SE7608641L - Tetrahydroisokinolinderivat - Google Patents
TetrahydroisokinolinderivatInfo
- Publication number
- SE7608641L SE7608641L SE7608641A SE7608641A SE7608641L SE 7608641 L SE7608641 L SE 7608641L SE 7608641 A SE7608641 A SE 7608641A SE 7608641 A SE7608641 A SE 7608641A SE 7608641 L SE7608641 L SE 7608641L
- Authority
- SE
- Sweden
- Prior art keywords
- group
- alkyl
- hydrogen atom
- phenyl
- methoxy
- Prior art date
Links
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 abstract 2
- 125000001624 naphthyl group Chemical group 0.000 abstract 2
- AXJDGSYQCHHCDU-UHFFFAOYSA-N 7-methoxy-2,3-dihydro-1h-isoquinolin-4-one Chemical compound O=C1CNCC2=CC(OC)=CC=C21 AXJDGSYQCHHCDU-UHFFFAOYSA-N 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- BPSLFSXCUJYFIR-UHFFFAOYSA-N Weberidine Natural products C1CNCC2=CC(OC)=CC=C21 BPSLFSXCUJYFIR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical class NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 150000003526 tetrahydroisoquinolines Chemical class 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 125000003944 tolyl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/04—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- 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
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- 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
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Nutrition Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB33283/75A GB1504424A (en) | 1975-08-09 | 1975-08-09 | Isoquinoline-derived aminoethers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE7608641L true SE7608641L (sv) | 1977-02-10 |
Family
ID=10350917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7608641A SE7608641L (sv) | 1975-08-09 | 1976-07-30 | Tetrahydroisokinolinderivat |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4113869A (enEXAMPLES) |
| JP (1) | JPS5223083A (enEXAMPLES) |
| AT (2) | AT354448B (enEXAMPLES) |
| AU (1) | AU498422B2 (enEXAMPLES) |
| BE (1) | BE844783A (enEXAMPLES) |
| CA (1) | CA1076119A (enEXAMPLES) |
| CH (2) | CH622780A5 (enEXAMPLES) |
| DE (1) | DE2635276A1 (enEXAMPLES) |
| DK (1) | DK357976A (enEXAMPLES) |
| ES (6) | ES450550A1 (enEXAMPLES) |
| FR (1) | FR2320755A1 (enEXAMPLES) |
| GB (1) | GB1504424A (enEXAMPLES) |
| HU (1) | HU173560B (enEXAMPLES) |
| IE (1) | IE43506B1 (enEXAMPLES) |
| IL (1) | IL50176A (enEXAMPLES) |
| NL (1) | NL7608856A (enEXAMPLES) |
| NZ (1) | NZ181619A (enEXAMPLES) |
| SE (1) | SE7608641L (enEXAMPLES) |
| ZA (1) | ZA764555B (enEXAMPLES) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2711655A1 (de) * | 1977-03-17 | 1978-09-21 | Basf Ag | Pyridinyl-aminoalkylaether |
| US4340600A (en) | 1980-05-22 | 1982-07-20 | Smithkline Corporation | Renal dilating methods and compositions using 4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines |
| US4766131A (en) * | 1980-10-17 | 1988-08-23 | Pennwalt Corporation | 2-amino (or hydroxy) phenethyl-1,2,3,4-tetrahydroisoquinolines as analgesics |
| US4375471A (en) * | 1981-02-19 | 1983-03-01 | Hoechst-Roussel Pharmaceuticals Inc. | 4-Aryloxy-1,2,3,4-tetrahydroisoquinolines |
| US4551474A (en) * | 1981-02-19 | 1985-11-05 | Hoechst-Roussel Pharmaceuticals Incorporated | Methods of alleviating convulsions and pain employing 4-aryloxy-1,2,3,4 tetrahydroisoquinolines |
| US4477670A (en) * | 1981-02-19 | 1984-10-16 | Hoechst-Roussel Pharmaceuticals Inc. | 4-Aryloxy-1,2,3,4-tetrahydroisoquinolines |
| US6562837B1 (en) * | 1998-10-21 | 2003-05-13 | Korea Institute Of Science & Technology | Use of tetrahydroisoquinoline compounds for the treatment of septicemia |
| CA2389300C (en) * | 1999-11-03 | 2010-06-08 | Albany Molecular Research, Inc. | 4-phenyl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin |
| US7163949B1 (en) | 1999-11-03 | 2007-01-16 | Amr Technology, Inc. | 4-phenyl substituted tetrahydroisoquinolines and use thereof |
| CA2389306C (en) * | 1999-11-03 | 2010-03-30 | Albany Molecular Research, Inc. | Aryl- and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin |
| EP1113007A1 (en) | 1999-12-24 | 2001-07-04 | Pfizer Inc. | Tetrahydroisoquinoline compounds as estrogen agonists/antagonists |
| BR0112350A (pt) | 2000-07-11 | 2003-06-24 | Albany Molecular Res Inc | Composto, composição farmacêutica, e, método de tratar um animal afligido por um distúrbio neurológico ou psicológico |
| US7314937B2 (en) * | 2002-03-21 | 2008-01-01 | Eli Lilly And Company | Non-imidazole aryl alkylamines compounds as histamine H3 receptor antagonists, preparation and therapeutic uses |
| AU2005274927B2 (en) | 2004-07-15 | 2011-11-03 | Albany Molecular Research, Inc. | Aryl-and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin |
| US20060111393A1 (en) * | 2004-11-22 | 2006-05-25 | Molino Bruce F | 4-Phenyl substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin |
| US20060111385A1 (en) * | 2004-11-22 | 2006-05-25 | Molino Bruce F | Novel 4-phenyl substituted tetrahydroisoquinolines and therapeutic use thereof |
| US20060111394A1 (en) * | 2004-11-22 | 2006-05-25 | Molino Bruce F | Aryl-and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin |
| CN101128432A (zh) * | 2004-12-17 | 2008-02-20 | 詹森药业有限公司 | 用于治疗中枢神经系统疾病的四氢异喹啉化合物 |
| ATE409188T1 (de) | 2005-06-17 | 2008-10-15 | Janssen Pharmaceutica Nv | Naphthyridinverbindungen |
| WO2006138604A1 (en) * | 2005-06-17 | 2006-12-28 | Janssen Pharmaceutica N.V. | Hexahydro-pyrrolo-isoquinoline compounds for the treatment of cns disorders |
| JP5258561B2 (ja) * | 2005-07-15 | 2013-08-07 | アルバニー モレキュラー リサーチ， インコーポレイテッド | アリール置換およびヘテロアリール置換テトラヒドロベンズアゼピンならびにノルエピネフリン、ドーパミンおよびセロトニンの再取り込みを遮断するためのその使用 |
| US7846930B2 (en) * | 2007-05-18 | 2010-12-07 | Janssen Pharmaceutica Nv | Diaryl-substituted tetrahydroisoquinolines as histamine H3 receptor and serotonin transporter modulators |
| US9156812B2 (en) | 2008-06-04 | 2015-10-13 | Bristol-Myers Squibb Company | Crystalline form of 6-[(4S)-2-methyl-4-(2-naphthyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyridazin-3-amine |
| AR071997A1 (es) * | 2008-06-04 | 2010-07-28 | Bristol Myers Squibb Co | Forma cristalina de 6-((4s)-2-metil-4-(2-naftil)-1,2,3,4-tetrahidroisoquinolin-7-il)piridazin-3-amina |
| WO2010064146A2 (en) | 2008-12-02 | 2010-06-10 | Chiralgen, Ltd. | Method for the synthesis of phosphorus atom modified nucleic acids |
| CN102595902B (zh) | 2009-05-12 | 2015-04-29 | 阿尔巴尼分子研究公司 | 7-([1,2,4]三唑并[1,5-a]吡啶-6-基)-4-(3,4-二氯苯基)-1,2,3,4-四氢异喹啉及其用途 |
| ES2528404T3 (es) * | 2009-05-12 | 2015-02-10 | Bristol-Myers Squibb Company | Formas cristalinas de (S)-7-([1,2,4]triazol[1,5-a]piridin-6-il)-4-(3,4-diclorofenil)-1,2,3,4-tetrahidroisoquinolina y sus usos |
| WO2010132437A1 (en) | 2009-05-12 | 2010-11-18 | Albany Molecular Research, Inc. | Aryl, heteroaryl, and heterocycle substituted tetrahydroisoquinolines and use thereof |
| SG10201403841QA (en) | 2009-07-06 | 2014-09-26 | Ontorii Inc | Novel nucleic acid prodrugs and methods of use thereof |
| US10428019B2 (en) * | 2010-09-24 | 2019-10-01 | Wave Life Sciences Ltd. | Chiral auxiliaries |
| CN103796657B (zh) | 2011-07-19 | 2017-07-11 | 波涛生命科学有限公司 | 合成官能化核酸的方法 |
| WO2014010718A1 (ja) | 2012-07-13 | 2014-01-16 | 株式会社新日本科学 | キラル核酸アジュバント |
| KR20240148947A (ko) | 2012-07-13 | 2024-10-11 | 웨이브 라이프 사이언시스 리미티드 | 키랄 제어 |
| EP3812370A1 (en) | 2012-07-13 | 2021-04-28 | Wave Life Sciences Ltd. | Asymmetric auxiliary group |
| JPWO2015108047A1 (ja) | 2014-01-15 | 2017-03-23 | 株式会社新日本科学 | 免疫誘導活性を有するキラル核酸アジュバンド及び免疫誘導活性剤 |
| US10149905B2 (en) | 2014-01-15 | 2018-12-11 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant having antitumor effect and antitumor agent |
| WO2015108046A1 (ja) | 2014-01-15 | 2015-07-23 | 株式会社新日本科学 | 抗アレルギー作用を有するキラル核酸アジュバンド及び抗アレルギー剤 |
| EP3094728B1 (en) | 2014-01-16 | 2022-03-09 | Wave Life Sciences Ltd. | Chiral design |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1058822A (en) * | 1963-07-30 | 1967-02-15 | Ici Ltd | 3-amino-2-hydroxypropoxy heterocyclic derivatives |
| US3479358A (en) * | 1966-09-19 | 1969-11-18 | Warner Lambert Pharmaceutical | Hexahydro-9,4a - iminoethano-4a-h-xanthenes and process for their production |
| US3947456A (en) * | 1970-01-06 | 1976-03-30 | Hoffman-La Roche Inc. | Substituted 4-phenyl isoquinolines |
| US3666763A (en) * | 1970-01-06 | 1972-05-30 | Hoffmann La Roche | 4-phenyl isoquinolines and process for preparing same |
| US3878215A (en) * | 1971-12-01 | 1975-04-15 | Sandoz Ag | 2-Alkyl-3-substituted-4-aryl isoquinolines |
| US3910924A (en) * | 1972-04-13 | 1975-10-07 | Otsuka Pharma Co Ltd | 3,4-Dihydrocarbostyril derivatives and a process for preparing the same |
| US3855227A (en) * | 1972-05-08 | 1974-12-17 | C Hollander | ({31 )-di-o-isopropylidene-2-keto-l-gulonates |
| JPS5239035B2 (enEXAMPLES) * | 1972-12-14 | 1977-10-03 | ||
| US3872125A (en) * | 1973-03-03 | 1975-03-18 | Sandoz Ag | 3-substituted-4-aryl isoquinolines |
| US3870722A (en) * | 1973-11-02 | 1975-03-11 | Sandoz Ag | 2-Methyl-3-substituted-4-aryl isoquinolines |
| AR206061A1 (es) * | 1974-11-15 | 1976-06-23 | Knoll Ag | Procedimiento para la produccion de nuevas 2-alcanoil (c1-c4)-1, 2, 3, 4-tetrahidro-8-respectivamente 7-, 6- o 5-(2-hidroxi-3-alquil (c3-c4)-aminopropoxi)-isoquinolinas de 2-alcanoil (c1-c4)-1, 2, 3, 4-tetrahidro-8-respectivamente 7- o 5-(2-hidroxi-3-alquil (c3-c4)-aminopropoxi)-6-metoxi-isoquinolinas y de 2-alcanoil (c1-c4)-1, 2, 3, 4-tetrahidro-8-respectivamente 6- o 5-(2-hidroxi-3-alquil (c3-c4)-aminopropoxi)-7-metoxi-isoquinolinas eventualmente metiladas en la posicion 1 |
-
1975
- 1975-08-09 GB GB33283/75A patent/GB1504424A/en not_active Expired
-
1976
- 1976-07-28 IE IE1668/76A patent/IE43506B1/en unknown
- 1976-07-29 ZA ZA764555A patent/ZA764555B/xx unknown
- 1976-07-29 NZ NZ181619A patent/NZ181619A/xx unknown
- 1976-07-30 BE BE169475A patent/BE844783A/xx unknown
- 1976-07-30 SE SE7608641A patent/SE7608641L/xx not_active Application Discontinuation
- 1976-07-30 IL IL50176A patent/IL50176A/xx unknown
- 1976-08-02 US US05/710,446 patent/US4113869A/en not_active Expired - Lifetime
- 1976-08-05 CH CH1002076A patent/CH622780A5/de not_active IP Right Cessation
- 1976-08-05 DE DE19762635276 patent/DE2635276A1/de not_active Withdrawn
- 1976-08-06 CA CA258,633A patent/CA1076119A/en not_active Expired
- 1976-08-06 AT AT586876A patent/AT354448B/de not_active IP Right Cessation
- 1976-08-06 DK DK357976A patent/DK357976A/da not_active Application Discontinuation
- 1976-08-06 ES ES450550A patent/ES450550A1/es not_active Expired
- 1976-08-09 NL NL7608856A patent/NL7608856A/xx not_active Application Discontinuation
- 1976-08-09 AU AU16702/76A patent/AU498422B2/en not_active Expired
- 1976-08-09 FR FR7624258A patent/FR2320755A1/fr active Granted
- 1976-08-09 JP JP51094721A patent/JPS5223083A/ja active Pending
- 1976-08-09 HU HU76BE1265A patent/HU173560B/hu unknown
-
1977
- 1977-09-01 ES ES77462062A patent/ES462062A1/es not_active Expired
- 1977-09-01 ES ES462061A patent/ES462061A1/es not_active Expired
- 1977-09-01 ES ES462059A patent/ES462059A1/es not_active Expired
- 1977-09-01 ES ES462058A patent/ES462058A1/es not_active Expired
- 1977-09-01 ES ES462060A patent/ES462060A1/es not_active Expired
-
1978
- 1978-10-05 AT AT717378A patent/AT353793B/de not_active IP Right Cessation
-
1981
- 1981-01-27 CH CH52281A patent/CH626611A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US4113869A (en) | 1978-09-12 |
| AU498422B2 (en) | 1979-03-15 |
| GB1504424A (en) | 1978-03-22 |
| ES462061A1 (es) | 1978-06-16 |
| ES462060A1 (es) | 1978-06-16 |
| FR2320755B1 (enEXAMPLES) | 1979-09-14 |
| NZ181619A (en) | 1979-08-31 |
| AU1670276A (en) | 1978-02-16 |
| ES450550A1 (es) | 1977-12-16 |
| IL50176A0 (en) | 1976-09-30 |
| ES462058A1 (es) | 1978-06-16 |
| AT353793B (de) | 1979-12-10 |
| IL50176A (en) | 1979-10-31 |
| ES462062A1 (es) | 1978-06-16 |
| ATA717378A (de) | 1979-05-15 |
| AT354448B (de) | 1979-01-10 |
| IE43506B1 (en) | 1981-03-11 |
| ATA586876A (de) | 1979-06-15 |
| BE844783A (fr) | 1977-01-31 |
| HU173560B (hu) | 1979-06-28 |
| CH626611A5 (enEXAMPLES) | 1981-11-30 |
| NL7608856A (nl) | 1977-02-11 |
| FR2320755A1 (fr) | 1977-03-11 |
| DK357976A (da) | 1977-02-10 |
| DE2635276A1 (de) | 1977-02-17 |
| JPS5223083A (en) | 1977-02-21 |
| ZA764555B (en) | 1977-07-27 |
| IE43506L (en) | 1977-02-09 |
| CA1076119A (en) | 1980-04-22 |
| CH622780A5 (enEXAMPLES) | 1981-04-30 |
| ES462059A1 (es) | 1978-06-16 |
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