IE812257L - Substituted imino-diacids - Google Patents

Substituted imino-diacids

Info

Publication number
IE812257L
IE812257L IE812257A IE225781A IE812257L IE 812257 L IE812257 L IE 812257L IE 812257 A IE812257 A IE 812257A IE 225781 A IE225781 A IE 225781A IE 812257 L IE812257 L IE 812257L
Authority
IE
Ireland
Prior art keywords
alkyl
cpds
carboxy
opt
ring
Prior art date
Application number
IE812257A
Other versions
IE51821B1 (en
Original Assignee
Science Union & Cie
Medicale
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=26222007&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=IE812257(L) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from FR8021095A external-priority patent/FR2491469A1/en
Application filed by Science Union & Cie, Medicale filed Critical Science Union & Cie
Publication of IE812257L publication Critical patent/IE812257L/en
Publication of IE51821B1 publication Critical patent/IE51821B1/en

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
    • C07D211/80—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 two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
    • C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • C07D217/26—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
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/08—Six-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Cardiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

2-Carboxy-perhydroindole, 3-carboxy-1,2,3,4-tetrahydro isoquinoline and 3-carboxy perhydro-isoquinoline derivs. of formula (I), in the form of the racemate or optical isomers, and their salts with mineral or organic acids or bases are new. In (I) Ring A is satd. and n is 0 or 1 or Ring A is a benzene ring and n is 1; R2 is 1-4C alkyl opt. substd. by an amino gp; R2 is H or 1-4C alkyl; R3 is opt. branched alkyl, mono- or dicycloalkyl-alkyl or phenalkyl (having at most 9C atoms) or a substd. alkyl gp. of formula -(CH2)p-Y-CHR4R5; R4 is H, 1-4C alkyl or 3-6C cycloalkyl; R5 is H, 1-4C alkyl, 3-6C cycloalkyl or alkoxycarbonyl; Y is =S or =N-Q Q is H, acetyl or benzyloxycarbonyl; p is 1 or 2 and q is 0 or 1. (I) inhibit enzymes, such as carboxypolypeptidases, enkephalinases and kininase II, and inhibit the conversion of the decapeptide angiotensin I into the octapeptide angiotensin II (which causes arterial hypertension in certain cases) by inhibiting the conversion enzyme. The cpds. are used to treat hypertension and cardiac insufficiency. Their inhibition of kininase II increases the circulating bradykinin and lowers blood pressure. The cpds. are administered orally or intravenously, opt. with other synergestic or complimentary cpds. e.g. furosemide. [EP0049658A1]
IE2257/81A 1980-10-02 1981-09-29 Substituted imino-diacids,their preparation and pharmaceutical compositions containing them IE51821B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8021095A FR2491469A1 (en) 1980-10-02 1980-10-02 2-Carboxy-per:hydro-indole(s) and per or tetra:hydro-isoquinoline(s) - having a carboxy-substd. amino-acyl N-gp., inhibit carboxy:poly:peptidase(s), and kininase II and control hypertension
FR8106916A FR2503155A2 (en) 1980-10-02 1981-04-07 NOVEL SUBSTITUTED IMINO DIACIDES, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS AN ENZYME INHIBITOR

Publications (2)

Publication Number Publication Date
IE812257L true IE812257L (en) 1983-03-29
IE51821B1 IE51821B1 (en) 1987-04-01

Family

ID=26222007

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2257/81A IE51821B1 (en) 1980-10-02 1981-09-29 Substituted imino-diacids,their preparation and pharmaceutical compositions containing them

Country Status (29)

Country Link
EP (1) EP0049658B1 (en)
JP (1) JPS5791974A (en)
KR (1) KR860001875B1 (en)
AR (1) AR242949A1 (en)
AT (1) ATE7910T1 (en)
AU (1) AU542611B2 (en)
CA (1) CA1341196C (en)
DD (1) DD201783A5 (en)
DE (1) DE3164201D1 (en)
DK (1) DK157011C (en)
EG (1) EG15361A (en)
ES (1) ES8305723A1 (en)
FI (1) FI77230C (en)
FR (1) FR2503155A2 (en)
GE (1) GEP19970943B (en)
GR (1) GR75016B (en)
HU (1) HU185147B (en)
IE (1) IE51821B1 (en)
IL (1) IL63940A (en)
LU (1) LU88262I2 (en)
MD (1) MD381C2 (en)
NL (1) NL930046I2 (en)
NO (1) NO160780C (en)
NZ (1) NZ198535A (en)
OA (1) OA06914A (en)
PH (1) PH17516A (en)
PT (1) PT73755B (en)
SU (1) SU1153827A3 (en)
UA (1) UA6308A1 (en)

Families Citing this family (71)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0278530A3 (en) * 1980-08-30 1989-08-02 Hoechst Aktiengesellschaft Amino acid derivatives, process for their preparation, agents containing them and their use
US4344949A (en) * 1980-10-03 1982-08-17 Warner-Lambert Company Substituted acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids
ZA817261B (en) * 1980-10-23 1982-09-29 Schering Corp Carboxyalkyl dipeptides,processes for their production and pharmaceutical compositions containing them
DE3174844D1 (en) * 1980-10-23 1986-07-24 Schering Corp Carboxyalkyl dipeptides, processes for their production and pharmaceutical compositions containing them
US4479963A (en) * 1981-02-17 1984-10-30 Ciba-Geigy Corporation 1-Carboxyalkanoylindoline-2-carboxylic acids
US4532342A (en) * 1981-02-20 1985-07-30 Warner-Lambert Company N-substituted amino acids as intermediates in the preparation of acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids
IN156096B (en) * 1981-03-19 1985-05-11 Usv Pharma Corp
EP0065301A1 (en) * 1981-05-18 1982-11-24 Merck & Co. Inc. Isoquinoline carboxylic acid derivates, process for preparing and pharmaceutical composition containing the same
DE3226768A1 (en) * 1981-11-05 1983-05-26 Hoechst Ag, 6230 Frankfurt DERIVATIVES OF CIS, ENDO-2-AZABICYCLO- (3.3.0) -OCTAN-3-CARBONIC ACID, METHOD FOR THE PRODUCTION THEREOF, THE MEANS CONTAINING THEM AND THE USE THEREOF
SU1327787A3 (en) * 1981-11-05 1987-07-30 Хехст Аг (Фирма) Method of producing cis,endo-2-azabicyclo-(3,3,0)-octane-3-carboxylic acids or acid-additive salts thereof
ATE25244T1 (en) * 1981-12-29 1987-02-15 Hoechst Ag NEW DERIVATIVES OF BICYCLIC AMINO ACIDS, PROCESS FOR THEIR PREPARATION, COMPOSITIONS CONTAINING THEM AND THEIR USE, AS WELL AS NEW BICYCLIC AMINO ACIDS AS INTERMEDIATE STAGES AND PROCESS FOR THEIR PREPARATION.
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DE3210496A1 (en) * 1982-03-23 1983-10-06 Hoechst Ag NEW DERIVATIVES OF BICYCLIC AMINO ACIDS, METHOD FOR THE PRODUCTION THEREOF, THE MEANS CONTAINING THEM AND THE USE THEREOF, AND NEW BICYCLIC AMINO ACIDS AS INTERMEDIATE STAGES AND METHOD FOR THE PRODUCTION THEREOF
DE3302125A1 (en) * 1983-01-22 1984-07-26 Boehringer Ingelheim KG, 6507 Ingelheim AMINO ACID DERIVATIVES, METHOD FOR THE PRODUCTION AND USE THEREOF
US5175306A (en) * 1983-01-31 1992-12-29 Hoechst Aktiengesellschaft Process for the resolution of racemates of optically active bicyclic imino-α-carboxylic esters
HU191120B (en) * 1983-01-31 1987-01-28 Hoechts Ag,De Process for raceme separation of optically active byciclic imino-alpha-carbonic acid esthers
DE3303344A1 (en) 1983-02-02 1984-08-02 Hoechst Ag, 6230 Frankfurt METHOD FOR PRODUCING N-ALKYLATED AMINO ACIDS AND THEIR ESTERS
DE3333455A1 (en) * 1983-09-16 1985-04-11 Hoechst Ag, 6230 Frankfurt METHOD FOR PRODUCING N-ALKYLATED DIPEPTIDES AND THEIR ESTERS
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DE3408923A1 (en) * 1984-03-12 1985-09-26 Hoechst Ag, 6230 Frankfurt CARBOXYALKYLDIPEPTIDE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THE AGENTS CONTAINING THEM AND THE USE THEREOF
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DE3413710A1 (en) * 1984-04-12 1985-10-24 Hoechst Ag, 6230 Frankfurt METHOD FOR TREATING HEART INSUFFICIENCY
DE3431541A1 (en) * 1984-08-28 1986-03-06 Hoechst Ag, 6230 Frankfurt CIS, ENDO-2-AZABICYCLOALKAN-3-CARBONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AND INTERMEDIATE PRODUCTS IN THEIR PRODUCTION
GB8422165D0 (en) * 1984-09-01 1984-10-03 Wellcome Found Compounds
US5231080A (en) * 1985-10-15 1993-07-27 Hoechst Aktiengesellschaft Method for the treatment of atherosclerosis, thrombosis, and peripheral vessel disease
US4693996A (en) * 1985-12-23 1987-09-15 Warner-Lambert Company Method of treating heart failure and medicaments therefor
US5231084A (en) * 1986-03-27 1993-07-27 Hoechst Aktiengesellschaft Compounds having a cognition adjuvant action, agents containing them, and the use thereof for the treatment and prophylaxis of cognitive dysfuncitons
DE3633496A1 (en) * 1986-10-02 1988-04-14 Hoechst Ag COMBINATION OF ANGIOTENSIN CONVERTING ENZYME INHIBITORS WITH CALCIUMANTAGONISTS AND THEIR USE IN MEDICINAL PRODUCTS
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FR2807431B1 (en) * 2000-04-06 2002-07-19 Adir NOVEL PROCESS FOR THE SYNTHESIS OF PERINDOPRIL AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS
FR2807430B1 (en) * 2000-04-11 2002-05-17 Adir NOVEL PROCESS FOR THE SYNTHESIS OF N - [(S) -1- CARBOXYBUTYL] - (S) -ALANINE ESTERS AND APPLICATION TO THE SYNTHESIS OF PERINDOPRIL
FR2811320B1 (en) * 2000-07-06 2002-08-23 Adir NOVEL ALPHA CRYSTALLINE FORM OF TERT-BUTYLAMINE SALT OF PERINDOPRIL, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
FR2811318B1 (en) * 2000-07-06 2002-08-23 Adir NOVEL GAMMA CRYSTALLINE FORM OF TERT-BUTYLAMINE SALT OF PERINDOPRIL, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
AU2007203451B2 (en) * 2000-07-06 2010-09-02 Les Laboratoires Servier Pharmaceutical composition containing a crystalline form of perindopril tert-butylamine salt
FR2827860B1 (en) * 2001-07-24 2004-12-10 Servier Lab NOVEL PROCESS FOR SYNTHESIS OF ACID DERIVATIVES (2S, 3AS, 7AS) -1 - [(S) -ALANYL] -OCTAHYDRO-1H-INDOLE-2-CARBOXYLINE AND APPLICATION TO THE SYNTHESIS OF PERINDOPRIL
ES2289060T3 (en) * 2002-01-30 2008-02-01 Les Laboratoires Servier PROCESS FOR THE PREPARATION OF HIGH PURITY PERINDOPRILE AND USEFUL INTERMEDIATES IN ITS SYNTHESIS.
FR2838648B1 (en) * 2002-04-18 2004-05-21 Servier Lab NEW PERINDOPRIL SALT AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING IT
GB2395195A (en) * 2002-11-18 2004-05-19 Cipla Ltd Preparation of perindopril from carboxy-protected precursor, & perindopril monohydrates for use as angiotensin converting enzyme (ACE) inhibitors
US7705046B2 (en) 2003-06-24 2010-04-27 Les Laboratoires Servier Crystalline forms of perindopril erbumine
EP1367061B1 (en) * 2003-06-30 2006-01-04 Les Laboratoires Servier Method for synthesis of perindopril and its pharmaceutically acceptable salts
PT1380590E (en) * 2003-08-29 2006-12-29 Servier Lab Method for synthesis of perindopril and its pharmaceutically acceptable salts
ATE445588T1 (en) * 2003-09-01 2009-10-15 Servier Lab NEW PROCESS FOR PRODUCING ESTERS OF N-((S)-1-CARBOXYBUTYL)-(S)-ALANINE AND ITS USE IN THE SYNTHESIS OF PERINDOPRIL
SI21703A (en) 2004-01-14 2005-08-31 Lek Farmacevtska Druzba Dd Inclusion complexes of perindopril, procedure of their preparation, pharmaceutical compositions containing these complexes and their application in treatment of hypertensia
GB2413128A (en) * 2004-04-13 2005-10-19 Neopharma Ltd Process for the preparation of perindopril
SI21800A (en) 2004-05-14 2005-12-31 Krka, Tovarna Zdravil, D.D., Novo Mesto New procedure of synthesis of perindopril
SI21881A (en) 2004-10-15 2006-04-30 Diagen, Smartno Pri Ljubljani, D.O.O. New crystal forms of perindopril erbumine hydrates, procedure of their preparation and pharmaceutical forms containing these compounds
ATE409036T1 (en) 2005-01-06 2008-10-15 Ipca Lab Ltd METHOD FOR SYNTHESIS OF (2S,3AS,7AS)-1-(S)-ALANYL-OCTAHYDRO-1H-2-CARBONIC ACID DERIVATIVES AND USE IN THE SYNTHESIS OF PERINDOPRIL
EP1815857A1 (en) 2006-02-02 2007-08-08 LEK Pharmaceuticals D.D. A pharmaceutical composition comprising perindopril
FR2897866B1 (en) * 2006-02-28 2008-04-18 Servier Lab ALPHA CRYSTALLINE FORM OF PERINOPRIL ARGININE SALT, PROCESS FOR PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
SI22543A (en) 2007-06-27 2008-12-31 Krka, Tovarna Zdravil, D.D., Novo Mesto New salts of perindopril
GB0910692D0 (en) 2009-06-20 2009-08-05 Teva Pharma Compound
PT105315B (en) 2010-09-29 2013-01-16 Inst Superior Tecnico A NEW CRYSTALIN HYDRATE FORM OF PERINDOPRIL ERBUMINE, METHODS FOR PREPARATION AND USE IN PHARMACEUTICAL PREPARATIONS
FR2985511B1 (en) 2012-01-05 2014-01-03 Servier Lab CRYSTALLINE DELTA FORM OF PERINOPRIL ARGININE SALT, PROCESS FOR PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
FR2985512B1 (en) 2012-01-05 2014-06-20 Servier Lab PROCESS FOR THE PREPARATION OF L-ARGININE SALT OF PERINDOPRIL
WO2016178591A2 (en) 2015-05-05 2016-11-10 Gene Predit, Sa Genetic markers and treatment of male obesity
FR3050380B1 (en) 2016-04-20 2020-07-10 Les Laboratoires Servier PHARMACEUTICAL COMPOSITION COMPRISING A BETA-BLOCKER, A CONVERSION ENZYME INHIBITOR AND AN ANTIHYPERTENSOR OR NSAID.
EP3842035A1 (en) 2019-12-23 2021-06-30 KRKA, d.d., Novo mesto Composition for the preparation of perindopril arginine granules, a method for their preparation and pharmaceutical composition comprising the granules

Family Cites Families (13)

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Also Published As

Publication number Publication date
AU7594981A (en) 1982-04-08
IL63940A (en) 1985-06-30
UA6308A1 (en) 1994-12-29
ES505999A0 (en) 1983-04-16
NL930046I2 (en) 1994-01-03
NZ198535A (en) 1984-09-28
KR860001875B1 (en) 1986-10-24
FR2503155B2 (en) 1983-07-01
GEP19970943B (en) 1997-04-18
CA1341196C (en) 2001-03-06
LU88262I2 (en) 1994-02-03
FI813034L (en) 1982-04-03
NO160780C (en) 1989-05-31
MD381C2 (en) 1996-05-31
SU1153827A3 (en) 1985-04-30
EG15361A (en) 1987-04-30
DK157011B (en) 1989-10-30
NO813339L (en) 1982-04-05
KR830007564A (en) 1983-10-21
NL930046I1 (en) 1993-09-01
OA06914A (en) 1983-05-31
NO160780B (en) 1989-02-20
FI77230B (en) 1988-10-31
AU542611B2 (en) 1985-02-28
JPH0132239B2 (en) 1989-06-29
IE51821B1 (en) 1987-04-01
ATE7910T1 (en) 1984-06-15
ES8305723A1 (en) 1983-04-16
FI77230C (en) 1989-02-10
HU185147B (en) 1984-12-28
IL63940A0 (en) 1981-12-31
GR75016B (en) 1984-07-12
AR242949A1 (en) 1993-06-30
DK157011C (en) 1990-03-26
PH17516A (en) 1984-09-13
FR2503155A2 (en) 1982-10-08
DK434381A (en) 1982-04-03
DD201783A5 (en) 1983-08-10
EP0049658A1 (en) 1982-04-14
PT73755A (en) 1981-11-01
PT73755B (en) 1983-10-11
JPS5791974A (en) 1982-06-08
DE3164201D1 (en) 1984-07-19
EP0049658B1 (en) 1984-06-13

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