ES8801213A1 - Un procedimiento para preparar derivados de acridina y ciclopenta (b) guinolina. - Google Patents

Un procedimiento para preparar derivados de acridina y ciclopenta (b) guinolina.

Info

Publication number
ES8801213A1
ES8801213A1 ES554569A ES554569A ES8801213A1 ES 8801213 A1 ES8801213 A1 ES 8801213A1 ES 554569 A ES554569 A ES 554569A ES 554569 A ES554569 A ES 554569A ES 8801213 A1 ES8801213 A1 ES 8801213A1
Authority
ES
Spain
Prior art keywords
loweralkyl
hydrogen
oxygen
bridged
thienylloweralkyl
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
ES554569A
Other languages
English (en)
Other versions
ES554569A0 (es
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
Priority claimed from US06/664,731 external-priority patent/US4631286A/en
Priority claimed from US06/781,155 external-priority patent/US4695573A/en
Application filed by Hoechst Roussel Pharmaceuticals Inc filed Critical Hoechst Roussel Pharmaceuticals Inc
Publication of ES8801213A1 publication Critical patent/ES8801213A1/es
Publication of ES554569A0 publication Critical patent/ES554569A0/es
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D219/00Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04Heterocyclic compounds containing acridine or hydrogenated acridine 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 ring system
    • C07D219/08Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D219/00Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04Heterocyclic compounds containing acridine or hydrogenated acridine 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 ring system
    • C07D219/08Nitrogen atoms
    • C07D219/10Nitrogen atoms attached in position 9
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D219/00Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04Heterocyclic compounds containing acridine or hydrogenated acridine 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 ring system
    • C07D219/08Nitrogen atoms
    • C07D219/10Nitrogen atoms attached in position 9
    • C07D219/12Amino-alkylamino radicals attached in position 9
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/16Ring systems of three rings containing carbocyclic rings other than six-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

PROCEDIMIENTO PARA PREPARAR DERIVADOS DE ACRIDINA Y CICLOPENTA B QUINOLINA. COMPRENDE: A) HACER REACCIONAR EL COMPUESTO DE FORMULA (I), EN QUE Y ES CFO Y Z ES CH2, CON R5LI, ENTRE 10 Y 50JC; B) HIDROLIZAR EL RESULTADO DE A), PARA FORMAR EL COMPUESTO (I) EN QUE Y ES CR OH; Y C) DESHIDRATAR EL COMPUESTO OBTENIDO PARA FORMAR EL COMPUESTO (I) EN QUE Y ES CR5 Y Z ES CH, EN PRESENCIA DE ACIDO ACETICO GLACIAL, ENTRE 70 Y 120JC. SIENDO: N, 1 O 2; X, R Y R1, H, ALQUILO DE C 1 A 6 Y OTROS; Y R2, ALQUILO O NRR1; R5, ALQUILO DE C 1 A 5.
ES554569A 1984-10-25 1986-04-30 Un procedimiento para preparar derivados de acridina y ciclopenta (b) guinolina. Expired ES8801213A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/664,731 US4631286A (en) 1984-10-25 1984-10-25 9-amino-1,2,3,4-tetrahydroacridin-1-ol and related compounds
US06/781,155 US4695573A (en) 1984-10-25 1985-10-01 9-amino-1,2,3,4-tetrahydroacridin-1-ol and related compounds

Publications (2)

Publication Number Publication Date
ES8801213A1 true ES8801213A1 (es) 1988-01-01
ES554569A0 ES554569A0 (es) 1988-01-01

Family

ID=27099040

Family Applications (3)

Application Number Title Priority Date Filing Date
ES548137A Expired ES8701165A1 (es) 1984-10-25 1985-10-23 Un procedimiento para preparar 9-amino-1,2,3,4-tetrahidro- acridin-1-ol y compuestos relacionados
ES554568A Expired ES8802383A1 (es) 1984-10-25 1986-04-30 Un procedimiento para preparar derivados de acridina y ciclopenta (b) quinolina.
ES554569A Expired ES8801213A1 (es) 1984-10-25 1986-04-30 Un procedimiento para preparar derivados de acridina y ciclopenta (b) guinolina.

Family Applications Before (2)

Application Number Title Priority Date Filing Date
ES548137A Expired ES8701165A1 (es) 1984-10-25 1985-10-23 Un procedimiento para preparar 9-amino-1,2,3,4-tetrahidro- acridin-1-ol y compuestos relacionados
ES554568A Expired ES8802383A1 (es) 1984-10-25 1986-04-30 Un procedimiento para preparar derivados de acridina y ciclopenta (b) quinolina.

Country Status (20)

Country Link
US (1) US4839364A (es)
EP (1) EP0179383B1 (es)
JP (1) JPH01125362A (es)
KR (1) KR900007624B1 (es)
AR (1) AR247394A1 (es)
AT (1) ATE63903T1 (es)
AU (2) AU589141B2 (es)
CA (1) CA1292744C (es)
DE (1) DE3582995D1 (es)
DK (2) DK167250B1 (es)
ES (3) ES8701165A1 (es)
FI (1) FI86421C (es)
GR (1) GR852555B (es)
HU (1) HU196183B (es)
IE (1) IE58696B1 (es)
IL (3) IL76796A (es)
NO (1) NO172847C (es)
NZ (2) NZ229248A (es)
PH (1) PH22614A (es)
PT (1) PT81362B (es)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2059263A1 (es) * 1992-10-27 1994-11-01 Vita Invest Sa Procedimiento para la obtencion del (+)-9-amino-1,2,3,4-tetrahidroacridin-1-ol.

Families Citing this family (48)

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DE3582995D1 (de) * 1984-10-25 1991-07-04 Hoechst Roussel Pharma 9-amino-1,2,3,4-tetrahydroacridin-1-ol und verwandte verbindungen, verfahren zu ihrer herstellung und verwendung als arzneimittel.
US4695573A (en) * 1984-10-25 1987-09-22 Hoechst-Roussel Pharmaceuticals Inc. 9-amino-1,2,3,4-tetrahydroacridin-1-ol and related compounds
GB8610980D0 (en) * 1986-05-06 1986-06-11 Ici America Inc Heterocyclic fused tricyclic compounds
US4789678A (en) * 1986-08-25 1988-12-06 Hoechst-Roussel Pharmaceuticals, Inc. Memory enhancing α-alkyl-4-amino-3-quinolinemethanols and 1-(4-aralkylamino-3-quinolinyl)alkanones and related compounds
US4816456A (en) * 1986-10-01 1989-03-28 Summers William K Administration of monoamine acridines in cholinergic neuronal deficit states
US4753950A (en) * 1986-11-24 1988-06-28 Hoechst-Roussel Pharmaceuticals, Inc. Fused heterocyclic tetrahydroaminoquinolinols and related compounds
US4897400A (en) * 1987-02-13 1990-01-30 Hoeschst-Roussel Pharmaceuticals, Inc. 9-amino-1,4-ethano-1,2,3,4-tetrahydroacridine and related compounds useful for incresing the cholinergic function in a mammal
NZ223875A (en) * 1987-03-17 1991-01-29 Hoechst Roussel Pharma 9-aminotetrahydroacridines and related homologues and pharmaceutical compositions
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DE3882573T2 (de) * 1987-04-20 1993-12-16 Hoechst Roussel Pharma 9-Hydroxyamino-tetrahydroacridine, Verfahren zu ihrer Herstellung und ihre Verwendung als Medikamente.
US6075144A (en) 1987-04-20 2000-06-13 Hoechst Marion Roussel, Inc. 9-hydroxyamino tetrahydroacridine and related compounds
US4843079A (en) * 1987-04-23 1989-06-27 Hoechst-Roussel Pharmaceuticals, Inc. Fused heteroalkylene quinolinamines
US4970316A (en) * 1987-05-07 1990-11-13 American Home Products Corporation Pyrano-, thiopyrano- and cyclohexylquinolines as inhibitors of interleukin 1
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US5037833A (en) * 1988-07-25 1991-08-06 Hoechst-Roussel Pharmaceuticals Inc. N-[substituted alkylidene]fused-bicycloalkylidene quinolinamines useful for enhancing the cholinergic function in a mammal
US5013741A (en) * 1987-09-08 1991-05-07 Hoechst-Roussel Pharmaceuticals Incorporated N-[substituted alkylidene]-1,2,3,4-tetrahydro-9-acridinamines useful for enhancing the cholinergic function in a mammal
US4800203A (en) * 1987-09-24 1989-01-24 Hoechst-Roussel Pharmaceuticals, Inc. Pyrrolo(1,2-b)cinnolines
IL87861A0 (en) * 1987-10-05 1989-03-31 Pfizer 4-aminopyridine derivatives
US5202440A (en) * 1987-10-05 1993-04-13 Pfizer Inc. Certain 9-amino-2-(or 4)-oxa 1,2,3,4-tetrahydro- or 1,2,3,4,5,6,7,8-octahydro-acridines
DE3889302T2 (de) * 1987-12-03 1994-10-20 Mitsubishi Chem Ind 9-(Acylamino)tetrahydroacridinderivate und wahrnehmungssteigernde Mittel davon als aktiver Wirkstoff.
IL92307A0 (en) * 1988-11-16 1990-07-26 Hoechst Roussel Pharma Hydroxy-1,2,3,4-tetrahydroamino-acridines,a process for their preparation and pharmaceutical compositions containing them
US4927820A (en) * 1988-11-25 1990-05-22 Hoechst Roussel Pharmaceuticals Inc. Fused heterocyclic derivatives of 1,2,3,4-tetrahydroacridine
GB8827704D0 (en) * 1988-11-28 1988-12-29 Fujisawa Pharmaceutical Co New acridine derivatives & processes for their production
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
US4916135A (en) * 1989-05-08 1990-04-10 Hoechst Roussel Pharmaceuticals Inc. N-heteroaryl-4-quinolinamines
US5053513A (en) * 1990-03-29 1991-10-01 Hoechst-Roussel Pharmaceuticals Incorporated Method of reducing a carbonyl containing acridine
US5210087A (en) * 1991-02-13 1993-05-11 Hoechst-Roussel Pharmaceuticals Inc. 9-aminotetrahydroacridines and related compounds
RU2024509C1 (ru) * 1991-05-07 1994-12-15 Всероссийский научный центр по безопасности биологически активных веществ Производные 9-аминоакридина или их соли с органическими или неорганическими кислотами, проявляющие психотропную, антиамнестическую и липидрегулирующую активность
GB2264707A (en) * 1991-06-18 1993-09-08 Roger Michael Marchbanks Acridine derivatives for treating alzheimer's disease
US5434165A (en) * 1991-11-18 1995-07-18 Sanawa Kagaku Kenkyusho Company, Ltd. Nootropic agents, compositions of, and method of use thereof
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
US5247091A (en) * 1992-07-30 1993-09-21 Hoechst Celanese Corporation Preparation of enamines in aqueous media
US5466696A (en) * 1992-09-10 1995-11-14 Warner Lambert Company Tacrine and cytochrome P450 oxidase inhibitors and methods of use
US5422350A (en) * 1992-09-10 1995-06-06 Warner-Lambert Company Nitrogen substituted acridine and cytochrome P450 inhibitors and methods of use
CA2161538A1 (en) * 1993-07-22 1995-02-02 S. Shirley Yang Controlled release tacrine drug delivery systems and methods for preparing same
US5434170A (en) * 1993-12-23 1995-07-18 Andrulis Pharmaceuticals Corp. Method for treating neurocognitive disorders
US20100210590A1 (en) * 1995-09-27 2010-08-19 Northwestern University Compositions and treatments for seizure-related disorders
ES2144353B1 (es) * 1997-12-26 2001-01-01 Consejo Superior Investigacion Nuevos analogos de tacrina: potenciales agentes neuroprotectores para las enfermedades de alzheimer y parkinson. su procedimiento de obtencion.
KR100381716B1 (ko) * 2000-10-09 2003-04-26 한국화학연구원 항암활성을 가지는 아크리딘 유도체
WO2005072713A2 (en) 2004-01-27 2005-08-11 The Feinstein Institute For Medical Research Cholinesterase inhibitors for treating inflammation
JPWO2006004201A1 (ja) * 2004-07-01 2008-04-24 エーザイ・アール・アンド・ディー・マネジメント株式会社 神経再生促進剤
CA2589102C (en) * 2004-11-02 2013-08-13 Northwestern University Pyridazine compounds and methods for using the compounds to treat inflammatory diseases
EP1828111A2 (en) * 2004-11-12 2007-09-05 Neurochem (International) Limited Methods and fluorinated compositions for treating amyloid-related diseases
US20080188510A1 (en) * 2005-05-23 2008-08-07 Eisai R & D Management Co., Ltd. Novel methods using zonisamide
WO2007127474A2 (en) * 2006-04-28 2007-11-08 Northwestern University Compositions and treatments using pyridazine compounds and cholinesterase inhibitors
WO2015107119A1 (en) * 2014-01-15 2015-07-23 Centre National De La Recherche Scientifique (Cnrs) Water soluble 4-azapodophyllotoxin analogs
KR101586473B1 (ko) * 2014-04-30 2016-01-19 (주)이컴프 스크롤 압축기
RU2567388C1 (ru) * 2014-12-10 2015-11-10 Открытое акционерное общество "Нижегородский химико-фармацевтический завод" Способ получения 9-бутиламино-3,3-диметил-3,4-дигидроакридин-1(2н)-она гидрохлорида

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2059263A1 (es) * 1992-10-27 1994-11-01 Vita Invest Sa Procedimiento para la obtencion del (+)-9-amino-1,2,3,4-tetrahidroacridin-1-ol.

Also Published As

Publication number Publication date
ES554568A0 (es) 1988-05-16
ES8701165A1 (es) 1986-11-16
ES8802383A1 (es) 1988-05-16
NO172847C (no) 1993-09-15
JPH01125362A (ja) 1989-05-17
AU3823489A (en) 1989-10-26
NZ213932A (en) 1990-12-21
PT81362A (en) 1985-11-01
DK141992A (da) 1992-11-26
DE3582995D1 (de) 1991-07-04
FI854156L (fi) 1986-04-26
NZ229248A (en) 1990-12-21
NO904711L (no) 1986-04-28
NO172847B (no) 1993-06-07
FI86421C (fi) 1992-08-25
DK141992D0 (da) 1992-11-26
IL90300A0 (en) 1989-12-15
KR860003227A (ko) 1986-05-21
HU196183B (en) 1988-10-28
AU589141B2 (en) 1989-10-05
DK488885A (da) 1986-04-26
DK168704B1 (da) 1994-05-24
IL90300A (en) 1990-11-29
PT81362B (pt) 1987-11-30
DK488885D0 (da) 1985-10-24
IE58696B1 (en) 1993-11-03
EP0179383B1 (en) 1991-05-29
CA1292744C (en) 1991-12-03
EP0179383A2 (en) 1986-04-30
AR247394A1 (es) 1994-12-29
ES548137A0 (es) 1986-11-16
DK167250B1 (da) 1993-09-27
NO904711D0 (no) 1990-10-30
EP0179383A3 (en) 1987-01-28
KR900007624B1 (ko) 1990-10-17
US4839364A (en) 1989-06-13
IL76796A (en) 1990-03-19
ES554569A0 (es) 1988-01-01
AU4903885A (en) 1986-05-01
ATE63903T1 (de) 1991-06-15
FI854156A0 (fi) 1985-10-23
AU615768B2 (en) 1991-10-10
GR852555B (es) 1986-02-24
IL76796A0 (en) 1986-02-28
PH22614A (en) 1988-10-17
JPH0584306B2 (es) 1993-12-01
HUT41009A (en) 1987-03-30
FI86421B (fi) 1992-05-15
IE852632L (en) 1986-04-25

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