FI109121B - Förfarande för framställning av terapeutiskt aktiva 5-(1-hydroxi-2-piperidinopropyl)-2-(1H,3H)-indolonanaloger - Google Patents
Förfarande för framställning av terapeutiskt aktiva 5-(1-hydroxi-2-piperidinopropyl)-2-(1H,3H)-indolonanaloger Download PDFInfo
- Publication number
- FI109121B FI109121B FI925069A FI925069A FI109121B FI 109121 B FI109121 B FI 109121B FI 925069 A FI925069 A FI 925069A FI 925069 A FI925069 A FI 925069A FI 109121 B FI109121 B FI 109121B
- Authority
- FI
- Finland
- Prior art keywords
- hydroxy
- mmol
- product
- ethyl acetate
- formula
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring 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
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Claims (7)
1. Förfarande för framställning av en terapeutiskt aktiv racemisk eller optiskt aktiv förening med formeln 5 . OH .—. X1 Γ (1) v L2 10 »r R H väri
15 A är Ί Π · f . } / U tai J 0<k^ \ m är 0 eller 1; R och R2 är självständigt väte eller (Cj^)-alkyl;
20 R3 och R4 är separat envar väte, eller R3 och R4 tillsammans är etylen; och Z och Z1 är självständigt väte, (C^.3) -alkyl, fluor, • · · · klor eller brom; eller ett farmaceutiskt godtagbart syraadditionssalt därav; förutsatt, att dä A i en förening •*"a5 RY^x • med formeln (I) eller formeln (IV) är j , är R oK .··.·. (C^) -alkyl, kännetecknat därav, att man redu- cerar en förening med formeln 3 h UV1 .35 * H » * j 36 1 09 1 21 väri A, ra, R2, R3, R4, Z och Z1 är ovan definierade.
2. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framstaller en förening med forraeln (I) , väri Z och Z1 är envar väte och R2 är väte 5 eller raetyl.
3. Förfarande enligt patentkrav 2, känne- t e c k n a t därav, att man framställer en förening, väri R2 är metyl och som har den relativa stereokemiska formeln
10 OH nfirV^
15 H
4. Förfarande enligt patentkrav 3, känne- t e c k n a t därav, att man framställer en förening, väri R3 och R4 separat är väte. 20
5. Förfarande enligt patentkrav 4, känne- t e c k n a t därav, att man framställer en optiskt aktiv förening, väri m är 0. t » · V
· 6. Förfarande enligt patentkrav 3, känne- : : ' t e c k n a t därav, att man framställer en förening, ,'"’25 väri R3 och R4 tillsammans är etylen.
• · » : 7. Förening med formeln • t » * • · j) tIVI ; n, 2 H • · · I I ' » ' • * 37 1 09 1 21 väri - 0_ A är ; 7 U tai J m är O eller 1; R och R2 är s jälvständigt väte eller {Cx_3) -alkyl ; R3 och R4 är separat envar väte, eller R3 och R4 10 tillsammans är etylen; och Z och Z1 är självständigt väte, (C1.3) -alkyl, fluor, klor eller brom, förutsatt, att dä A i en förening med R_/~\ formeln (IV) är , är R (C^) -alkyl. 15 cr\ * · < 1 · * < · • 1 1 » » · »1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI982654A FI982654A (sv) | 1990-05-10 | 1998-12-08 | Nervskyddande indolon och nära anslutande derivat |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52233290A | 1990-05-10 | 1990-05-10 | |
| US52233290 | 1990-05-10 | ||
| PCT/US1991/001470 WO1991017156A1 (en) | 1990-05-10 | 1991-03-04 | Neuroprotective indolone and related derivatives |
| US9101470 | 1991-03-04 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI925069A0 FI925069A0 (fi) | 1992-11-09 |
| FI925069A FI925069A (fi) | 1992-11-09 |
| FI109121B true FI109121B (sv) | 2002-05-31 |
Family
ID=24080448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI925069A FI109121B (sv) | 1990-05-10 | 1992-11-09 | Förfarande för framställning av terapeutiskt aktiva 5-(1-hydroxi-2-piperidinopropyl)-2-(1H,3H)-indolonanaloger |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US5306723A (sv) |
| EP (1) | EP0554247B1 (sv) |
| JP (1) | JPH0699423B2 (sv) |
| KR (1) | KR0163355B1 (sv) |
| CN (1) | CN1037439C (sv) |
| AT (1) | ATE192149T1 (sv) |
| AU (1) | AU642994B2 (sv) |
| BR (1) | BR9106432A (sv) |
| CA (1) | CA2080475C (sv) |
| CZ (1) | CZ280560B6 (sv) |
| DE (1) | DE69132141T2 (sv) |
| DK (1) | DK0554247T3 (sv) |
| EG (1) | EG19647A (sv) |
| ES (1) | ES2146578T3 (sv) |
| FI (1) | FI109121B (sv) |
| GR (1) | GR3034005T3 (sv) |
| HU (1) | HU221193B1 (sv) |
| IE (1) | IE911569A1 (sv) |
| IL (1) | IL98056A (sv) |
| MY (1) | MY107799A (sv) |
| NO (1) | NO301979B1 (sv) |
| PH (1) | PH29902A (sv) |
| PL (1) | PL169267B1 (sv) |
| PT (1) | PT97602B (sv) |
| RU (1) | RU2068414C1 (sv) |
| SK (1) | SK280833B6 (sv) |
| TW (1) | TW198720B (sv) |
| WO (1) | WO1991017156A1 (sv) |
| YU (1) | YU48528B (sv) |
| ZA (1) | ZA913494B (sv) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5594007A (en) * | 1991-04-18 | 1997-01-14 | Pfizer Inc. | Method for treating spinal cord trauma with phenolic 2-piperidino-1-alkanols |
| JPH0788355B2 (ja) * | 1991-04-18 | 1995-09-27 | フアイザー・インコーポレイテツド | フェノール性２―ピペリジノ―１―アルカノールのプロドラグエステル |
| HUT70528A (en) * | 1991-07-17 | 1995-10-30 | Pfizer | 2-(4-hydroxypiperidino)-1-alkanol derivatives as antiischemic agents and process for production thereof |
| FR2688504B1 (fr) * | 1992-03-13 | 1995-05-05 | Synthelabo | Derives de 2-(piperidin-1-yl)ethanol, leur preparation et leur application en therapeutique. |
| US5319096A (en) * | 1992-04-03 | 1994-06-07 | Hoechst-Roussel Pharmaceuticals Inc. | (1H-indol-1-yl)-2-(amino) acetamides and related (1H-indol-1-yl)-(aminoalkyl)amides, pharmaceutical composition and use |
| US6255322B1 (en) | 1992-06-19 | 2001-07-03 | Pfizer Inc. | 2-(4-hydroxypiperidino)-1-alkanol derivatives as antiischemic agents |
| US5436255A (en) * | 1992-07-23 | 1995-07-25 | Pfizer Inc. | Method of treating diseases susceptable to treatment by blocking NMDA-receptors |
| CZ280669B6 (cs) * | 1992-10-30 | 1996-03-13 | Pfizer Inc. | Deriváty 3,4-dihydro-2(1H)-chinolonu a farmaceutický prostředek na jejich bázi |
| US5498610A (en) * | 1992-11-06 | 1996-03-12 | Pfizer Inc. | Neuroprotective indolone and related derivatives |
| US6046213A (en) * | 1994-08-18 | 2000-04-04 | Pfizer Inc. | Neuroprotective 3-(piperidinyl-1)-chroman-4,7-diol and 1-(4-hydroxyphenyl)-2-(piperidinyl-1)-alkanol derivatives |
| GB9510459D0 (en) * | 1995-05-24 | 1995-07-19 | Zeneca Ltd | Bicyclic amines |
| ZA9610736B (en) | 1995-12-22 | 1997-06-27 | Warner Lambert Co | 2-Substituted piperidine analogs and their use as subtypeselective nmda receptor antagonists |
| ZA9610741B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | 4-Substituted piperidine analogs and their use as subtype selective nmda receptor antagonists |
| ZA9610738B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | Subtype selective nmda receptor ligands and the use thereof |
| ZA9610745B (en) * | 1995-12-22 | 1997-06-24 | Warner Lambert Co | 4-Subsituted piperidine analogs and their use as subtype selective nmda receptor antagonists |
| TW427978B (en) * | 1996-02-03 | 2001-04-01 | Hoffmann La Roche | Tetrahydroisoquinoline derivatives |
| HUP9902111A3 (en) * | 1996-05-13 | 2000-03-28 | Zeneca Ltd | Bicyclic amines and their n-oxides, intermediates, preparation and use thereof, insecticide, acaricide and nematocide compositions containing these compounds |
| GB9623944D0 (en) * | 1996-11-15 | 1997-01-08 | Zeneca Ltd | Bicyclic amine derivatives |
| GB9624114D0 (en) * | 1996-11-20 | 1997-01-08 | Zeneca Ltd | Pesticidal bicyclic amine derivatives |
| GB9624611D0 (en) * | 1996-11-26 | 1997-01-15 | Zeneca Ltd | Bicyclic amine compounds |
| ES2216131T3 (es) | 1996-11-26 | 2004-10-16 | Syngenta Limited | Derivados de 8-azabiciclo 3,2,1 )octano-,8- azabiciclo 3,2.1) oct-6- eno- 9-azabiciclo 3.3.1) nonano-, 9-aza -3- oxabiciclo 3.3.1) nonano - y 9 -aza-3- tiabiciclo 3.3.1) nonano, su preparacion y su uso como insecticidas. |
| EP0846683B1 (en) * | 1996-12-03 | 2001-09-19 | F. Hoffmann-La Roche Ag | 4-Hydroxy-piperidine derivatives |
| CA2220649C (en) | 1996-12-03 | 2007-02-13 | F. Hoffmann-La Roche Ag | 4-hydroxy-piperidine derivatives |
| EP1173254A2 (en) * | 1999-04-27 | 2002-01-23 | Smithkline Beecham Plc | Novel treatment of neurotraumatic conditions with a raf inhibitor |
| WO2001030330A2 (en) | 1999-10-29 | 2001-05-03 | Merck Sharp & Dohme Limited | Method to treat pain utilizing benzimidazole nmda/nr2b antagonists |
| US6489477B1 (en) | 1999-10-29 | 2002-12-03 | Merck & Co., Inc. | 2-aza-bicyclo[2.2.2]octane NMDA/NR2B antigonists |
| US6495561B2 (en) | 1999-10-29 | 2002-12-17 | Merck & Co., Inc. | 2-cyclohexyl imidazopyridine NMDA/NR2B antagonists |
| US6432976B1 (en) | 1999-10-29 | 2002-08-13 | Merck & Co., Inc. | 8-aza-bicyclo[3.2.1]octane NMDA/NR2B antagonists |
| US6369076B1 (en) | 1999-10-29 | 2002-04-09 | Merck & Co. Inc. | 5-benzyl-octahydroindole and 6-benzyl-decahydroquinoline NMDA/NR2B antagonists |
| US6380205B1 (en) | 1999-10-29 | 2002-04-30 | Merck & Co., Inc. | 2-cyclohexyl quinazoline NMDA/NR2B antagonists |
| US6316474B1 (en) | 1999-10-29 | 2001-11-13 | Merck & Co., Inc. | 2-benzyl and 2-heteroaryl benzimidazole NMDA/NR2B antagonists |
| US6476041B1 (en) | 1999-10-29 | 2002-11-05 | Merck & Co., Inc. | 1,4 substituted piperidinyl NMDA/NR2B antagonists |
| US6291499B1 (en) | 1999-10-29 | 2001-09-18 | Merck & Co., Inc. | 2-cyclohexyl benzimidazole NMDA/NR2B antagonists |
| US7217716B2 (en) | 2001-02-23 | 2007-05-15 | Merck & Co., Inc. | N-substituted nonaryl-heterocyclic NMDA/NR2B antagonists |
| WO2002080928A1 (en) * | 2001-04-03 | 2002-10-17 | Merck & Co., Inc. | N-substituted nonaryl-heterocyclo amidyl nmda/nr2b antagonists |
| US7148236B2 (en) * | 2002-01-17 | 2006-12-12 | Merck & Co., Inc. | Modulators of acetylcholine receptors |
| US6713490B2 (en) | 2002-04-26 | 2004-03-30 | Pfizer, Inc. | 3,4-dihydroquinolin-2(1H)-one compounds as NR2B receptor antagonists |
| JP2007508288A (ja) * | 2003-10-08 | 2007-04-05 | ファイザー株式会社 | 縮合ラクタム化合物 |
| WO2006075004A2 (en) * | 2005-01-13 | 2006-07-20 | Neurosearch A/S | 3, 8 - substituted 8-aza-bicyclo[3.2.1] octane derivatives and their use as monoamine neurotransmitter re-uptake inhibitors |
| US20220218640A1 (en) | 2021-01-14 | 2022-07-14 | Rob Dickerman | Amino acid delivery system |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3294804A (en) * | 1961-01-27 | 1966-12-27 | Sterling Drug Inc | 1-(3-hydroxy-3-phenylpropyl)-4-phenyl-4-propionoxy-piperidine |
| FR5733M (sv) * | 1966-09-27 | 1968-01-22 | ||
| JPS51118772A (en) * | 1975-04-09 | 1976-10-18 | Otsuka Pharmaceut Co Ltd | Method for preparing carbostyryl derivatives |
| US4082755A (en) * | 1977-02-14 | 1978-04-04 | Janssen Pharmaceutica N.V. | 1-[(Diarylmethyl)aminoalkyl]piperidimes |
| WO1980000152A1 (en) * | 1978-07-03 | 1980-02-07 | Sandoz Ag | 3-aminopropoxy-aryl derivates,preparation and use thereof |
| PH17194A (en) * | 1980-03-06 | 1984-06-19 | Otsuka Pharma Co Ltd | Novel carbostyril derivatives,and pharmaceutical composition containing the same |
| US4358456A (en) * | 1980-05-03 | 1982-11-09 | John Wyeth & Brother Limited | Antipsychotic piperidinomethyl-indole derivatives |
| DE3045688A1 (de) * | 1980-12-04 | 1982-07-08 | C.H. Boehringer Sohn, 6507 Ingelheim | Neue 8-arylalkyl-3-phenyl-3-nortropanole, deren saeureadditionssalze, diese enthaltende arzneimittel und verfahren zu ihrer herstellung |
| JPS57142972A (en) * | 1981-02-27 | 1982-09-03 | Otsuka Pharmaceut Co Ltd | Carbostyril derivative |
| FR2534580A1 (fr) * | 1982-10-13 | 1984-04-20 | Synthelabo | Derives de phenyl-1 piperidino-2 propanol, leur preparation, et medicaments qui les contiennent |
| FR2546166B1 (fr) * | 1983-05-19 | 1985-10-25 | Synthelabo | Enantiomeres du erythro (benzyl-4 piperidino)-2 (hydroxy-4 ou benzyloxy-4 phenyl)-1 propanol, leur preparation et leur application en therapeutique |
| FR2581993B1 (fr) * | 1985-05-14 | 1988-03-18 | Synthelabo | Derives de (benzoyl-4 piperidino)-2 phenyl-1 alcanols, leur preparation et leur application en therapeutique |
| KR910006138B1 (ko) * | 1986-09-30 | 1991-08-16 | 에자이 가부시끼가이샤 | 환상아민 유도체 |
| EP0322361A3 (de) * | 1987-12-23 | 1990-01-24 | Ciba-Geigy Ag | Weitere hydrierte 1-Benzooxacycloalkylpyridincarbonsäureverbindungen |
| FR2640266B2 (fr) * | 1988-07-12 | 1992-07-10 | Synthelabo | Derives de (hydroxy-1 piperidinyl-2 alkyl) indolones-2, quinoleinones-2, benzo(b)azepinones-2 et benzimidazolones-2, leur preparation et leur application en therapeutique |
| EP0398578B1 (en) * | 1989-05-17 | 1997-03-12 | Pfizer Inc. | 2-piperidino-1-alkanol derivatives as antiischemic agents |
-
1991
- 1991-03-04 DK DK91905608T patent/DK0554247T3/da active
- 1991-03-04 CA CA002080475A patent/CA2080475C/en not_active Expired - Fee Related
- 1991-03-04 DE DE69132141T patent/DE69132141T2/de not_active Expired - Fee Related
- 1991-03-04 US US07/941,118 patent/US5306723A/en not_active Expired - Fee Related
- 1991-03-04 HU HU9203515A patent/HU221193B1/hu not_active IP Right Cessation
- 1991-03-04 JP JP3505475A patent/JPH0699423B2/ja not_active Expired - Fee Related
- 1991-03-04 RU RU9192016415A patent/RU2068414C1/ru not_active IP Right Cessation
- 1991-03-04 ES ES91905608T patent/ES2146578T3/es not_active Expired - Lifetime
- 1991-03-04 AU AU74565/91A patent/AU642994B2/en not_active Ceased
- 1991-03-04 BR BR919106432A patent/BR9106432A/pt not_active Application Discontinuation
- 1991-03-04 EP EP91905608A patent/EP0554247B1/en not_active Expired - Lifetime
- 1991-03-04 AT AT91905608T patent/ATE192149T1/de not_active IP Right Cessation
- 1991-03-04 KR KR1019920702794A patent/KR0163355B1/ko not_active IP Right Cessation
- 1991-03-04 PL PL91296711A patent/PL169267B1/pl not_active IP Right Cessation
- 1991-03-04 WO PCT/US1991/001470 patent/WO1991017156A1/en active IP Right Grant
- 1991-04-02 TW TW080102540A patent/TW198720B/zh active
- 1991-04-24 PH PH42344A patent/PH29902A/en unknown
- 1991-05-03 IL IL9805691A patent/IL98056A/en not_active IP Right Cessation
- 1991-05-08 SK SK1354-91A patent/SK280833B6/sk unknown
- 1991-05-08 CZ CS911354A patent/CZ280560B6/cs not_active IP Right Cessation
- 1991-05-08 PT PT97602A patent/PT97602B/pt active IP Right Grant
- 1991-05-08 ZA ZA913494A patent/ZA913494B/xx unknown
- 1991-05-08 MY MYPI91000778A patent/MY107799A/en unknown
- 1991-05-08 EG EG27191A patent/EG19647A/xx active
- 1991-05-09 YU YU81091A patent/YU48528B/sh unknown
- 1991-05-09 CN CN91103022A patent/CN1037439C/zh not_active Expired - Fee Related
- 1991-05-09 IE IE156991A patent/IE911569A1/en not_active IP Right Cessation
-
1992
- 1992-11-09 NO NO924310A patent/NO301979B1/no not_active IP Right Cessation
- 1992-11-09 FI FI925069A patent/FI109121B/sv not_active IP Right Cessation
-
2000
- 2000-07-24 GR GR20000401691T patent/GR3034005T3/el not_active IP Right Cessation
Also Published As
Similar Documents
| Publication | Publication Date | Title |
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