HU197515B - Process for production of medical compositions with expectorating effect containing n-acetil neuramin acid - Google Patents
Process for production of medical compositions with expectorating effect containing n-acetil neuramin acid Download PDFInfo
- Publication number
- HU197515B HU197515B HU853417A HU341785A HU197515B HU 197515 B HU197515 B HU 197515B HU 853417 A HU853417 A HU 853417A HU 341785 A HU341785 A HU 341785A HU 197515 B HU197515 B HU 197515B
- Authority
- HU
- Hungary
- Prior art keywords
- acid
- sputum
- expectorant
- cells
- effect
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 13
- 230000008569 process Effects 0.000 title claims description 3
- 239000002253 acid Substances 0.000 title abstract description 3
- 230000000694 effects Effects 0.000 title description 20
- 239000000203 mixture Substances 0.000 title description 3
- SQVRNKJHWKZAKO-PFQGKNLYSA-N N-acetyl-beta-neuraminic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)O[C@H]1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-PFQGKNLYSA-N 0.000 claims description 32
- 239000004480 active ingredient Substances 0.000 claims description 6
- 239000000443 aerosol Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 206010036790 Productive cough Diseases 0.000 abstract description 29
- 210000003802 sputum Anatomy 0.000 abstract description 29
- 208000024794 sputum Diseases 0.000 abstract description 28
- 230000033001 locomotion Effects 0.000 abstract description 20
- 230000003419 expectorant effect Effects 0.000 abstract description 17
- 239000003172 expectorant agent Substances 0.000 abstract description 15
- 230000001886 ciliary effect Effects 0.000 abstract description 14
- 230000001737 promoting effect Effects 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract 1
- SQVRNKJHWKZAKO-UHFFFAOYSA-N beta-N-Acetyl-D-neuraminic acid Natural products CC(=O)NC1C(O)CC(O)(C(O)=O)OC1C(O)C(O)CO SQVRNKJHWKZAKO-UHFFFAOYSA-N 0.000 description 25
- 210000004081 cilia Anatomy 0.000 description 13
- 210000004027 cell Anatomy 0.000 description 11
- 210000004877 mucosa Anatomy 0.000 description 10
- OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 description 8
- 229960004373 acetylcholine Drugs 0.000 description 8
- 230000001133 acceleration Effects 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 210000002768 hair cell Anatomy 0.000 description 5
- 239000000523 sample Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 4
- XWTYSIMOBUGWOL-UHFFFAOYSA-N (+-)-Terbutaline Chemical compound CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1 XWTYSIMOBUGWOL-UHFFFAOYSA-N 0.000 description 3
- 241000699670 Mus sp. Species 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 231100000215 acute (single dose) toxicity testing Toxicity 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000007799 cork Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000008263 liquid aerosol Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 210000003254 palate Anatomy 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 210000002345 respiratory system Anatomy 0.000 description 3
- 230000028327 secretion Effects 0.000 description 3
- 125000005629 sialic acid group Chemical group 0.000 description 3
- 229960000195 terbutaline Drugs 0.000 description 3
- 230000032258 transport Effects 0.000 description 3
- 241000223782 Ciliophora Species 0.000 description 2
- 241000287828 Gallus gallus Species 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 238000010171 animal model Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 210000000254 ciliated cell Anatomy 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 230000004899 motility Effects 0.000 description 2
- 210000004400 mucous membrane Anatomy 0.000 description 2
- 210000003097 mucus Anatomy 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 208000023504 respiratory system disease Diseases 0.000 description 2
- 238000007790 scraping Methods 0.000 description 2
- 230000004936 stimulating effect Effects 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical class CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
- 241000269350 Anura Species 0.000 description 1
- 206010006482 Bronchospasm Diseases 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- 229930186217 Glycolipid Natural products 0.000 description 1
- 102000003886 Glycoproteins Human genes 0.000 description 1
- 108090000288 Glycoproteins Proteins 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 208000007536 Thrombosis Diseases 0.000 description 1
- JUGOREOARAHOCO-UHFFFAOYSA-M acetylcholine chloride Chemical compound [Cl-].CC(=O)OCC[N+](C)(C)C JUGOREOARAHOCO-UHFFFAOYSA-M 0.000 description 1
- 229960004266 acetylcholine chloride Drugs 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000601 blood cell Anatomy 0.000 description 1
- 210000000621 bronchi Anatomy 0.000 description 1
- 230000007885 bronchoconstriction Effects 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000850 decongestant Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000002716 delivery method Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 231100000037 inhalation toxicity test Toxicity 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000001161 mammalian embryo Anatomy 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 230000000420 mucociliary effect Effects 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000013074 reference sample Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- SQVRNKJHWKZAKO-OQPLDHBCSA-N sialic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)OC1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-OQPLDHBCSA-N 0.000 description 1
- 210000004989 spleen cell Anatomy 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- 230000002463 transducing effect Effects 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H11/00—Compounds containing saccharide radicals esterified by inorganic acids; Metal salts thereof
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/10—Expectorants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Veterinary Medicine (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59189950A JPS6168418A (ja) | 1984-09-11 | 1984-09-11 | 去痰薬 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUT40804A HUT40804A (en) | 1987-02-27 |
| HU197515B true HU197515B (en) | 1989-04-28 |
Family
ID=16249907
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU853417A HU197515B (en) | 1984-09-11 | 1985-09-10 | Process for production of medical compositions with expectorating effect containing n-acetil neuramin acid |
| HU883140A HU198733B (en) | 1984-09-11 | 1985-09-10 | Process for producing salts of n-acetylneuraminic acid and pharmaceutical compositions comprising same |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU883140A HU198733B (en) | 1984-09-11 | 1985-09-10 | Process for producing salts of n-acetylneuraminic acid and pharmaceutical compositions comprising same |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4698332A (OSRAM) |
| EP (2) | EP0429430B1 (OSRAM) |
| JP (1) | JPS6168418A (OSRAM) |
| KR (1) | KR880001234B1 (OSRAM) |
| CN (1) | CN85108388B (OSRAM) |
| AT (2) | ATE111738T1 (OSRAM) |
| AU (1) | AU582584B2 (OSRAM) |
| CA (1) | CA1246452A (OSRAM) |
| DE (2) | DE3587587T2 (OSRAM) |
| DK (1) | DK165046C (OSRAM) |
| ES (1) | ES8606323A1 (OSRAM) |
| FI (1) | FI83963C (OSRAM) |
| HU (2) | HU197515B (OSRAM) |
| ZA (1) | ZA856905B (OSRAM) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61289037A (ja) * | 1985-06-14 | 1986-12-19 | Mect Corp | 新規去痰薬 |
| GB8519416D0 (en) * | 1985-08-01 | 1985-09-04 | Unilever Plc | Oligosaccharides |
| JP2573594B2 (ja) * | 1987-03-06 | 1997-01-22 | メクト株式会社 | Ｎーアセチルー３ーフルオローノイラミン酸誘導体およびその製造方法 |
| US5843445A (en) * | 1987-06-24 | 1998-12-01 | Autoimmune, Inc. | Method of treating rheumatoid arthritis with type II collagen |
| JP2517293B2 (ja) * | 1987-06-25 | 1996-07-24 | メクト株式会社 | 細胞、組織修復剤 |
| US5393742A (en) * | 1990-08-30 | 1995-02-28 | Mect Corporation | Preparation for treating renal disease |
| US5514665A (en) * | 1993-12-30 | 1996-05-07 | University Of British Columbia | Method of preventing or reducing the risk of infection by bacterial pathogens utilizing simple and conjugated dextrans |
| AUPM411494A0 (en) * | 1994-02-25 | 1994-03-24 | Central Sydney Area Health Service | Method and device for the provocation of upper or lower airway narrowing and/or the induction of sputum |
| US5856446A (en) * | 1995-07-07 | 1999-01-05 | Autoimmune Inc. | Method of treating rheumatoid arthritis with low dose type II collagen |
| AUPQ275799A0 (en) * | 1999-09-10 | 1999-10-07 | Luminis Pty Limited | Recombinant bacterium expressing an oligosaccharide receptor mimic |
| JP4005115B1 (ja) | 2007-02-08 | 2007-11-07 | 日本臓器製薬株式会社 | 疼痛疾患治療剤 |
| US9241896B2 (en) * | 2008-12-19 | 2016-01-26 | Ultragenyx Pharmaceutical Inc. | Methods and formulations for treating sialic acid deficiencies |
| UA110325C2 (en) | 2009-07-03 | 2015-12-25 | Australian Biomedical Company Pty Ltd | Medicinal carbohydrates for treating respiratory conditions |
| CA2805222A1 (en) | 2010-07-13 | 2012-01-19 | Ultragenyx Pharmaceutical Inc. | Methods and formulations for treating sialic acid deficiencies |
| KR102049214B1 (ko) | 2011-10-24 | 2019-11-28 | 울트라제닉스 파마수티컬 인코포레이티드 | 시알산 유사체 |
| WO2014151523A1 (en) | 2013-03-15 | 2014-09-25 | Huiru Wang | Compositions and products for infectious or inflammatory diseases or conditions |
| CN105051062A (zh) | 2013-03-15 | 2015-11-11 | 王慧茹 | 感染相关疾病或病症的生物治疗产品 |
| CN106573950B (zh) * | 2014-07-30 | 2020-09-15 | 协和发酵生化株式会社 | N-乙酰神经氨酸碱金属盐无水物的晶体及其制造方法 |
| CN107207552B (zh) * | 2015-01-28 | 2021-03-26 | 协和发酵生化株式会社 | N-乙酰神经氨酸铵盐无水物的晶体及其制造方法 |
| US10385085B2 (en) | 2015-09-14 | 2019-08-20 | Ultragenyx Pharmaceutical Inc. | Crystal forms of sialic acid or salt or solvate thereof |
| CN109771316B (zh) * | 2018-12-29 | 2022-02-25 | 中国科学院合肥物质科学研究院 | 一种提高n-乙酰神经氨酸水溶液稳定性的方法及其应用 |
| CN110606864B (zh) * | 2019-10-08 | 2023-10-10 | 中国科学院合肥物质科学研究院 | 一种n-乙酰神经氨酸钙盐晶体及其制备方法和应用 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1177863B (it) * | 1984-07-03 | 1987-08-26 | Fidia Farmaceutici | Una miscela gangliosidica come agente terapeutico capare di eliminare il dolore nele neuropatie periferiche |
| IT1199116B (it) * | 1984-07-03 | 1988-12-30 | Fidia Farmaceutici | Derivati di gangliosidi |
| IT1182209B (it) * | 1985-02-18 | 1987-09-30 | Fidia Farmaceutici | Uso terapeutico del monosialoganglioside gm1 e dei suoi derivati in gravi patologie di infarti cerebrali |
-
1984
- 1984-09-11 JP JP59189950A patent/JPS6168418A/ja active Granted
-
1985
- 1985-09-06 US US06/773,036 patent/US4698332A/en not_active Expired - Fee Related
- 1985-09-10 DE DE91100080T patent/DE3587587T2/de not_active Expired - Fee Related
- 1985-09-10 HU HU853417A patent/HU197515B/hu not_active IP Right Cessation
- 1985-09-10 AT AT85111414T patent/ATE111738T1/de not_active IP Right Cessation
- 1985-09-10 KR KR1019850006606A patent/KR880001234B1/ko not_active Expired
- 1985-09-10 ES ES546840A patent/ES8606323A1/es not_active Expired
- 1985-09-10 EP EP91100080A patent/EP0429430B1/en not_active Expired - Lifetime
- 1985-09-10 AT AT91100080T patent/ATE94396T1/de not_active IP Right Cessation
- 1985-09-10 CA CA000490308A patent/CA1246452A/en not_active Expired
- 1985-09-10 HU HU883140A patent/HU198733B/hu unknown
- 1985-09-10 EP EP85111414A patent/EP0177783B1/en not_active Expired - Lifetime
- 1985-09-10 AU AU47199/85A patent/AU582584B2/en not_active Ceased
- 1985-09-10 ZA ZA856905A patent/ZA856905B/xx unknown
- 1985-09-10 DE DE3587928T patent/DE3587928T2/de not_active Expired - Fee Related
- 1985-09-10 FI FI853456A patent/FI83963C/fi not_active IP Right Cessation
- 1985-09-11 DK DK413785A patent/DK165046C/da not_active IP Right Cessation
- 1985-11-15 CN CN85108388A patent/CN85108388B/zh not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE3587928T2 (de) | 1995-01-26 |
| CN85108388B (zh) | 1988-08-24 |
| KR860002525A (ko) | 1986-04-26 |
| HUT40804A (en) | 1987-02-27 |
| KR880001234B1 (ko) | 1988-07-12 |
| EP0429430A2 (en) | 1991-05-29 |
| DE3587587T2 (de) | 1994-03-31 |
| EP0177783B1 (en) | 1994-09-21 |
| HU198733B (en) | 1989-11-28 |
| FI853456A0 (fi) | 1985-09-10 |
| EP0177783A2 (en) | 1986-04-16 |
| DK165046C (da) | 1993-02-22 |
| DE3587587D1 (de) | 1993-10-21 |
| ATE111738T1 (de) | 1994-10-15 |
| EP0429430A3 (en) | 1991-10-23 |
| ATE94396T1 (de) | 1993-10-15 |
| AU582584B2 (en) | 1989-04-06 |
| JPS6328411B2 (OSRAM) | 1988-06-08 |
| CN85108388A (zh) | 1987-06-03 |
| EP0429430B1 (en) | 1993-09-15 |
| ES546840A0 (es) | 1986-04-16 |
| JPS6168418A (ja) | 1986-04-08 |
| DK165046B (da) | 1992-10-05 |
| EP0177783A3 (en) | 1989-02-22 |
| CA1246452A (en) | 1988-12-13 |
| FI853456L (fi) | 1986-03-12 |
| FI83963C (fi) | 1991-09-25 |
| DK413785D0 (da) | 1985-09-11 |
| FI83963B (fi) | 1991-06-14 |
| ZA856905B (en) | 1986-06-25 |
| DK413785A (da) | 1986-03-12 |
| AU4719985A (en) | 1986-03-20 |
| ES8606323A1 (es) | 1986-04-16 |
| DE3587928D1 (de) | 1994-10-27 |
| US4698332A (en) | 1987-10-06 |
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