KR830005851A - 물에 불용성의 스테로이드를 유제화 시키는 방법 - Google Patents
물에 불용성의 스테로이드를 유제화 시키는 방법 Download PDFInfo
- Publication number
- KR830005851A KR830005851A KR1019810001674A KR810001674A KR830005851A KR 830005851 A KR830005851 A KR 830005851A KR 1019810001674 A KR1019810001674 A KR 1019810001674A KR 810001674 A KR810001674 A KR 810001674A KR 830005851 A KR830005851 A KR 830005851A
- Authority
- KR
- South Korea
- Prior art keywords
- steroid
- added
- water
- acid
- dexamethasone
- Prior art date
Links
- 150000003431 steroids Chemical class 0.000 title claims 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims 4
- 238000000034 method Methods 0.000 claims 9
- 239000000839 emulsion Substances 0.000 claims 5
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 claims 4
- 230000003110 anti-inflammatory effect Effects 0.000 claims 3
- 229960003957 dexamethasone Drugs 0.000 claims 3
- UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 claims 3
- 238000002156 mixing Methods 0.000 claims 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 3
- 229960005205 prednisolone Drugs 0.000 claims 3
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 claims 3
- 235000012424 soybean oil Nutrition 0.000 claims 3
- 239000003549 soybean oil Substances 0.000 claims 3
- 239000003381 stabilizer Substances 0.000 claims 3
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 claims 2
- 235000021360 Myristic acid Nutrition 0.000 claims 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 2
- 235000021355 Stearic acid Nutrition 0.000 claims 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims 2
- 238000004090 dissolution Methods 0.000 claims 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 2
- 229960000890 hydrocortisone Drugs 0.000 claims 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 2
- 150000003904 phospholipids Chemical class 0.000 claims 2
- 239000008117 stearic acid Substances 0.000 claims 2
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 claims 1
- 102000009027 Albumins Human genes 0.000 claims 1
- 108010088751 Albumins Proteins 0.000 claims 1
- 108010010803 Gelatin Proteins 0.000 claims 1
- 229920001612 Hydroxyethyl starch Polymers 0.000 claims 1
- 235000021314 Palmitic acid Nutrition 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 235000012000 cholesterol Nutrition 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 239000003995 emulsifying agent Substances 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 239000008273 gelatin Substances 0.000 claims 1
- 229920000159 gelatin Polymers 0.000 claims 1
- 235000019322 gelatine Nutrition 0.000 claims 1
- 235000011852 gelatine desserts Nutrition 0.000 claims 1
- 238000000265 homogenisation Methods 0.000 claims 1
- 229940050526 hydroxyethylstarch Drugs 0.000 claims 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 1
- 239000002736 nonionic surfactant Substances 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000012929 tonicity agent Substances 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Steroid Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제 1 도는 약품의 지속적인 서방출 효과를 나타내고,
제 2 도 내지 제 5 도는 각각 혈액, 근육, 간, 비장으로부터의 배출과 시간과의 관계를 나타내고,
제 6 도는 염증 부위의 축적과 시간과의 관계를 나타낸다.
Claims (9)
- 소염작용을 갖는 물에 불용성의 스테로이드 및 인지질의 유효량을 콩기름에 용해시키고, 조악한 유제를 형성하기 위하여 생성된 용액을 적당량의 물과 혼합하며, 1.0μ또는 그 이하의 입자 크기를 갖는 스테로이드 유제를 형성하기 위하여 고압하에서, 조악한 유제 및 스테로이드 유제의 총 부피를 기준으로 할때 5내지 50% (W/V)의 콩기름 및 상기 콩기름 100당 1내지 50중량비의 인지질을 균질화하는 것을 특징으로 하는 소염작용을 갖는 물에 불용성의 스테로이드를 유화하는 방법.
- 조악한 유제가 100내지 150kg/㎠의 첫단계 압력하 만톤-골린 균질기를 0내지 2회 통과하고, 400내지 700kg/㎠의 둘째 단계 압력하 5내지 15회 통과하는 그런 방식으로 균질화가 수행되어짐을 특징으로 하는 특허청구의 범위 1의 기재방법.
- 용해시키고, 혼합시키고, 균질화하는 과정이 각각 20°내지 80℃에서 수행됨을 특징으로 하는 특허청구의 범위 1의 기재방법.
- 소염작용을 갖는 스테로이드가 고친유성기를 가진 스테로이드 임을 특징으로 하는 특허청구의 범위 1의 기재방법.
- 고 친유성기를 가진 스테로이드가 팔미트산 덱사메타손, 스테아르산 덱사메타손, 미리스트산 덱사메타손, 팔미트산 히드로코르티손, 스테아르산 히드로코르티손, 미리스트산 히도로코르티손, 팔리트산 프레드니솔론, 스테아르산 프레드니솔론 또는 미리스트산 프레드니솔론 인 것을 특징으로 하는 특허 청구의 범위 4의 기재방법.
- 등장화제가 혼합단계에서 첨가되는 것을 특징으로 하는 특허청구의 범위 1의 기재방법.
- 보조유화제 또는 유제 안정화제, 탄소수 6내지 22개의 0.3% (W/V) 지방산 또는 생리적으로 수용되는 그의 염 등이 용해단계에서 첨가됨을 특징으로 하는 특허 청구의 범위 1의 기재방법.
- 안정화제로서, 콜레스테롤 0.5% (W/V) 또는 그 이하, 또는 포스파티드산 55(W/V) 또는 그 이하가 용해 단계에서 첨가됨을 특징으로 하는 특허 청구의 범위 1의 기재방법.
- 알부민, 텍스트란, 비닐중합체, 비이온성 표면활성제, 젤라틴 및 히드록시에틸전분 중에서 선택된 적어도 한종이 안정화제로 혼합단계에서 첨가되는 것을 특징으로 하는 특허 청구의범위 1의 기재방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP64875/80 | 1980-05-15 | ||
JP55064875A JPS609726B2 (ja) | 1980-05-15 | 1980-05-15 | ステロイド製剤 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830005851A true KR830005851A (ko) | 1983-09-14 |
KR850001725B1 KR850001725B1 (ko) | 1985-12-07 |
Family
ID=13270735
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810001674A KR850001725B1 (ko) | 1980-05-15 | 1981-05-15 | 물에 불용성의 스테로이드를 유제화 시키는 방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US4340594A (ko) |
EP (1) | EP0041772B2 (ko) |
JP (1) | JPS609726B2 (ko) |
KR (1) | KR850001725B1 (ko) |
AT (1) | ATE9870T1 (ko) |
CA (1) | CA1158982A (ko) |
DE (1) | DE3166682D1 (ko) |
HK (1) | HK60985A (ko) |
IN (1) | IN153855B (ko) |
SG (1) | SG37985G (ko) |
ZA (1) | ZA812940B (ko) |
Families Citing this family (45)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56135416A (en) | 1980-03-27 | 1981-10-22 | Mitsubishi Chem Ind Ltd | Pharmaceutical preparation for skin |
JPS58201712A (ja) * | 1982-05-18 | 1983-11-24 | Green Cross Corp:The | 脂肪乳剤 |
JPS58222014A (ja) * | 1982-06-18 | 1983-12-23 | Taisho Pharmaceut Co Ltd | プロスタグランジンe↓1脂肪乳剤 |
JPS59152348A (ja) * | 1983-02-19 | 1984-08-31 | Kaken Pharmaceut Co Ltd | ビフエニリルプロピオン酸エステル誘導体およびその製造法 |
SE8206744D0 (sv) * | 1982-11-26 | 1982-11-26 | Fluidcarbon International Ab | Preparat for kontrollerad avgivning av substanser |
JPS59141518A (ja) * | 1983-02-03 | 1984-08-14 | Taisho Pharmaceut Co Ltd | プロスタグランジン脂肪乳剤 |
JPS59216820A (ja) * | 1983-05-20 | 1984-12-06 | Taisho Pharmaceut Co Ltd | プロスタグランジン脂肪乳剤 |
US4622219A (en) * | 1983-06-17 | 1986-11-11 | Haynes Duncan H | Method of inducing local anesthesia using microdroplets of a general anesthetic |
JPS601122A (ja) * | 1983-06-20 | 1985-01-07 | Green Cross Corp:The | ビフエニリルプロピオン酸誘導体脂肪乳剤 |
US4551449A (en) * | 1983-11-16 | 1985-11-05 | The Regents Of The University Of California | Avoidance of the immunosuppressive and antiproliferative effects of lipid emulsions |
JPS60258110A (ja) * | 1984-06-05 | 1985-12-20 | Daigo Eiyou Kagaku Kk | 静脈注射可能なプロゲステロン乳化注射液 |
SE8403905D0 (sv) * | 1984-07-30 | 1984-07-30 | Draco Ab | Liposomes and steroid esters |
SE8600632D0 (sv) * | 1986-02-13 | 1986-02-13 | Kabivitrum Ab | Novel pharmaceutical composition |
JPH0794395B2 (ja) * | 1986-06-16 | 1995-10-11 | 株式会社ミドリ十字 | 移植片の拒絶反応抑制剤 |
US5043329A (en) * | 1987-02-17 | 1991-08-27 | Board Of Regents, University Of Texas System | Methods and compositions employing unique mixtures of polar and neutral lipids for protecting the gastrointestinal tract |
US4950656A (en) * | 1987-02-17 | 1990-08-21 | Board Of Regents, The University Of Texas System | Methods and compositions employing unique mixtures of polar and neutral lipids for protecting the gastrointestinal tract |
US5260284A (en) * | 1987-02-17 | 1993-11-09 | Board Of Regents, The University Of Texas System | Methods employing unique mixtures of polar and neutral lipids and sterol for lung surfactant replacement therapy |
US5032585A (en) * | 1987-02-17 | 1991-07-16 | Board Of Regents, The University Of Texas System | Methods and compositions employing unique mixtures of polar and neutral lipids for surfactant replacement therapy |
DE4338086A1 (de) * | 1993-11-08 | 1995-05-11 | Dietl Hans | Cyclosporin(e) enthaltende pharmazeutische Zubereitung zur oralen Applikation sowie Verfahren zu ihrer Herstellung |
DE4338046A1 (de) * | 1993-11-08 | 1995-05-11 | Dietl Hans | Fettlösliche Arzneimittel erhaltende flüssige pharmazeutische Zubereitung zur oralen Anwendung |
US5670163A (en) * | 1994-06-20 | 1997-09-23 | Kv Pharmaceuticals Company | Long acting GI and esophageal protectant |
US5554379A (en) * | 1994-06-20 | 1996-09-10 | Kv Pharmaceutical Company | Long acting GI and esophageal protectant |
JPH0827018A (ja) * | 1994-07-22 | 1996-01-30 | Sanwa Kagaku Kenkyusho Co Ltd | 生理活性ペプチド又は蛋白質を含有する薬剤組成物 |
US5554380A (en) * | 1994-08-04 | 1996-09-10 | Kv Pharmaceutical Company | Bioadhesive pharmaceutical delivery system |
WO1997014407A1 (en) * | 1995-10-17 | 1997-04-24 | Research Triangle Pharmaceuticals | Insoluble drug delivery |
US5709878A (en) * | 1996-08-02 | 1998-01-20 | Rosenbaum; Jerry | Transdermal delivery of dehydroepiandrosterone |
US6465016B2 (en) | 1996-08-22 | 2002-10-15 | Research Triangle Pharmaceuticals | Cyclosporiine particles |
US7255877B2 (en) * | 1996-08-22 | 2007-08-14 | Jagotec Ag | Fenofibrate microparticles |
IL121647A (en) * | 1997-08-28 | 2001-07-24 | Pharmateam Dev Ltd | Pharmaceutical compositions for the treatment of ocular inflammation comprising dexamethasone palmitate |
US5885597A (en) * | 1997-10-01 | 1999-03-23 | Medical Research Industries,Inc. | Topical composition for the relief of pain |
US5869090A (en) * | 1998-01-20 | 1999-02-09 | Rosenbaum; Jerry | Transdermal delivery of dehydroepiandrosterone |
ES2201673T3 (es) * | 1998-02-11 | 2004-03-16 | Rtp Pharma Corporation | Combinacion de esteroides y acidos grasos poiinsaturados para el tratamiento de estados inflamatorios. |
US6979456B1 (en) | 1998-04-01 | 2005-12-27 | Jagotec Ag | Anticancer compositions |
EP1079808B1 (en) | 1998-05-29 | 2004-02-11 | Skyepharma Canada Inc. | Thermoprotected microparticle compositions and process for terminal steam sterilization thereof |
DE69912441T2 (de) | 1998-08-19 | 2004-08-19 | Skyepharma Canada Inc., Verdun | Injizierbare wässerige propofoldispersionen |
CN1287769C (zh) | 1998-11-20 | 2006-12-06 | 斯凯伊药品加拿大公司 | 可分散的磷脂稳定的微粒 |
ES2241663T3 (es) * | 1999-09-21 | 2005-11-01 | Skyepharma Canada Inc. | Composiciones particuladas modificadas superficialmente de substancias biologicamente activas. |
NZ522239A (en) | 2000-04-20 | 2004-03-26 | Skyepharma Canada Inc | Improved water-insoluble drug particle process |
EP1313451B1 (en) | 2000-08-31 | 2009-03-11 | Jagotec AG | Milled particles |
US8586094B2 (en) | 2000-09-20 | 2013-11-19 | Jagotec Ag | Coated tablets |
DE60127457T2 (de) * | 2001-02-22 | 2007-11-29 | Jagotec Ag | Fibrat-statin kombinationen mit verminderten von der nahrungsaufnahme abhängigen auswirkungen |
DK2319517T3 (da) * | 2006-06-01 | 2013-12-09 | Novagali Pharma Sa | Anvendelse af prodrugs til okulær, intravenøs administration |
EP2564853B1 (en) * | 2007-12-04 | 2019-02-27 | Santen SAS | Compositions comprising corticosteroid prodrug such as dexamethasone palmitate for the treatment of eye disorders |
CN106727308A (zh) * | 2016-12-14 | 2017-05-31 | 广东药科大学 | 一种地塞米松脂质乳滴眼液及其制备方法 |
CN116098866A (zh) * | 2022-12-15 | 2023-05-12 | 中南大学湘雅医院 | 一种用于治疗关节痛的糖皮质激素脂肪乳、其制法及应用 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1106455B (de) * | 1959-05-29 | 1961-05-10 | Upjohn Co | Salbengrundlage |
US3452014A (en) * | 1964-08-14 | 1969-06-24 | Upjohn Co | 2,5-dimethylpyrazine p-toluenesulfonate |
JPS4524514Y1 (ko) * | 1965-10-15 | 1970-09-26 | ||
DE1668857B1 (de) * | 1967-03-01 | 1971-09-16 | Warner Lambert Pharmaceutical | 6alpha,9alpha-Difluorprednisolon-17-valerat-21-acetat |
JPS5850964B2 (ja) * | 1978-03-07 | 1983-11-14 | 東興薬品工業株式会社 | ステロイド含有クリ−ム製剤およびその製造方法 |
JPS5930674Y2 (ja) * | 1978-05-02 | 1984-09-01 | ヤンマー農機株式会社 | 脱穀機の揺動選別装置 |
JPS6030652B2 (ja) * | 1979-05-07 | 1985-07-17 | 株式会社ミドリ十字 | 静脈注射用脂肪乳剤 |
-
1980
- 1980-05-15 JP JP55064875A patent/JPS609726B2/ja not_active Expired
-
1981
- 1981-05-01 AT AT81301931T patent/ATE9870T1/de not_active IP Right Cessation
- 1981-05-01 DE DE8181301931T patent/DE3166682D1/de not_active Expired
- 1981-05-01 EP EP81301931A patent/EP0041772B2/en not_active Expired - Lifetime
- 1981-05-04 ZA ZA00812940A patent/ZA812940B/xx unknown
- 1981-05-06 US US06/260,607 patent/US4340594A/en not_active Expired - Lifetime
- 1981-05-14 CA CA000377642A patent/CA1158982A/en not_active Expired
- 1981-05-15 KR KR1019810001674A patent/KR850001725B1/ko active
- 1981-08-17 IN IN918/CAL/81A patent/IN153855B/en unknown
-
1985
- 1985-05-21 SG SG379/85A patent/SG37985G/en unknown
- 1985-08-15 HK HK609/85A patent/HK60985A/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
HK60985A (en) | 1985-08-23 |
ATE9870T1 (de) | 1984-11-15 |
JPS56167616A (en) | 1981-12-23 |
ZA812940B (en) | 1982-05-26 |
DE3166682D1 (en) | 1984-11-22 |
JPS609726B2 (ja) | 1985-03-12 |
CA1158982A (en) | 1983-12-20 |
EP0041772A3 (en) | 1982-06-30 |
EP0041772B1 (en) | 1984-10-17 |
SG37985G (en) | 1985-11-15 |
EP0041772B2 (en) | 1990-04-18 |
IN153855B (ko) | 1984-08-25 |
US4340594A (en) | 1982-07-20 |
EP0041772A2 (en) | 1981-12-16 |
KR850001725B1 (ko) | 1985-12-07 |
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