FI67371B - Foerfarande foer framstaellning av nya farmakologiskt aktiva fenylazacykloalkaner - Google Patents

Foerfarande foer framstaellning av nya farmakologiskt aktiva fenylazacykloalkaner Download PDF

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FI67371B
FI67371B FI814080A FI814080A FI67371B FI 67371 B FI67371 B FI 67371B FI 814080 A FI814080 A FI 814080A FI 814080 A FI814080 A FI 814080A FI 67371 B FI67371 B FI 67371B
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compound
group
formula
carbon atoms
hcl
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FI814080A
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Finnish (fi)
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FI67371C (fi
FI814080L (fi
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Folke Lars-Erik Arvidsson
Per Arvid Emil Carlsson
Uli Alf Hacksell
John Stephan Mikael Hjorth
Per Lennart Lindberg
John Lars Gunnar Nilsson
Domingo Sanchez
Nils Uno Eimer Svensson
Haokan Vilhelm Wikstroem
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Astra Laekemedel Ab
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • 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
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
    • C07D207/08Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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 radicals, substituted by hetero atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic 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
    • C07D211/08Heterocyclic 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
    • C07D211/18Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic 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
    • C07D211/08Heterocyclic 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
    • C07D211/18Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic 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
    • C07D211/08Heterocyclic 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
    • C07D211/18Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/34Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30Oxygen atoms

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurosurgery (AREA)
  • General Health & Medical Sciences (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Neurology (AREA)
  • Public Health (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Polyamides (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Claims (6)

1. Förfarande för framstä11ning av en farmakologiskt aktiv förening med forme In Y r '-(CH.J 2 n dar n är 1 eller 2, Y är OH, R^OO-, R2R3I\ICCG- eller R40, varvid R^ är en alkylgrupp med 1-5 kolatomer, en fenyl-, 2,6-dimetylfe ny 1- eller 3- eller 4-hydroxifenyIgrupp eller en 3- eller 4 - a 1kanoy1oxife nyIgrupp med formeln 5 2 oär R' är en alkylgrupp med 1-5 kolatomer, R är en alkylgrupp med 1-5 kolatomer, en fenyletyl-, bensyl- eller fenyl" 3 grupp, R är H eller en alkylgrupp med 1-5 kolatomer, Λ F; är en allyl- eller bensylgrupp ooh R är en alkylgrupp med 1-5 kolatomer, en hydroxiai ky 1-, dimetylaminoalky 1-eller mety11ioa1 ky 1grupp med 2-5 kolatomer i alkyldelen ooh med heteroatomen bunden i annan position än 1-ställning eller en annan alkenylgrupp med 3-5 kolatomer än 1-alkenyl, sasom bas eller farmaceutiskt acceptabelt syraadditionssalt därav, kännetecknat av att a) en eter eller ester med formeln Ra0 6rv 98 67371 väri Rö representerar en kolväte- eller acylrest, och n och R är som definierats ovan, spaltas for att bilda en förening enligt formel I där Y är en hydroxigrupp, eller b) i en förening enligt formeln Z *- ( CH., ) ^ n väri Z representerar SO^H, Cl eller och n och R är som definierats ovan, gruppen Z ersättes med en hydroxigrupp tij1 bildning av en förening enligt formel I där Y representerar en hydroxigrupp, eller c) en förening enligt formel I Y | rr (CH^)n väri Y är OH och R är annat an hydroxialkyl och som ytter- ligare definierats ovan, och n är som definierats ovan, omvandlas tili en förening enligt samma formel, väri Y är R^COO- eller R2RJNC00- eller R40, där R1, R2, R3 och R4 är som definierats ovan, genom att behandla den förstnämnda föreningen med en lämplig karboxylsyrahalid R^COX eller -anhydrid (R^C0)_,0 eller med en lämplig karbamoylhalid 2 3 ^ 2 R R NCOX eller isocyanat R NCO, i närvaro av en bas eller 4 syra, eller med en passande allyl- eller bensylhalid R X närvaro av en bas, varvid X betecknar en halogen, eller 99 6 7 3 71 d) en förening enligt formel 0ur 1 -‘k’n väri n och Y är som definierats ovan, omvandlas tili en förening enligt formel I genom alkylering av kväveatomen med ett lämpligt alkyleringsmedel, eller e) en amid- eller imidinnehällande förening enligt formeln R^(j) OI IV C (CH_)—ΓΓ 2 n 1 2 väri M och M är lika eller olika och vardera represen- terar -CH0- eller __C = 0, och M är -C-Ru när bSde M och
2 II 0 n2 är -CH2-/ och i andra fall PV3 Mr R, och Rc är H, en alkylgrupp eller alkoxylgrupp som innehäller 1-4 kolatomer, en hydroxialkyl-, dimetylaminoalkyl- eller metyltioalkyl-grupp som innehäller 1-5 kolatomer eller en alkenylgrupp med 2-4 kolatomer, och R1"* är H, R^CO, allyl eller bensyl, och R och R^ är som definierats ovan, omvandlas tili en förening enligt formeln I där Y är en hydroxi, allyloxi^-eller bensyloxig^Tiqpp,, genom reduktion av amid- eller imid-funktionen och esterfunktionen R^COO om den är närvarande, eller 100 6 7 3 71 f) en förening enligt formeln Y1 f VI1 väri Y är bensyloxi eller Y, varvid Y är som definierats ovan emellertid annat än O-allyl, och R är en alkylgrupp som innehäller 1-5 kolatomer eller en hydroxialkyl-, di- metylaminoalkyl- eller metyltioalkylgrupp med 2-6 kolatomer och som har heteroatomen bunden i en annan position än 1- positionen, omvandlas genom reduktion tili motsvarande förening enligt fcrmel I där n är 2, varvid när Y är ben-syloxi en förening enligt formel I där Y är OH erhälles, varefter eventuellt en bas som erhällits omvandlas tili ett farmaceutiskt acceptabelt. syraadditionssalt eller ett er-hället sait omvandlas tili basen eller tili ett annat far-maceutiskt acceptabelt syraadditionssalt, och eventuellt en erhällen isomerisk blandning separeras tili en ren isomer.
FI814080A 1979-12-05 1981-12-18 Foerfarande foer framstaellning av nya farmakologiskt aktiva fenylazacykloalkaner FI67371C (fi)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FI831681A FI831681A0 (fi) 1979-12-05 1983-05-13 Nya foereningar som aer anvaendbara som mellanprodukter vid framstaellning av farmakologiskt aktivafenyl-azacyklo-alkaner

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
SE7910026 1979-12-05
SE7910026 1979-12-05
SE8000319 1980-12-05
PCT/SE1980/000319 WO1981001552A1 (en) 1979-12-05 1980-12-05 New phenyl-azacycloalkanes

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FI814080L FI814080L (fi) 1981-12-18
FI67371B true FI67371B (fi) 1984-11-30
FI67371C FI67371C (fi) 1985-03-11

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FI814080A FI67371C (fi) 1979-12-05 1981-12-18 Foerfarande foer framstaellning av nya farmakologiskt aktiva fenylazacykloalkaner

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US (1) US4426386A (sv)
EP (2) EP0030526B1 (sv)
JP (1) JPS6135175B2 (sv)
AT (1) ATE42281T1 (sv)
AU (1) AU542153B2 (sv)
CA (1) CA1147339A (sv)
DD (1) DD155065A5 (sv)
DE (1) DE3070247D1 (sv)
DK (1) DK155793C (sv)
ES (3) ES8205768A1 (sv)
FI (1) FI67371C (sv)
GR (1) GR72841B (sv)
HU (1) HU185422B (sv)
IE (1) IE50674B1 (sv)
PT (1) PT72172B (sv)
SE (1) SE8107742L (sv)
WO (1) WO1981001552A1 (sv)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE446335B (sv) * 1982-03-30 1986-09-01 Astra Laekemedel Ab Ren enantiomer av en metasubstituerad 3-fenyl-1-propylpiperidin
SE8305362D0 (sv) * 1983-09-30 1983-09-30 Astra Laekemedel Ab Novel substituted phenylazacycloalkanes, processes for preparation and pharmaceutical preparations for such compounds
US4937346A (en) * 1979-12-05 1990-06-26 Per Arvid Emil Carlsson Phenyl-azacykloalkanes
EP0077607A1 (en) * 1981-09-17 1983-04-27 Beecham Group Plc N-substituted 3-aryl piperidines and derivatives thereof
US4719219A (en) * 1982-03-30 1988-01-12 Per A. E. Carlsson Phenyl-azacycloalkanes and use thereof in treatment of central nervous system disorders
ATE36153T1 (de) * 1982-10-01 1988-08-15 Hoffmann La Roche Spaltung von rac. 1-propyl-3-aryl-piperidinen.
US4593037A (en) * 1984-07-26 1986-06-03 Pfizer Inc. 1,3-disubstituted piperidine compounds as neuroleptic agents
JPH0657695B2 (ja) * 1985-07-12 1994-08-03 エーザイ株式会社 4−シアノピペリジン誘導体
US4826869A (en) * 1988-02-19 1989-05-02 Syntex (U.S.A.) Inc. N-(lower alkyl)-2-(3'ureidobenzyl)pyrrolidines
DE3930282A1 (de) * 1989-09-11 1991-03-21 Boehringer Ingelheim Kg Verwendung von dopamin-autorezeptor-agonisten bei der behandlung von drogenabhaengigkeit
GB9113031D0 (en) * 1991-06-17 1991-08-07 Smithkline Beecham Plc Compounds
SE9802546D0 (sv) * 1998-07-15 1998-07-15 Ross Nicholas Waters Medicinal product and method for treatment and prevention of dyskinesia
NZ514560A (en) * 1999-03-31 2004-02-27 Univ Arizona Foundation Viral treatment
US7346938B2 (en) * 2002-08-02 2008-03-25 Roy W. Mattson, Jr. Retrofit suction sanitation safety cover
EP1707558A1 (en) * 2005-03-21 2006-10-04 Ferrer Internacional, S.A. Benzoic acid ester compounds, compositions, uses and methods related thereto

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US2892842A (en) 1959-06-30 Their preparation
CH372667A (de) * 1957-09-26 1963-10-31 Robins Co Inc A H Verfahren zur Herstellung von 3-Aryl-3-pyrrolidinolen
FR1248129A (fr) * 1959-02-12 1960-12-09 Mead Johnson & Co Procédé de préparation des 1-acyl- et 1-carbalkoxy-3 pyrrolidinols
US2975193A (en) * 1959-06-18 1961-03-14 Parke Davis & Co Organic amine compounds and method of obtaining the same
NO116115B (sv) * 1962-06-01 1969-02-03 Parke Davis & Co
DK104736C (da) * 1962-06-20 1966-06-27 Parke Davis & Company A Corp O Fremgangsmåde til fremstilling af optisk aktive eller racemiske pyrrolidin-derivater eller syreadditionssalte deraf.
DK104980C (da) * 1962-06-20 1966-08-01 Parke Davis & Company A Corp O Fremgangsmåde til fremstilling af optisk aktive eller racemiske 1-methylpyrrolidinderivater eller syreadditionssalte deraf.
DK105337C (da) * 1962-06-20 1966-09-19 Parke Davis & Company A Corp O Fremgangsmåde til fremstilling af optisk aktive eller racemiske pyrrolidinforbindelser eller syreadditionssalte deraf.
DE1470155A1 (de) * 1963-04-11 1969-06-04 Parke Davis & Co Neue Pyrrolidinverbindungen,ihre Saeureadditionssalze,sowie Verfahren zu deren Herstellung
GB1012008A (en) * 1963-08-01 1965-12-01 Parke Davis & Co Process for the production of pyrrolidine compounds
GB1198973A (en) 1969-02-07 1970-07-15 Parke Davis & Co Pyrrolidine Compounds with an Unsaturated Substituent and Methods for their Production
US3635982A (en) * 1969-04-08 1972-01-18 American Home Prod Amino-substituted-quinoxalinyloxazolidines and -oxazines
CH526536A (de) 1970-02-05 1972-08-15 Sandoz Ag Verfahren zur Herstellung neuer 3-Phenylpyrrolidinderivate
GB1283452A (en) * 1970-07-24 1972-07-26 Parke Davis & Co Substituted 1,3-dialkylpyrrolidines and processes for their production
US3970656A (en) * 1974-06-11 1976-07-20 Government Of The United States 1-Alkyl-4-m-hydroxyphenyl-4-propionyl piperidines
FR2310761A1 (fr) 1975-05-16 1976-12-10 Roussel Uclaf Nouveaux derives de la phenyl-piperidine et leurs sels, procede de preparation et application a titre de medicaments
FR2310762A1 (fr) 1975-05-16 1976-12-10 Roussel Uclaf Nouveaux derives n-substitues de la phenyl piperidine et leurs sels, procede de preparation et application a titre de medicaments
DE2701705A1 (de) * 1976-01-28 1977-08-04 Sandoz Ag Neue organische verbindungen, ihre verwendung und herstellung
FR2340734A1 (fr) * 1976-02-13 1977-09-09 Roussel Uclaf Nouveaux derives de la m-trifluoromethylphenyl piperidine et leurs sels, procede de preparation et application a titre de medicaments
FR2380261A2 (fr) * 1977-02-11 1978-09-08 Roussel Uclaf Nouveaux derives de la m-trifluoromethylphenylpiperidine et leurs sels, procede de preparation et application a titre de medicaments

Also Published As

Publication number Publication date
AU6642681A (en) 1981-06-19
ES8300703A1 (es) 1982-11-01
DE3070247D1 (en) 1985-04-04
US4426386A (en) 1984-01-17
ES508029A0 (es) 1982-11-01
HU185422B (en) 1985-02-28
GR72841B (sv) 1983-12-07
EP0084920B1 (en) 1989-04-19
EP0084920A2 (en) 1983-08-03
ES508030A0 (es) 1982-10-01
ES497489A0 (es) 1982-08-01
IE802545L (en) 1981-06-05
DK155793B (da) 1989-05-16
EP0030526A1 (en) 1981-06-17
FI67371C (fi) 1985-03-11
JPS6135175B2 (sv) 1986-08-12
JPS56501679A (sv) 1981-11-19
PT72172B (en) 1982-07-05
CA1147339A (en) 1983-05-31
AU542153B2 (en) 1985-02-07
SE8107742L (sv) 1981-12-23
EP0030526B1 (en) 1985-02-27
DK155793C (da) 1989-10-02
WO1981001552A1 (en) 1981-06-11
ES8300092A1 (es) 1982-10-01
IE50674B1 (en) 1986-06-11
DD155065A5 (de) 1982-05-12
EP0084920A3 (en) 1985-05-22
PT72172A (en) 1981-01-01
ATE42281T1 (de) 1989-05-15
ES8205768A1 (es) 1982-08-01
FI814080L (fi) 1981-12-18
DK342881A (da) 1981-07-31

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