ES8400730A1 - Un procedimiento para preparar derivados de tetralina - Google Patents
Un procedimiento para preparar derivados de tetralinaInfo
- Publication number
- ES8400730A1 ES8400730A1 ES502565A ES502565A ES8400730A1 ES 8400730 A1 ES8400730 A1 ES 8400730A1 ES 502565 A ES502565 A ES 502565A ES 502565 A ES502565 A ES 502565A ES 8400730 A1 ES8400730 A1 ES 8400730A1
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- compounds
- therapeutically useful
- alkyl group
- group
- 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
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical class C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/57—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
- C07C215/50—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/26—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C219/28—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton having amino groups bound to acyclic carbon atoms of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
UN PROCEDIMIENTO PARA PREPARAR NUEVAS 1,2,3,4 TETRAHIDRO-2-NAFTILAMINAS.CONSISTE EN DIVIDIR UN ETER (II) EN EL CUAL RA ES UN RESIDUO-HIDROCARBONADO, CON LO QUE SE OBTIENE EL COMPUESTO (I). OPCIONALMENTE, A CONTINUACION PUEDE TRANSFORMARSE LA BASE OBTENIDA EN UNA SAL DE ADICION DE ACIDO FARMACEUTICAMENTE ACEPTABLE O BIEN PUEDE SEPARARSE LA MEZCLA DE ISOMEROS OBTENIDA. Y. ES OHR ES UN GRUPO ALCOHILO, BENCILO O FENETILO Y R ES HIDROGENO O UN GRUPO ALCOHILO.ACTIVIDAD SOBRE EL SISTEMA NERVIOSO CENTRAL.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE8004002A SE8004002L (sv) | 1980-05-29 | 1980-05-29 | Terapeutiskt anvendbara tetralinderivat |
Publications (2)
Publication Number | Publication Date |
---|---|
ES502565A0 ES502565A0 (es) | 1983-11-01 |
ES8400730A1 true ES8400730A1 (es) | 1983-11-01 |
Family
ID=20341076
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES502565A Expired ES8400730A1 (es) | 1980-05-29 | 1981-05-28 | Un procedimiento para preparar derivados de tetralina |
ES512401A Expired ES8401443A1 (es) | 1980-05-29 | 1982-05-20 | "un procedimiento para preparar derivados de tetralina". |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES512401A Expired ES8401443A1 (es) | 1980-05-29 | 1982-05-20 | "un procedimiento para preparar derivados de tetralina". |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0041488A1 (es) |
JP (1) | JPS57500694A (es) |
DK (1) | DK32982A (es) |
ES (2) | ES8400730A1 (es) |
NO (1) | NO820255L (es) |
SE (1) | SE8004002L (es) |
WO (1) | WO1981003491A1 (es) |
Families Citing this family (53)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4448990A (en) * | 1982-11-16 | 1984-05-15 | Eli Lilly And Company | Hydroxyaminotetralincarboxamides |
US4743618A (en) * | 1983-01-03 | 1988-05-10 | Nelson Research & Development Co. | Substituted 2-aminotetralins |
GB2157950B (en) * | 1984-05-04 | 1988-11-02 | Nelson Res & Dev | Selective d-2 dopamine receptor agonist |
EP0168505B1 (en) * | 1984-05-22 | 1989-08-09 | Whitby Research Incorporated | Substituted 2-aminotetralins and processes for synthesis |
DE3718317A1 (de) * | 1986-12-10 | 1988-06-16 | Bayer Ag | Substituierte basische 2-aminotetraline |
US5153225A (en) * | 1986-12-10 | 1992-10-06 | Bayer Aktiengesellschaft | Substituted basic 2-aminotetralin in pharmaceuticals |
DE3719924A1 (de) * | 1986-12-22 | 1988-06-30 | Bayer Ag | 8-substituierte 2-aminotetraline |
US4845221A (en) * | 1988-04-15 | 1989-07-04 | American Home Products Corporation | Serotonergic substituted piperazinyl tetralins |
GB8810748D0 (en) * | 1988-05-06 | 1988-06-08 | Beecham Wuelfing Gmbh & Co Kg | Novel treatment |
US5162375A (en) * | 1988-05-06 | 1992-11-10 | Beecham Group P.L.C. | Treatment of neuronal degeneration with 5HT1A agonists |
US5026707A (en) * | 1988-05-23 | 1991-06-25 | Eli Lilly And Company | Ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes |
DE3832571A1 (de) * | 1988-09-24 | 1990-05-31 | Boehringer Ingelheim Kg | Verwendung von 2,7-diamino-1,2,3,4-tetrahydronaphthalinen als arzneimittel, neue 2,7-diamino-1,2,3,4-tetrahydronaphthaline sowie verfahren zu ihrer herstellung |
US4992465A (en) * | 1988-09-27 | 1991-02-12 | Ciba-Geigy Corporation | 3-amino-dihydro-(1)-benzopyrans |
US5225596A (en) * | 1989-01-09 | 1993-07-06 | The Upjohn Company | Halo substituted aminotetralins |
AU4844290A (en) * | 1989-01-09 | 1990-08-01 | Upjohn Company, The | Halo substituted aminotetralins |
IL114715A (en) * | 1989-02-27 | 1997-01-10 | Lilly Co Eli | Intermediate compounds for ring-substituted 2-amino-1, 2, 3, 4-tetrahydronaphthalenes and 3-aminochromanes |
GB8907865D0 (en) * | 1989-04-07 | 1989-05-24 | Wyeth John & Brother Ltd | Tetrahydroquinoline derivatives |
US5234945A (en) * | 1989-05-09 | 1993-08-10 | Whitby Research, Inc. | Method of producing body weight and food intake using a dopamine D2 receptor agonist |
SE8901889D0 (sv) * | 1989-05-26 | 1989-05-26 | Astra Ab | Novel 8-substituted-2-aminotetralines |
HUT61719A (en) * | 1989-05-31 | 1993-03-01 | Upjohn Co | Process for producing 2-aminotetraline derivatives and pharmaceutical compositions comprising such compounds |
DE3919624A1 (de) * | 1989-06-15 | 1990-12-20 | Boehringer Ingelheim Kg | Neue 2,5-diaminotetraline, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
SE8904127D0 (sv) * | 1989-12-07 | 1989-12-07 | Astra Ab | New biocyclic amino-substituted compounds |
EP0450238A1 (en) * | 1990-03-30 | 1991-10-09 | Merrell Dow Pharmaceuticals Inc. | Novel compounds for the treatment of migraine |
US5194439A (en) * | 1990-04-06 | 1993-03-16 | John Wyeth & Brother Limited | N-(2,3-dihydro-1,4-benzodioxinyl)-N-substituted aminopyrido-fused cycloalkanes |
DE69124868T2 (de) * | 1990-08-15 | 1997-07-10 | Lilly Co Eli | Ring-substituierte 2-Amino-1,2,3,4-tetra-hydronaphthaline, 3-Aminochromane und 3-Aminothiochromane |
JPH06502165A (ja) * | 1990-10-12 | 1994-03-10 | ファルマシア・アンド・アップジョン・カンパニー | 治療上有用な2−アミノテトラリン誘導体 |
ZA92767B (en) * | 1991-02-08 | 1993-08-03 | Lilly Co Eli | Ring-substituted 2-amino-1,2,3,4-tetra-hydronaphthalenes and 3-aminochromanes. |
PT100639A (pt) * | 1991-06-27 | 1993-09-30 | Univ Virginia Commonwealth | Metodo para o tratamento terapeutico com compostos que sao ligandos ao receptor sigma e compostos ai utilizados, nomeadamente derivados fenilalquil-amina, aminotetralina,piperazina e piperidina |
US5824680A (en) * | 1991-08-31 | 1998-10-20 | Bayer Aktiengesellschaft | Ipsapirone for the treatment of alzheimer's disease by improving memory |
TW239127B (es) * | 1991-12-20 | 1995-01-21 | Hoffmann La Roche | |
CA2166100A1 (en) * | 1993-06-23 | 1995-01-05 | Richard A. Glennon | Sigma receptor ligands and the use thereof |
FR2707636B1 (fr) * | 1993-06-29 | 1995-09-15 | Inst Francais Du Petrole | Composition sulfo-uréique résultant de l'action de l'urée sur une boue sulfurique d'origine pétrolière, procédé de préparation et utilisation comme source de matière fertilisante. |
US7829587B2 (en) | 2008-01-09 | 2010-11-09 | Allergan, Inc. | Substituted 2-aminotetralin derivatives as selective alpha 2B agonist |
CN102083797B (zh) | 2008-04-01 | 2014-06-04 | Abbvie公司 | 四氢异喹啉、含有它们的药物组合物和它们在治疗中的用途 |
EP2346811B1 (en) * | 2008-10-13 | 2012-08-15 | Interquim, S.A | Process for the preparation of optically active (s)-(-)-2-(n-propylamino)-5-methoxytetraline and (s)-(-)-2-(n-propylamino)-5-hydroxytetraline compounds |
AR075442A1 (es) | 2009-02-16 | 2011-03-30 | Abbott Gmbh & Co Kg | Derivados de aminotetralina, composiciones farmaceuticas que las contienen y sus usos en terapia |
EP2338873A1 (en) * | 2009-12-22 | 2011-06-29 | Gmeiner, Peter | New aminotetraline derivatives |
DE102010020553A1 (de) | 2010-05-14 | 2011-11-17 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 8-Alkoxy-2-aminotetralin-Derivate und ihre Verwendung |
US8846743B2 (en) | 2010-08-13 | 2014-09-30 | Abbott Laboratories | Aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
US9051280B2 (en) | 2010-08-13 | 2015-06-09 | AbbVie Deutschland GmbH & Co. KG | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
US8883839B2 (en) | 2010-08-13 | 2014-11-11 | Abbott Laboratories | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
US8877794B2 (en) | 2010-08-13 | 2014-11-04 | Abbott Laboratories | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
US9045459B2 (en) | 2010-08-13 | 2015-06-02 | AbbVie Deutschland GmbH & Co. KG | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
US9309200B2 (en) | 2011-05-12 | 2016-04-12 | AbbVie Deutschland GmbH & Co. KG | Benzazepine derivatives, pharmaceutical compositions containing them, and their use in therapy |
JP2014521682A (ja) | 2011-08-05 | 2014-08-28 | アッヴィ・ドイチュラント・ゲー・エム・ベー・ハー・ウント・コー・カー・ゲー | アミノクロマン、アミノチオクロマンおよびアミノ−1,2,3,4−テトラヒドロキノリン誘導体、これらを含有する医薬組成物、ならびに治療におけるこれらの使用 |
WO2013072520A1 (en) | 2011-11-18 | 2013-05-23 | AbbVie Deutschland GmbH & Co. KG | N-substituted aminobenzocycloheptene, aminotetraline, aminoindane and phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
US9365512B2 (en) | 2012-02-13 | 2016-06-14 | AbbVie Deutschland GmbH & Co. KG | Isoindoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
CN104703964B (zh) | 2012-07-20 | 2017-04-12 | 拜耳制药股份公司 | 取代氨基茚满‑和氨基萘满甲酸及其用途 |
SG11201408421TA (en) | 2012-07-20 | 2015-02-27 | Bayer Pharma AG | Novel 5-aminotetrahydroquinoline-2-carboxylic acids and use thereof |
US9650334B2 (en) | 2013-03-15 | 2017-05-16 | Abbvie Inc. | Pyrrolidine derivatives, pharmaceutical compositions containing them, and their use in therapy |
US9656955B2 (en) | 2013-03-15 | 2017-05-23 | Abbvie Inc. | Pyrrolidine derivatives, pharmaceutical compositions containing them, and their use in therapy |
CA2924689A1 (en) | 2013-10-17 | 2015-04-23 | AbbVie Deutschland GmbH & Co. KG | Aminochromane, aminothiochromane and amino-1,2,3,4-tetrahydroquinoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
EP3057958B1 (en) | 2013-10-17 | 2019-05-01 | AbbVie Deutschland GmbH & Co. KG | Aminotetraline and aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1440440A (en) * | 1972-10-06 | 1976-06-23 | Manuf Prod Pharma | Tetrahydronaphthalene derivatives |
CA1010031A (en) * | 1972-10-31 | 1977-05-10 | Kentaro Tamaki | 6,7-benzomorphan derivatives |
JPS50135063A (es) * | 1974-03-28 | 1975-10-25 | ||
DE2752659A1 (de) * | 1976-12-07 | 1978-06-08 | Sandoz Ag | Neue tetralinderivate, ihre herstellung und verwendung |
DE2803582A1 (de) * | 1978-01-27 | 1979-08-02 | Sandoz Ag | Neue tetralinderivate, ihre herstellung und verwendung |
DE2816122A1 (de) * | 1978-04-14 | 1979-10-25 | Bayer Ag | 1,8-diamino-1,2,3,4-tetrahydronaphthalin |
DE2965841D1 (en) * | 1978-07-14 | 1983-08-18 | American Hospital Supply Corp | 2-alpha-methyl-dopaminimino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene, its salts, and a process for preparation thereof |
DE3062971D1 (en) * | 1979-09-14 | 1983-06-09 | Sandoz Ag | Derivatives of tetraline, their preparation and medicaments containing these compounds |
US4556676A (en) * | 1979-11-01 | 1985-12-03 | Pfizer Inc. | Antidepressant derivatives of trans-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine |
US4536518A (en) * | 1979-11-01 | 1985-08-20 | Pfizer Inc. | Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine |
-
1980
- 1980-05-29 SE SE8004002A patent/SE8004002L/xx not_active Application Discontinuation
-
1981
- 1981-05-26 EP EP81850092A patent/EP0041488A1/en not_active Ceased
- 1981-05-26 JP JP56501683A patent/JPS57500694A/ja active Pending
- 1981-05-26 WO PCT/SE1981/000155 patent/WO1981003491A1/en active Application Filing
- 1981-05-28 ES ES502565A patent/ES8400730A1/es not_active Expired
-
1982
- 1982-01-26 DK DK32982A patent/DK32982A/da not_active Application Discontinuation
- 1982-01-28 NO NO820255A patent/NO820255L/no unknown
- 1982-05-20 ES ES512401A patent/ES8401443A1/es not_active Expired
Also Published As
Publication number | Publication date |
---|---|
SE8004002L (sv) | 1981-11-30 |
ES512401A0 (es) | 1983-12-01 |
ES502565A0 (es) | 1983-11-01 |
WO1981003491A1 (en) | 1981-12-10 |
EP0041488A1 (en) | 1981-12-09 |
ES8401443A1 (es) | 1983-12-01 |
DK32982A (da) | 1982-01-26 |
NO820255L (no) | 1982-01-28 |
JPS57500694A (es) | 1982-04-22 |
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