FI87454B - Polycykliska aromatiska derivat, deras framstaellningsfoerfarande och tillaempning inom kosmetik. - Google Patents

Polycykliska aromatiska derivat, deras framstaellningsfoerfarande och tillaempning inom kosmetik. Download PDF

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Publication number
FI87454B
FI87454B FI863036A FI863036A FI87454B FI 87454 B FI87454 B FI 87454B FI 863036 A FI863036 A FI 863036A FI 863036 A FI863036 A FI 863036A FI 87454 B FI87454 B FI 87454B
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FI
Finland
Prior art keywords
radical
tetrahydro
tetramethyl
benzoic acid
anthracenyl
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FI863036A
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English (en)
Finnish (fi)
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FI863036A0 (fi
FI87454C (sv
FI863036A (fi
Inventor
Braham Shroot
Jean-Michel Bernardon
Philippe Nedoncelle
Jacques Eustache
Oliver Watts
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Cird
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Publication of FI863036A0 publication Critical patent/FI863036A0/fi
Publication of FI863036A publication Critical patent/FI863036A/fi
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Publication of FI87454C publication Critical patent/FI87454C/sv

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
    • C07C65/24—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups polycyclic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/33—Polycyclic acids
    • C07C63/331—Polycyclic acids with all carboxyl groups bound to non-condensed rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/33—Polycyclic acids
    • C07C63/49—Polycyclic acids containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/92—Naphthopyrans; Hydrogenated naphthopyrans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Ophthalmology & Optometry (AREA)
  • Dermatology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Solid State Image Pick-Up Elements (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Saccharide Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Furan Compounds (AREA)

Claims (7)

1. Polycykliska aromatiska föreningar, kanne-tecknade av att de kan beskrivas med den allmänna formeln: r.-λ / Vr3 (1) ·...* där: ; .·' X betecknar -CH=CH-, 0 eller S, :Ri och R2, som kan vara identiska eller olika, betecknar en väteatom, en hydroxylgrupp, en alkylradikal, som är lin-jär eller grenad och innehäller 1-15 kolatomer, en alkoxi-radikal med 1-6 kolatomer, 1-adamantyl eller R^ och R2 tillsammans med närbelägna kolatomer i naftylringen bildar en ring med 5 eller 6 kedjeled som eventuellt är substi- 43 87454 tuerad med ätminstone en lägre alkylradikal eller innehäl-ler i ringen en syreatom, R3 betecknar radikalen -CH2OH eller -COR4 eller radlkalen -CH3, i det fall dä R^ och R2 tillsammans bildar en ring med 5 eller 6 kedjeled, r' / R4 betecknar gruppen -OR5 eller gruppen -N r" R5 betecknar en väteatom, en alkylradikal med 1-6 kolato-mer eller en lägre monohydroxialkylradikal och r' och r" betecknar en väteatom eller en lägre alkylradikal eller tillsammans bildar en morfolinring, förutsatt att R^ och R2 inte utgörs av en väteatom dä X betecknar S och R3 betecknar -C00CH3, varvid föreningarna även omfattar salterna av polycykliska aromatiska derivat med formel (I).
2. Föreningar enligt patentkravet 1, känneteck-n a d e av att de väljes frän en grupp bestäende av: - p-(6-tert-butyl-2-naftyl)-bensoesyra, - p-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-bensoesyra och dess etylester, - p-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-bensylalkohol, - p-[7-(l-adamantyl)-6-metoxi-2-naftylj-bensoesyra och dess metylester, - p-(7-tert-butyl-6-metoxi-2-naftyl)-bensoesyra och dess metylester, - p-[7-(1-adamantyl)-6-hydroxi-2-naftyl]-bensoesyra och dess metylester, - 5-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-2-furankarboxylsyra och dess metylester, - 5-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-2-tiofenkarboxylsyra och dess metylester, - 5-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-2-furankarboxylssyras etylamid, 44 87 454 - 5-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-2-furankarboxylsyras morfolid, - 5-(5,6,7,8-tetrahydro-5,5,8,8-tetrametyl-2-antracenyl)-2-furankarboxylat av 2-hydroxietyl, och - p-[3,4(2H)-dihydro-4,4,-dimetyl-7-nafto(2,3-b)-pyranylJ-bensoesyra och dess metylester.
3. Förfarande för fraraställning av föreningar med formel (I),kännetecknat av att det omfattar följande st eg: 1°) genom ett reaktion av typen Wittig eller Wittig-Horner fär en aromatisk aldehyd med formel: f 1V:^XV-CH=0 där och R2 har samma betydelser som i patentkrav 1, rea-gera med ett pentavalent fosforderivat med formel: 1/ C00R5 R0 V. s RO där: X och R5 har samma betydelser sora i patentkrav 1, A betecknar antingen (i) gruppen - p[.X'J 3++Y~, där X' betecknar en arylgrupp och Y är en anjon av en organisk eller oorganisk syra eller (ii) gruppen P[z]2/ 0 varvid Z betecknar en alkoxigrupp, .. och R och R' betecknar en lägre alkylradikal eller tillsam- mans bildar en dioxan- eller dioxolanring, och 2°) man genomför en cykliserings-aromatiseringsreaktion med den erhällna mellanprodukten i ett klorerat lösningsmedel 45 87454 i närvaro av en sur katalysator, varvid nämnda reaktion eventuellt genomföres under UV-besträlning.
4. Förfarande för framställning av föreningar med formel (I),kännetecknat av att det omfattar följande steg: 1°) reaktion av typen Wittig eller Wittig-Horner varvid en aromatisk aldehyd med formel: fär reagera med ett pentavalent fosforderivat med formeln: där: Rx, R2f A, R ooh R' har samma betydelser som i patentkrav 3, 2°) mellanprodukten med formeln: r~o? "sR2 OR' fär reagera med en halogen-ester med formeln Χχ--C02R5 där X och R5 har samma betydelser som i patentkrav 1 och Χχ betecknar Cl eller Br, 3°) man genomför en cykliserings-aromatiseringsreaktion med den erhällna produkten. 46 87454
5. Syntes-mellanprodukter, kännetecknade av att de motsvarar följande formel: Ri ,___ CH=Y XX där s Rl och R2 har Sainina betydelser som i patentkravet 1, Y betecknar radikalen: K \ 1 C RO r ' rr varvid K betecknar en väteatom eller radikalen: —co2r5 X varvid X och R5 har samma betydelser som i patentkravet 1 och R och R' betecknar en alkylradikal eller tillsammans bildar en dioxan- eller dioxolanring.
6. Kosmetisk komposition för kropps- och härhygien, ... kännetecknad av att den i en lämplig kosmetisk bärare innehäller minst en aktiv förening med formel (I) • eller ett sait därav enligt patentkravet 1 eller 2.
7. Kosmetisk komposition enligt patentkravet 6, k ä n -netecknad av att den innehäller frän 0,00001 tili 2 % och företrädesvis frän 0,0001 till 1 vikt-% av den ak-tiva föreningen.
FI863036A 1985-07-25 1986-07-24 Polycykliska aromatiska derivat, deras framställningsförfarande och ti llämpning inom kosmetik FI87454C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
LU86022A LU86022A1 (fr) 1985-07-25 1985-07-25 Derives aromatiques polycyliques,leur procede de preparation et leur application dans les domaines pharmaceutique et cosmetique
LU86022 1985-07-25

Publications (4)

Publication Number Publication Date
FI863036A0 FI863036A0 (fi) 1986-07-24
FI863036A FI863036A (fi) 1987-01-26
FI87454B true FI87454B (fi) 1992-09-30
FI87454C FI87454C (sv) 1993-01-11

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Application Number Title Priority Date Filing Date
FI863036A FI87454C (sv) 1985-07-25 1986-07-24 Polycykliska aromatiska derivat, deras framställningsförfarande och ti llämpning inom kosmetik

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US (4) US5124473A (sv)
EP (1) EP0210929B1 (sv)
JP (1) JP2614606B2 (sv)
AT (1) ATE76864T1 (sv)
CA (3) CA1271422A (sv)
DE (2) DE210929T1 (sv)
DK (2) DK170769B1 (sv)
ES (1) ES2002727A6 (sv)
FI (1) FI87454C (sv)
GR (1) GR861950B (sv)
IL (1) IL79506A0 (sv)
LU (1) LU86022A1 (sv)
NO (1) NO166936C (sv)
NZ (1) NZ216963A (sv)
PT (1) PT83056B (sv)
ZA (1) ZA865572B (sv)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR950014443B1 (ko) * 1986-07-16 1995-11-28 엠. 클리그만 알버트 일광손상된 인체피부를 치료하기 위한 레티노이드를 함유하는 조성물
LU87040A1 (fr) * 1987-11-04 1989-06-14 Oreal Esters aromatiques polycycliques d'antibiotiques macrolidiques et lincosamidiques,leur procede de preparation et compositions pharmaceutiques et cosmetiques les contenant
FR2635683B1 (fr) * 1988-09-01 1990-11-09 Cird Nouveau compose marque au tritium, sa preparation et son application notamment dans la determination de l'affinite des retinoides pour leurs recepteurs nucleaires et leur proteine de liaison cytosolique
US5146025A (en) * 1989-02-28 1992-09-08 Mitsubishi Gas Chemical Company, Inc. Naphthalene compounds
US5324840A (en) 1992-06-11 1994-06-28 Allergan, Inc. Method of treatment with compounds having retinoid-like activity and reduced skin toxicity and lacking teratogenic effects
US5466861A (en) * 1992-11-25 1995-11-14 Sri International Bridged bicyclic aromatic compounds and their use in modulating gene expression of retinoid receptors
US5455265A (en) * 1993-02-11 1995-10-03 Allergan, Inc. Method of treatment with compounds having selective agonist-like activity on RXR retinoid receptors
US6172115B1 (en) 1993-02-11 2001-01-09 Allergan Sales, Inc. Method for preventing onset of restenosis after angioplasty employing an RXR-specific retinoid
US5399586A (en) * 1993-03-11 1995-03-21 Allergan, Inc. Treatment of mammals afflicted with tumors with compounds having RXR retinoid receptor agonist activity
FR2713640B1 (fr) * 1993-12-15 1996-01-05 Cird Galderma Nouveaux composés aromatiques polycycliques, compositions pharmaceutiques et cosmétiques les contenant et utilisations.
AU2823395A (en) * 1994-06-07 1996-01-04 Sri International Novel compounds useful in modulating gene expression of retinoid responsive genes and/or having anti-ap-1 activity
ES2141978T3 (es) * 1994-12-30 2000-04-01 Ligand Pharm Inc Retinoides triciclicos, metodos para su produccion y uso.
US5770382A (en) * 1994-12-30 1998-06-23 Ligand Pharmaceuticals, Inc. Tricyclic retinoids, methods for their production and use
US5770378A (en) * 1994-12-30 1998-06-23 Ligand Pharmaceuticals, Inc. Tricyclic retinoids, methods for their production and use
US5770383A (en) * 1994-12-30 1998-06-23 Ligand Pharmaceuticals, Inc. Tricyclic retinoids, methods for their production and use
US5559248A (en) * 1995-04-05 1996-09-24 Bristol-Myers Squibb Co. Retinoid-like heterocycles
FR2733684B1 (fr) 1995-05-03 1997-05-30 Cird Galderma Utilisation de retinoides dans une composition cosmetique ou pour la fabrication d'une composition pharmaceutique
DE69627193T2 (de) 1995-10-06 2004-01-29 Ligand Pharm Inc Dimer-selektive rxr modulatoren und verfahren zu ihrer verwendung
FR2755011B1 (fr) * 1996-10-31 1998-11-20 Cird Galderma Utilisation des inhibiteurs de l'activite de l'acide retinoique pour traiter les peaux sensibles et/ou les dommages aigus induits par les rayonnements u.v.
FR2757852B1 (fr) 1996-12-31 1999-02-19 Cird Galderma Composes stilbeniques a groupement adamantyl, compositions les contenant et utilisations
ATE231128T1 (de) * 1997-02-21 2003-02-15 Takeda Chemical Industries Ltd Verbindungen mit kondensierten ringen, verfahren zu ihrer herstellung und ihre anwendung
AU4676999A (en) * 1998-06-12 1999-12-30 Ligand Pharmaceuticals, Inc. Treatment of anti-estrogen resistant breast cancer using rxr modulators
US6566372B1 (en) 1999-08-27 2003-05-20 Ligand Pharmaceuticals Incorporated Bicyclic androgen and progesterone receptor modulator compounds and methods
AU6941200A (en) 1999-08-27 2001-03-26 Ligand Pharmaceuticals Incorporated 8-substituted-6-trifluoromethyl-9-pyrido(3,2-g)quinoline compounds as androgen receptor modulators
CZ2002711A3 (cs) 1999-08-27 2003-11-12 Ligand Pharmaceuticals Incorporated Modulátory androgenních receptorů, způsoby jejich výroby a způsoby jejich použití
WO2001019770A2 (en) * 1999-09-14 2001-03-22 Ligand Pharmaceuticals Incorporated Rxr modulators with improved pharmacologic profile
AU1072801A (en) * 1999-10-01 2001-05-10 Essentia Biosystems, Inc. Gel-forming compositions
AU2002327627B2 (en) 2001-09-14 2006-09-14 Methylgene Inc. Inhibitors of histone deacetylase
US9050310B2 (en) * 2004-06-25 2015-06-09 Minas Theodore Coroneo Treatment of ocular lesions
US20060204474A1 (en) * 2005-02-25 2006-09-14 Coroneo Minas T Treatment of epithelial layer lesions
FR2910321B1 (fr) 2006-12-21 2009-07-10 Galderma Res & Dev S N C Snc Gel creme comprenant au moins un retinoide et du peroxyde de benzole
FR2910320B1 (fr) 2006-12-21 2009-02-13 Galderma Res & Dev S N C Snc Emulsion comprenant au moins un retinoide et du peroxyde de benzole
FR2931661B1 (fr) 2008-05-30 2010-07-30 Galderma Res & Dev Nouvelles compositions depigmentantes sous forme d'une composition anhydre sans vaseline et sans elastomere comprenant un derive phenolique solubilise et un retinoide.
JP5990187B2 (ja) 2010-12-16 2016-09-07 ニヴァリス・セラピューティクス・インコーポレーテッド Ｓ−ニトロソグルタチオン還元酵素阻害薬としての新規な置換二環芳香族化合物
FR2974299A1 (fr) 2011-04-21 2012-10-26 Agronomique Inst Nat Rech Compositions antivirales dirigees contre la nucleoproteine des virus influenza
AU2013312910B2 (en) * 2012-09-04 2017-09-14 Lauren Sciences Llc Bolaamphiphilic compounds, compositions and uses thereof
WO2017053778A1 (en) 2015-09-25 2017-03-30 Fuchs Helen Burgwyn Antibacterial and antifungal compounds
US11045441B2 (en) 2015-10-13 2021-06-29 Wisconsin Alumni Research Foundation Use of retinoic acid and analogs thereof to treat central neural apneas
US11278025B2 (en) 2017-05-17 2022-03-22 The General Hospital Corporation Antibiotic compounds
US11548893B2 (en) 2017-07-15 2023-01-10 Arisan Therapeutics Inc. Enantiomerically pure adamantane carboxamides for the treatment of filovirus infection

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2153135A (en) * 1937-11-26 1939-04-04 Eastman Kodak Co Yarn treating processes and compositions therefor
US2532515A (en) * 1947-01-29 1950-12-05 Universal Oil Prod Co Catalytic condensation of furans with compounds capable of yielding hydrocarbon radicals
US3940502A (en) * 1972-04-13 1976-02-24 Firmenich & Cie Flavoring agent
US4578522A (en) * 1983-08-31 1986-03-25 Eaddy Iii John F Biaryl aldehyde

Also Published As

Publication number Publication date
CA1297127C (fr) 1992-03-10
NZ216963A (en) 1989-07-27
NO166936C (no) 1991-09-18
IL79506A0 (en) 1986-10-31
DE210929T1 (de) 1988-12-15
JP2614606B2 (ja) 1997-05-28
AU596109B2 (en) 1990-04-26
FI863036A0 (fi) 1986-07-24
FI87454C (sv) 1993-01-11
AU6049986A (en) 1987-01-29
US5124473A (en) 1992-06-23
DK170769B1 (da) 1996-01-15
DK65591D0 (da) 1991-04-11
DK352486D0 (da) 1986-07-24
DK352486A (da) 1987-01-26
ZA865572B (en) 1987-03-25
DK65591A (da) 1991-04-11
EP0210929B1 (fr) 1992-06-03
PT83056A (en) 1986-08-01
DE3685528T2 (de) 1992-12-24
US5602104A (en) 1997-02-11
GR861950B (en) 1986-11-25
ES2002727A6 (es) 1988-10-01
PT83056B (pt) 1988-07-01
EP0210929A2 (fr) 1987-02-04
US5434180A (en) 1995-07-18
FI863036A (fi) 1987-01-26
US5686586A (en) 1997-11-11
NO862966L (no) 1987-01-26
JPS6236337A (ja) 1987-02-17
CA1269371A (fr) 1990-05-22
NO166936B (no) 1991-06-10
CA1271422A (fr) 1990-07-10
EP0210929A3 (en) 1988-10-12
NO862966D0 (no) 1986-07-23
LU86022A1 (fr) 1987-02-04
ATE76864T1 (de) 1992-06-15
DE3685528D1 (de) 1992-07-09

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