GB1219606A - Quinuclidinol derivatives and preparation thereof - Google Patents
Quinuclidinol derivatives and preparation thereofInfo
- Publication number
- GB1219606A GB1219606A GB33654/68A GB3365468A GB1219606A GB 1219606 A GB1219606 A GB 1219606A GB 33654/68 A GB33654/68 A GB 33654/68A GB 3365468 A GB3365468 A GB 3365468A GB 1219606 A GB1219606 A GB 1219606A
- Authority
- GB
- United Kingdom
- Prior art keywords
- quinuclidinol
- compounds
- thienyl
- july
- preparation
- 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
- FSNYTEYOTCTPSO-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-2-ol Chemical class C1CN2C(O)CC1CC2 FSNYTEYOTCTPSO-UHFFFAOYSA-N 0.000 title 1
- IVLICPVPXWEGCA-UHFFFAOYSA-N 3-quinuclidinol Chemical compound C1C[C@@H]2C(O)C[N@]1CC2 IVLICPVPXWEGCA-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 9-xanthyl Chemical group 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- 229930003347 Atropine Natural products 0.000 abstract 1
- RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 abstract 1
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000002921 anti-spasmodic effect Effects 0.000 abstract 1
- 229940124575 antispasmodic agent Drugs 0.000 abstract 1
- RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 abstract 1
- 229960000396 atropine Drugs 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture 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
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/46—8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01B—MEASURING LENGTH, THICKNESS OR SIMILAR LINEAR DIMENSIONS; MEASURING ANGLES; MEASURING AREAS; MEASURING IRREGULARITIES OF SURFACES OR CONTOURS
- G01B13/00—Measuring arrangements characterised by the use of fluids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Emergency Medicine (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB33654/68A GB1219606A (en) | 1968-07-15 | 1968-07-15 | Quinuclidinol derivatives and preparation thereof |
| BE735031D BE735031A (enExample) | 1968-07-15 | 1969-06-23 | |
| CH983469A CH513174A (fr) | 1968-07-15 | 1969-06-25 | Procédé pour la préparation de dérivés du quinuclidinol |
| FR6923465A FR2012964A1 (enExample) | 1968-07-15 | 1969-07-10 | |
| DE19691935751 DE1935751A1 (de) | 1968-07-15 | 1969-07-14 | Neue Chinuclidinolderivate,Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung von Arzneipraeparaten |
| SE09934/69A SE361314B (enExample) | 1968-07-15 | 1969-07-14 | |
| AT680869A AT291272B (de) | 1968-07-15 | 1969-07-15 | Verfahren zur Herstellung von neuen Chinuclidinolderivaten, ihren Salzen und quartären Ammoniumsalzen |
| NL696910859A NL148607B (nl) | 1968-07-15 | 1969-07-15 | Werkwijze voor het bereiden van geneesmiddelen met antispasmodische en anticholinergische activiteit welke als actief bestanddeel een 3-chinuclidinolester bevatten, aldus bereide gevormde geneesmiddelen, alsmede een werkwijze voor het bereiden van de actieve verbindingen. |
| US00841970A US3714357A (en) | 1968-07-15 | 1969-07-15 | Pharmaceutical compositions comprising quinuclidinol derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB33654/68A GB1219606A (en) | 1968-07-15 | 1968-07-15 | Quinuclidinol derivatives and preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1219606A true GB1219606A (en) | 1971-01-20 |
Family
ID=10355712
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33654/68A Expired GB1219606A (en) | 1968-07-15 | 1968-07-15 | Quinuclidinol derivatives and preparation thereof |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3714357A (enExample) |
| AT (1) | AT291272B (enExample) |
| BE (1) | BE735031A (enExample) |
| CH (1) | CH513174A (enExample) |
| DE (1) | DE1935751A1 (enExample) |
| FR (1) | FR2012964A1 (enExample) |
| GB (1) | GB1219606A (enExample) |
| NL (1) | NL148607B (enExample) |
| SE (1) | SE361314B (enExample) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0036218A3 (en) * | 1980-03-19 | 1981-12-30 | D And D S.R.L. | Quinuclidinic esters and derivatives of phenoxycarboxylic acids, a process for the preparation thereof, and related pharmaceutical compositions |
| US6750226B2 (en) | 1999-07-14 | 2004-06-15 | Almirall-Prodesfarma, S.A. | Quinuclidine derivatives and their use as muscarinic M3 receptor ligands |
| JP2005533826A (ja) * | 2002-07-02 | 2005-11-10 | アルミラール・プロデスファルマ・アクチェンゲゼルシャフト | 新規なるキヌクリジンアミド誘導体 |
| US7122558B2 (en) | 2000-12-28 | 2006-10-17 | Almirall Prodesfarma Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| US7214687B2 (en) | 1999-07-14 | 2007-05-08 | Almirall Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| US8044205B2 (en) | 2006-07-21 | 2011-10-25 | Laboratorios Almirall, S.A. | Process for manufacturing 3(R)-(2-hydroxy-2,2-dithien-2-ylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide |
| US9254262B2 (en) | 2008-03-13 | 2016-02-09 | Almirall, S.A. | Dosage and formulation |
| US9737520B2 (en) | 2011-04-15 | 2017-08-22 | Almirall, S.A. | Aclidinium for use in improving the quality of sleep in respiratory patients |
| US10085974B2 (en) | 2008-03-13 | 2018-10-02 | Almirall, S.A. | Dosage and formulation |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2155927A1 (en) * | 1971-10-15 | 1973-05-25 | Synthelabo | 1-phenylcyclo hexane carboxylic acid esters - with antispasmodic and anticholinergic activity |
| JPS57500735A (enExample) * | 1980-06-03 | 1982-04-30 | ||
| US4431627A (en) * | 1980-06-03 | 1984-02-14 | Research Corporation | Gamma-emitting receptor-binding 3-quinuclidinyl glycolates; methods of preparation thereof and imaging and assay methods utilizing same |
| US4644003A (en) * | 1985-04-03 | 1987-02-17 | Research Corporation | 3-quinuclidinol esters, useful as antagonists of muscarinic acetylcholine receptors |
| GB8923590D0 (en) * | 1989-10-19 | 1989-12-06 | Pfizer Ltd | Antimuscarinic bronchodilators |
| DK0500864T3 (da) * | 1990-09-06 | 2001-11-12 | Pfizer | Antimuskarine bronkodilatorer |
| WO1998000138A1 (en) * | 1996-07-01 | 1998-01-08 | Sepracor, Inc. | Methods and compositions for treating urinary incontinence using enantiomerically enriched (r)-clidinium |
| WO1998000139A1 (en) * | 1996-07-01 | 1998-01-08 | Sepracor, Inc. | Methods and compositions for treating urinary incontinence using enantiomerically enriched (s)-clidinium |
| AU2002228015B2 (en) | 2000-12-22 | 2007-08-23 | Almirall, S.A. | Quinuclidine carbamate derivatives and their use as M3 antagonists |
| ES2206021B1 (es) * | 2002-04-16 | 2005-08-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de pirrolidinio. |
| ES2203327B1 (es) | 2002-06-21 | 2005-06-16 | Almirall Prodesfarma, S.A. | Nuevos carbamatos de quinuclidina y composiciones farmaceuticas que los contienen. |
| AR044134A1 (es) * | 2003-05-02 | 2005-08-24 | Novartis Ag | Derivados de quinuclidina, metodo de preparacion y composiciones farmaceuticas. |
| TW200519106A (en) | 2003-05-02 | 2005-06-16 | Novartis Ag | Organic compounds |
| GB0401334D0 (en) | 2004-01-21 | 2004-02-25 | Novartis Ag | Organic compounds |
| ES2239546B1 (es) * | 2004-03-15 | 2006-12-01 | Almirall Prodesfarma, S.A. | Nuevos esteres de quinuclidina cuaternizados. |
| GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
| ES2257152B1 (es) * | 2004-05-31 | 2007-07-01 | Laboratorios Almirall S.A. | Combinaciones que comprenden agentes antimuscarinicos y agonistas beta-adrenergicos. |
| ES2246170B1 (es) * | 2004-07-29 | 2007-04-01 | Almirall Prodesfarma, S.A. | Nuevo procedimiento para preparar derivados de carbamato de quinuclidinio. |
| GT200500281A (es) | 2004-10-22 | 2006-04-24 | Novartis Ag | Compuestos organicos. |
| GB0424284D0 (en) | 2004-11-02 | 2004-12-01 | Novartis Ag | Organic compounds |
| GB0426164D0 (en) | 2004-11-29 | 2004-12-29 | Novartis Ag | Organic compounds |
| GB0507577D0 (en) | 2005-04-14 | 2005-05-18 | Novartis Ag | Organic compounds |
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| GB0601951D0 (en) | 2006-01-31 | 2006-03-15 | Novartis Ag | Organic compounds |
| SI2013211T1 (sl) | 2006-04-21 | 2012-07-31 | Novartis Ag | Purinski derivati za uporabo kot agonisti receptorja adenozina A A |
| MX2009003185A (es) | 2006-09-29 | 2009-04-03 | Novartis Ag | Pirazolopirimidinas como inhibidores de lipido cinasa pi3k. |
| PL2104535T3 (pl) | 2007-01-10 | 2011-05-31 | Irm Llc | Związki i kompozycje jako inhibitory proteazy aktywujące kanały |
| AU2008248598B2 (en) | 2007-05-07 | 2011-11-17 | Novartis Ag | Organic compounds |
| CA2608561A1 (en) * | 2007-10-29 | 2009-04-29 | Carl Paluszkiewicz | Motorcycle wind deflector accessory support |
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| JP5584138B2 (ja) | 2008-01-11 | 2014-09-03 | ノバルティス アーゲー | キナーゼ阻害剤としてのピリミジン類 |
| US8268834B2 (en) | 2008-03-19 | 2012-09-18 | Novartis Ag | Pyrazine derivatives that inhibit phosphatidylinositol 3-kinase enzyme |
| KR20110040818A (ko) | 2008-06-10 | 2011-04-20 | 노파르티스 아게 | 상피 나트륨 채널 차단제로서의 피라진 유도체 |
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| EA201200260A1 (ru) | 2009-08-12 | 2012-09-28 | Новартис Аг | Гетероциклические гидразоны и их применение для лечения рака и воспаления |
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| IN2012DN01453A (enExample) | 2009-08-20 | 2015-06-05 | Novartis Ag | |
| EP2490687A1 (en) | 2009-10-22 | 2012-08-29 | Vertex Pharmaceuticals Incorporated | Compositions for treatment of cystic fibrosis and other chronic diseases |
| US8247436B2 (en) | 2010-03-19 | 2012-08-21 | Novartis Ag | Pyridine and pyrazine derivative for the treatment of CF |
| WO2012034095A1 (en) | 2010-09-09 | 2012-03-15 | Irm Llc | Compounds and compositions as trk inhibitors |
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| EP2673277A1 (en) | 2011-02-10 | 2013-12-18 | Novartis AG | [1, 2, 4]triazolo [4, 3 -b]pyridazine compounds as inhibitors of the c-met tyrosine kinase |
| US9127000B2 (en) | 2011-02-23 | 2015-09-08 | Intellikine, LLC. | Heterocyclic compounds and uses thereof |
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| EP2755976B1 (en) | 2011-09-15 | 2018-07-18 | Novartis AG | 6-substituted 3-(quinolin-6-ylthio)-[1,2,4]triazolo[4,3-a]pyridines as c-met tyrosine kinase inhibitors |
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| US8809340B2 (en) | 2012-03-19 | 2014-08-19 | Novartis Ag | Crystalline form |
| CN110507654A (zh) | 2012-04-03 | 2019-11-29 | 诺华有限公司 | 有酪氨酸激酶抑制剂的组合产品和其应用 |
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| EP2968340A4 (en) | 2013-03-15 | 2016-08-10 | Intellikine Llc | COMBINING KINASE INHIBITORS AND USES THEREOF |
| AU2014292722B2 (en) | 2013-07-13 | 2017-03-09 | Beijing Showby Pharmaceutical Co., Ltd. | Quinine compounds, and optical isomers, preparation method and medical use thereof |
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| US10112926B2 (en) | 2014-04-24 | 2018-10-30 | Novartis Ag | Amino pyridine derivatives as phosphatidylinositol 3-kinase inhibitors |
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Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3252981A (en) * | 1963-05-24 | 1966-05-24 | Chemetron Corp | Process for benzilic esters |
-
1968
- 1968-07-15 GB GB33654/68A patent/GB1219606A/en not_active Expired
-
1969
- 1969-06-23 BE BE735031D patent/BE735031A/xx unknown
- 1969-06-25 CH CH983469A patent/CH513174A/fr not_active IP Right Cessation
- 1969-07-10 FR FR6923465A patent/FR2012964A1/fr not_active Withdrawn
- 1969-07-14 SE SE09934/69A patent/SE361314B/xx unknown
- 1969-07-14 DE DE19691935751 patent/DE1935751A1/de active Pending
- 1969-07-15 AT AT680869A patent/AT291272B/de not_active IP Right Cessation
- 1969-07-15 US US00841970A patent/US3714357A/en not_active Expired - Lifetime
- 1969-07-15 NL NL696910859A patent/NL148607B/xx not_active IP Right Cessation
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0036218A3 (en) * | 1980-03-19 | 1981-12-30 | D And D S.R.L. | Quinuclidinic esters and derivatives of phenoxycarboxylic acids, a process for the preparation thereof, and related pharmaceutical compositions |
| US9333195B2 (en) | 1999-07-14 | 2016-05-10 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US10034867B2 (en) | 1999-07-14 | 2018-07-31 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US7078412B2 (en) | 1999-07-14 | 2006-07-18 | Almirall Prodesfarma Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| US7109210B2 (en) | 1999-07-14 | 2006-09-19 | Almirall Prodesfarma Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| US10588895B2 (en) | 1999-07-14 | 2020-03-17 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US7196098B2 (en) | 1999-07-14 | 2007-03-27 | Almirall Prodesfarma Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| US7214687B2 (en) | 1999-07-14 | 2007-05-08 | Almirall Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| US7750023B2 (en) | 1999-07-14 | 2010-07-06 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US8513279B2 (en) | 1999-07-14 | 2013-08-20 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US9687478B2 (en) | 1999-07-14 | 2017-06-27 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US7897617B2 (en) | 1999-07-14 | 2011-03-01 | Almirall Prodesfarma S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| USRE46417E1 (en) | 1999-07-14 | 2017-05-30 | Almirall, S.A. | Quinuclidine derivatives and their use as muscarinic M3 receptor ligands |
| US6750226B2 (en) | 1999-07-14 | 2004-06-15 | Almirall-Prodesfarma, S.A. | Quinuclidine derivatives and their use as muscarinic M3 receptor ligands |
| US8802699B2 (en) | 1999-07-14 | 2014-08-12 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US8129405B2 (en) | 1999-07-14 | 2012-03-06 | Almirall Prodesfarma S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US9056100B2 (en) | 1999-07-14 | 2015-06-16 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US7893087B2 (en) | 2000-12-28 | 2011-02-22 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US7879874B2 (en) | 2000-12-28 | 2011-02-01 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
| US7122558B2 (en) | 2000-12-28 | 2006-10-17 | Almirall Prodesfarma Ag | Quinuclidine derivatives and medicinal compositions containing the same |
| JP2005533826A (ja) * | 2002-07-02 | 2005-11-10 | アルミラール・プロデスファルマ・アクチェンゲゼルシャフト | 新規なるキヌクリジンアミド誘導体 |
| US8044205B2 (en) | 2006-07-21 | 2011-10-25 | Laboratorios Almirall, S.A. | Process for manufacturing 3(R)-(2-hydroxy-2,2-dithien-2-ylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide |
| US9254262B2 (en) | 2008-03-13 | 2016-02-09 | Almirall, S.A. | Dosage and formulation |
| US10085974B2 (en) | 2008-03-13 | 2018-10-02 | Almirall, S.A. | Dosage and formulation |
| US11000517B2 (en) | 2008-03-13 | 2021-05-11 | Almirall, S.A. | Dosage and formulation |
| US9737520B2 (en) | 2011-04-15 | 2017-08-22 | Almirall, S.A. | Aclidinium for use in improving the quality of sleep in respiratory patients |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6910859A (enExample) | 1970-01-19 |
| FR2012964A1 (enExample) | 1970-03-27 |
| CH513174A (fr) | 1971-09-30 |
| DE1935751A1 (de) | 1970-02-26 |
| SE361314B (enExample) | 1973-10-29 |
| NL148607B (nl) | 1976-02-16 |
| BE735031A (enExample) | 1969-12-01 |
| AT291272B (de) | 1971-07-12 |
| US3714357A (en) | 1973-01-30 |
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