DK175505B1 - 1-substituerede 3-(1-[cyan eller carbamoyl]-1,1-diphenylmethyl)piperidin-forbindelser og deres anvendelse til fremstilling af et lægemiddel til behandling af sygdomme forbundet med ændret motilitet og/eller tonus af glatmuskel....... - Google Patents
1-substituerede 3-(1-[cyan eller carbamoyl]-1,1-diphenylmethyl)piperidin-forbindelser og deres anvendelse til fremstilling af et lægemiddel til behandling af sygdomme forbundet med ændret motilitet og/eller tonus af glatmuskel....... Download PDFInfo
- Publication number
- DK175505B1 DK175505B1 DK199100799A DK79991A DK175505B1 DK 175505 B1 DK175505 B1 DK 175505B1 DK 199100799 A DK199100799 A DK 199100799A DK 79991 A DK79991 A DK 79991A DK 175505 B1 DK175505 B1 DK 175505B1
- Authority
- DK
- Denmark
- Prior art keywords
- dichloromethane
- diphenylmethyl
- give
- mixture
- concentrated
- Prior art date
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- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- RSDOPYMFZBJHRL-UHFFFAOYSA-N Oxotremorine Chemical compound O=C1CCCN1CC#CCN1CCCC1 RSDOPYMFZBJHRL-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 208000018569 Respiratory Tract disease Diseases 0.000 description 1
- 241000269400 Sirenidae Species 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 206010044565 Tremor Diseases 0.000 description 1
- 241000009298 Trigla lyra Species 0.000 description 1
- GZDAOODJXSZNFQ-QGZVFWFLSA-N [(3r)-1-(4-methylphenyl)sulfonylpiperidin-3-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1CN(S(=O)(=O)C=2C=CC(C)=CC=2)CCC1 GZDAOODJXSZNFQ-QGZVFWFLSA-N 0.000 description 1
- ZAFQKZUIAXOIGH-FKKOFPAZSA-N [(4s)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid;(3r)-piperidin-3-ol Chemical compound O[C@@H]1CCCNC1.C1C[C@@]2(CS(O)(=O)=O)C(=O)CC1C2(C)C ZAFQKZUIAXOIGH-FKKOFPAZSA-N 0.000 description 1
- DCDOYTYLMUZKIG-DLGLCQKISA-N [(4s)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid;1-hydroxypiperidine Chemical compound ON1CCCCC1.C1C[C@@]2(CS(O)(=O)=O)C(=O)CC1C2(C)C DCDOYTYLMUZKIG-DLGLCQKISA-N 0.000 description 1
- JNDZKPICJFWIGC-UHFFFAOYSA-N [4-(2-bromoethyl)phenyl]methanol Chemical compound OCC1=CC=C(CCBr)C=C1 JNDZKPICJFWIGC-UHFFFAOYSA-N 0.000 description 1
- MHOJNMBUNDNWIM-UHFFFAOYSA-N acetamide azepane Chemical class C(C)(=O)N.N1CCCCCC1 MHOJNMBUNDNWIM-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 description 1
- 229960004373 acetylcholine Drugs 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 230000003288 anthiarrhythmic effect Effects 0.000 description 1
- 230000001078 anti-cholinergic effect Effects 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical class 0.000 description 1
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical class C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000007885 bronchoconstriction Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000001713 cholinergic effect Effects 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000009109 curative therapy Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 208000028299 esophageal disease Diseases 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 229940050410 gluconate Drugs 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000008991 intestinal motility Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000013081 microcrystal Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000003149 muscarinic antagonist Substances 0.000 description 1
- 210000004165 myocardium Anatomy 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- IPNPIHIZVLFAFP-UHFFFAOYSA-N phosphorus tribromide Chemical compound BrP(Br)Br IPNPIHIZVLFAFP-UHFFFAOYSA-N 0.000 description 1
- BIWOSRSKDCZIFM-UHFFFAOYSA-N piperidin-3-ol Chemical compound OC1CCCNC1 BIWOSRSKDCZIFM-UHFFFAOYSA-N 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 238000009428 plumbing Methods 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 150000003235 pyrrolidines Chemical class 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- HWCKGOZZJDHMNC-UHFFFAOYSA-M tetraethylammonium bromide Chemical group [Br-].CC[N+](CC)(CC)CC HWCKGOZZJDHMNC-UHFFFAOYSA-M 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 125000005951 trifluoromethanesulfonyloxy group Chemical group 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Filters That Use Time-Delay Elements (AREA)
- Bending Of Plates, Rods, And Pipes (AREA)
- Position Fixing By Use Of Radio Waves (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8825505 | 1988-11-01 | ||
| GB888825505A GB8825505D0 (en) | 1988-11-01 | 1988-11-01 | Therapeutic agents |
| PCT/EP1989/001300 WO1990005133A1 (fr) | 1988-11-01 | 1989-10-26 | Antagonistes recepteurs muscariniques |
| EP8901300 | 1989-10-26 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DK79991D0 DK79991D0 (da) | 1991-04-30 |
| DK79991A DK79991A (da) | 1991-06-28 |
| DK175505B1 true DK175505B1 (da) | 2004-11-15 |
Family
ID=10646093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK199100799A DK175505B1 (da) | 1988-11-01 | 1991-04-30 | 1-substituerede 3-(1-[cyan eller carbamoyl]-1,1-diphenylmethyl)piperidin-forbindelser og deres anvendelse til fremstilling af et lægemiddel til behandling af sygdomme forbundet med ændret motilitet og/eller tonus af glatmuskel....... |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5422358A (fr) |
| EP (2) | EP0376358A1 (fr) |
| JP (1) | JPH0791268B2 (fr) |
| AT (1) | ATE153019T1 (fr) |
| CA (1) | CA1328454C (fr) |
| DE (1) | DE68928045T2 (fr) |
| DK (1) | DK175505B1 (fr) |
| ES (1) | ES2102353T3 (fr) |
| FI (1) | FI97468C (fr) |
| GB (1) | GB8825505D0 (fr) |
| GR (1) | GR3023974T3 (fr) |
| PT (1) | PT92158B (fr) |
| WO (1) | WO1990005133A1 (fr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6017931A (en) * | 1994-03-01 | 2000-01-25 | Fmc Corporation | Insecticidal compositions containing n-(substituted phenylmethyl)-4-[bis(substituted phenyl)methyl]piperidines |
| US5569664A (en) * | 1995-02-16 | 1996-10-29 | Fmc Corporation | Insecticidal n-(substituted arylmethyl)-4-[bis(substituted phenyl) methyl]pi |
| US5639763A (en) * | 1994-03-01 | 1997-06-17 | Fmc Corporation | Insecticidal N-(substituted arylmethyl)-4-[bis(substituted phenyl)methyl]piperidines |
| DE69615214T2 (de) * | 1995-10-13 | 2002-06-27 | Banyu Pharmaceutical Co., Ltd. | Substituierte heteroaromatische derivate |
| PE92198A1 (es) * | 1996-08-01 | 1999-01-09 | Banyu Pharma Co Ltd | Derivados de 1,4-piperidina disustituida que contienen fluor |
| ES2203327B1 (es) * | 2002-06-21 | 2005-06-16 | Almirall Prodesfarma, S.A. | Nuevos carbamatos de quinuclidina y composiciones farmaceuticas que los contienen. |
| ES2204295B1 (es) * | 2002-07-02 | 2005-08-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de quinuclidina-amida. |
| JP2007524641A (ja) * | 2003-07-11 | 2007-08-30 | セラヴァンス, インコーポレーテッド | 置換4−アミノ−1−ベンジルピペリジン化合物 |
| WO2006097848A1 (fr) * | 2005-03-17 | 2006-09-21 | Pfizer Inc. | Inhibiteurs de maturation du virion du vih-1, compositions et traitements les utilisant |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2139628A1 (en) | 1971-05-28 | 1973-01-12 | Lipha | 5-(4-aryl piperazino-alkyl and alkylene) indans - with tranquillizing activity |
| US4032642A (en) * | 1974-12-11 | 1977-06-28 | A. H. Robins Company, Incorporated | 1-Substituted-4-benzylpiperidines |
| US4002766A (en) * | 1974-12-26 | 1977-01-11 | A. H. Robins Company, Incorporated | Antiarrhythmia methods |
| US4242261A (en) * | 1979-07-19 | 1980-12-30 | A. H. Robins Company, Inc. | Production of methylene-cycloamines |
| FR2531702A1 (fr) * | 1982-08-16 | 1984-02-17 | Synthelabo | Derives de phenethyl-1a-phenylperidine-3-propanenitrile, leur preparation et leur application en therapeutique |
| FI842738A7 (fi) | 1983-07-14 | 1985-01-15 | Syntex Inc | Aroyylibentsofuraani- ja bentsotiofeenietikka- ja propionihapot. |
| US4594343A (en) * | 1984-10-19 | 1986-06-10 | Shanklin Jr James R | 1-[(aminoalkyl and aminoalkylamino)carbonyl and thiocarbonyl]-α,α-diarylpyrrolidine, piperidine and homopiperidineacetamides and acetonitriles |
| IL76583A (en) | 1984-10-19 | 1988-08-31 | Robins Co Inc A H | 1-(aminoalkyl)-alpha'alpha-diaryl pyrrolidinyl,piperidino and homopiperidino acetamides and acetonitriles and pharmaceutical compositions containing them |
| EP0235463A3 (fr) * | 1985-12-20 | 1990-01-17 | A.H. ROBINS COMPANY, INCORPORATED (a Delaware corporation) | Arylalkyl et arylalkylène piperidines substitués sur l'azote utilisés comme agents antihistaminiques cardiovasculaires et antisécrétion |
| US4810713A (en) * | 1985-12-20 | 1989-03-07 | A. H. Robins Company, Incorporated | Arylalkyl-heterocyclic amines, n-substituted by aryloxyalkyl groups used in a method for allergy treatment |
| IN163948B (fr) * | 1986-01-17 | 1988-12-10 | Robins Co Inc A H | |
| GB8824262D0 (en) * | 1988-10-17 | 1988-11-23 | Pfizer Ltd | Therapeutic agents |
| GB8906166D0 (en) * | 1989-03-17 | 1989-05-04 | Pfizer Ltd | Therapeutic agents |
| US7078474B2 (en) | 2004-07-07 | 2006-07-18 | E. I. Dupont De Nemours And Company | Thermally curable coating compositions |
-
1988
- 1988-11-01 GB GB888825505A patent/GB8825505D0/en active Pending
-
1989
- 1989-09-29 CA CA000615036A patent/CA1328454C/fr not_active Expired - Fee Related
- 1989-10-26 EP EP89202720A patent/EP0376358A1/fr active Pending
- 1989-10-26 ES ES89912443T patent/ES2102353T3/es not_active Expired - Lifetime
- 1989-10-26 AT AT89912443T patent/ATE153019T1/de not_active IP Right Cessation
- 1989-10-26 DE DE68928045T patent/DE68928045T2/de not_active Expired - Fee Related
- 1989-10-26 WO PCT/EP1989/001300 patent/WO1990005133A1/fr not_active Ceased
- 1989-10-26 EP EP89912443A patent/EP0441852B1/fr not_active Expired - Lifetime
- 1989-10-26 JP JP1511557A patent/JPH0791268B2/ja not_active Expired - Fee Related
- 1989-10-26 US US07/678,941 patent/US5422358A/en not_active Expired - Lifetime
- 1989-10-30 PT PT92158A patent/PT92158B/pt not_active IP Right Cessation
-
1991
- 1991-04-30 DK DK199100799A patent/DK175505B1/da not_active IP Right Cessation
- 1991-04-30 FI FI912085A patent/FI97468C/fi active
-
1997
- 1997-07-02 GR GR970401625T patent/GR3023974T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0441852A1 (fr) | 1991-08-21 |
| PT92158B (pt) | 1995-07-18 |
| PT92158A (pt) | 1990-05-31 |
| EP0376358A1 (fr) | 1990-07-04 |
| DE68928045T2 (de) | 1997-08-28 |
| US5422358A (en) | 1995-06-06 |
| FI912085A0 (fi) | 1991-04-30 |
| EP0441852B1 (fr) | 1997-05-14 |
| FI97468B (fi) | 1996-09-13 |
| CA1328454C (fr) | 1994-04-12 |
| FI97468C (fi) | 1996-12-27 |
| DK79991D0 (da) | 1991-04-30 |
| ATE153019T1 (de) | 1997-05-15 |
| GB8825505D0 (en) | 1988-12-07 |
| JPH0791268B2 (ja) | 1995-10-04 |
| DK79991A (da) | 1991-06-28 |
| DE68928045D1 (de) | 1997-06-19 |
| GR3023974T3 (en) | 1997-10-31 |
| ES2102353T3 (es) | 1997-08-01 |
| JPH04500521A (ja) | 1992-01-30 |
| WO1990005133A1 (fr) | 1990-05-17 |
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