DK561485D0 - Vitamin d3 derivater substitueret ved 2-stillingen - Google Patents

Vitamin d3 derivater substitueret ved 2-stillingen

Info

Publication number
DK561485D0
DK561485D0 DK561485A DK561485A DK561485D0 DK 561485 D0 DK561485 D0 DK 561485D0 DK 561485 A DK561485 A DK 561485A DK 561485 A DK561485 A DK 561485A DK 561485 D0 DK561485 D0 DK 561485D0
Authority
DK
Denmark
Prior art keywords
group
hydroxyl group
carbon atoms
vitamin
formula
Prior art date
Application number
DK561485A
Other languages
English (en)
Other versions
DK561485A (da
DK161197B (da
DK161197C (da
Inventor
Katsuhito Miyamoto
Noboru Kubodera
Kiyoshige Ochi
Isao Matsunaga
Eigoro Murayama
Original Assignee
Chugai Pharmaceutical Co 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
Application filed by Chugai Pharmaceutical Co Ltd filed Critical Chugai Pharmaceutical Co Ltd
Publication of DK561485D0 publication Critical patent/DK561485D0/da
Publication of DK561485A publication Critical patent/DK561485A/da
Publication of DK161197B publication Critical patent/DK161197B/da
Application granted granted Critical
Publication of DK161197C publication Critical patent/DK161197C/da

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0036—Nitrogen-containing hetero ring
    • C07J71/0042—Nitrogen only
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/02—Nutrients, e.g. vitamins, minerals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
    • A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
    • C07J41/0011—Unsubstituted amino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
    • C07J41/0027—Azides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0005—Oxygen-containing hetero ring
    • C07J71/001—Oxiranes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Obesity (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Diabetes (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Hematology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Nutrition Science (AREA)
  • Endocrinology (AREA)
  • Rheumatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)
DK561485A 1984-12-05 1985-12-04 1alfa-hydroxy-2-substituerede vitamin d3 derivater samt fremgangsmaade til fremstilling af disse DK161197C (da)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP25571384 1984-12-05
JP25571384 1984-12-05

Publications (4)

Publication Number Publication Date
DK561485D0 true DK561485D0 (da) 1985-12-04
DK561485A DK561485A (da) 1986-06-06
DK161197B DK161197B (da) 1991-06-10
DK161197C DK161197C (da) 1991-11-25

Family

ID=17282605

Family Applications (1)

Application Number Title Priority Date Filing Date
DK561485A DK161197C (da) 1984-12-05 1985-12-04 1alfa-hydroxy-2-substituerede vitamin d3 derivater samt fremgangsmaade til fremstilling af disse

Country Status (10)

Country Link
US (1) US4666634A (da)
EP (1) EP0184206B1 (da)
JP (1) JPH0623185B2 (da)
KR (1) KR940002981B1 (da)
CN (1) CN1008368B (da)
AT (1) ATE41924T1 (da)
CA (1) CA1330806C (da)
DE (1) DE3569238D1 (da)
DK (1) DK161197C (da)
IL (1) IL77122A (da)

Families Citing this family (89)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK0503630T3 (da) * 1991-03-13 1996-01-29 Kuraray Co Cyclohexantriolderivater
US5403832A (en) * 1992-03-12 1995-04-04 The Johns Hopkins University Vitamin D3 analogues
IL107748A (en) * 1992-11-27 1998-08-16 Chugai Pharmaceutical Co Ltd A method for producing a history of vitamin D.
EP0619306B1 (en) * 1993-04-05 1996-09-11 Wisconsin Alumni Research Foundation 19-Nor-vitamin D3 compounds with substituent at 2-position
WO1996022973A1 (fr) * 1995-01-23 1996-08-01 Chugai Seiyaku Kabushiki Kaisha Derives de vitamine d3 de 2-substitution
TWI247001B (en) 1996-07-01 2006-01-11 Chugai Pharmaceutical Co Ltd The method for purifying vitamin d derivatives and its crystalline products
KR100554560B1 (ko) * 1996-07-01 2006-05-25 쥬가이 세이야쿠 가부시키가이샤 비타민d유도체결정및그의제조방법
US6306844B1 (en) * 1997-03-17 2001-10-23 Wisconsin Alumni Research Foundation Use of 2α-methyl-19-nor-20(S)-1α, 25-dihydroxyvitamin D3 to increase bone strength
US6316642B1 (en) 1997-03-17 2001-11-13 Wisconsin Alumni Research Foundation 26,27-Homologated-20-EPI-2alkyl-19-nor-vitamin D compounds
US5843928A (en) * 1997-03-17 1998-12-01 Wisconsin Alumni Research Foundation 2-alkylidene-19-nor-vitamin D compounds
US6392071B1 (en) * 1997-03-17 2002-05-21 Wisconsin Alumni: Research Foundation 26,27-homologated-20-EPI-2-alkylidene-19-nor-vitamin D compounds
US5945410A (en) * 1997-03-17 1999-08-31 Wisconsin Alumni Research Foundation 2-alkyl-19-nor-vitamin D compounds
DE69939106D1 (de) * 1998-02-24 2008-08-28 Chugai Pharmaceutical Co Ltd Verfahren zur Herstellung von ED-71
AU3167699A (en) 1998-04-10 1999-11-01 Chugai Seiyaku Kabushiki Kaisha Vitamin d derivatives substituted at the 2beta-position
US6114317A (en) * 1998-05-21 2000-09-05 Wisconsin Alumni Research Foundation Method of locking 1α-OH of vitamin D compounds in axial orientation
AU2326300A (en) * 1999-02-18 2000-09-04 Chugai Seiyaku Kabushiki Kaisha Method for screening compound having affinity for vitamin d receptor
AU2001256791A1 (en) * 2000-05-23 2001-12-03 Chugai Seiyaku Kabushiki Kaisha 5,6-trans-2-alkylvitamin d derivatives
NZ522909A (en) * 2000-05-31 2004-09-24 Wisconsin Alumni Res Found 2-ethyl and 2-ethylidene-19-nor-vitamin D compounds
US7985744B2 (en) * 2000-06-15 2011-07-26 Chugai Seiyaku Kabushiki Kaisha Vitamin D derivatives
MXPA03000406A (es) * 2000-07-14 2003-06-06 Wisconsin Alumni Res Found Uso de 2-metilen-19-nor-20(s)-1 alfa,25-dihidroxivitamina d3 para incrementar la resistencia de los huesos.
WO2002012182A1 (fr) * 2000-08-08 2002-02-14 Chugai Seiyaku Kabushiki Kaisha Derives de 3-methyl-20-epi-vitamine d
NZ524657A (en) 2000-09-08 2004-12-24 Wisconsin Alumni Res Found 1 alpha-hydroxy-2-methylene-19-nor-homopregnacalciferol and its therapeutic applications
WO2002066424A1 (en) * 2001-02-23 2002-08-29 Chugai Seiyaku Kabushiki Kaisha Vitamin d derivative having substituent in 2-position
US6627622B2 (en) * 2002-02-18 2003-09-30 Wisconsin Alumni Research Foundation (20S)-1α-hydroxy-2-methylene-19-nor-bishomopregnacalciferol and its uses
US6566352B1 (en) 2002-02-18 2003-05-20 Wisconsin Alumni Research Foudation 1 α-hydroxy-2-methylene-19-nor-pregnacalciferol and its uses
US20030195175A1 (en) * 2002-03-25 2003-10-16 Deluca Hector F. Use of carbon-2-modified-vitamin D analogs to induce the formation of new bone
HK1079766B (zh) 2002-03-29 2007-05-25 威斯康星校友研究基金会 合成1α-羟基-2-亚甲基-19-去甲-高孕钙化醇的方法
EP1552837A1 (en) * 2002-08-01 2005-07-13 Chugai Seiyaku Kabushiki Kaisha Antipsoriatic agent
CN1771239B (zh) * 2003-01-30 2010-06-09 帝人制药株式会社 维生素d3内酯衍生物
ZA200506204B (en) * 2003-04-10 2006-10-25 Wisconsin Alumni Res Found 2-propylidene-19-nor-vitamin D compounds
US6894037B2 (en) * 2003-07-03 2005-05-17 Wisconsin Alumni Research Foundation 2-methylene-19-nor-20(S)-25-methyl-1α-hydroxycalciferol and its uses
US20050009792A1 (en) * 2003-07-08 2005-01-13 Deluca Hector F. (20S)-1alpha-hydroxy-2-methylene-19-nor-vitamin D3 and its uses
AU2004266706B2 (en) * 2003-08-20 2009-07-30 Wisconsin Alumni Research Foundation 2-methylene-19-nor-vitamin D2 compounds
US20070129340A1 (en) * 2004-02-06 2007-06-07 Chugai Seiyaku Kabushiki Kaisha Ed-71 preparation
US7713951B2 (en) * 2004-04-09 2010-05-11 Wisconsin Alumni Research Foundation 2-alkylidene-18,19-dinor-vitamin D compounds
EP1827452B1 (en) * 2004-11-22 2011-03-02 Wisconsin Alumni Research Foundation 2-methylene-19,21-dinor-1alpha-hydroxy-bishomopregnacalciferol
EP1828115A4 (en) * 2004-11-22 2010-05-05 Wisconsin Alumni Res Found 2-METHYLENE-19-NOR (20S) -1ALPHA-HYDROXYTRISHOMOPREGNACALCIFEROL
DE602005021245D1 (de) * 2004-11-22 2010-06-24 Wisconsin Alumni Res Found 2-methylen-19,26,27-trinor-(20s)-1-alpha-hydroxyvitamin d3 and dessen verwendungen
MX2007006261A (es) * 2004-11-22 2007-07-10 Wisconsin Alumni Res Found Analogos de 17,20(z)-deshidro vitamina d y sus usos.
US8399438B2 (en) * 2004-11-22 2013-03-19 Wisconsin Alumni Research Foundation 2α-methyl-19-nor-1α-hydroxy-homopregnacalciferol and its uses
US8222235B2 (en) * 2004-11-22 2012-07-17 Wisconsin Alumni Research Foundation 2-methylene-19-nor-(20R)-1α-hydroxy-bishomopregnacalciferol
DK1848442T3 (da) * 2005-02-11 2012-05-29 Wisconsin Alumni Res Found 2-methylene-19-nor-(20s-24epi)-1alfa,25-dihydroxyvitamine-d2
WO2006086613A2 (en) * 2005-02-11 2006-08-17 Wisconsin Alumni Research Foundation 2-METHYLENE-19-NOR- (20S-24S) - 1α, 25-D IHYDROXYVITAMIN-D2
AU2006230296B2 (en) * 2005-03-29 2011-07-07 Wisconsin Alumni Research Foundation 2-methylene-19-nor-(23s)-25-dehydro-1alpha-hydroxyvitamin D3-26,23-lactone and 2-methylene-19-nor-(23R)-25-dehydro-1alpha-hydroxyvitamin D3-26,23-lactone
MX2007013558A (es) * 2005-05-03 2008-01-24 Wisconsin Alumni Res Found Compuestos de 19,26,27-trinor-1a,25-dihidroxivitamina d3.
WO2007028000A2 (en) * 2005-08-30 2007-03-08 Wisconsin Alumni Research Foundation Des-c,d analogs of 1alpha,25-dihydroxy-19-norvitamin d3
CA2623481A1 (en) * 2005-09-22 2007-04-05 Wisconsin Alumni Research Foundation 19,23,24,25,26,27-hexanor-1alpha-hydroxyvitamin d3
US7803789B2 (en) 2006-02-02 2010-09-28 Wisconsin Alumni Research Foundation Vitamin D analog—RAK, methods and uses thereof
US7528122B2 (en) * 2006-02-02 2009-05-05 Wisconsin Alumni Research Foundation Vitamin D analog—NEL, methods and uses thereof
US20090281340A1 (en) * 2006-04-05 2009-11-12 Deluca Hector F 1alpha-hydroxy-2-(3'-hydroxypropylidene)-19-nor-vitamin d compounds and methods of making and treatment thereof
NZ571896A (en) * 2006-04-05 2011-09-30 Wisconsin Alumni Res Found 1-Alpha.-hydroxy-2-(3'-hydroxypropylidene)-19-nor-vitamin D compounds and methods of making and use thereof
WO2008035207A2 (en) * 2006-04-06 2008-03-27 Wisconsin Alumni Research Foundation 2-methylene-1alpha-hydroxy-19,21-dinorvitamin d3 analogs and uses thereof
EP2001860A2 (en) * 2006-04-06 2008-12-17 Wisconsin Alumni Research Foundation 19-nor-vitamin d analogs with 1,2,or 3,2 heterocyclic ring
MX2008012912A (es) * 2006-04-06 2008-11-26 Wisconsin Alumni Res Found Analogos de 2-metilen-1a,25-dihidroxi-19,21-dinorvitamina d3 y sus usos.
NZ570711A (en) 2006-04-06 2012-10-26 Wisconsin Alumni Res Found 2-Substituted-1alpha, 25-dihydroxy-19,26,27-trinor vitamin D analogs and uses thereof
EP2021321B1 (en) * 2006-04-06 2012-06-20 Wisconsin Alumni Research Foundation 2-methylene-1alpha,25-dihydroxy-18,19,21-trinorvitamin d3 and uses thereof
NZ570712A (en) * 2006-04-06 2011-11-25 Wisconsin Alumni Res Found 2-methylene-1alpha-hydroxy-18,19,21-trinorvitamin D3 analogs and uses thereof
EP2004597B1 (en) * 2006-04-10 2011-01-26 Wisconsin Alumni Research Foundation 1alpha-hydroxy-2-(3'-hydroxypropylidene)-19-nor-vitamin d compounds with a 1,1-dimethylpropyl side chain
EP2069296B1 (en) * 2006-09-28 2012-04-04 Wisconsin Alumni Research Foundation 2-methylene-(20s,25s)-19,27-dinor-(22e)-vitamin d analogs
AU2007300214A1 (en) * 2006-09-28 2008-04-03 Wisconsin Alumni Research Foundation 2-methylene-(20R,25S)-19,27-dinor-(22E)-vitamin D analogs
US20090075953A1 (en) * 2007-09-15 2009-03-19 Protia, Llc Deuterium-enriched ed-71
WO2009086436A1 (en) * 2007-12-28 2009-07-09 Wisconsin Alumni Research Foundation (20s)-23,23-difluoro-2-methylene-19-nor-bishomopregnacalciferol-vitamin d analogs
ATE552239T1 (de) * 2007-12-28 2012-04-15 Wisconsin Alumni Res Found 2-methylen-20-methyl-19,24,25,26,27-pentanor- vitamin-d-analoga
EP2240463A2 (en) * 2007-12-28 2010-10-20 Wisconsin Alumni Research Foundation 2-methylene-(20s,25r)-19,26-dinor-vitamin d analogs
US7718638B2 (en) * 2007-12-28 2010-05-18 Wisconsin Alumni Research Foundation (20R)-23,23-difluoro-2-methylene-19-nor-bishomopregnacalciferol-vitamin D analogs
WO2009086439A2 (en) * 2007-12-28 2009-07-09 Wisconsin Alumni Research Foundation 2-methylene-(20s,25s)-19,26-dinor-vitamin d analogs
US7888339B2 (en) * 2008-07-10 2011-02-15 Wisconsin Alumni Research Foundation 2-methylene-20(21)-dehydro-19-nor-vitamin D analogs
US7893043B2 (en) * 2008-07-10 2011-02-22 Wisconsin Alumni Research Foundation 2-methylene-(17Z)-17(20)-dehydro-19,21-dinor-vitamin D analogs
US7713953B2 (en) * 2008-07-10 2010-05-11 Wisconsin Alumni Research Foundation 2-methylene-(22E)-25-(1-methylene-hexyl)-26,27-cyclo-22-dehydro-19-nor-vitamin D analogs
US8399439B2 (en) * 2008-07-10 2013-03-19 Wisconsin Alumni Research Foundation 2-methylene-19,26-dinor-(20S,22E,25R)-vitamin D analogs
US8222236B2 (en) * 2008-07-10 2012-07-17 Wisconsin Alumni Research Foundation 2-methylene-(20E)-20(22)-dehydro-19-nor-vitamin D analogs
EP2525799B1 (en) 2009-10-02 2014-09-03 Wisconsin Alumni Research Foundation (20s,22e)-2-methylene-19-nor-22-ene-1alpha,25-dihydroxyvitamin d3 analogs
US8642579B2 (en) 2009-10-02 2014-02-04 Wisconsin Alumni Research Foundation 1-desoxy-2-methylene-19-nor-vitamin D analogs and their uses
CA2777938C (en) 2009-10-21 2017-11-14 Wisconsin Alumni Research Foundation Method of preventing type 1 diabetes
JP2011241170A (ja) * 2010-05-18 2011-12-01 Mercian Corp ビタミンｄ誘導体およびその製造方法
WO2012065050A1 (en) 2010-11-12 2012-05-18 Wisconsin Alumni Research Foundation 22-haloacetoxy-homopregnacalciferol analogs and their uses
US9290447B2 (en) 2011-05-03 2016-03-22 Wisconsin Alumni Research Foundation (20R) and (20S)-24-(p-toluenesulfonyloxy)-25,26,27-trinorvitamin D3 analogs and their uses
US8987235B2 (en) 2011-05-17 2015-03-24 Wisconsin Alumni Research Foundation N-cyclopropyl-(20R)-2-methylene-19,26,27-trinor-25-aza-vitamin D analogs and their uses
CA2837882C (en) 2011-06-03 2019-03-26 Wisconsin Alumni Research Foundation (22e)-2-methylene-26,27-cyclo-22-dehydro-1.alpha.-hydroxy-19-norvitamin d3 derivatives
AU2012271759B2 (en) 2011-06-14 2017-02-02 Wisconsin Alumni Research Foundation 3-desoxy-2-methylene-19-nor-vitamin D analogs and their uses
WO2013003307A1 (en) 2011-06-28 2013-01-03 Wisconsin Alumni Research Foundation 2-methylene-(22e)-25-hexanoyl-24-oxo-26,27-cyclo-22-dehydro-19-nor-vitamin d analogs
US20130178449A1 (en) 2011-07-18 2013-07-11 Wisconsin Alumni Research Foundation 2-Methylene-20(21)-Dehydro-19,24,25,26,27-Pentanor-Vitamin D Analogs
CA2851283C (en) * 2011-10-21 2020-07-14 Wisconsin Alumni Research Foundation 2-methylene-vitamin d analogs and their uses
JP6072811B2 (ja) * 2011-10-21 2017-02-01 ウイスコンシン アラムニ リサーチ ファンデーション ２−メチレン−ビタミンｄ類似体およびそれらの使用
US8729054B2 (en) 2011-10-21 2014-05-20 Wisconsin Alumni Research Foundation 3-desoxy-2-methylene-vitamin D analogs and their uses
US8785422B2 (en) * 2012-06-06 2014-07-22 Wisconsin Alumni Research Foundation A-ring modified 19-nor-vitamin D analogs and their uses
JP2018030839A (ja) * 2016-08-23 2018-03-01 日産化学工業株式会社 ビタミンｄ３誘導体の新規な結晶形及びその製造方法
CN107540589B (zh) * 2017-09-14 2022-05-03 上海彩迩文生化科技有限公司 一种艾尔骨化醇晶型、药物组合物及制备方法和应用
CN109456244A (zh) * 2018-12-12 2019-03-12 无锡福祈制药有限公司 一种维生素d3类化合物及其制备方法

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JPS5726273B2 (da) * 1974-01-11 1982-06-03
JPS5726272B2 (da) * 1974-01-11 1982-06-03
JPS5119752A (en) * 1974-08-07 1976-02-17 Masayuki Ishikawa 1 arufua* 2 arufuaa jihidorokishikorekarushifuerooruno seiho
US4254045A (en) * 1980-04-21 1981-03-03 Wisconsin Alumni Research Foundation 1α-Hydroxy-2β-fluorocholecalciferol
US4307025A (en) * 1981-02-17 1981-12-22 Wisconsin Alumni Research Foundation 1α, 25-dihydroxy-2β-fluorovitamin D3

Also Published As

Publication number Publication date
KR860004850A (ko) 1986-07-14
DK561485A (da) 1986-06-06
IL77122A0 (en) 1986-04-29
JPH0623185B2 (ja) 1994-03-30
IL77122A (en) 1990-11-29
CN1008368B (zh) 1990-06-13
DK161197B (da) 1991-06-10
EP0184206A2 (en) 1986-06-11
CN85108857A (zh) 1986-07-09
EP0184206B1 (en) 1989-04-05
DK161197C (da) 1991-11-25
ATE41924T1 (de) 1989-04-15
JPS61267549A (ja) 1986-11-27
DE3569238D1 (en) 1989-05-11
CA1330806C (en) 1994-07-19
US4666634A (en) 1987-05-19
EP0184206A3 (en) 1987-01-14
KR940002981B1 (ko) 1994-04-09

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