CA1157023A - Propenylamines, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals - Google Patents

Propenylamines, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals

Info

Publication number
CA1157023A
CA1157023A CA000358656A CA358656A CA1157023A CA 1157023 A CA1157023 A CA 1157023A CA 000358656 A CA000358656 A CA 000358656A CA 358656 A CA358656 A CA 358656A CA 1157023 A CA1157023 A CA 1157023A
Authority
CA
Canada
Prior art keywords
formula
group
lower alkyl
compound
hydrogen
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
Application number
CA000358656A
Other languages
English (en)
French (fr)
Inventor
Anton Stutz
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.)
Novartis AG
Original Assignee
Individual
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=4328536&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA1157023(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Individual filed Critical Individual
Application granted granted Critical
Publication of CA1157023A publication Critical patent/CA1157023A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals 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
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10—Antimycotics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/04—Acyclic alcohols with carbon-to-carbon triple bonds
    • C07C33/048—Acyclic alcohols with carbon-to-carbon triple bonds with double and triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/05—Alcohols containing rings other than six-membered aromatic rings
    • C07C33/12—Alcohols containing rings other than six-membered aromatic rings containing five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/12—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with only hydrogen atoms attached to the ring nitrogen atom
    • 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
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • 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
    • C07D333/06—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/08—Hydrogen atoms or radicals containing only hydrogen and carbon atoms
    • 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
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/58—Radicals substituted by nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Communicable Diseases (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Furan Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Indole Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Replacement Of Web Rolls (AREA)
  • Radiation-Therapy Devices (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicinal Preparation (AREA)
CA000358656A 1979-08-22 1980-08-20 Propenylamines, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals Expired CA1157023A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH7656/79 1979-08-22
CH765679 1979-08-22

Publications (1)

Publication Number Publication Date
CA1157023A true CA1157023A (en) 1983-11-15

Family

ID=4328536

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000358656A Expired CA1157023A (en) 1979-08-22 1980-08-20 Propenylamines, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals

Country Status (24)

Country Link
US (1) US4755534A (enExample)
EP (1) EP0024587B1 (enExample)
JP (2) JPS5632440A (enExample)
AT (1) ATE10272T1 (enExample)
AU (1) AU538928B2 (enExample)
CA (1) CA1157023A (enExample)
CY (1) CY1410A (enExample)
DE (3) DE3069633D1 (enExample)
DK (1) DK153470C (enExample)
ES (1) ES494408A0 (enExample)
FI (1) FI65775C (enExample)
HK (1) HK21588A (enExample)
IE (1) IE50878B1 (enExample)
IL (1) IL60877A (enExample)
KE (1) KE3775A (enExample)
LU (1) LU88343I2 (enExample)
MY (1) MY8600181A (enExample)
NL (1) NL930136I2 (enExample)
NZ (1) NZ194714A (enExample)
PH (1) PH22166A (enExample)
PT (1) PT71717B (enExample)
SG (1) SG89287G (enExample)
YU (1) YU41513B (enExample)
ZA (1) ZA805185B (enExample)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5817875A (en) * 1995-09-20 1998-10-06 Karimian; Khashayar Methods for the manufacture of terbinafine
LT5051B (lt) 2000-04-07 2003-08-25 Slovakofarma, A. S. (e)-n-(6,6-dimetil-2-hepten-4-inil)-n-metil-1-naftalenometanamino (terbinafino) gamybos būdas
RU2444511C2 (ru) * 2005-02-25 2012-03-10 Новартис Аг Способ очистки

Families Citing this family (59)

* Cited by examiner, † Cited by third party
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US5132459A (en) * 1979-08-22 1992-07-21 Sandoz Ltd. Propenylamines, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals
CH653028A5 (de) * 1982-02-03 1985-12-13 Sandoz Ag Benzthiophenallylamin-verbindungen und verfahren zu ihrer herstellung.
FR2526423B1 (fr) * 1982-05-07 1987-07-10 Sandoz Sa Nouvelles amines insaturees, leur preparation et leur utilisation comme medicaments
JPS6145A (ja) * 1984-06-09 1986-01-06 Kaken Pharmaceut Co Ltd N‐(4‐tert‐ブチルベンジル)‐N‐メチル‐1‐ナフチルメチルアミンおよびそれを有効成分とする抗真菌剤
DE3582060D1 (de) * 1984-11-22 1991-04-11 Sandoz Ag Homopropargylamine.
CH672311A5 (enExample) * 1985-09-14 1989-11-15 Sandoz Ag
HU211997B (en) * 1986-01-29 1996-01-29 Sandoz Ag Process to prepare n-methyl-n-(1-naphtyl-methyl)-4-(2-phenyl-propyl)-benzylamine and pharmaceutical compns. contg. it
US4751245A (en) * 1986-06-25 1988-06-14 E. R. Squibb & Sons, Inc. Antifungal derivatives of N-(6,6-dimethyl-2-hepten-4-ynyl)-1-naphthalenemethanamine and method of using same
EP0254677A1 (en) * 1986-07-08 1988-01-27 Sandoz Ag Antimycotic 6-phenyl-2-hexen-4-ynamines
JPS63238060A (ja) * 1987-03-26 1988-10-04 Maruho Kk キノリン誘導体
ZA885824B (en) * 1987-08-14 1989-04-26 Merrell Dow Pharma Novel antidepressants
US5149714A (en) * 1987-08-14 1992-09-22 Merrell Dow Pharmaceuticals Inc. Antidepressants
US5234946A (en) * 1987-11-27 1993-08-10 Banyu Pharmaceutical Co., Ltd. Substituted alkylamine derivatives
NZ227042A (en) 1987-11-27 1991-05-28 Banyu Pharma Co Ltd Substituted alkylamine derivatives and pharmaceutical compositions
EP0363326A3 (en) * 1988-10-07 1991-10-09 Sandoz Ag Fungicidal amines
EP0378457B1 (en) * 1989-01-12 1994-08-03 Sumitomo Chemical Company Limited Aromatic allyl amine thermosetting resin composition
JP3116364B2 (ja) * 1989-10-02 2000-12-11 萬有製薬株式会社 エンイン誘導体の製造法
FR2673537B1 (fr) * 1991-03-08 1993-06-11 Oreal Utilisation d'agents de penetration hydrophiles dans les compositions dermatologiques pour le traitement des onychomycoses, et compositions correspondantes.
HU223343B1 (hu) * 1991-05-20 2004-06-28 Novartis Ag. Allil-amin-származékot tartalmazó gyógyászati készítmények és eljárás azok előállítására
HU219480B (hu) 1991-05-23 2001-04-28 Novartis Ag. Eljárás gombás körömmegbetegségek ellen helyileg alkalmazható, allil-amin-származékot tartalmazó gyógyászati készítmények előállítására
GB9111611D0 (en) 1991-05-30 1991-07-24 Sandoz Ltd Liposomes
JPH04138020U (ja) * 1991-06-14 1992-12-24 日立機材株式会社 バケツトエレベータ
GB9513750D0 (en) * 1995-07-06 1995-09-06 Sandoz Ltd Use of allylamines
US6075056A (en) * 1997-10-03 2000-06-13 Penederm, Inc. Antifungal/steroid topical compositions
CN101062920A (zh) * 2000-06-09 2007-10-31 阿方蒂农科股份有限公司 除虫化合物的制备方法及其新的中间体
IL137364A (en) * 2000-07-18 2005-08-31 Chemagis Ltd Process for the preparation of 6,6-dimethylhept-1-en-4-yn-3-ol
GB0103046D0 (en) * 2001-02-07 2001-03-21 Novartis Ag Organic Compounds
US7244703B2 (en) * 2001-06-22 2007-07-17 Bentley Pharmaceuticals, Inc. Pharmaceutical compositions and methods for peptide treatment
KR100459275B1 (ko) 2001-12-28 2004-12-03 주식회사유한양행 터비나핀 또는 그의 염산염의 제조방법
BG65097B1 (bg) * 2002-03-15 2007-02-28 Richter Gedeon Vegyeszeti Gyar Rt. Метод за получаване на заместено производно на алиламин и на съответните му соли
RU2207124C1 (ru) * 2002-04-24 2003-06-27 Закрытое акционерное общество "Брынцалов-А" Крем "брамизил" противогрибкового действия
WO2007014130A2 (en) * 2005-07-21 2007-02-01 Nomir Medical Technologies, Inc. Near infrared microbial elimination laser system (nimels)
US8404751B2 (en) 2002-09-27 2013-03-26 Hallux, Inc. Subunguicide, and method for treating onychomycosis
DK2106805T3 (da) 2003-03-21 2011-08-15 Nexmed Holdings Inc Antifungal neglelak og anvendelsesmetode
US20050197512A1 (en) * 2003-08-29 2005-09-08 Ulrich Beutler Purification process
GB0320312D0 (en) 2003-08-29 2003-10-01 Novartis Ag Purification process
JP2007513199A (ja) 2003-12-08 2007-05-24 ベントレー ファーマスーティカルス,インコーポレイテッド インスリン治療のための薬学的組成物及び方法
ES2245596B1 (es) * 2004-06-10 2007-07-01 Ercros Industrial, S.A. Procedimiento para la obtencion de clorhidrato de terbinafina.
US20060004230A1 (en) * 2004-06-30 2006-01-05 Joseph Kaspi Process for the preparation of terbinafine and salts thereof
CA2570245A1 (en) * 2004-07-02 2006-01-12 Warner-Lambert Company Llc Compositions and methods for treating pathological infections
US7740875B2 (en) * 2004-10-08 2010-06-22 Mediquest Therapeutics, Inc. Organo-gel formulations for therapeutic applications
US20060078580A1 (en) * 2004-10-08 2006-04-13 Mediquest Therapeutics, Inc. Organo-gel formulations for therapeutic applications
CN1293037C (zh) * 2004-11-03 2007-01-03 浙江海正药业股份有限公司 一种制备特比萘芬盐酸盐的方法
RU2274635C1 (ru) * 2004-12-29 2006-04-20 Федеральное государственное предприятие Государственный научно-исследовательский институт органической химии и технологии (ФГУП ГосНИИОХТ) Способ получения тербинафина или его гидрохлорида
WO2008073863A2 (en) * 2006-12-08 2008-06-19 Auspex Pharmaceuticals, Inc. Preparation and utility of substituted allylamines
US20080176908A1 (en) * 2007-01-18 2008-07-24 Mcanally Weylan R Method of using squalene monooxygenase inhibitors to treat acne
US20090082469A1 (en) * 2007-09-26 2009-03-26 Protia, Llc Deuterium-enriched terbinafine
JP2011529038A (ja) * 2008-07-23 2011-12-01 ターゲッティド デリバリー テクノロジーズ リミテッド 真菌感染症の処置のための局所抗真菌製剤の投与方法
EP2730271B1 (en) 2012-11-11 2018-01-24 Symrise AG Aqeuous compositions
US8697753B1 (en) 2013-02-07 2014-04-15 Polichem Sa Method of treating onychomycosis
ES2701758T3 (es) 2013-02-27 2019-02-25 Symrise Ag Extracto de jengibre para la protección de citoblastos
CN105377355A (zh) 2013-03-14 2016-03-02 拇趾公司 治疗甲单元的感染、疾病或病症的方法
EP2862852B1 (en) 2013-10-18 2018-07-04 Symrise AG Urea derivatives for the protection of stem cells
ES2643590T3 (es) 2014-03-18 2017-11-23 Symrise Ag Dióxido de titanio revestido para reducir el efecto de blanqueamiento en la piel
EP2939710B1 (en) 2014-04-29 2020-06-17 Symrise AG Active Mixtures
EP3045161B1 (en) 2015-01-18 2026-03-25 Symrise AG Use of active mixtures of 1,2-hexanediol and 1,2-octanediol in cosmetic, pharmaceutical or dermatological emulsions
CN104725240B (zh) * 2015-02-12 2017-05-24 吉林修正药业新药开发有限公司 一种盐酸特比萘芬z型异构体的制备方法
CN108084125B (zh) * 2016-11-23 2020-08-18 华东理工大学 苯并杂环烷基胺类化合物及其用途
CN114727689B (zh) 2019-11-12 2023-11-03 Ykk株式会社 拉链

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BE623609A (enExample) * 1961-10-27
DE2716943C2 (de) * 1976-04-28 1986-08-14 Sandoz-Patent-GmbH, 7850 Lörrach N-(3-Phenyl-2-propenyl)-N-(1-naphthylmethyl)-amine, ihre Verwendung und Herstellung
DE2862103D1 (en) * 1977-08-19 1982-11-18 Sandoz Ag Propenyl amines, processes for their production and pharmaceutical compositions containing them

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5817875A (en) * 1995-09-20 1998-10-06 Karimian; Khashayar Methods for the manufacture of terbinafine
LT5051B (lt) 2000-04-07 2003-08-25 Slovakofarma, A. S. (e)-n-(6,6-dimetil-2-hepten-4-inil)-n-metil-1-naftalenometanamino (terbinafino) gamybos būdas
RU2444511C2 (ru) * 2005-02-25 2012-03-10 Новартис Аг Способ очистки

Also Published As

Publication number Publication date
JPS6342612B2 (enExample) 1988-08-24
PH22166A (en) 1988-06-28
PT71717B (en) 1981-09-24
CY1410A (en) 1988-04-22
AU538928B2 (en) 1984-09-06
ES8105694A1 (es) 1981-06-16
ZA805185B (en) 1982-03-31
ES494408A0 (es) 1981-06-16
SG89287G (en) 1988-09-30
EP0024587B1 (en) 1984-11-14
IL60877A (en) 1984-08-31
YU41513B (en) 1987-08-31
NZ194714A (en) 1984-11-09
IL60877A0 (en) 1980-10-26
DK153470C (da) 1988-11-28
NL930136I1 (nl) 1993-11-01
FI65775B (fi) 1984-03-30
NL930136I2 (nl) 1998-10-01
AU6159280A (en) 1981-04-16
JPS63313753A (ja) 1988-12-21
KE3775A (en) 1987-11-27
JPH0415216B2 (enExample) 1992-03-17
JPS5632440A (en) 1981-04-01
DK153470B (da) 1988-07-18
HK21588A (en) 1988-03-31
DK357980A (da) 1981-02-23
ATE10272T1 (de) 1984-11-15
IE50878B1 (en) 1986-08-06
PT71717A (en) 1980-09-01
YU209680A (en) 1983-10-31
EP0024587A1 (en) 1981-03-11
DE3069633D1 (en) 1984-12-20
FI802583A7 (fi) 1981-02-23
US4755534A (en) 1988-07-05
MY8600181A (en) 1986-12-31
LU88343I2 (fr) 1994-05-04
DE19975055I1 (de) 2000-01-27
FI65775C (fi) 1984-07-10
DE19375084I2 (de) 2000-11-16
IE801770L (en) 1981-02-22

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