ES2060585T3 - 1,2,3,3a,8,8a-hexahidro-1,3a,8-trimetilpirrolo(2,3-b)indoles, un procedimiento para su preparacion y su uso como medicamentos. - Google Patents

1,2,3,3a,8,8a-hexahidro-1,3a,8-trimetilpirrolo(2,3-b)indoles, un procedimiento para su preparacion y su uso como medicamentos.

Info

Publication number
ES2060585T3
ES2060585T3 ES87110184T ES87110184T ES2060585T3 ES 2060585 T3 ES2060585 T3 ES 2060585T3 ES 87110184 T ES87110184 T ES 87110184T ES 87110184 T ES87110184 T ES 87110184T ES 2060585 T3 ES2060585 T3 ES 2060585T3
Authority
ES
Spain
Prior art keywords
loweralkyl
methyl
hydrogen
arylloweralkyl
heteroarylloweralkyl
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 - Lifetime
Application number
ES87110184T
Other languages
English (en)
Inventor
Russel Richard Lee Hamer
Grover Cleveland Helsley
Edward J Glamkowski
Yulin Chiang
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.)
Aventis Pharmaceuticals Inc
Original Assignee
Hoechst Roussel Pharmaceuticals Inc
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 Hoechst Roussel Pharmaceuticals Inc filed Critical Hoechst Roussel Pharmaceuticals Inc
Application granted granted Critical
Publication of ES2060585T3 publication Critical patent/ES2060585T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

SE DESCRIBEN COMPUESTOS DE FORMULA (I); EN LA QUE X ES O O S; R ES H UN ALQUILO DE CADENA CORTA, O LOS GRUPOS (II) O (III) (DONDE Y ES O O S; R2 ES UN ALQUILO DE CADENA CORTA, CICLOALQUILO, BICICLOALQUILO, CICLOALQUENILO, ARILO, ARILAQUILO, HETEROARILO, O HETEROARILALQUILO; R3 ES H O ALQUILO DE CADENA CORTA, O EL GRUPO NR2R3, TOMADO COMO UN CONJUNTO ES 1-PIRROLIDINILO, 1-PIPERIDINILO, 4-MORFOLINILO, 4-TIOMORFOLINILO, 1-PIPERAZINILO, 4-METIL-1-PIPERAZINILO O 2-(2,6-DICLOROFENIL-IMINO) -1-IMIDAZOLINILO) Y R4 ES H, ALQUILO, ARILALQUILO, DIARILALQUILO ARILO O HETEROARILO); M ES 1 O 2; Z ES H, ALQUILO DE CADENA CORTA, HALOGENO, NITRO, -NH2, ALQUILCARBONILAMINO, ALCOXICARBONILAMINO, ALQUILAMINO O ARILCARBONILAMINO, Y R1 ES H, ALQUILO DE CADENA CORTA, ARILALQUILO, HETEROARILALQUILO, CICLOALQUILMETILO O ALQUENILMETILO, CON LA CONDICION DE QUE SI X ES 0, M ES 1, Z ES H Y R1 ES METILO, R NO SEA -CONHCH3, -CONHC6H5, H, METILO O ETILO Y QUE CUANDO X ES O, M ES 1 Y Z Y R SON AMBOS HIDROGENO, R NO SEAH NI METILO. TAMBIEN SE DESCRIBEN SALES DE ADICION DE ACIDO FARMACEUTICAMENTE ACEPTABLES QUE SON UTILES COMO AGENTES ANALGESICOS Y MEJORADORES DE LA MEMORIA
ES87110184T 1986-07-16 1987-07-15 1,2,3,3a,8,8a-hexahidro-1,3a,8-trimetilpirrolo(2,3-b)indoles, un procedimiento para su preparacion y su uso como medicamentos. Expired - Lifetime ES2060585T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US88599186A 1986-07-16 1986-07-16
US07/049,894 US4791107A (en) 1986-07-16 1987-05-15 Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and) 1,3A,8)-di(and tri)methylpyrrolo(2,3-B)indoles, compositions and use

Publications (1)

Publication Number Publication Date
ES2060585T3 true ES2060585T3 (es) 1994-12-01

Family

ID=26727666

Family Applications (1)

Application Number Title Priority Date Filing Date
ES87110184T Expired - Lifetime ES2060585T3 (es) 1986-07-16 1987-07-15 1,2,3,3a,8,8a-hexahidro-1,3a,8-trimetilpirrolo(2,3-b)indoles, un procedimiento para su preparacion y su uso como medicamentos.

Country Status (15)

Country Link
US (9) US4791107A (es)
EP (1) EP0253372B1 (es)
JP (1) JP2716099B2 (es)
KR (1) KR960003614B1 (es)
AT (1) ATE112278T1 (es)
AU (1) AU612583B2 (es)
CA (1) CA1307788C (es)
DE (1) DE3750596T2 (es)
DK (1) DK367987A (es)
ES (1) ES2060585T3 (es)
HU (1) HU206717B (es)
IE (1) IE64429B1 (es)
IL (1) IL83190A0 (es)
NZ (1) NZ221060A (es)
PT (1) PT85334B (es)

Families Citing this family (59)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5306825A (en) * 1984-03-01 1994-04-26 Consiglio Nazionale Delle Ricerche Physostigmine derivatives with acetylcholinesterase inhibition properties, and the relative production process
US4791107A (en) * 1986-07-16 1988-12-13 Hoechst-Roussel Pharmaceuticals, Inc. Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and) 1,3A,8)-di(and tri)methylpyrrolo(2,3-B)indoles, compositions and use
IT1225462B (it) * 1987-04-03 1990-11-14 Mediolanum Farmaceutici Srl Sali organici di derivati della fisostigmina
US5280032A (en) * 1989-02-14 1994-01-18 Toyama Chemical Co., Ltd. 1,2-ethanediol derivative and salt thereof, process for producing the same, and cerebral function-improving agent comprising the same
US4971992A (en) * 1989-03-27 1990-11-20 Hoechst-Roussel Pharmaceuticals Inc. Carbonate derivatives of eseroline
US5387590A (en) * 1989-08-30 1995-02-07 Pfizer Inc. Benzazabicyclic carbamates as novel cholinesterase inhibitors
US4937341A (en) * 1989-09-28 1990-06-26 Hoechst-Roussel Pharmaceuticals Inc. Process for preparing N-aminocarbarbamates related to physostigmine
US4914102A (en) * 1989-09-28 1990-04-03 Hoechst Roussel Pharmaceuticals, Inc. N-aminocarbamates related to physostigmine, pharmacentical compositions and use
US5260452A (en) * 1989-11-03 1993-11-09 Hoechst-Roussel Pharmaceuticals Inc. 4- and 6-carbamates related to physostigmine and intermediates for the preparation thereof
US5077289A (en) * 1989-11-30 1991-12-31 Hoechst Roussel Pharmaceuticals Inc. Memory enhancing and analgesic aminocarbonylcarbamates related to physostigmine
US5177101A (en) * 1989-11-30 1993-01-05 Hoechst-Roussel Pharmaceuticals Incorporated Memory enhancing and analgesic aminocarbonylcarbamates related to physostigmine
DE69032595T2 (de) 1990-01-22 1999-03-25 Hoechst Marion Roussel, Inc., Kansas City, Mo. 64137 Verfahren zur enantioselektiven Synthese alkylierter Oxindole zur Verwendung als Zwischenprodukte bei der Herstellung von Physostigminen
US5840915A (en) * 1990-01-22 1998-11-24 Hoechst Marion Roussel, Inc. Process for the enatioselective synthesis of intermediates used
US5521320A (en) * 1990-01-22 1996-05-28 Hoechst-Roussel Pharmaceuticals Incorporated Process for the enantioselective synthesis of intermediates used in the preparation of physostigmine
US4983616A (en) * 1990-02-01 1991-01-08 Hoechst-Roussel Pharmaceuticals Inc. Hexahydropyrrolo(2,3-B)indole carbamates, ureas, amides and related compounds
TW197442B (es) * 1990-02-08 1993-01-01 Pfizer
US5428043A (en) * 1990-02-08 1995-06-27 Pfizer Inc. Tricyclic-cyclic amines as novel cholinesterase inhibitors
US5216017A (en) * 1990-05-11 1993-06-01 Hoechst-Roussel Pharmaceuticals Incorporated Pyrrolo[2,3-b]indole-ketones and analogs
AU634654B2 (en) * 1990-05-11 1993-02-25 Hoechst-Roussel Pharmaceuticals Incorporated Pyrrolo(2,3-b)indole-ketones and analogs, a process for their preparation and their use as medicaments
AU634380B2 (en) * 1990-05-17 1993-02-18 Hoechst-Roussel Pharmaceuticals Incorporated Alpha-oxopyrrolo(2,3-b)indole acetic acids, esters, amides and related analogs, a process for their preparation and their use as medicaments
SG70968A1 (en) * 1990-06-27 2000-03-21 Hoechst Marion Roussel Inc Tetrahydroisquinolinylcarbamates of 1,2,3,3A,8,8A-hexahydro-1,3A-8-trimethylpyrrolo(2,3-b) indole
ES2103816T3 (es) * 1990-07-12 1997-10-01 Pfizer Carbamatos de indano pirrolidina.
US5102891A (en) * 1990-07-23 1992-04-07 Hoechst-Roussel Pharmaceuticals Inc. 1-(substituted pyridinylamino)-1H-indol-5-yl substituted carbamates
IT1243917B (it) * 1990-11-20 1994-06-28 Mediolanum Farmaceutici Spa Derivati della fisostigmina
AU674130B2 (en) * 1991-09-26 1996-12-12 Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The Substituted phenserines and phenylcarbamates of (-)- eseroline, (-)-N1-noreseroline, and (-)-N1- benzylnoreseroline; as specific inhibitors of acetylcholinesterase
US5171750A (en) * 1991-09-26 1992-12-15 The United States Of America As Represented By The Department Of Health And Human Services Substituted phenserines as specific inhibitors of acetylcholinesterase
US5153193A (en) 1991-10-01 1992-10-06 Hoechst-Roussel Pharmaceuticals Incorporated Carbamate derivatives of 4-amino-3-isoxazolidinones, 3-amino-1-hydroxypyrrolidin-2-ones and 1-amino-1-cyclopropanecarboxylic acid analogs
US5206260A (en) * 1991-11-07 1993-04-27 Merck & Co., Inc. Hexahydropyrrolo[2,3-b]indole derivatives
IT1253007B (it) * 1991-12-31 1995-07-10 Aesculapius Farma Srl Derivati dell'eserolina ad attivita' anticolinesterasica,procedimento per la loro preparazione e composizioni farmaceutiche che li contengono
JP2873898B2 (ja) * 1992-04-13 1999-03-24 富山化学工業株式会社 ベンゾ［ｂ］チオフェン−５−イル誘導体もしくはその光学活性体またはそれらの塩並びにそれらの製造法
IT1260506B (it) * 1992-06-01 1996-04-09 Stefano Maiorana Processo per la preparazione di eseretolo
IT1254996B (it) * 1992-06-25 1995-10-11 Mediolanum Farmaceutici Srl Esteri amminoalchilcarbammici dell'eserolina atti all'impiego come anticolinesterasici e relativo procedimento di preparazione
PH30885A (en) * 1992-07-21 1997-12-23 Hoechst Roussel Pharma Preparation of physostigmie carbamate derivatives from physostigmine.
DE4226263A1 (de) * 1992-08-08 1994-02-10 Boehringer Ingelheim Kg Verfahren zur Herstellung von 1,3-Dialkyl-5-hydroxyoxindolen und deren Etherderivaten
US5409948A (en) * 1992-11-23 1995-04-25 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Method for treating cognitive disorders with phenserine
US5571929A (en) * 1994-12-07 1996-11-05 The United States Of America As Represented By The Department Of Health And Human Services Resolution and reduction of physostigmine intermediates and derivatives
US5665880A (en) * 1996-10-31 1997-09-09 Hoechst Marion Roussel, Inc. Method of preparation of physostigmine carbamate derivatives from eseretholes
US5677457A (en) * 1996-12-19 1997-10-14 Hoechst Marion Roussel, Inc. Method of preparation of physostigmine carbamate derivatives from eseroline ethers
BR9806184A (pt) * 1997-07-09 2001-06-19 Axonyx Inibidores de butirilcolinesterase altamente seletivos para o tratamento e o diagnóstico da doença de alzheimer e demências
EP1023297A1 (en) 1997-10-10 2000-08-02 CHIESI FARMACEUTICI S.p.A. A process for the preparation of aminocarbonyl derivatives of geneseroline having selective brain anticholinesterase activity
US6499878B1 (en) 1999-12-21 2002-12-31 Pactiv Corporation Reclosable packages with barrier properties
WO2002048150A2 (en) * 2000-11-02 2002-06-20 The Government Of The United States Of America As Represented By The Secretary, Department Of Health And Human Services Agents useful for reducing amyloid precursor protein and treating demantia and methods of use thereof
US6495700B1 (en) 2002-01-09 2002-12-17 Axonyx, Inc. Process for producing phenserine and its analog
US7415565B2 (en) * 2002-10-31 2008-08-19 Ring Technology Enterprises, Llc Methods and systems for a storage system with a program-controlled switch for routing data
US7897639B2 (en) * 2003-10-21 2011-03-01 Colucid Pharmaceuticals, Inc. Carbamoyl esters that inhibit cholinesterase and release pharmacologically active agents
US20050182044A1 (en) * 2004-02-17 2005-08-18 Bruinsma Gosse B. Combinatorial therapy with an acetylcholinesterase inhibitor and (3aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3,-b]indol-5-yl phenylcarbamate
CA2508585A1 (en) * 2004-06-01 2005-12-01 Axonyx, Inc. Transdermal delivery system for treatment of cognitive disorders
US20050272804A1 (en) * 2004-06-08 2005-12-08 Axonyx, Inc Methods of delaying Alzheimer's disease progression using a beta-amyloid precursor protein inhibitor and a HMG CoA reductase inhibitor
US20080045500A1 (en) * 2004-07-01 2008-02-21 Eisai R&D Management Co., Ltd. Nerve Regeneration Stimulator
WO2006048720A1 (en) * 2004-11-08 2006-05-11 Emcure Pharmaceuticals Limited An efficient method for preparation of (s)-3-[(1-dimethyl amino)ethyl]-phenyl-n-ethyl-n-methyl-carbamate
WO2008097546A2 (en) * 2007-02-02 2008-08-14 Colucid Pharmaceuticals, Inc. Compounds that inhibit cholinesterase
CN101622243B (zh) 2007-02-28 2013-12-04 旭化成制药株式会社 磺酰胺衍生物
CN101795683A (zh) * 2007-07-18 2010-08-04 科露西德医药品公司 用于促进警醒症的方法
US8593728B2 (en) * 2009-02-19 2013-11-26 Toyota Motor Engineering & Manufacturing North America, Inc. Multilayer photonic structures
WO2010067594A1 (ja) * 2008-12-11 2010-06-17 エーザイ・アール・アンド・ディー・マネジメント株式会社 ヘキサヒドロピロロインドール誘導体
US10004962B2 (en) * 2016-07-18 2018-06-26 Bk Brown Enterprises, Inc. Sport stick training weight
KR101963634B1 (ko) * 2017-03-29 2019-03-29 주식회사 아리바이오 금강송 추출물을 이용한 음료의 제조방법
EP3628315A1 (en) 2018-09-28 2020-04-01 Université de Caen Normandie Combination of acetylcholinesterase inhibitor and 5-ht4 receptor agonist as neuroprotective agent in the treatment of neurodegenerative diseases
US20230113944A1 (en) * 2020-01-10 2023-04-13 The Regents Of The University Of California Compositions and methods for the treatment of neurodegenerative diseases

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2678899A (en) * 1952-04-11 1954-05-18 Kremcrs Urban Co Stable solution of physostigmine
US2909530A (en) * 1958-09-26 1959-10-20 Grace W R & Co Physostigmine derivatives
NL6608066A (es) * 1965-06-17 1966-12-19
US3547945A (en) * 1967-04-21 1970-12-15 Sandoz Ag 3-phenyloxindole derivatives
US3547947A (en) * 1967-04-21 1970-12-15 Sandoz Ag Nitrogen-containing tricyclic compounds
US3551450A (en) * 1967-04-21 1970-12-29 Sandoz Ag 3-(2-aminoalkyl)-2-hydroxy-3-phenyl-indolines
US3897451A (en) * 1973-04-27 1975-07-29 Univ Ohio State Res Found Synthesis of oxindoles from anilines and intermediates therein
IT1109003B (it) * 1977-09-20 1985-12-16 Univ Firenze Derivati dell 1 2 3 8 3 a 8 a esai dropirrolo 23 b indolo
CA1137489A (en) * 1977-09-20 1982-12-14 Alessandro Bartolini Derivatives of 1,2,3,3a,8,8a-hexadydropyrrolo (2,3-b) indole
US4278667A (en) * 1980-06-02 1981-07-14 Chromalloy American Corporation Method of treating tardive dyskinesia by oral dosage form of a physostigmine compound
US5306825A (en) * 1984-03-01 1994-04-26 Consiglio Nazionale Delle Ricerche Physostigmine derivatives with acetylcholinesterase inhibition properties, and the relative production process
IT1199076B (it) * 1984-03-01 1988-12-30 Consiglio Nazionale Ricerche Derivati della fisostigmina con proprieta'di inibizione della aceticolinesterasi e relativo procedimento di produzione
US4680172A (en) * 1985-03-05 1987-07-14 Ciba-Geigy Corporation Devices and methods for treating memory impairment
US4765985A (en) * 1985-03-05 1988-08-23 Ciba-Geigy Corporation Devices and methods for treating memory impairment
US4760083A (en) * 1986-04-10 1988-07-26 E. I. Dupont De Nemours & Company 3,3-disubstituted indolines
US4791107A (en) * 1986-07-16 1988-12-13 Hoechst-Roussel Pharmaceuticals, Inc. Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and) 1,3A,8)-di(and tri)methylpyrrolo(2,3-B)indoles, compositions and use
IT1225462B (it) * 1987-04-03 1990-11-14 Mediolanum Farmaceutici Srl Sali organici di derivati della fisostigmina
US5187165A (en) * 1987-05-15 1993-02-16 Hoechst-Roussel Pharmaceuticals Inc. Memory enhancing and analgesic 1,2,3a,8,8a-hexahydro-3a,8(and 1,3a,8)-di(and tri)methylpyrrolo[2,3-b]indoles
JPH0781624B2 (ja) * 1987-10-23 1995-09-06 株式会社クボタ 作業車の走行用伝動構造
DK168069B1 (da) * 1987-11-11 1994-01-31 Hoffmann La Roche Isoquinolinderivater og en fremgangsmaade til fremstilling af octahydroisoquinoliner ud fra derivaterne
US4900748A (en) * 1988-03-04 1990-02-13 The United States Of America As Represented By The Department Of Health And Human Services Carbamates related to (-)-physostigmine as cholinergic agents
US4971992A (en) * 1989-03-27 1990-11-20 Hoechst-Roussel Pharmaceuticals Inc. Carbonate derivatives of eseroline
US4937341A (en) * 1989-09-28 1990-06-26 Hoechst-Roussel Pharmaceuticals Inc. Process for preparing N-aminocarbarbamates related to physostigmine
US4914102A (en) * 1989-09-28 1990-04-03 Hoechst Roussel Pharmaceuticals, Inc. N-aminocarbamates related to physostigmine, pharmacentical compositions and use
US5260452A (en) * 1989-11-03 1993-11-09 Hoechst-Roussel Pharmaceuticals Inc. 4- and 6-carbamates related to physostigmine and intermediates for the preparation thereof
US5077289A (en) * 1989-11-30 1991-12-31 Hoechst Roussel Pharmaceuticals Inc. Memory enhancing and analgesic aminocarbonylcarbamates related to physostigmine
US5177101A (en) * 1989-11-30 1993-01-05 Hoechst-Roussel Pharmaceuticals Incorporated Memory enhancing and analgesic aminocarbonylcarbamates related to physostigmine
US5091541A (en) * 1990-02-01 1992-02-25 Hoechst-Roussel Pharmaceuticals Inc. Hexahydropyrrolo(2,3-B)indole carbamates, ureas, amides and related compounds
US4983616A (en) * 1990-02-01 1991-01-08 Hoechst-Roussel Pharmaceuticals Inc. Hexahydropyrrolo(2,3-B)indole carbamates, ureas, amides and related compounds
US5216017A (en) * 1990-05-11 1993-06-01 Hoechst-Roussel Pharmaceuticals Incorporated Pyrrolo[2,3-b]indole-ketones and analogs
US5173497A (en) * 1990-05-17 1992-12-22 Hoechst-Roussel Pharmaceuticals Incorporated Alpha-oxopyrrolo[2,3-B]indole acetic acids, esters, amides and related analogs
US5264587A (en) * 1990-05-17 1993-11-23 Hoechst-Roussel Pharmaceuticals Incorporated Method of preparing α-oxopyrrolo[2,3-b]indole acetic acids and derivatives
SG70968A1 (en) * 1990-06-27 2000-03-21 Hoechst Marion Roussel Inc Tetrahydroisquinolinylcarbamates of 1,2,3,3A,8,8A-hexahydro-1,3A-8-trimethylpyrrolo(2,3-b) indole
EP0513703A3 (en) * 1991-05-13 1993-01-13 Magis Farmaceutici S.P.A. Carbamate esters of eseroline having anticholinesterase activity, a process for their preparation and relative pharmaceutical compositions containing them as the active principle
US5171750A (en) * 1991-09-26 1992-12-15 The United States Of America As Represented By The Department Of Health And Human Services Substituted phenserines as specific inhibitors of acetylcholinesterase
US5206260A (en) * 1991-11-07 1993-04-27 Merck & Co., Inc. Hexahydropyrrolo[2,3-b]indole derivatives
US5302721A (en) * 1992-07-21 1994-04-12 Hoechst-Roussel Pharmaceuticals Incorporated Method of preparation of physostigmine carbamate derivatives from eseretholes

Also Published As

Publication number Publication date
US5621114A (en) 1997-04-15
AU7566887A (en) 1988-01-21
AU612583B2 (en) 1991-07-18
EP0253372B1 (en) 1994-09-28
EP0253372A2 (en) 1988-01-20
IE64429B1 (en) 1995-08-09
JPS6323881A (ja) 1988-02-01
KR880001656A (ko) 1988-04-25
HU206717B (en) 1992-12-28
CA1307788C (en) 1992-09-22
US5550254A (en) 1996-08-27
DK367987A (da) 1988-01-17
US5541340A (en) 1996-07-30
DE3750596D1 (de) 1994-11-03
DE3750596T2 (de) 1995-03-23
ATE112278T1 (de) 1994-10-15
IL83190A0 (en) 1987-12-31
US5541216A (en) 1996-07-30
US4791107A (en) 1988-12-13
PT85334A (en) 1987-08-01
JP2716099B2 (ja) 1998-02-18
US5639892A (en) 1997-06-17
DK367987D0 (da) 1987-07-15
PT85334B (pt) 1990-04-30
US5550253A (en) 1996-08-27
US5663190A (en) 1997-09-02
IE871911L (en) 1988-01-16
HUT47275A (en) 1989-02-28
US5547977A (en) 1996-08-20
EP0253372A3 (en) 1989-11-08
KR960003614B1 (ko) 1996-03-20
NZ221060A (en) 1990-11-27

Similar Documents

Publication Publication Date Title
ES2060585T3 (es) 1,2,3,3a,8,8a-hexahidro-1,3a,8-trimetilpirrolo(2,3-b)indoles, un procedimiento para su preparacion y su uso como medicamentos.
YU73300A (sh) Biciklični pirimidini i biciklični 3,4-dihidropirimidini kao inhibitori ćelijske proliferacije
NO942953L (no) 11-benzaldoksimestradienderivater, fremgangsmåte for deres fremstilling smat legemddel inneholdende slike
MA22895A1 (fr) 7-(2-aminoethyl) benzothiazolones.
AU554959B2 (en) Triazolo(4,3-a) quinazolin-5-ones
ATE13885T1 (de) Phenylpiperazinderivate von hetarylphenolen und hetarylanilinen, ihre herstellung und diese enthaltende therapeutische mittel.
NO167286C (no) Fremgangsmaate for fremstilling av terapeutisk aktive benzotiazepin-derivater.
DK283984A (da) Benzodiazepinderivater og fremgangsmaade til fremstilling deraf
NO170804C (no) Analogifremgangsmaate for fremstilling av terapeutisk aktive 1,2-benzisoksazol- og 1,2-benzisotiazol-derivater
ATE56713T1 (de) 1,2,3,4,4a,9b-hexahydro-4aaminoalkyldibenzofurane, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel.
DK614989A (da) Indolderivater, fremgangsmaade til deres fremstilling og farmaceutiske midler indeholdende dem
MX25922A (es) Pirido (3,4-b) pirrolo (1,2-e)(1,4,5)oxadiazepinasy compuestos analogos relacionados un procedimiento para su preparacion y su uso como medicamentos
DE3883434D1 (de) Mitomycinanaloge, Verfahren zu ihrer Herstellung und pharmazeutische Zubereitungen.
ATE47593T1 (de) Spiro(benzofuran-2(3h), 1'-cycloheptane>, verfahren und zwischenprodukte zu ihrer herstellung und ihre verwendung als arzneimittel.
DE69320542D1 (de) Pyrrolothienopyrazin-Verbindungen als 5HT3-Rezeptoren-Antagonisten
NO165294C (no) Analogifremgangsmaate for fremstilling av terapeutisk aktive 3-(1h-tetrazol-5-yl)thieno(2,3-d)pyrimidin-4(3h)-oner.
DK624086A (da) 6h-isoxazolo(3,4-d)pyrazolo(3,4-b)pyridiner eller farmaceutisk acceptable syreadditionssalte deraf, deres fremstilling og anvendelse som anxiolytika

Legal Events

Date Code Title Description
FG2A Definitive protection

Ref document number: 253372

Country of ref document: ES