA-N Estradiol valerate Chemical compound C1CC2=CC(O)=CC=C2[C@@H]2[C@@H]1[C@@H]1CC[C@H](OC(=O)CCCC)[C@@]1(C)CC2 RSEPBGGWRJCQGY-RBRWEJTLSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 claims description 2
- ZBBHBTPTTSWHBA-UHFFFAOYSA-N Nicardipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC([N+]([O-])=O)=C1 ZBBHBTPTTSWHBA-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims description 2
- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000001413 amino acids Chemical class 0.000 claims description 2
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- CCGSUNCLSOWKJO-UHFFFAOYSA-N cimetidine Chemical compound N#CNC(=N/C)\NCCSCC1=NC=N[C]1C CCGSUNCLSOWKJO-UHFFFAOYSA-N 0.000 claims description 2
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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
- A61K9/48—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
- A61K9/5005—Wall or coating material
- A61K9/5015—Organic compounds, e.g. fats, sugars
-
- 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
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5026—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
-
- 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
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
- A61K9/5042—Cellulose; Cellulose derivatives, e.g. phthalate or acetate succinate esters of hydroxypropyl methylcellulose
- A61K9/5047—Cellulose ethers containing no ester groups, e.g. hydroxypropyl methylcellulose
Landscapes
- Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9412759A FR2725623A1 (fr) | 1994-10-18 | 1994-10-18 | Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os |
| IL11564695A IL115646A (en) | 1994-10-18 | 1995-10-17 | Medicinal and/or nutritional microcapsules for oral administration process for their preparation and galenical system containing them |
| ZA958762A ZA958762B (en) | 1994-10-18 | 1995-10-17 | Medicinal and/or nutritional microcapsules for oral administration |
| US08/544,208 US6022562A (en) | 1994-10-18 | 1995-10-17 | Medicinal and/or nutritional microcapsules for oral administration |
| CA002160762A CA2160762C (fr) | 1994-10-18 | 1995-10-17 | Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os |
| EP95420286A EP0709087B1 (fr) | 1994-10-18 | 1995-10-18 | Microcapsules médicamenteuses et/ou nutritionnelles pour administration per os |
| PCT/FR1995/001369 WO1996011675A2 (fr) | 1994-10-18 | 1995-10-18 | Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os |
| AT95420286T ATE188117T1 (de) | 1994-10-18 | 1995-10-18 | Arzneimittel und/oder nahrungsmikrokapseln zur oralen verabreichung |
| BRPI9509286A BRPI9509286B8 (pt) | 1994-10-18 | 1995-10-18 | microcápsulas medicamentosas e/ou nutricionais para administração per si. |
| AU38077/95A AU3807795A (en) | 1994-10-18 | 1995-10-18 | Medicinal and/or nutritional microcapsules for per os administration |
| BR9509286A BR9509286A (pt) | 1994-10-18 | 1995-10-18 | Microcápsulas medicamentosas e/ou nutricionais para administração per si |
| ES95420286T ES2140641T3 (es) | 1994-10-18 | 1995-10-18 | Microcapsulas medicamentosas y/o nutricionales para administracion por via oral. |
| JP51300696A JP4053589B2 (ja) | 1994-10-18 | 1995-10-18 | 経口投与のための医薬的および／または栄養学的マイクロカプセル |
| DE69514192T DE69514192T2 (de) | 1994-10-18 | 1995-10-18 | Arzneimittel und/oder Nahrungsmikrokapseln zur oralen Verabreichung |
| ARP000101126A AR022930A2 (es) | 1994-10-18 | 2000-03-15 | MICROCAPSULAS, DE TIPO RESERVORIO, QUE CONTIENEN POR LO MENOS UN PRINCIPIO ACTIVO MEDICAMENTOSO Y/O NUTRITIVO (PA) CON EXCLUSION DEL ACIDO ACETILSALICILICO (ASA), DESTINADAS A LA ADMINISTRACION POR VIA ORAL, SU UTILIZACIoN Y FORMA FARMACEUTICA QUE COMPRENDE A DICHAS MICROCAPSULAS. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9412759A FR2725623A1 (fr) | 1994-10-18 | 1994-10-18 | Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2725623A1 true FR2725623A1 (fr) | 1996-04-19 |
| FR2725623B1 FR2725623B1 (OSRAM) | 1997-02-21 |
Family
ID=9468196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR9412759A Granted FR2725623A1 (fr) | 1994-10-18 | 1994-10-18 | Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6022562A (OSRAM) |
| EP (1) | EP0709087B1 (OSRAM) |
| JP (1) | JP4053589B2 (OSRAM) |
| AR (1) | AR022930A2 (OSRAM) |
| AT (1) | ATE188117T1 (OSRAM) |
| AU (1) | AU3807795A (OSRAM) |
| BR (2) | BR9509286A (OSRAM) |
| CA (1) | CA2160762C (OSRAM) |
| DE (1) | DE69514192T2 (OSRAM) |
| ES (1) | ES2140641T3 (OSRAM) |
| FR (1) | FR2725623A1 (OSRAM) |
| IL (1) | IL115646A (OSRAM) |
| WO (1) | WO1996011675A2 (OSRAM) |
| ZA (1) | ZA958762B (OSRAM) |
Families Citing this family (147)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6440457B1 (en) * | 1993-05-27 | 2002-08-27 | Alza Corporation | Method of administering antidepressant dosage form |
| FI102944B (fi) * | 1996-06-19 | 1999-03-31 | Nokia Mobile Phones Ltd | Potilaan hoitolaite sekä hoitojärjestelmä |
| ES2216351T3 (es) | 1997-12-08 | 2004-10-16 | Altana Pharma Ag | Nueva forma de supositorio que comprende un compuesto activo labil o acidos. |
| NZ507951A (en) * | 1998-04-09 | 2002-12-20 | Eurand Internat S | Wettable microcapsules having hydrophobic polymer coated cores |
| US20060159756A1 (en) * | 1999-09-10 | 2006-07-20 | Brita Sjoblom | Method to obtain microparticles containing an H+,K+-ATP-ASE inhibitor |
| US20060153914A1 (en) * | 1999-12-10 | 2006-07-13 | Biovail Laboratories International S.R.L. | Chronotherapeutic diltiazem formulations and the administration thereof |
| US7108866B1 (en) | 1999-12-10 | 2006-09-19 | Biovall Laboratories International Srl | Chronotherapeutic diltiazem formulations and the administration thereof |
| CA2401288A1 (en) * | 2000-02-28 | 2001-09-07 | Vectura Limited | Improvements in or relating to the delivery of oral drugs |
| HUP0301802A3 (en) * | 2000-06-28 | 2009-04-28 | Teva Pharma | Process for producing carvedilol, crystalline carvedilol, process for producing it and pharmaceutical composition containing it |
| FR2811571B1 (fr) * | 2000-07-11 | 2002-10-11 | Flamel Tech Sa | Composition pharmaceutique orale, permettant la liberation controlee et l'absorption prolongee d'un principe actif |
| US6482440B2 (en) | 2000-09-21 | 2002-11-19 | Phase 2 Discovery, Inc. | Long acting antidepressant microparticles |
| GB0026512D0 (en) * | 2000-10-30 | 2000-12-13 | Benfell S Ltd | Protective beacon |
| FR2816840B1 (fr) * | 2000-11-17 | 2004-04-09 | Flamel Tech Sa | Medicament a base de microcapsules d'anti-hyperclycemiant a liberation prolongee et son procede de preparation |
| SE0100200D0 (sv) | 2001-01-24 | 2001-01-24 | Astrazeneca Ab | New film coating |
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- 1995-10-17 CA CA002160762A patent/CA2160762C/fr not_active Expired - Fee Related
- 1995-10-17 IL IL11564695A patent/IL115646A/xx not_active IP Right Cessation
- 1995-10-17 ZA ZA958762A patent/ZA958762B/xx unknown
- 1995-10-18 JP JP51300696A patent/JP4053589B2/ja not_active Expired - Fee Related
- 1995-10-18 DE DE69514192T patent/DE69514192T2/de not_active Expired - Lifetime
- 1995-10-18 BR BR9509286A patent/BR9509286A/pt active IP Right Grant
- 1995-10-18 WO PCT/FR1995/001369 patent/WO1996011675A2/fr not_active Ceased
- 1995-10-18 EP EP95420286A patent/EP0709087B1/fr not_active Expired - Lifetime
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- 1995-10-18 AT AT95420286T patent/ATE188117T1/de not_active IP Right Cessation
- 1995-10-18 AU AU38077/95A patent/AU3807795A/en not_active Abandoned
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Also Published As
| Publication number | Publication date |
|---|---|
| DE69514192T2 (de) | 2000-07-13 |
| BRPI9509286B8 (pt) | 2019-12-17 |
| US6022562A (en) | 2000-02-08 |
| JPH10509427A (ja) | 1998-09-14 |
| EP0709087B1 (fr) | 1999-12-29 |
| AU3807795A (en) | 1996-05-06 |
| ATE188117T1 (de) | 2000-01-15 |
| JP4053589B2 (ja) | 2008-02-27 |
| BR9509286A (pt) | 1997-10-14 |
| CA2160762C (fr) | 2004-12-21 |
| IL115646A0 (en) | 1996-01-19 |
| EP0709087A1 (fr) | 1996-05-01 |
| ZA958762B (en) | 1996-05-09 |
| WO1996011675A2 (fr) | 1996-04-25 |
| AR022930A2 (es) | 2002-09-04 |
| WO1996011675A3 (fr) | 1996-06-20 |
| ES2140641T3 (es) | 2000-03-01 |
| CA2160762A1 (fr) | 1996-04-19 |
| DE69514192D1 (de) | 2000-02-03 |
| IL115646A (en) | 2000-07-16 |
| FR2725623B1 (OSRAM) | 1997-02-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |
Effective date: 20140630 |