PT80131B - Processo para a preparacao de composicoes farmaceuticas em forma de dosagem liquida apropriada para administracao de 4'-demetilepipodofilotoxina-9-{4,6-o(r)-etilideno-beta-d-glucopiranosido}(etoposido) por via oral - Google Patents
Processo para a preparacao de composicoes farmaceuticas em forma de dosagem liquida apropriada para administracao de 4'-demetilepipodofilotoxina-9-{4,6-o(r)-etilideno-beta-d-glucopiranosido}(etoposido) por via oral Download PDFInfo
- Publication number
- PT80131B PT80131B PT80131A PT8013185A PT80131B PT 80131 B PT80131 B PT 80131B PT 80131 A PT80131 A PT 80131A PT 8013185 A PT8013185 A PT 8013185A PT 80131 B PT80131 B PT 80131B
- Authority
- PT
- Portugal
- Prior art keywords
- etoposide
- acid
- weight
- process according
- polyethylene glycol
- Prior art date
Links
- VJJPUSNTGOMMGY-MRVIYFEKSA-N etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 title claims abstract description 44
- 229960005420 etoposide Drugs 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims description 18
- 239000007788 liquid Substances 0.000 title claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 title claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000000203 mixture Substances 0.000 claims abstract description 32
- WBWWGRHZICKQGZ-UHFFFAOYSA-N Taurocholic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCCS(O)(=O)=O)C)C1(C)C(O)C2 WBWWGRHZICKQGZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- WBWWGRHZICKQGZ-GIHLXUJPSA-N taurocholic acid Chemical compound C([C@@H]1C[C@H]2O)[C@@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@@H]([C@@H](CCC(=O)NCCS(O)(=O)=O)C)[C@@]2(C)[C@H](O)C1 WBWWGRHZICKQGZ-GIHLXUJPSA-N 0.000 claims abstract description 16
- 239000002253 acid Substances 0.000 claims abstract description 13
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 12
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 12
- 239000002775 capsule Substances 0.000 claims abstract description 11
- 239000008297 liquid dosage form Substances 0.000 claims abstract 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000007903 gelatin capsule Substances 0.000 claims description 12
- 239000004615 ingredient Substances 0.000 claims description 7
- 229940068886 polyethylene glycol 300 Drugs 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000002552 dosage form Substances 0.000 claims description 6
- 238000003860 storage Methods 0.000 claims description 4
- 230000018044 dehydration Effects 0.000 claims description 3
- 238000006297 dehydration reaction Methods 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims description 2
- 230000003000 nontoxic effect Effects 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 229940079593 drug Drugs 0.000 abstract description 7
- 239000003814 drug Substances 0.000 abstract description 7
- 238000009472 formulation Methods 0.000 abstract description 5
- 238000010521 absorption reaction Methods 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 34
- 235000015165 citric acid Nutrition 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 229960004106 citric acid Drugs 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 230000037406 food intake Effects 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- 238000001990 intravenous administration Methods 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000003613 bile acid Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 229960004543 anhydrous citric acid Drugs 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000007963 capsule composition Substances 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000002496 gastric effect Effects 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000005063 solubilization Methods 0.000 description 2
- 230000007928 solubilization Effects 0.000 description 2
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 1
- DNXIKVLOVZVMQF-UHFFFAOYSA-N (3beta,16beta,17alpha,18beta,20alpha)-17-hydroxy-11-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid, methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(O)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 DNXIKVLOVZVMQF-UHFFFAOYSA-N 0.000 description 1
- PSUFRPOAICRSTC-ZLGRWFNRSA-N Fulvine Natural products O1C(=O)[C@H](C)[C@](O)(C)[C@H](C)C(=O)OCC2=CCN3[C@H]2[C@H]1CC3 PSUFRPOAICRSTC-ZLGRWFNRSA-N 0.000 description 1
- JMBQKKAJIKAWKF-UHFFFAOYSA-N Glutethimide Chemical compound C=1C=CC=CC=1C1(CC)CCC(=O)NC1=O JMBQKKAJIKAWKF-UHFFFAOYSA-N 0.000 description 1
- 150000000996 L-ascorbic acids Chemical class 0.000 description 1
- LCQMZZCPPSWADO-UHFFFAOYSA-N Reserpilin Natural products COC(=O)C1COCC2CN3CCc4c([nH]c5cc(OC)c(OC)cc45)C3CC12 LCQMZZCPPSWADO-UHFFFAOYSA-N 0.000 description 1
- QEVHRUUCFGRFIF-SFWBKIHZSA-N Reserpine Natural products O=C(OC)[C@@H]1[C@H](OC)[C@H](OC(=O)c2cc(OC)c(OC)c(OC)c2)C[C@H]2[C@@H]1C[C@H]1N(C2)CCc2c3c([nH]c12)cc(OC)cc3 QEVHRUUCFGRFIF-SFWBKIHZSA-N 0.000 description 1
- 206010041067 Small cell lung cancer Diseases 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- PSUFRPOAICRSTC-RYQNPAGMSA-N crispatine Chemical compound O1C(=O)[C@@H](C)[C@](O)(C)[C@H](C)C(=O)OCC2=CCN3[C@H]2[C@H]1CC3 PSUFRPOAICRSTC-RYQNPAGMSA-N 0.000 description 1
- PSUFRPOAICRSTC-UHFFFAOYSA-N crispatine Natural products O1C(=O)C(C)C(O)(C)C(C)C(=O)OCC2=CCN3C2C1CC3 PSUFRPOAICRSTC-UHFFFAOYSA-N 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 229960003964 deoxycholic acid Drugs 0.000 description 1
- KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- YJGVMLPVUAXIQN-UHFFFAOYSA-N epipodophyllotoxin Natural products COC1=C(OC)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YJGVMLPVUAXIQN-UHFFFAOYSA-N 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 210000003736 gastrointestinal content Anatomy 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 229960002972 glutethimide Drugs 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000003186 pharmaceutical solution Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- YJGVMLPVUAXIQN-XVVDYKMHSA-N podophyllotoxin Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@H](O)[C@@H]3[C@@H]2C(OC3)=O)=C1 YJGVMLPVUAXIQN-XVVDYKMHSA-N 0.000 description 1
- 229960001237 podophyllotoxin Drugs 0.000 description 1
- YVCVYCSAAZQOJI-UHFFFAOYSA-N podophyllotoxin Natural products COC1=C(O)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YVCVYCSAAZQOJI-UHFFFAOYSA-N 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- BJOIZNZVOZKDIG-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 BJOIZNZVOZKDIG-MDEJGZGSSA-N 0.000 description 1
- 229960003147 reserpine Drugs 0.000 description 1
- MDMGHDFNKNZPAU-UHFFFAOYSA-N roserpine Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(OC(C)=O)C(OC)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 MDMGHDFNKNZPAU-UHFFFAOYSA-N 0.000 description 1
- 208000000587 small cell lung carcinoma Diseases 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- NRHMKIHPTBHXPF-TUJRSCDTSA-M sodium cholate Chemical group [Na+].C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 NRHMKIHPTBHXPF-TUJRSCDTSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 201000001768 testis refractory cancer Diseases 0.000 description 1
Classifications
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/28—Steroids, e.g. cholesterol, bile acids or glycyrrhetinic acid
-
- 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
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US59114484A | 1984-03-19 | 1984-03-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
PT80131A PT80131A (en) | 1985-04-01 |
PT80131B true PT80131B (pt) | 1987-10-20 |
Family
ID=24365235
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PT80131A PT80131B (pt) | 1984-03-19 | 1985-03-18 | Processo para a preparacao de composicoes farmaceuticas em forma de dosagem liquida apropriada para administracao de 4'-demetilepipodofilotoxina-9-{4,6-o(r)-etilideno-beta-d-glucopiranosido}(etoposido) por via oral |
Country Status (28)
Country | Link |
---|---|
JP (1) | JPS60209516A (en, 2012) |
KR (1) | KR850006136A (en, 2012) |
AT (1) | AT392904B (en, 2012) |
AU (1) | AU571308B2 (en, 2012) |
BE (1) | BE901963A (en, 2012) |
CA (1) | CA1238578A (en, 2012) |
CH (1) | CH662731A5 (en, 2012) |
DE (1) | DE3509741A1 (en, 2012) |
DK (1) | DK164535C (en, 2012) |
EG (1) | EG17521A (en, 2012) |
ES (1) | ES8702140A1 (en, 2012) |
FI (1) | FI84023C (en, 2012) |
FR (1) | FR2561104B1 (en, 2012) |
GB (1) | GB2155789B (en, 2012) |
GR (1) | GR850688B (en, 2012) |
IE (1) | IE58340B1 (en, 2012) |
IL (1) | IL74615A (en, 2012) |
IT (1) | IT1187640B (en, 2012) |
LU (1) | LU85812A1 (en, 2012) |
MY (1) | MY101916A (en, 2012) |
NL (1) | NL8500739A (en, 2012) |
NO (1) | NO170569C (en, 2012) |
NZ (1) | NZ211078A (en, 2012) |
OA (1) | OA07968A (en, 2012) |
PT (1) | PT80131B (en, 2012) |
SE (1) | SE8501312L (en, 2012) |
YU (1) | YU45243B (en, 2012) |
ZA (1) | ZA851935B (en, 2012) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60239418A (ja) * | 1984-05-15 | 1985-11-28 | Nippon Kayaku Co Ltd | エトポシド軟カプセル製剤 |
JPS61189230A (ja) * | 1985-02-19 | 1986-08-22 | Nippon Kayaku Co Ltd | エトポシド製剤 |
DE3629386A1 (de) * | 1986-08-29 | 1988-03-03 | Scherer Gmbh R P | Gelatinekapseln und verfahren zu ihrer herstellung |
US4927638A (en) * | 1986-10-08 | 1990-05-22 | Bristol-Myers Company | Etoposide solutions |
US5154930A (en) * | 1987-03-05 | 1992-10-13 | The Liposome Company, Inc. | Pharmacological agent-lipid solution preparation |
US5376381A (en) * | 1988-02-25 | 1994-12-27 | The Liposome Company, Inc. | Integrity protected gelatin |
JP2000247911A (ja) * | 1999-02-26 | 2000-09-12 | Hisamitsu Pharmaceut Co Inc | 大腸用吸収促進剤 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH580255A5 (en, 2012) * | 1974-06-04 | 1976-09-30 | Calinter Sa | |
DE2452785A1 (de) * | 1974-11-07 | 1976-05-13 | Universal Oil Prod Co | Verfahren zum betrieb einer verbrennungsmaschine |
FR2358144A1 (fr) * | 1976-07-13 | 1978-02-10 | Lipha | Nouvelle composition medicamenteuse pour le traitement de la lithiase biliaire |
JPS5940137B2 (ja) * | 1976-10-14 | 1984-09-28 | 武田薬品工業株式会社 | 経口投与用医薬組成物 |
FR2410504A1 (fr) * | 1977-12-05 | 1979-06-29 | Air Liquide | Procede de reglage de securite d'un reacteur chimique et installation de reaction d'oxydation mettant en oeuvre ce procede |
DE2809543A1 (de) * | 1978-03-06 | 1979-09-13 | Werner Henke | Verfahren und vorrichtung zum neutralisieren von gasen bei oel- und gasbohrungen |
JPS60239418A (ja) * | 1984-05-15 | 1985-11-28 | Nippon Kayaku Co Ltd | エトポシド軟カプセル製剤 |
-
1985
- 1985-02-08 NZ NZ211078A patent/NZ211078A/en unknown
- 1985-02-20 AU AU38975/85A patent/AU571308B2/en not_active Ceased
- 1985-03-05 FR FR8503221A patent/FR2561104B1/fr not_active Expired
- 1985-03-14 ZA ZA851935A patent/ZA851935B/xx unknown
- 1985-03-14 NL NL8500739A patent/NL8500739A/nl not_active Application Discontinuation
- 1985-03-14 IT IT19897/85A patent/IT1187640B/it active
- 1985-03-15 NO NO851022A patent/NO170569C/no unknown
- 1985-03-15 IL IL74615A patent/IL74615A/xx unknown
- 1985-03-15 IE IE68685A patent/IE58340B1/en not_active IP Right Cessation
- 1985-03-15 YU YU420/85A patent/YU45243B/xx unknown
- 1985-03-15 FI FI851040A patent/FI84023C/fi not_active IP Right Cessation
- 1985-03-16 EG EG164/85A patent/EG17521A/xx active
- 1985-03-18 SE SE8501312A patent/SE8501312L/ not_active Application Discontinuation
- 1985-03-18 DE DE19853509741 patent/DE3509741A1/de not_active Withdrawn
- 1985-03-18 GB GB08506943A patent/GB2155789B/en not_active Expired
- 1985-03-18 ES ES541370A patent/ES8702140A1/es not_active Expired
- 1985-03-18 DK DK122285A patent/DK164535C/da not_active IP Right Cessation
- 1985-03-18 JP JP60054088A patent/JPS60209516A/ja active Pending
- 1985-03-18 PT PT80131A patent/PT80131B/pt not_active IP Right Cessation
- 1985-03-18 LU LU85812A patent/LU85812A1/fr unknown
- 1985-03-18 KR KR1019850001736A patent/KR850006136A/ko not_active Ceased
- 1985-03-18 CA CA000476750A patent/CA1238578A/en not_active Expired
- 1985-03-18 BE BE0/214666A patent/BE901963A/fr not_active IP Right Cessation
- 1985-03-19 OA OA58543A patent/OA07968A/xx unknown
- 1985-03-19 CH CH1223/85A patent/CH662731A5/de not_active IP Right Cessation
- 1985-03-19 AT AT819/85A patent/AT392904B/de not_active IP Right Cessation
- 1985-03-19 GR GR850688A patent/GR850688B/el unknown
-
1987
- 1987-09-29 MY MYPI87002211A patent/MY101916A/en unknown
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