CA984388A - Benzodiazepine derivatives and process of making them - Google Patents

Benzodiazepine derivatives and process of making them

Info

Publication number
CA984388A
CA984388A CA169,890A CA169890A CA984388A CA 984388 A CA984388 A CA 984388A CA 169890 A CA169890 A CA 169890A CA 984388 A CA984388 A CA 984388A
Authority
CA
Canada
Prior art keywords
making
benzodiazepine derivatives
benzodiazepine
derivatives
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
CA169,890A
Other languages
English (en)
Other versions
CA169890S (fr
Inventor
Rolf Huschens
Siegfried Funke
Werner Stuhmer
Hans-Gunther Liepmann
Renke Budden
Wolfgang Milkowski
Horst Zeugner
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.)
Kali Chemie AG
Original Assignee
Kali Chemie AG
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 Kali Chemie AG filed Critical Kali Chemie AG
Application granted granted Critical
Publication of CA984388A publication Critical patent/CA984388A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/5545Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having eight-membered rings not containing additional condensed or non-condensed nitrogen-containing 3-7 membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/26Psychostimulants, e.g. nicotine, cocaine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/12Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D245/00Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms
    • C07D245/04Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D245/06Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Epidemiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
CA169,890A 1972-05-03 1973-04-30 Benzodiazepine derivatives and process of making them Expired CA984388A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2221558A DE2221558C2 (de) 1972-05-03 1972-05-03 5-Phenyl-2,3-dihydro-1H-1,4-benzodiazepine und ihre Säureadditionssalze, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel

Publications (1)

Publication Number Publication Date
CA984388A true CA984388A (en) 1976-02-24

Family

ID=5843904

Family Applications (3)

Application Number Title Priority Date Filing Date
CA169,889A Expired CA1009232A (en) 1972-05-03 1973-04-30 Process of making benzodiazepine compounds
CA169,890A Expired CA984388A (en) 1972-05-03 1973-04-30 Benzodiazepine derivatives and process of making them
CA260,433A Expired CA1020570A (en) 1972-05-03 1976-09-02 Method of making acyldiamines and products obtained thereby

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CA169,889A Expired CA1009232A (en) 1972-05-03 1973-04-30 Process of making benzodiazepine compounds

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA260,433A Expired CA1020570A (en) 1972-05-03 1976-09-02 Method of making acyldiamines and products obtained thereby

Country Status (18)

Country Link
US (6) US3998809A (US20110158925A1-20110630-C00042.png)
JP (3) JPS5541231B2 (US20110158925A1-20110630-C00042.png)
AT (3) AT327927B (US20110158925A1-20110630-C00042.png)
BE (1) BE799001A (US20110158925A1-20110630-C00042.png)
CA (3) CA1009232A (US20110158925A1-20110630-C00042.png)
CH (5) CH611609A5 (US20110158925A1-20110630-C00042.png)
DD (1) DD105222A5 (US20110158925A1-20110630-C00042.png)
DE (3) DE2221558C2 (US20110158925A1-20110630-C00042.png)
DK (3) DK147050C (US20110158925A1-20110630-C00042.png)
ES (1) ES414279A1 (US20110158925A1-20110630-C00042.png)
FR (3) FR2183735B1 (US20110158925A1-20110630-C00042.png)
GB (3) GB1429666A (US20110158925A1-20110630-C00042.png)
IL (5) IL47693A (US20110158925A1-20110630-C00042.png)
NL (1) NL179111C (US20110158925A1-20110630-C00042.png)
NO (6) NO142866C (US20110158925A1-20110630-C00042.png)
SE (3) SE409709B (US20110158925A1-20110630-C00042.png)
SU (2) SU526290A3 (US20110158925A1-20110630-C00042.png)
ZA (1) ZA733013B (US20110158925A1-20110630-C00042.png)

Families Citing this family (45)

* Cited by examiner, † Cited by third party
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DE2221558C2 (de) * 1972-05-03 1982-12-02 Kali-Chemie Ag, 3000 Hannover 5-Phenyl-2,3-dihydro-1H-1,4-benzodiazepine und ihre Säureadditionssalze, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel
US4244869A (en) * 1972-05-03 1981-01-13 Kali-Chemie A.G. Benzodiazepine derivatives and process of making them
DE2520937C3 (de) * 1975-05-10 1978-10-12 Kali-Chemie Ag, 3000 Hannover 7-Brom-1 -methyl^-alkoxymethyl-S-(2-halogenphenyl)-lH-23-dihydro-l,4benzodiazepinderivate, deren Säureadditionssalze und pharmazeutische Präparate
DE2720908A1 (de) * 1977-05-10 1978-11-23 Kali Chemie Pharma Gmbh Arzneimittel mit ulkustherapeutischem effekt
DE2720968C2 (de) * 1977-05-10 1986-05-07 Kali-Chemie Pharma Gmbh, 3000 Hannover N↓1↓-Acyl-2-hydroxy-1,3-diaminopropane und Arzneimittel
ES469020A1 (es) * 1977-05-10 1979-09-01 Kali Chemie Pharma Gmbh Procedimiento para la preparacion de nuevos 1-acil-2-hidroxi-1,3-diaminopropanos
US4123430A (en) * 1977-11-10 1978-10-31 G. D. Searle & Co. 2-Aryl-4-(1-piperazinyl)-3H-1,5-benzodiazepines
DE2754112A1 (de) * 1977-12-05 1979-06-13 Kali Chemie Pharma Gmbh 1,4-benzodiazepinderivate, ihre salze und diese verbindungen enthaltende arzneipraeparate
DE2810349A1 (de) * 1978-03-10 1979-09-20 Kali Chemie Pharma Gmbh Verfahren zur herstellung von 3-hydroxy-6-phenyl-1,2,3,4-tetrahydro- 1,5-benzodiazocinen
US4371468A (en) * 1978-05-15 1983-02-01 Hoffmann-La Roche Inc. Intermediates to produce imidazodiazepines
US4368158A (en) * 1978-05-15 1983-01-11 Hoffmann-La Roche Inc. Intermediates to produce imidazodiazepines
US4368159A (en) * 1978-05-15 1983-01-11 Hoffmann-La Roche Inc. Intermediates to produce imidazodiazepines
US4368157A (en) * 1978-05-15 1983-01-11 Hoffmann-La Roche Inc. Intermediates to produce imidazodiazepines
DE2827801A1 (de) * 1978-06-24 1980-01-10 Kali Chemie Pharma Gmbh Neue n tief 1 -benzoyl-n tief 2 -phenyl-1,3-diaminopropan-2-ole, verfahren zu deren herstellung und arzneimittel
DE2835708A1 (de) 1978-08-16 1980-03-06 Kali Chemie Pharma Gmbh Neue eckige klammer auf 1,2 eckige klammer zu-anellierte 7-phenyl-1,4-benzodiazepinderivate, verfahren zu deren herstellung und arzneimittel
JPS5775313A (en) * 1980-10-30 1982-05-11 Fanuc Ltd Numerical controller of machine tool
DE3048264A1 (de) * 1980-12-20 1982-09-09 Kali-Chemie Pharma Gmbh, 3000 Hannover 2-acylaminomethyl-1,4-benzodiazepine und deren salze sowie verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3124013A1 (de) * 1981-06-19 1982-12-30 Kali-Chemie Pharma Gmbh, 3000 Hannover 2-acylaminomethyl-1,4-benzodiazepin-verbindungen sowie verfahren und zwischenprodukte zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3138769A1 (de) * 1981-09-30 1983-04-14 Kali-Chemie Pharma Gmbh, 3000 Hannover 7-brom-5-(2-halogenphenyl)-1h-2,3-dihydro-1,4- benzodiazepin-verbindungen sowie verfahren und zwischenprodukte zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3151597A1 (de) * 1981-12-28 1983-07-07 Kali-Chemie Pharma Gmbh, 3000 Hannover (1,2)-anellierte 1,4-benzodiazepin-verbindungen sowie verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3221402A1 (de) * 1982-06-05 1983-12-08 Kali-Chemie Pharma Gmbh, 3000 Hannover 5-phenyl-1,4-benzodiazepine enthaltende analgetisch wirksame pharmazeutische zubereitungen
US4493168A (en) * 1983-06-16 1985-01-15 Coburn Optical Industries, Inc. Calibration gauge for computer-controlled lens generator, or the like
US4786449A (en) * 1983-12-28 1988-11-22 Clowny Corporation Method for manufacture of multi-color marking implements
US4602886A (en) * 1983-12-28 1986-07-29 Smit Adrianus J Multi-color marking implement
EP0170024A3 (en) * 1984-06-26 1990-01-31 Merck & Co. Inc. Use of 2-acylaminomethyl-1,4-benzodiazepine derivatives for the production of pharmaceutical compositions and process for the preparation for pharmaceutical compositions
US4684646A (en) * 1984-06-26 1987-08-04 Merck & Co., Inc. 2-acylaminomethyl-1,4-benzodiazepine derivatives as CCK-antagonists
US4724237A (en) * 1984-06-26 1988-02-09 Merck & Co., Inc. 2-substituted-aminomethyl-1,4-benzodiazepines
JPS61114933A (ja) * 1984-11-12 1986-06-02 Tokyo Electric Co Ltd 事務機の給紙装置
JPH0618794Y2 (ja) * 1987-06-17 1994-05-18 株式会社スギノマシン ウォータジェット加工機
JPH0418564Y2 (US20110158925A1-20110630-C00042.png) * 1988-01-08 1992-04-24
US5856497A (en) * 1995-12-11 1999-01-05 Boehringer Ingelheim Pharmaceuticals, Inc. Asymmetric synthesis of α-cycloalkylalkyl substituted methanamines
US5670640A (en) * 1996-02-02 1997-09-23 Hoffmann-La Roche Inc. Process for the manufacture of imidazodiazepine derivatives
US5831089A (en) * 1996-07-01 1998-11-03 Pharmacia & Upjohn Company Process to produce midazolam
US6903060B1 (en) 1999-08-27 2005-06-07 Procter & Gamble Company Stable formulation components, compositions and laundry methods employing same
US6825160B1 (en) 1999-08-27 2004-11-30 Procter & Gamble Company Color safe laundry methods employing cationic formulation components
US6821935B1 (en) 1999-08-27 2004-11-23 Procter & Gamble Company Color safe laundry methods employing zwitterionic formulation components
CZ2002720A3 (cs) * 1999-08-27 2002-09-11 The Procter & Gamble Company Složky zesilující bělení, prostředky a způsoby praní s využitím složek zesilujících bělení
US7109156B1 (en) 1999-08-27 2006-09-19 Procter & Gamble Company Controlled availability of formulation components, compositions and laundry methods employing same
US6818607B1 (en) 1999-08-27 2004-11-16 Procter & Gamble Company Bleach boosting components, compositions and laundry methods
AU6935500A (en) 1999-08-27 2001-03-26 Procter & Gamble Company, The Stability enhancing formulation components, compositions and laundry methods employing same
MXPA02002129A (es) * 1999-08-27 2002-09-18 Procter & Gamble Componentes de formulacion de accion rapida, composiciones y metodos para lavanderia que los emplean.
US7169744B2 (en) 2002-06-06 2007-01-30 Procter & Gamble Company Organic catalyst with enhanced solubility
US7557076B2 (en) * 2002-06-06 2009-07-07 The Procter & Gamble Company Organic catalyst with enhanced enzyme compatibility
US20050113246A1 (en) * 2003-11-06 2005-05-26 The Procter & Gamble Company Process of producing an organic catalyst
AR051659A1 (es) * 2005-06-17 2007-01-31 Procter & Gamble Una composicion que comprende un catalizador organico con compatibilidada enzimatica mejorada

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US2721215A (en) * 1952-06-12 1955-10-18 Hoffmann La Rache Inc Diphenylacetyl diamines
US2785200A (en) * 1953-06-08 1957-03-12 Abbott Lab Dichlorobenzoyl-ethylenediamine
US2721214A (en) * 1953-06-09 1955-10-18 Parke Davis & Co Process for producing acylamido diols
US3501460A (en) * 1966-06-03 1970-03-17 Hoffmann La Roche Dehydration process for forming benzodiazepines
US3576868A (en) * 1966-06-03 1971-04-27 Hoffmann La Roche Benzoyl amino ethyl aniline derivatives
US3577557A (en) * 1966-12-09 1971-05-04 Sandoz Ag Benzo(1,5)diazocinones
US3723414A (en) * 1970-02-13 1973-03-27 Schering Corp 1-polyfluoroalkyl benzodiazepines
DE2166116A1 (de) * 1970-04-24 1973-02-15 Teikoku Hormone Mfg Co Ltd Verfahren zur herstellung von n-(dialkylaminoalkylen)-2-alkoxy(oder -alkenyloxy)4-amino-5-halogenbenzamiden
DK137857B (da) * 1970-09-03 1978-05-22 Takeda Chemical Industries Ltd Analogifremgangsmåde til fremstilling af 2-amino-1,5-benzodiazocinderivater eller farmaceutisk acceptable salte deraf.
JPS4728284Y1 (US20110158925A1-20110630-C00042.png) * 1970-09-14 1972-08-26
US4021224A (en) * 1971-12-09 1977-05-03 Stauffer Chemical Company Herbicide compositions
DE2221558C2 (de) * 1972-05-03 1982-12-02 Kali-Chemie Ag, 3000 Hannover 5-Phenyl-2,3-dihydro-1H-1,4-benzodiazepine und ihre Säureadditionssalze, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel
US3975443A (en) * 1972-06-06 1976-08-17 Allen & Hanburys Limited 1-(3,4-dichlorobenzamidomethyl)-cyclohexyldimethylamine
GB1374366A (en) * 1972-07-21 1974-11-20 Science Union & Cie Propanol derivatives and a process for their preparation
US3957870A (en) * 1973-07-19 1976-05-18 Imperial Chemical Industries Limited Organic compounds

Also Published As

Publication number Publication date
DE2221558A1 (de) 1973-11-15
NO142866B (no) 1980-07-28
DK147050C (da) 1984-09-03
GB1429665A (en) 1976-03-24
DE2221558C2 (de) 1982-12-02
FR2296616B1 (US20110158925A1-20110630-C00042.png) 1979-04-20
IL42158A (en) 1978-07-31
NO144885B (no) 1981-08-24
JPS4941389A (US20110158925A1-20110630-C00042.png) 1974-04-18
NL179111C (nl) 1986-07-16
CH611607A5 (US20110158925A1-20110630-C00042.png) 1979-06-15
JPS589101B2 (ja) 1983-02-18
ZA733013B (en) 1974-08-28
SE7614681L (sv) 1976-12-29
JPS5387385A (en) 1978-08-01
FR2296616A1 (fr) 1976-07-30
DE2265371C3 (de) 1980-12-11
NO793012L (no) 1973-11-06
DK144969B (da) 1982-07-19
SE409709B (sv) 1979-09-03
NO751349L (US20110158925A1-20110630-C00042.png) 1973-11-06
IL47693A0 (en) 1975-10-15
DK144969C (da) 1982-12-06
ATA389873A (de) 1975-05-15
NO142866C (no) 1980-11-05
AT327919B (de) 1976-02-25
ATA143875A (de) 1975-05-15
DE2265370C2 (de) 1982-12-02
FR2183735A1 (US20110158925A1-20110630-C00042.png) 1973-12-21
CA1009232A (en) 1977-04-26
AT327920B (de) 1976-02-25
SE7614680L (sv) 1976-12-29
DE2265371B2 (de) 1980-04-17
CH611609A5 (US20110158925A1-20110630-C00042.png) 1979-06-15
NO143347B (no) 1980-10-13
JPS5541231B2 (US20110158925A1-20110630-C00042.png) 1980-10-22
GB1429666A (en) 1976-03-24
FR2183735B1 (US20110158925A1-20110630-C00042.png) 1976-09-03
NL7305570A (US20110158925A1-20110630-C00042.png) 1973-11-06
NO761580L (US20110158925A1-20110630-C00042.png) 1973-11-06
SU625607A3 (ru) 1978-09-25
JPS5813535B2 (ja) 1983-03-14
CA1020570A (en) 1977-11-08
CH605834A5 (US20110158925A1-20110630-C00042.png) 1978-10-13
SU526290A3 (ru) 1976-08-25
DK223077A (da) 1977-05-20
NO145761C (no) 1982-05-26
JPS5387333A (en) 1978-08-01
US4216167A (en) 1980-08-05
NO780402L (no) 1973-11-06
IL47693A (en) 1978-07-31
FR2248278B1 (US20110158925A1-20110630-C00042.png) 1977-11-04
DD105222A5 (US20110158925A1-20110630-C00042.png) 1974-04-12
NO143347C (no) 1981-01-21
FR2248278A1 (US20110158925A1-20110630-C00042.png) 1975-05-16
AU5510173A (en) 1974-11-07
NO142476B (no) 1980-05-19
IL42158A0 (en) 1973-07-30
US4243585A (en) 1981-01-06
IL48141A0 (en) 1975-11-25
NO142476C (no) 1980-08-27
ES414279A1 (es) 1976-05-01
NO145761B (no) 1982-02-15
GB1429667A (en) 1976-03-24
US4098786A (en) 1978-07-04
CH611608A5 (US20110158925A1-20110630-C00042.png) 1979-06-15
DK222977A (da) 1977-05-20
DK147050B (da) 1984-03-26
BE799001A (fr) 1973-08-31
ATA389973A (de) 1975-05-15
NO144885C (no) 1981-12-02
SE422460B (sv) 1982-03-08
US4595531A (en) 1986-06-17
US3998809A (en) 1976-12-21
NO793013L (no) 1973-11-06
US4096141A (en) 1978-06-20
NO144386B (no) 1981-05-11
NO144386C (no) 1981-08-19
CH620423A5 (US20110158925A1-20110630-C00042.png) 1980-11-28
IL48141A (en) 1978-07-31
AT327927B (de) 1976-02-25

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