ES2056962T3 - Un procedimiento para la preparacion de nuevos derivados de camptotecina. - Google Patents

Un procedimiento para la preparacion de nuevos derivados de camptotecina.

Info

Publication number
ES2056962T3
ES2056962T3 ES89100875T ES89100875T ES2056962T3 ES 2056962 T3 ES2056962 T3 ES 2056962T3 ES 89100875 T ES89100875 T ES 89100875T ES 89100875 T ES89100875 T ES 89100875T ES 2056962 T3 ES2056962 T3 ES 2056962T3
Authority
ES
Spain
Prior art keywords
hydroxyl
amino
hydrogen
lower alkyl
lower alkoxy
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
ES89100875T
Other languages
English (en)
Inventor
Takashi C O Kabushiki Yaegashi
Satoru C O Kabushiki K Okajima
Seigo C O Kabushiki Kai Sawada
Kenichiro C O Kabushiki Nokata
Kenichi C O Kabushiki K Tezuka
Hiroshi C O Kabushiki K Nagata
Teruo C O Kabushiki K Yokokura
Tadashi Miyasaka
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.)
Yakult Honsha Co Ltd
Original Assignee
Yakult Honsha Co Ltd
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 Yakult Honsha Co Ltd filed Critical Yakult Honsha Co Ltd
Application granted granted Critical
Publication of ES2056962T3 publication Critical patent/ES2056962T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • 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
    • C07D491/22Heterocyclic 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 four or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)

Abstract

SE PRESENTAN DERIVADOS DE COMPTOTECINA Y UN PROCESO PARA LA PREPARACION DE LOS MISMOS, QUE SE REPRESENTAN POR LA FORMULA(I); DONDE R1 ES UN GRUPO BAJO ALQUILO, R2 ES UN ATOMO DE H O UN GRUPO AMINO, HIDROXIL, BAJO ACILAMINO O BAJO ALCOXI, R3 ES UN ATOMO DE H O HALOGENO O UN GRUPO BAJO ALQUILO, HIDROXILO, BAJO ALCOXI, NITRO, AMINO, CIANO O DI(BAJO ALQUIL)AMINO. R4 ES UN ATOMO DE H O HALOGENO O UN GRUPO BAJO ALQUILO, HIDROXILO, BAJO ALCOXI, BAJO ALQUILTIO, AMINO CIANO O DI(BAJO ALQUIL)AMINO Y R5 ES UN ATOMO DE H O HALOGENO O UN GRUPO HIDROXILO, O BAJO ALCOXI CON LA CONDICION DE QUE TODOS LOS SUSTITUYENTES R2, R3, R4 Y R5 NO DEBEN SER UN ATOMOS DE H Y QUE SI UNO DE ESTOS ES UN GRUPO HIDROXILO O BAJO ALCOXI, LOS OTROS 3 SUSTITUYENTES NO DEBEN DE SER UN ATOMO DE H. LOS NUEVOS DERIVADOS DE LA COMPTOTECINA SON UTILES COMO DROGAS ANTITUMOR O SUS INTERMEDIARIOS.
ES89100875T 1988-01-20 1989-01-19 Un procedimiento para la preparacion de nuevos derivados de camptotecina. Expired - Lifetime ES2056962T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63008388A JPH0615547B2 (ja) 1988-01-20 1988-01-20 新規なカンプトテシン誘導体

Publications (1)

Publication Number Publication Date
ES2056962T3 true ES2056962T3 (es) 1994-10-16

Family

ID=11691823

Family Applications (1)

Application Number Title Priority Date Filing Date
ES89100875T Expired - Lifetime ES2056962T3 (es) 1988-01-20 1989-01-19 Un procedimiento para la preparacion de nuevos derivados de camptotecina.

Country Status (9)

Country Link
US (1) US5061800A (es)
EP (1) EP0325247B1 (es)
JP (1) JPH0615547B2 (es)
KR (1) KR960007866B1 (es)
AT (1) ATE89559T1 (es)
CA (1) CA1332414C (es)
DE (1) DE68906552T2 (es)
ES (1) ES2056962T3 (es)
GR (1) GR3007919T3 (es)

Families Citing this family (61)

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US4939255A (en) * 1987-06-24 1990-07-03 Daiichi Pharmaceutical Co., Ltd. Hexa-cyclic camptothecin derivatives
NZ235329A (en) * 1989-09-15 1992-01-29 Res Triangle Inst 20(s or rs)-camptothecin derivatives and pharmaceutical compositions
US5552154A (en) * 1989-11-06 1996-09-03 The Stehlin Foundation For Cancer Research Method for treating cancer with water-insoluble s-camptothecin of the closed lactone ring form and derivatives thereof
JP2684104B2 (ja) * 1990-02-09 1997-12-03 株式会社ヤクルト本社 新規なカンプトテシン誘導体
HU213136B (en) * 1990-08-14 1997-02-28 Kyorin Seiyaku Kk Process for producing fluoroethyl camptothecin derivatives and pharmaceutical compositions containing them
SK283693B6 (sk) * 1990-09-28 2003-12-02 Smithkline Beecham Corporation Spôsob prípravy kamptotecínu alebo jeho farmaceuticky prijateľnej soli
US5883255A (en) * 1990-10-31 1999-03-16 Smithkline Beecham Corporation Substituted indolizino 1,2-b!quinolinones
US5162532A (en) * 1990-12-20 1992-11-10 North Carolina State University Intermediates and method of making camptothecin and camptothecin analogs
US5315007A (en) * 1990-12-20 1994-05-24 North Carolina State University Process for making DE ring intermediates for the synthesis of camptothecin and camptothecin analogs
US5212317A (en) * 1990-12-20 1993-05-18 North Carolina State University Methods and intermediates for the assymmetric synthesis of camptothecin and camptothecin analogs
US5200524A (en) * 1990-12-20 1993-04-06 North Carolina State University Camptothecin intermediates and method of making same
US5254690A (en) * 1990-12-20 1993-10-19 North Carolina State University Alkoxymethylpyridine d-ring intermediates useful for the synthesis of camptpthecin and camptothecin analogs
US5258516A (en) * 1990-12-20 1993-11-02 Nc State University Optically pure D,E ring intermediates useful for the synthesis of camptothecin and camptothecin analogs
US5264579A (en) * 1990-12-20 1993-11-23 North Carolina State University D ring intermediates for the synthesis of camptothecin and camptothecin analogs
US6080751A (en) * 1992-01-14 2000-06-27 The Stehlin Foundation For Cancer Research Method for treating pancreatic cancer in humans with water-insoluble S-camptothecin of the closed lactone ring form and derivatives thereof
US5428166A (en) * 1992-06-18 1995-06-27 North Carolina State University Method of making asymmetric de ring intermediates for the synthesis of camptothecin and camptothecin analogs
US5459269A (en) * 1992-06-18 1995-10-17 North Carolina State University 14-halo-camptothecins
US5391745A (en) * 1992-07-23 1995-02-21 Sloan-Kettering Institute For Cancer Research Methods of preparation of camptothecin analogs
US5446047A (en) * 1992-07-23 1995-08-29 Sloan-Kettering Institute For Cancer Research Camptothecin analogues
AP9300587A0 (en) * 1992-11-12 1995-05-05 Glaxo Inc Water soluble camptothecin derivatives.
WO1995003803A1 (en) * 1993-08-03 1995-02-09 Smithkline Beecham Corporation SUBSTITUTED FURO[3',4':6,7]INDOLIZINO[1,2-b]QUINOLINONES
US5475108A (en) * 1993-08-31 1995-12-12 North Carolina State University Camptothecin intermediates and method of making camptothecin and comptothecin analogs
US5447936A (en) * 1993-12-22 1995-09-05 Bionumerik Pharmaceuticals, Inc. Lactone stable formulation of 10-hydroxy 7-ethyl camptothecin and methods for uses thereof
GB9402934D0 (en) * 1994-02-16 1994-04-06 Erba Carlo Spa Camptothecin derivatives and process for their preparation
US5468754A (en) * 1994-04-19 1995-11-21 Bionumerik Pharmaceuticals, Inc. 11,7 substituted camptothecin derivatives and formulations of 11,7 substituted camptothecin derivatives and methods for uses thereof
US5604233A (en) * 1994-04-28 1997-02-18 Bionumerik Pharmaceuticals, Inc. Lactone stable formulation of 7-ethyl camptothecin and methods for uses thereof
US5491237A (en) 1994-05-03 1996-02-13 Glaxo Wellcome Inc. Intermediates in pharmaceutical camptothecin preparation
JPH0873461A (ja) * 1994-09-06 1996-03-19 Yakult Honsha Co Ltd 新規なカンプトテシン誘導体、その製造法および抗腫瘍剤
US5496952A (en) * 1995-02-07 1996-03-05 North Carolina State University Method of making asymmetric DE ring intermediates for the synthesis of camptothecin and camptothecin analogs
GB9510716D0 (en) * 1995-05-26 1995-07-19 Pharmacia Spa Substituted camptothecin derivatives and process for their preparation
US5663177A (en) * 1995-05-31 1997-09-02 Smithkline Beecham Corporation Water soluble camptothecin analogs
US5726181A (en) * 1995-06-05 1998-03-10 Bionumerik Pharmaceuticals, Inc. Formulations and compositions of poorly water soluble camptothecin derivatives
CA2223484A1 (en) * 1995-06-07 1996-12-19 Thomas Jefferson University Anti-fungal agents and methods of identifying and using the same
NZ334240A (en) * 1996-08-19 2000-01-28 Bionumerik Pharmaceuticals Inc Highly lipophilic camptothecin derivatives for the treatment of cancer
SG104284A1 (en) * 1996-10-30 2004-06-21 Tanabe Seiyaku Co S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof
US6559309B2 (en) 1996-11-01 2003-05-06 Osi Pharmaceuticals, Inc. Preparation of a camptothecin derivative by intramolecular cyclisation
US6169080B1 (en) * 1997-02-13 2001-01-02 Bionumerik Pharmaceuticals, Inc. Highly lipophilic camptothecin derivatives
CA2280905C (en) * 1997-02-14 2006-08-29 Bionumerik Pharmaceuticals, Inc. Highly lipophilic camptothecin derivatives
US6046209A (en) * 1997-05-27 2000-04-04 Smithkline Beecham Corporation Water soluble camptothecin analogs
JP4094710B2 (ja) 1997-11-06 2008-06-04 株式会社ヤクルト本社 新規なカンプトテシン誘導体
EP2266607A3 (en) 1999-10-01 2011-04-20 Immunogen, Inc. Immunoconjugates for treating cancer
EA005619B1 (ru) 2000-02-28 2005-04-28 Авентис Фарма С.А. Композиция, включающая камптотецин и производное пиримидина, для лечения рака
US6548488B2 (en) 2000-03-17 2003-04-15 Aventis Pharma S.A. Composition comprising camptothecin or a camptothecin derivative and an alkylating agent for the treatment of cancer
US6545010B2 (en) 2000-03-17 2003-04-08 Aventis Pharma S.A. Composition comprising camptothecin or a camptothecin derivative and a platin derivative for the treatment of cancer
AR027687A1 (es) * 2000-03-22 2003-04-09 Yakult Honsha Kk Procedimiento para preparar camptotecina
US6486320B2 (en) 2000-09-15 2002-11-26 Aventis Pharma S.A. Preparation of camptothecin and of its derivatives
WO2002034244A2 (en) 2000-10-27 2002-05-02 Aventis Pharma S.A. A combination comprising camptothecin and a stilbene derivative for the treatment of cancer
JP2002255821A (ja) * 2001-03-06 2002-09-11 Yakult Honsha Co Ltd 抗癌剤耐性癌に対する治療剤
US7183415B2 (en) 2001-10-25 2007-02-27 Takeda Pharmaceutical Company Limited Quinoline compound
US7563810B2 (en) 2002-11-06 2009-07-21 Celgene Corporation Methods of using 3-(4-amino-1-oxo-1,3-dihydroisoindol-2-yl)-piperidine-2,6-dione for the treatment and management of myeloproliferative diseases
US8034831B2 (en) 2002-11-06 2011-10-11 Celgene Corporation Methods for the treatment and management of myeloproliferative diseases using 4-(amino)-2-(2,6-Dioxo(3-piperidyl)-isoindoline-1,3-dione in combination with other therapies
WO2004055020A1 (en) * 2002-12-16 2004-07-01 Council Of Scientific And Industrial Research Process for the direct preparation of 5-alkoxy and 5-acyloxy analogues of campthothecins or mappicene ketones
CZ299329B6 (cs) * 2003-08-26 2008-06-18 Pliva-Lachema A.S. Zpusob výroby 7-ethyl-10-[ 4-(1-piperidino)-1-piperidino]karbonyloxykamptothecinu
CZ299593B6 (cs) * 2003-12-16 2008-09-10 Pliva-Lachema A. S. Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
US20090104254A1 (en) 2004-12-22 2009-04-23 Rutgers, The State University Of New Jersey Controlled Release Hydrogels
WO2012050591A1 (en) 2010-10-15 2012-04-19 Rutgers, The State University Of New Jersey Hydrogel formulation for dermal and ocular delivery
JP5313867B2 (ja) 2006-03-30 2013-10-09 ドライス ファーマシューティカルズ,インコーポレイティド カンプトテシン−細胞透過性ペプチド複合体及びそれを含む医薬組成物
EP2862571A4 (en) * 2012-06-18 2016-03-16 Li Yuliang CAMPTOTHECIN COMPOUND, AND ITS MANUFACTURE AND USE
FI3958977T3 (fi) 2019-04-26 2023-12-12 Immunogen Inc Kamptotesiinijohdannaisia
CN110872305B (zh) * 2019-11-22 2021-05-04 浙江工业大学 一种氟化喜树碱药物衍生物及其制备与应用
US12029736B2 (en) 2020-02-25 2024-07-09 Mediboston Limited Camptothecin derivatives and conjugates thereof

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5839683A (ja) * 1981-09-04 1983-03-08 Yakult Honsha Co Ltd 新規なカンプトテシン誘導体
US4473692A (en) * 1981-09-04 1984-09-25 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives and process for preparing same
JPS58154584A (ja) * 1982-03-10 1983-09-14 Yakult Honsha Co Ltd 5位ヒドロキシ置換カンプトテシン誘導体の製造法
JPS6019790A (ja) * 1983-07-14 1985-01-31 Yakult Honsha Co Ltd 新規なカンプトテシン誘導体
JPS6185389A (ja) * 1984-10-03 1986-04-30 Yakult Honsha Co Ltd 新規なカンプトテシン誘導体
EP0220601B1 (en) * 1985-10-21 1991-12-11 Daiichi Seiyaku Co., Ltd. Pyranoindolizine derivatives and preparation process thereof

Also Published As

Publication number Publication date
JPH0615547B2 (ja) 1994-03-02
EP0325247B1 (en) 1993-05-19
KR890011884A (ko) 1989-08-23
CA1332414C (en) 1994-10-11
GR3007919T3 (es) 1993-08-31
KR960007866B1 (ko) 1996-06-13
EP0325247A1 (en) 1989-07-26
DE68906552D1 (de) 1993-06-24
JPH01186892A (ja) 1989-07-26
ATE89559T1 (de) 1993-06-15
US5061800A (en) 1991-10-29
DE68906552T2 (de) 1993-12-16

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