CA1311388C - Process for the preparation of an effervescent granular material, effervescent granular material prepared by this process, as well as the use thereof - Google Patents
Process for the preparation of an effervescent granular material, effervescent granular material prepared by this process, as well as the use thereofInfo
- Publication number
- CA1311388C CA1311388C CA000540692A CA540692A CA1311388C CA 1311388 C CA1311388 C CA 1311388C CA 000540692 A CA000540692 A CA 000540692A CA 540692 A CA540692 A CA 540692A CA 1311388 C CA1311388 C CA 1311388C
- Authority
- CA
- Canada
- Prior art keywords
- granular material
- prepared
- process according
- effervescent granular
- organic acid
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 84
- 230000008569 process Effects 0.000 title claims abstract description 73
- 239000008187 granular material Substances 0.000 title claims abstract description 55
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims abstract description 84
- 238000000576 coating method Methods 0.000 claims abstract description 45
- 150000007524 organic acids Chemical class 0.000 claims abstract description 40
- 239000000243 solution Substances 0.000 claims abstract description 39
- 239000011248 coating agent Substances 0.000 claims abstract description 37
- 239000013078 crystal Substances 0.000 claims abstract description 33
- 238000006243 chemical reaction Methods 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000002156 mixing Methods 0.000 claims abstract description 21
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 17
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 17
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 16
- -1 citric acid Chemical class 0.000 claims abstract description 13
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 12
- 238000002425 crystallisation Methods 0.000 claims abstract description 8
- 230000008025 crystallization Effects 0.000 claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims abstract description 5
- 239000007787 solid Substances 0.000 claims abstract description 5
- 239000007864 aqueous solution Substances 0.000 claims abstract description 3
- 150000003839 salts Chemical class 0.000 claims description 28
- 229920002472 Starch Polymers 0.000 claims description 19
- 235000019698 starch Nutrition 0.000 claims description 19
- 239000008107 starch Substances 0.000 claims description 19
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- 159000000007 calcium salts Chemical group 0.000 claims description 9
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical group [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 claims description 5
- 239000001527 calcium lactate Substances 0.000 claims description 5
- 235000011086 calcium lactate Nutrition 0.000 claims description 5
- 229960002401 calcium lactate Drugs 0.000 claims description 5
- KZSFSNALALMADB-XUEOBZAXSA-L calcium (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid Chemical group [Ca+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O KZSFSNALALMADB-XUEOBZAXSA-L 0.000 claims description 4
- 239000000395 magnesium oxide Substances 0.000 claims description 4
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 4
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 4
- 150000001341 alkaline earth metal compounds Chemical class 0.000 claims description 3
- VPHDLUWYYKTYFR-UHFFFAOYSA-L calcium;4-oxopentanoate;hydrate Chemical group O.[Ca+2].CC(=O)CCC([O-])=O.CC(=O)CCC([O-])=O VPHDLUWYYKTYFR-UHFFFAOYSA-L 0.000 claims description 3
- 159000000003 magnesium salts Chemical class 0.000 claims description 2
- 238000009736 wetting Methods 0.000 claims description 2
- 239000004227 calcium gluconate Substances 0.000 claims 2
- 229960004494 calcium gluconate Drugs 0.000 claims 2
- 235000013927 calcium gluconate Nutrition 0.000 claims 2
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical group [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 claims 2
- 239000002253 acid Substances 0.000 abstract description 17
- 230000015572 biosynthetic process Effects 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 5
- 238000001035 drying Methods 0.000 abstract description 4
- 238000003756 stirring Methods 0.000 abstract description 4
- 239000000203 mixture Substances 0.000 abstract description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 20
- 239000000047 product Substances 0.000 description 20
- 229910000019 calcium carbonate Inorganic materials 0.000 description 10
- 239000011736 potassium bicarbonate Substances 0.000 description 10
- 235000015497 potassium bicarbonate Nutrition 0.000 description 10
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 10
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 10
- 238000005469 granulation Methods 0.000 description 6
- 230000003179 granulation Effects 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- VUBAYKHCMGECNX-UHFFFAOYSA-H hexapotassium 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [K+].[K+].[K+].[K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O VUBAYKHCMGECNX-UHFFFAOYSA-H 0.000 description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- 229960005069 calcium Drugs 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- QVMWAGAIJGMTCD-UHFFFAOYSA-E [K+].[K+].[K+].[K+].[K+].[K+].[K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O Chemical compound [K+].[K+].[K+].[K+].[K+].[K+].[K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QVMWAGAIJGMTCD-UHFFFAOYSA-E 0.000 description 3
- 239000007938 effervescent tablet Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical class [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 235000014214 soft drink Nutrition 0.000 description 2
- 239000003826 tablet Substances 0.000 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 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 206010063493 Premature ageing Diseases 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- VZNDIZRSZVVIEP-UHFFFAOYSA-L calcium 3-carboxy-3-hydroxypentanedioate 2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound [Ca+2].OC(=O)CC(O)(C(O)=O)CC(O)=O.OC(=O)CC(O)(C(O)=O)CC(O)=O.[O-]C(=O)CC(O)(C(=O)O)CC([O-])=O VZNDIZRSZVVIEP-UHFFFAOYSA-L 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 description 1
- 239000001354 calcium citrate Substances 0.000 description 1
- 235000011001 calcium citrates Nutrition 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- PFKGDYCESFRMAP-UHFFFAOYSA-L dicalcium citrate Chemical compound [Ca+2].[O-]C(=O)CC(O)(C(=O)O)CC([O-])=O PFKGDYCESFRMAP-UHFFFAOYSA-L 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000011707 mineral Chemical class 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- OWFJMGQSOHDIPP-UHFFFAOYSA-L monocalcium citrate Chemical compound [Ca+2].OC(=O)CC(O)(C(O)=O)CC([O-])=O.OC(=O)CC(O)(C(O)=O)CC([O-])=O OWFJMGQSOHDIPP-UHFFFAOYSA-L 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 230000003534 oscillatory effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- VPFJFVSOMFYXFV-UHFFFAOYSA-L potassium;sodium;3-carboxy-3,5-dihydroxy-5-oxopentanoate;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical class [Na+].[K+].OC(=O)CC(O)(C(O)=O)CC(O)=O.OC(=O)CC(O)(C(O)=O)CC(O)=O.[O-]C(=O)CC(O)(C(=O)O)CC([O-])=O VPFJFVSOMFYXFV-UHFFFAOYSA-L 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/40—Effervescence-generating compositions
-
- 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
- A61K9/0002—Galenical forms characterised by the drug release technique; Application systems commanded by energy
- A61K9/0007—Effervescent
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Medicinal Preparation (AREA)
- Glanulating (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- General Preparation And Processing Of Foods (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3621432.9 | 1986-06-26 | ||
| DE3621432 | 1986-06-26 | ||
| DEP3627475.5 | 1986-08-13 | ||
| DE19863627475 DE3627475A1 (de) | 1986-06-26 | 1986-08-13 | Verfahren zum herstellen eines brausegranulates, danach hergestelltes brausegranulat sowie dessen verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1311388C true CA1311388C (en) | 1992-12-15 |
Family
ID=25845002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000540692A Expired - Lifetime CA1311388C (en) | 1986-06-26 | 1987-06-26 | Process for the preparation of an effervescent granular material, effervescent granular material prepared by this process, as well as the use thereof |
Country Status (9)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2613619B1 (fr) * | 1987-04-07 | 1993-10-15 | Recherche Informatique Pharmacie | Medicaments, produits dietetiques ou produits d'hygiene sous forme de compositions pulverulentes obtenues par adsorption de principes actifs sur un sucre a dissolution rapide |
| GB8709803D0 (en) * | 1987-04-24 | 1987-05-28 | Mcfadden J J | Treatment of crohn's disease &c |
| US5348745A (en) * | 1989-05-09 | 1994-09-20 | Miles Inc. | Aqueous granulation solution and a method of tablet granulation |
| DE59003811D1 (de) * | 1989-09-07 | 1994-01-20 | Thomas Gergely | Magensäure bindende, pharmazeutische zubereitung. |
| DE59203732D1 (de) * | 1991-07-01 | 1995-10-26 | Gergely Gerhard | Lutsch- oder Kautablette. |
| JP3517233B2 (ja) * | 1991-07-01 | 2004-04-12 | ゲルゲリイ、ゲルハルト | 反応注入した発泡システム |
| US5254355A (en) * | 1992-05-29 | 1993-10-19 | Kraft General Foods, Inc. | Process for beverage tablets and products therefrom |
| US5503846A (en) * | 1993-03-17 | 1996-04-02 | Cima Labs, Inc. | Base coated acid particles and effervescent formulation incorporating same |
| DE59410143D1 (de) * | 1993-09-07 | 2002-08-01 | Gergely Gerhard | Modifizierte Kristalle einer festen, essbaren, organischen Säure |
| PL176005B1 (pl) * | 1993-09-09 | 1999-03-31 | Gerhard Gergely | Granulat musujący do wytwarzania preparatu farmaceutycznego oraz sposób wytwarzania granulatu musującego |
| IL112779A (en) * | 1994-03-01 | 1999-11-30 | Gergely Gerhard | Granular product or tablet containing an efferescent system and an active pharmaceutical substance and its preparation |
| EP0962443B1 (de) * | 1998-06-03 | 2003-04-23 | Dr. Gergely & Co. | Mit Alkali- bzw. Erdalkali-Ionen dotierte Zitronensäure |
| US6509496B1 (en) | 2000-10-19 | 2003-01-21 | Nutrapure, Inc. | Process for making mineral, food or pharmaceutical grade salt products |
| US8431171B2 (en) * | 2006-07-12 | 2013-04-30 | Purac Biochem B.V. | Partially neutralized acid coated food-grade particles |
| WO2008006878A1 (en) | 2006-07-12 | 2008-01-17 | Purac Biochem Bv | Partially neutralized acid coated food-grade particles |
| CA3232377A1 (en) | 2021-10-18 | 2023-04-27 | Hermes Pharma Gmbh | Method for preparation of effervescent granules |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3102075A (en) * | 1961-02-01 | 1963-08-27 | Warner Lambert Pharmacentical | Tableting process |
| US3401216A (en) * | 1964-01-09 | 1968-09-10 | Bristol Myers Co | Methods for preparing pharmaceutical compositions |
| US3359119A (en) * | 1964-03-27 | 1967-12-19 | Reynolds Tobacco Co R | Method of preparing an agglomerated food product |
| US4036228A (en) * | 1975-09-11 | 1977-07-19 | Alza Corporation | Osmotic dispenser with gas generating means |
| US4127645A (en) * | 1976-05-21 | 1978-11-28 | Life Savers, Inc. | Effervescent tablet and method |
| AT374348B (de) * | 1980-07-01 | 1984-04-10 | Gergely Gerhard | Verfahren zur herstellung von gewuenschtenfalls zu brausetabletten verarbeitbaren brausegranulaten |
| AT376147B (de) * | 1980-12-15 | 1984-10-10 | Gergely Gerhard | Verfahren und vorrichtung zum granulieren eines pulvergemisches |
| AT381451B (de) * | 1983-09-28 | 1986-10-27 | Gergely Gerhard | Brausesystem fuer brausetabletten |
| US4678661A (en) * | 1983-09-28 | 1987-07-07 | Gerhard Gergely | Effervescent composition and method of making same |
| DE3635864A1 (de) * | 1986-06-26 | 1988-05-05 | Gerhard Gergely | Verfahren zum herstellen eines brausegranulates, danach hergestelltes brausegranulat sowie dessen verwendung |
-
1986
- 1986-08-13 DE DE19863627475 patent/DE3627475A1/de active Granted
-
1987
- 1987-06-24 WO PCT/EP1987/000331 patent/WO1988000009A1/de active IP Right Grant
- 1987-06-24 DE DE8787904519T patent/DE3767684D1/de not_active Expired - Lifetime
- 1987-06-24 HU HU873823A patent/HU202090B/hu not_active IP Right Cessation
- 1987-06-24 AT AT87904519T patent/ATE60196T1/de not_active IP Right Cessation
- 1987-06-24 EP EP87904519A patent/EP0272312B1/de not_active Expired - Lifetime
- 1987-06-24 JP JP62504230A patent/JP2640108B2/ja not_active Expired - Fee Related
- 1987-06-24 AU AU77100/87A patent/AU596687B2/en not_active Ceased
- 1987-06-26 CA CA000540692A patent/CA1311388C/en not_active Expired - Lifetime
-
1988
- 1988-09-27 US US07/251,060 patent/US4867942A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0272312A1 (de) | 1988-06-29 |
| DE3627475A1 (de) | 1988-01-14 |
| JP2640108B2 (ja) | 1997-08-13 |
| WO1988000009A1 (en) | 1988-01-14 |
| JPH01500176A (ja) | 1989-01-26 |
| US4867942A (en) | 1989-09-19 |
| AU7710087A (en) | 1988-01-29 |
| DE3627475C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1988-04-21 |
| EP0272312B1 (de) | 1991-01-23 |
| ATE60196T1 (de) | 1991-02-15 |
| DE3767684D1 (de) | 1991-02-28 |
| HUT46522A (en) | 1988-11-28 |
| HU202090B (en) | 1991-02-28 |
| AU596687B2 (en) | 1990-05-10 |
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| Date | Code | Title | Description |
|---|---|---|---|
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