JPH0244473B2 - - Google Patents

Info

Publication number
JPH0244473B2
JPH0244473B2 JP59171069A JP17106984A JPH0244473B2 JP H0244473 B2 JPH0244473 B2 JP H0244473B2 JP 59171069 A JP59171069 A JP 59171069A JP 17106984 A JP17106984 A JP 17106984A JP H0244473 B2 JPH0244473 B2 JP H0244473B2
Authority
JP
Japan
Prior art keywords
compound
formula
general formula
sodium
reaction
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 - Lifetime
Application number
JP59171069A
Other languages
English (en)
Japanese (ja)
Other versions
JPS6150978A (ja
Inventor
Akira Nohara
Yoshitaka Maki
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takeda Pharmaceutical Co Ltd
Original Assignee
Takeda Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=15916456&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=JPH0244473(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Priority to JP59171069A priority Critical patent/JPS6150978A/ja
Priority to US06/760,568 priority patent/US4628098A/en
Priority to EP19850305458 priority patent/EP0174726B1/en
Priority to AT85305458T priority patent/ATE42554T1/de
Priority to DE19975017C priority patent/DE19975017I2/de
Priority to DE8585305458T priority patent/DE3569736D1/de
Priority to DE19975020C priority patent/DE19975020I2/de
Priority to DK356485A priority patent/DK171340B1/da
Priority to AU45895/85A priority patent/AU570130B2/en
Priority to IE197685A priority patent/IE58363B1/en
Priority to GR851981A priority patent/GR851981B/el
Priority to PH32628A priority patent/PH20946A/en
Priority to ZA856117A priority patent/ZA856117B/xx
Priority to SU3947161A priority patent/SU1507211A3/ru
Priority to ES546152A priority patent/ES8607288A1/es
Priority to KR1019850005863A priority patent/KR920002128B1/ko
Priority to UA3947161A priority patent/UA7140A1/uk
Priority to CA000488662A priority patent/CA1255314A/en
Priority to NO853226A priority patent/NO163131C/no
Priority to HU853151A priority patent/HU195210B/hu
Publication of JPS6150978A publication Critical patent/JPS6150978A/ja
Priority to US06/937,193 priority patent/US4689333A/en
Priority to MYPI87002685A priority patent/MY102116A/en
Publication of JPH0244473B2 publication Critical patent/JPH0244473B2/ja
Priority to SG1032/91A priority patent/SG103291G/en
Priority to HK47/92A priority patent/HK4792A/en
Priority to MX9203043A priority patent/MX9203043A/es
Priority to LV920583A priority patent/LV5091A3/xx
Priority to GEAP1993601A priority patent/GEP19960313B/en
Priority to LTRP440A priority patent/LT2118B/xx
Priority to NL930109C priority patent/NL930109I2/nl
Priority to BG098459A priority patent/BG60415B2/bg
Priority to NO1995002C priority patent/NO1995002I1/no
Priority to LV960208A priority patent/LV5775B4/xx
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly 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
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/68—One oxygen atom attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP59171069A 1984-08-16 1984-08-16 ピリジン誘導体およびその製造法 Granted JPS6150978A (ja)

Priority Applications (32)

Application Number Priority Date Filing Date Title
JP59171069A JPS6150978A (ja) 1984-08-16 1984-08-16 ピリジン誘導体およびその製造法
US06/760,568 US4628098A (en) 1984-08-16 1985-07-29 2-[2-pyridylmethylthio-(sulfinyl)]benzimidazoles
DE19975020C DE19975020I2 (de) 1984-08-16 1985-07-31 Pyridin-Derivate und deren Herstellung.
DE19975017C DE19975017I2 (de) 1984-08-16 1985-07-31 Pyridin-Derivate und deren Herstellung.
AT85305458T ATE42554T1 (de) 1984-08-16 1985-07-31 Pyridin-derivate und deren herstellung.
EP19850305458 EP0174726B1 (en) 1984-08-16 1985-07-31 Pyridine derivatives and their production
DE8585305458T DE3569736D1 (en) 1984-08-16 1985-07-31 Pyridine derivatives and their production
DK356485A DK171340B1 (da) 1984-08-16 1985-08-06 Substituerede 2-((4-fluoralkoxypyrid-2-yl)metyltio eller metylsulfinyl)benzimidazoler, fremgangsmåde til fremstilling deraf og farmaceutisk præparat indeholdende en sådan forbindelse
AU45895/85A AU570130B2 (en) 1984-08-16 1985-08-07 2-pyridylmethylthio-and 2-pyridylmethylsulfinyl benzimidazole derivatives
IE197685A IE58363B1 (en) 1984-08-16 1985-08-09 Pyridine derivatives and their production
GR851981A GR851981B (oth) 1984-08-16 1985-08-13
PH32628A PH20946A (en) 1984-08-16 1985-08-13 Pyridine derivatives and their production
ZA856117A ZA856117B (en) 1984-08-16 1985-08-13 Pyridine derivatives and their production
CA000488662A CA1255314A (en) 1984-08-16 1985-08-14 2-(pyrid-2-yl)-methylthio(or methylsulfinyl) benzimidazole derivatives and their production
UA3947161A UA7140A1 (uk) 1984-08-16 1985-08-14 Спосіб отримання похідних піридіну
ES546152A ES8607288A1 (es) 1984-08-16 1985-08-14 Un metodo para producir un derivado de piridina
KR1019850005863A KR920002128B1 (ko) 1984-08-16 1985-08-14 피리딘 유도체의 제조방법
SU3947161A SU1507211A3 (ru) 1984-08-16 1985-08-14 Способ получени производных пиридина
NO853226A NO163131C (no) 1984-08-16 1985-08-15 Analogifremgangsmåte for fremstilling av terapeutisk aktive pyridinderivater.
HU853151A HU195210B (en) 1984-08-16 1985-08-15 Process for producing pyridine derivatives and pharmaceutical preparations comprising these compounds as active substance
US06/937,193 US4689333A (en) 1984-08-16 1986-12-02 2-(2-pyridylmethylthio (sulfinyl)) benzimidazoles
MYPI87002685A MY102116A (en) 1984-08-16 1987-09-30 Pyridine derivatives and their production
SG1032/91A SG103291G (en) 1984-08-16 1991-12-04 Pyridine derivatives and their production
HK47/92A HK4792A (en) 1984-08-16 1992-01-16 Pyridine derivatives and their production
MX9203043A MX9203043A (es) 1984-08-16 1992-06-19 Derivados de piridina.
LV920583A LV5091A3 (lv) 1984-08-16 1992-12-30 Piridina atvasinajumu iegusanas metode
GEAP1993601A GEP19960313B (en) 1984-08-16 1993-03-11 Method for Production of Pyridin Derivatives
LTRP440A LT2118B (lt) 1984-08-16 1993-03-19 Piridino dariniu gavimo budas
NL930109C NL930109I2 (nl) 1984-08-16 1993-06-29 Pyridinederivaten en hun bereiding.
BG098459A BG60415B2 (bg) 1984-08-16 1994-02-11 Пиридинови производни и тяхното получаване
NO1995002C NO1995002I1 (no) 1984-08-16 1995-03-31 Lansoprazol/ 2-[3-metyl-4-(2,2,2-trifluoretoksy)-pyrid-2-yl]metylsylfinylbenzimidazol
LV960208A LV5775B4 (lv) 1984-08-16 1996-07-02 Piridina atvasinajumi un to iegusanas panemiens

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP59171069A JPS6150978A (ja) 1984-08-16 1984-08-16 ピリジン誘導体およびその製造法

Publications (2)

Publication Number Publication Date
JPS6150978A JPS6150978A (ja) 1986-03-13
JPH0244473B2 true JPH0244473B2 (oth) 1990-10-04

Family

ID=15916456

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59171069A Granted JPS6150978A (ja) 1984-08-16 1984-08-16 ピリジン誘導体およびその製造法

Country Status (23)

Country Link
US (2) US4628098A (oth)
EP (1) EP0174726B1 (oth)
JP (1) JPS6150978A (oth)
KR (1) KR920002128B1 (oth)
AU (1) AU570130B2 (oth)
BG (1) BG60415B2 (oth)
CA (1) CA1255314A (oth)
DE (3) DE3569736D1 (oth)
DK (1) DK171340B1 (oth)
ES (1) ES8607288A1 (oth)
GE (1) GEP19960313B (oth)
GR (1) GR851981B (oth)
HK (1) HK4792A (oth)
HU (1) HU195210B (oth)
IE (1) IE58363B1 (oth)
MX (1) MX9203043A (oth)
NL (1) NL930109I2 (oth)
NO (2) NO163131C (oth)
PH (1) PH20946A (oth)
SG (1) SG103291G (oth)
SU (1) SU1507211A3 (oth)
UA (1) UA7140A1 (oth)
ZA (1) ZA856117B (oth)

Families Citing this family (243)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0174717B1 (en) 1984-07-06 1992-01-22 FISONS plc Benzimidazoles, and their production formulation and use as gastric acid secretion inhibitors
CA1276017C (en) * 1986-02-13 1990-11-06 Takeda Chemical Industries, Ltd. Sulfenamide derivatives and their production
US5433959A (en) * 1986-02-13 1995-07-18 Takeda Chemical Industries, Ltd. Stabilized pharmaceutical composition
US6749864B2 (en) 1986-02-13 2004-06-15 Takeda Chemical Industries, Ltd. Stabilized pharmaceutical composition
CA1327010C (en) * 1986-02-13 1994-02-15 Tadashi Makino Stabilized solid pharmaceutical composition containing antiulcer benzimidazole compound and its production
DK171989B1 (da) * 1987-08-04 1997-09-08 Takeda Chemical Industries Ltd Fremgangsmåde til fremstilling af 2-(2-pyridylmethylsulfinyl)-benzimidazoler
WO1989011479A1 (fr) * 1988-05-25 1989-11-30 Byk Gulden Lomberg Chemische Fabrik Gmbh Nouveaux composes fluores d'alkoxyde
US5223515A (en) * 1988-08-18 1993-06-29 Takeda Chemical Industries, Ltd. Injectable solution containing a pyridyl methylsulfinylbenzimidazole
JP2536173B2 (ja) * 1988-08-18 1996-09-18 武田薬品工業株式会社 注射剤
AT391693B (de) * 1988-11-15 1990-11-12 Cl Pharma Verfahren zur herstellung von 3-5-dimethyl-4methoxypyridinderivaten sowie neues zwischenprodukt hierfuer
SE8804628D0 (sv) 1988-12-22 1988-12-22 Ab Haessle New compounds
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SE8804629D0 (sv) * 1988-12-22 1988-12-22 Ab Haessle New therapeutically active compounds
DE69014141T2 (de) * 1989-02-10 1995-05-24 Takeda Chemical Industries Ltd Verwendung von Benzimidazol-Derivaten als antibakterielle Mittel.
US4965269A (en) * 1989-12-20 1990-10-23 Ab Hassle Therapeutically active chloro substituted benzimidazoles
US5049674A (en) * 1989-12-20 1991-09-17 Aktiebolaget Hassle Therapeutically active fluoro substituted benzimidazoles
US5274099A (en) * 1989-12-20 1993-12-28 Aktiebolaget Hassle Therapeutically active fluoro substituted benzimidazoles
CA2053527C (en) * 1990-10-17 2002-03-12 Takashi Sohda Pyridine derivatives, their production and use
TW209174B (oth) 1991-04-19 1993-07-11 Takeda Pharm Industry Co Ltd
WO1993006097A1 (en) * 1991-09-20 1993-04-01 Merck & Co., Inc. Novel process for the preparation of anti-ulcer agents
ES2036948B1 (es) * 1991-11-21 1994-09-01 Genesis Para La Investigacion Procedimiento de obtencion de compuestos derivados de piridina.
HUT71885A (en) * 1992-07-08 1996-02-28 Monsanto Co Process for preparing a composition containing benzimidazoles for treatment stomach ulcer in swine
KR100258423B1 (ko) * 1992-07-28 2000-07-01 클래스 빌헬름슨 오메프라졸 및 그의 동족체를 함유하는 주사제 및 주사제 키트
AU674058B2 (en) * 1993-02-17 1996-12-05 Altana Pharma Ag Substituted heteroarylalkylthiopyridines for controlling helicobacter bacteria
ES2060541B1 (es) * 1993-02-26 1995-11-16 Vinas Lab Nuevo procedimiento para la sintesis de un derivado de 2-(2-piridilmetilsufinil) bencimidazol, y nuevos productos intermedios obtenidos con el mismo.
ES2063705B1 (es) * 1993-06-14 1995-07-16 S A L V A T Lab Sa Intermedio para la sintesis de lansoprazol y su procedimiento de obtencion.
RU2154062C2 (ru) * 1993-06-29 2000-08-10 Бик Гульден Ломберг Хемише Фабрик Гмбх. Замещенные арилтиоалкилтиопиридины, способ их получения, лекарственное средство на их основе и способ получения лекарственного средства.
TW280770B (oth) * 1993-10-15 1996-07-11 Takeda Pharm Industry Co Ltd
US5374730A (en) * 1993-11-04 1994-12-20 Torcan Chemical Ltd. Preparation of omeprazole and lansoprazole
US5502195A (en) * 1993-11-04 1996-03-26 Slemon; Clarke Sulfoxide-carboxylate intermediates of omeprazole and lansoprazole
CN1048980C (zh) * 1994-03-29 2000-02-02 广东汕头鮀滨化学药业总公司 一种新的吡啶衍生物及其制备方法和应用
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SE9402431D0 (sv) * 1994-07-08 1994-07-08 Astra Ab New tablet formulation
SE504459C2 (sv) * 1994-07-15 1997-02-17 Astra Ab Förfarande för framställning av substituerade sulfoxider
GB9423968D0 (en) * 1994-11-28 1995-01-11 Astra Ab Resolution
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US6645988B2 (en) * 1996-01-04 2003-11-11 Curators Of The University Of Missouri Substituted benzimidazole dosage forms and method of using same
US6489346B1 (en) * 1996-01-04 2002-12-03 The Curators Of The University Of Missouri Substituted benzimidazole dosage forms and method of using same
US6699885B2 (en) * 1996-01-04 2004-03-02 The Curators Of The University Of Missouri Substituted benzimidazole dosage forms and methods of using same
US5840737A (en) 1996-01-04 1998-11-24 The Curators Of The University Of Missouri Omeprazole solution and method for using same
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US8071128B2 (en) 1996-06-14 2011-12-06 Kyowa Hakko Kirin Co., Ltd. Intrabuccally rapidly disintegrating tablet and a production method of the tablets
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ATE225175T1 (de) * 1998-07-22 2002-10-15 Sepracor Inc Pharmazeutische zubereitungen enthaltend hydroxylansoprazol und deren verwendungen
US6093734A (en) * 1998-08-10 2000-07-25 Partnership Of Michael E. Garst, George Sachs, And Jai Moo Shin Prodrugs of proton pump inhibitors
NZ510180A (en) 1998-08-10 2002-11-26 Univ California Prodrugs of the pyridyl-methylsulphonyl-benzimidazole type proton pump inhibitors
ES2262335T3 (es) 1998-08-12 2006-11-16 Altana Pharma Ag Forma de administracion oral para piridin-2-ilmetilsulfinil-1h-bencimidazoles.
DE19843413C1 (de) * 1998-08-18 2000-03-30 Byk Gulden Lomberg Chem Fab Neue Salzform von Pantoprazol
JP3926936B2 (ja) 1998-11-16 2007-06-06 エーザイ・アール・アンド・ディー・マネジメント株式会社 スルホキシド誘導体・アセトン錯体およびその製造法
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CZ20014405A3 (cs) 1999-06-07 2002-04-17 Byk Gulden Lomberg Chemische Fabrik Gmbh Léková forma
TWI275587B (en) 1999-06-17 2007-03-11 Takeda Chemical Industries Ltd A crystal of (R)-2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole
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US6312723B1 (en) 1999-08-26 2001-11-06 Robert R. Whittle Pharmaceutical unit dosage form
US6326384B1 (en) 1999-08-26 2001-12-04 Robert R. Whittle Dry blend pharmaceutical unit dosage form
US6312712B1 (en) 1999-08-26 2001-11-06 Robert R. Whittle Method of improving bioavailability
US6369087B1 (en) 1999-08-26 2002-04-09 Robert R. Whittle Alkoxy substituted benzimidazole compounds, pharmaceutical preparations containing the same, and methods of using the same
US6316020B1 (en) 1999-08-26 2001-11-13 Robert R. Whittle Pharmaceutical formulations
US6268385B1 (en) 1999-08-26 2001-07-31 Robert R. Whittle Dry blend pharmaceutical formulations
US6262085B1 (en) 1999-08-26 2001-07-17 Robert R. Whittle Alkoxy substituted Benzimidazole compounds, pharmaceutical preparations containing the same, and methods of using the same
US6262086B1 (en) 1999-08-26 2001-07-17 Robert R. Whittle Pharmaceutical unit dosage form
US6780880B1 (en) 1999-08-26 2004-08-24 Robert R. Whittle FT-Raman spectroscopic measurement
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US4575554A (en) * 1983-12-05 1986-03-11 The Upjohn Company Substituted 2-pyridylmethylthio- and sulfinyl-benzimidazoles as gastric antisecretory agents
IL75400A (en) * 1984-06-16 1988-10-31 Byk Gulden Lomberg Chem Fab Dialkoxypyridine methyl(sulfinyl or sulfonyl)benzimidazoles,processes for the preparation thereof and pharmaceutical compositions containing the same
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DE19975017I2 (de) 2009-08-06
GR851981B (oth) 1985-12-16
NO163131C (no) 1994-10-24
NL930109I1 (nl) 1993-10-18
DK356485D0 (da) 1985-08-06
AU4589585A (en) 1986-02-20
IE851976L (en) 1986-02-16
DK171340B1 (da) 1996-09-16
HK4792A (en) 1992-01-17
ES546152A0 (es) 1986-05-16
US4689333A (en) 1987-08-25
NO853226L (no) 1986-02-17
NO163131B (no) 1990-01-02
SU1507211A3 (ru) 1989-09-07
HU195210B (en) 1988-04-28
ZA856117B (en) 1986-04-30
KR870002125A (ko) 1987-03-30
ES8607288A1 (es) 1986-05-16
BG60415B2 (bg) 1995-02-28
GEP19960313B (en) 1996-06-24
NO1995002I1 (no) 1995-03-31
UA7140A1 (uk) 1995-06-30
AU570130B2 (en) 1988-03-03
PH20946A (en) 1987-06-10
NL930109I2 (nl) 1997-02-03
HUT39444A (en) 1986-09-29
KR920002128B1 (ko) 1992-03-12
DK356485A (da) 1986-02-17
MX9203043A (es) 1992-07-01
SG103291G (en) 1993-02-19
EP0174726B1 (en) 1989-04-26
IE58363B1 (en) 1993-09-08
EP0174726A1 (en) 1986-03-19
JPS6150978A (ja) 1986-03-13
DE19975020I2 (de) 2009-08-06
US4628098A (en) 1986-12-09
DE3569736D1 (en) 1989-06-01
CA1255314A (en) 1989-06-06

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