ES8801189A1 - Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. - Google Patents
Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos.Info
- Publication number
- ES8801189A1 ES8801189A1 ES556753A ES556753A ES8801189A1 ES 8801189 A1 ES8801189 A1 ES 8801189A1 ES 556753 A ES556753 A ES 556753A ES 556753 A ES556753 A ES 556753A ES 8801189 A1 ES8801189 A1 ES 8801189A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- procedure
- hydroxyphenoxialchyleneheterociclyl
- preparation
- reaction
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
- C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/58—Two sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/16—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/70—Sulfur atoms
- C07D277/74—Sulfur atoms substituted by carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
- C07D309/40—Oxygen atoms attached in positions 3 and 4, e.g. maltol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE COMPUESTOS DE FORMULA (I) Y DE SUS SALES FISIOLOGICAMENTE COMPATIBLES. COMPRENDE LA REACCION DE UNA AMINA DE FORMULA (II) CON UN ACIDO CARBOXILICO DE FORMULA (III) O UNO DE SUS DERIVADOS, PARA OBTENER UN COMPUESTO DE FORMULA (I), EN LA QUE R1 REPRESENTA ACILO, R2 ES ALQUILO INFERIOR, A ES ALQUILENO INFERIOR OPCIONALMENTE SUSTITUIDO CON UN HIDROXI, HET ES ANILLO HETEROCICLICO Y R3, R4 Y R5 PUEDEN SER VARIOS TIPOS DE RADICALES. LA REACCION SE EFECTUA EN UN DISOLVENTE INERTE, EN PRESENCIA DE UN AGENTE DE CONDENSACION. ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS PARA LA PROFILAXIS Y EL TRATAMIENTO DE VARIAS ENFERMEDADES ALERGICAS Y TRASTORNOS ISQUEMICOS DEL CORAZ''ON Y DEL CEREBRO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23899184 | 1984-11-12 | ||
| JP21932785 | 1985-10-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8801189A1 true ES8801189A1 (es) | 1987-12-16 |
| ES556753A0 ES556753A0 (es) | 1987-12-16 |
Family
ID=26523058
Family Applications (9)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES548772A Expired ES8707947A1 (es) | 1984-11-12 | 1985-11-11 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556746A Expired ES8801231A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556751A Expired ES8801235A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556747A Expired ES8801187A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556750A Expired ES8801234A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556753A Expired ES8801189A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556752A Expired ES8801188A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556749A Expired ES8801233A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556748A Expired ES8801232A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxolicas. |
Family Applications Before (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES548772A Expired ES8707947A1 (es) | 1984-11-12 | 1985-11-11 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556746A Expired ES8801231A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556751A Expired ES8801235A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556747A Expired ES8801187A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556750A Expired ES8801234A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES556752A Expired ES8801188A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556749A Expired ES8801233A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxilicos. |
| ES556748A Expired ES8801232A1 (es) | 1984-11-12 | 1986-06-25 | Un procedimiento para la preparacion de acidos 3-hidroxifenoxialquilenheterociclilcarboxolicas. |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US4855310A (es) |
| EP (1) | EP0181779B1 (es) |
| KR (1) | KR900004804B1 (es) |
| AT (1) | ATE102930T1 (es) |
| CA (1) | CA1269982A (es) |
| DE (1) | DE3587777T2 (es) |
| ES (9) | ES8707947A1 (es) |
| PH (1) | PH22520A (es) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61186368A (ja) * | 1985-02-14 | 1986-08-20 | Kyorin Pharmaceut Co Ltd | 新規な抗アレルギ−薬およびその製造方法 |
| US5180730A (en) * | 1985-07-22 | 1993-01-19 | Yamanouchi Pharmaceutical Co., Ltd. | Heterocyclic compounds |
| US4803211A (en) * | 1985-07-22 | 1989-02-07 | Yamanouchi Pharmaceutical Co., Ltd. | Thiadizazole compounds as antagonists of SRS-A |
| US4942245A (en) * | 1987-04-20 | 1990-07-17 | Kyorin Pharmaceutical Co., Ltd. | Benzimidazole Derivatives |
| JPH0667836B2 (ja) * | 1989-03-01 | 1994-08-31 | 東洋紡績株式会社 | アミド系化合物からなる抗アレルギー剤 |
| US5102897A (en) * | 1990-03-27 | 1992-04-07 | Warner-Lambert Company | 3,5-ditertiarybutyl-4-hydroxyphenyl, 1,3,4-thiadiazoles and oxadiazoles linked by carbon, oxygen, and sulfur residues |
| DE4035599A1 (de) * | 1990-11-06 | 1992-05-07 | Dresden Arzneimittel | Neue 5-(phenoxyalkanoylamino)-uracile, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| EP0973936A1 (en) * | 1997-04-11 | 2000-01-26 | Eli Lilly And Company | Combinatorial libraries of peptidomimetic aminothioether acids |
| HK1045157A1 (zh) * | 1999-01-22 | 2002-11-15 | 依兰制药公司 | 抑制vla-4介导的白细胞粘着的化合物 |
| AR035838A1 (es) | 1999-01-22 | 2004-07-21 | Elan Pharm Inc | Compuestos multiciclicos que inhiben la adhesion de leucocitos mediada por vla-4 y el uso de los mismos para la preparacion de un medicamento |
| TW593284B (en) * | 1999-01-22 | 2004-06-21 | Elan Pharm Inc | Fused ring heteroaryl and heterocyclic compounds which inhibit leukocyte adhesion mediated by VLA-4 |
| US6436904B1 (en) * | 1999-01-25 | 2002-08-20 | Elan Pharmaceuticals, Inc. | Compounds which inhibit leukocyte adhesion mediated by VLA-4 |
| AU3246600A (en) | 1999-03-01 | 2000-09-21 | Elan Pharmaceuticals, Inc. | Alpha-aminoacetic acid derivatives useful as alpha 4 beta 7 receptor antagonists |
| US6552073B1 (en) * | 2002-03-01 | 2003-04-22 | Exonhit Therapeutics Sa | Compounds and methods of treating cell proliferative diseases |
| TWI281470B (en) * | 2002-05-24 | 2007-05-21 | Elan Pharm Inc | Heterocyclic compounds which inhibit leukocyte adhesion mediated by alpha4 integrins |
| TW200307671A (en) * | 2002-05-24 | 2003-12-16 | Elan Pharm Inc | Heteroaryl compounds which inhibit leukocyte adhesion mediated by α 4 integrins |
| EP1521577A1 (en) * | 2002-06-13 | 2005-04-13 | QLT, Inc. | Methods of using isothiazole derivatives to treat cancer or inflammation |
| ATE493405T1 (de) * | 2005-09-29 | 2011-01-15 | Elan Pharm Inc | Pyrimidinylamidverbindungen, die die durch vla-4 vermittelte leukozytenadhäsion inhibieren |
| ZA200803016B (en) | 2005-09-29 | 2009-10-28 | Elan Pharmaceuticals Inc Wyeth | Carbamate compounds which inhibit leukocyte adhesion mediated by VLA-4 |
| EA017110B1 (ru) * | 2006-02-27 | 2012-09-28 | Элан Фамэсьютикэлс, Инк. | ПИРИМИДИНИЛСУЛЬФОНАМИДНЫЕ СОЕДИНЕНИЯ (ВАРИАНТЫ), СПОСОБ ПОЛУЧЕНИЯ ПИРИМИДИНИЛСУЛЬФОНАМИДНЫХ СОЕДИНЕНИЙ (ВАРИАНТЫ), ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ, СПОСОБ ЛЕЧЕНИЯ ЗАБОЛЕВАНИЯ, ОПОСРЕДОВАННОГО ИНТЕГРИНОМ α4, СПОСОБ СНИЖЕНИЯ И/ИЛИ ПРЕДУПРЕЖДЕНИЯ ВОСПАЛИТЕЛЬНОГО КОМПОНЕНТА ЗАБОЛЕВАНИЯ ИЛИ АУТОИММУННОГО ОТВЕТА |
| SG10201401836RA (en) * | 2009-04-27 | 2014-10-30 | Elan Pharm Inc | Pyridinone antagonists of alpha-4 integrins |
| CN103772312B (zh) | 2009-10-02 | 2016-08-17 | 埃维克辛公司 | 抗炎症的2-羰基噻唑和2-羰基恶唑 |
| US20150376161A1 (en) | 2013-01-29 | 2015-12-31 | Avexxin As | Antiiflammatory and antitumor 2-oxothiazoles abd 2-oxothiophenes compounds |
| GB201413695D0 (en) | 2014-08-01 | 2014-09-17 | Avexxin As | Compound |
| GB201604318D0 (en) | 2016-03-14 | 2016-04-27 | Avexxin As | Combination therapy |
| EP4031537A1 (en) * | 2019-09-17 | 2022-07-27 | The Lubrizol Corporation | 2,5-dimercapto-1,3,4-thiadiazole ("dmtd") derivatives |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1546937A (en) * | 1976-07-29 | 1979-05-31 | Beecham Group Ltd | 2,4-diaminopyrimidine derivatives |
| JPS591268B2 (ja) * | 1978-10-18 | 1984-01-11 | 興和株式会社 | チアジアゾ−ル誘導体 |
| US4411905A (en) * | 1979-09-04 | 1983-10-25 | Richardson-Merrell Inc. | Antisecretory 1,2,4-triazole-3-thiols |
| AU554388B2 (en) * | 1981-06-15 | 1986-08-21 | American Home Products Corporation | Alpha-phenyl-2-(aza)benzothiazolylthioglycolic acid derivatives |
| DE3270324D1 (en) * | 1982-01-22 | 1986-05-07 | Basf Ag | Aminothiadiazoles, process for their preparation and their use in combating unwanted plant growth |
| US4517188A (en) * | 1983-05-09 | 1985-05-14 | Mead Johnson & Company | 1-Pyrimidinyloxy-3-hetaryl-alkylamino-2-propanols |
| US4672066A (en) * | 1985-04-22 | 1987-06-09 | Hoffmann-La Roche Inc. | Derivatives of 4-acetyl-3-hydroxy-2-alkyl-phenoxycarboxylic acids |
| US4803211A (en) * | 1985-07-22 | 1989-02-07 | Yamanouchi Pharmaceutical Co., Ltd. | Thiadizazole compounds as antagonists of SRS-A |
-
1985
- 1985-11-07 PH PH33025A patent/PH22520A/en unknown
- 1985-11-11 ES ES548772A patent/ES8707947A1/es not_active Expired
- 1985-11-11 KR KR1019850008402A patent/KR900004804B1/ko not_active Expired
- 1985-11-12 DE DE3587777T patent/DE3587777T2/de not_active Expired - Fee Related
- 1985-11-12 CA CA000495080A patent/CA1269982A/en not_active Expired - Lifetime
- 1985-11-12 EP EP85308227A patent/EP0181779B1/en not_active Expired - Lifetime
- 1985-11-12 AT AT85308227T patent/ATE102930T1/de not_active IP Right Cessation
-
1986
- 1986-06-25 ES ES556746A patent/ES8801231A1/es not_active Expired
- 1986-06-25 ES ES556751A patent/ES8801235A1/es not_active Expired
- 1986-06-25 ES ES556747A patent/ES8801187A1/es not_active Expired
- 1986-06-25 ES ES556750A patent/ES8801234A1/es not_active Expired
- 1986-06-25 ES ES556753A patent/ES8801189A1/es not_active Expired
- 1986-06-25 ES ES556752A patent/ES8801188A1/es not_active Expired
- 1986-06-25 ES ES556749A patent/ES8801233A1/es not_active Expired
- 1986-06-25 ES ES556748A patent/ES8801232A1/es not_active Expired
-
1988
- 1988-03-25 US US07/173,734 patent/US4855310A/en not_active Expired - Fee Related
-
1989
- 1989-06-07 US US07/362,959 patent/US4908368A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ES8801235A1 (es) | 1987-12-16 |
| ES8801188A1 (es) | 1987-12-16 |
| ES556751A0 (es) | 1987-12-16 |
| US4908368A (en) | 1990-03-13 |
| KR900004804B1 (ko) | 1990-07-06 |
| ES556748A0 (es) | 1987-12-16 |
| EP0181779B1 (en) | 1994-03-16 |
| ES8801234A1 (es) | 1987-12-16 |
| ES556750A0 (es) | 1987-12-16 |
| PH22520A (en) | 1988-10-17 |
| ES556746A0 (es) | 1987-12-16 |
| ES556749A0 (es) | 1987-12-16 |
| CA1269982A (en) | 1990-06-05 |
| ES8801231A1 (es) | 1987-12-16 |
| US4855310A (en) | 1989-08-08 |
| ES8801233A1 (es) | 1987-12-16 |
| DE3587777D1 (de) | 1994-04-21 |
| KR860004041A (ko) | 1986-06-16 |
| ES556747A0 (es) | 1987-12-16 |
| ES8801187A1 (es) | 1987-12-16 |
| DE3587777T2 (de) | 1994-06-23 |
| ES8707947A1 (es) | 1987-09-01 |
| ES556753A0 (es) | 1987-12-16 |
| ES548772A0 (es) | 1987-09-01 |
| ATE102930T1 (de) | 1994-04-15 |
| EP0181779A1 (en) | 1986-05-21 |
| ES8801232A1 (es) | 1987-12-16 |
| ES556752A0 (es) | 1987-12-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19971001 |