JP5301066B2 - カンプトセシン芳香族エステルおよび癌治療方法 - Google Patents

カンプトセシン芳香族エステルおよび癌治療方法 Download PDF

Info

Publication number
JP5301066B2
JP5301066B2 JP2001514342A JP2001514342A JP5301066B2 JP 5301066 B2 JP5301066 B2 JP 5301066B2 JP 2001514342 A JP2001514342 A JP 2001514342A JP 2001514342 A JP2001514342 A JP 2001514342A JP 5301066 B2 JP5301066 B2 JP 5301066B2
Authority
JP
Japan
Prior art keywords
mol
camptothecin
nitrocamptothecin
mass
nmr
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 - Fee Related
Application number
JP2001514342A
Other languages
English (en)
Japanese (ja)
Other versions
JP2003506378A5 (enExample
JP2003506378A (ja
Inventor
ジソン カオ,
ベッピーノ ジョバネラ,
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.)
Stehlin Foundation for Cancer Research
Original Assignee
Stehlin Foundation for Cancer Research
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 Stehlin Foundation for Cancer Research filed Critical Stehlin Foundation for Cancer Research
Publication of JP2003506378A publication Critical patent/JP2003506378A/ja
Publication of JP2003506378A5 publication Critical patent/JP2003506378A5/ja
Application granted granted Critical
Publication of JP5301066B2 publication Critical patent/JP5301066B2/ja
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
JP2001514342A 1999-08-03 2000-07-25 カンプトセシン芳香族エステルおよび癌治療方法 Expired - Fee Related JP5301066B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/365,633 1999-08-03
US09/365,633 US6228855B1 (en) 1999-08-03 1999-08-03 Aromatic esters of camptothecins and methods to treat cancers
PCT/US2000/020133 WO2001009139A1 (en) 1999-08-03 2000-07-25 Aromatic esters of camptothecins and methods to treat cancers

Publications (3)

Publication Number Publication Date
JP2003506378A JP2003506378A (ja) 2003-02-18
JP2003506378A5 JP2003506378A5 (enExample) 2011-03-31
JP5301066B2 true JP5301066B2 (ja) 2013-09-25

Family

ID=23439682

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2001514342A Expired - Fee Related JP5301066B2 (ja) 1999-08-03 2000-07-25 カンプトセシン芳香族エステルおよび癌治療方法

Country Status (9)

Country Link
US (2) US6228855B1 (enExample)
EP (1) EP1200443B1 (enExample)
JP (1) JP5301066B2 (enExample)
AT (1) ATE260282T1 (enExample)
AU (1) AU6369900A (enExample)
CA (1) CA2380022C (enExample)
DE (1) DE60008540T2 (enExample)
ES (1) ES2213593T3 (enExample)
WO (1) WO2001009139A1 (enExample)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4465109B2 (ja) 1997-12-17 2010-05-19 エンゾン ファーマシューティカルズ,インコーポレーテッド アミノ及びヒドロキシル含有生物活性剤のポリマープロドラッグ
US6534080B2 (en) 2001-02-12 2003-03-18 Super Gen, Inc. Method for administering camptothecins via injection of pharmaceutical composition comprising coated particles of a camptothecin
US20020150615A1 (en) * 2001-02-12 2002-10-17 Howard Sands Injectable pharmaceutical composition comprising microdroplets of a camptothecin
US6509027B2 (en) 2001-02-12 2003-01-21 Supergen, Inc. Injectable pharmaceutical composition comprising coated particles of camptothecin
US6497896B2 (en) 2001-02-12 2002-12-24 Supergen, Inc. Method for administering camptothecins via injection of a pharmaceutical composition comprising microdroplets containing a camptothecin
US6699875B2 (en) 2002-05-06 2004-03-02 The Stehlin Foundation For Cancer Research Cascade esters of camptothecins and methods of treating cancer using these compounds
US6703399B2 (en) 2002-05-06 2004-03-09 The Stehlin Foundation For Cancer Research Halo-alkyl esters of camptothecins and methods of treating cancer using these compounds
ITRM20020306A1 (it) 2002-05-31 2003-12-01 Sigma Tau Ind Farmaceuti Esteri in posizione 20 di camptotecine.
CN100443486C (zh) * 2002-09-11 2008-12-17 中国医学科学院药物研究所 7-酯化和7,20-双酯化的喜树碱衍生物及其制法和其药物组合物与用途
US20040204435A1 (en) * 2003-04-09 2004-10-14 Joachim Liehr Alternating treatment with topoisomerase I and topoisomerase II inhibitors
WO2005062991A2 (en) * 2003-12-23 2005-07-14 American Bioscience, Inc. Ten and 20-di-esterification derivatives of camptothecins and methods to treat cancers
WO2005062985A2 (en) * 2003-12-23 2005-07-14 American Bioscience, Inc. Di-ester prodrugs of camptothecin, process for their preparation and their therapeutical applications
WO2005070936A1 (en) * 2004-01-09 2005-08-04 Institute Of Mataria Medica, Chinese Academy Of Medical Sciences 20-esterized camptothecin derivatives, their preparation and the pharmaceutical compositions and the use
US20060135546A1 (en) * 2004-12-16 2006-06-22 Jagadevappa Basavaraja Methods for the purification of 20(S)- camptothecin
US7875602B2 (en) * 2005-10-21 2011-01-25 Sutter West Bay Hospitals Camptothecin derivatives as chemoradiosensitizing agents
JP2010500350A (ja) * 2006-08-11 2010-01-07 ザ クリストゥス ステーリン ファウンデーション フォー キャンサー リサーチ カンプトテシンのエステルの製造法
US7572803B2 (en) * 2007-10-25 2009-08-11 The Christus Stehlin Foundation For Cancer Research Hydrated crystalline esters of camptothecin
US20130121921A1 (en) 2011-11-11 2013-05-16 The Christus Stehlin Foundation For Cancer Research Rodent Therapeutic Model And Methods
CN115073483B (zh) * 2022-07-27 2022-10-25 泽升科技(广州)有限公司 一种伊立替康的对映体的制备方法

Family Cites Families (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3894029A (en) 1971-08-26 1975-07-08 Basf Ag Production of camptothecin and camptothecin-like compounds
US4399282A (en) 1979-07-10 1983-08-16 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives
JPS56108787A (en) 1980-01-31 1981-08-28 Sato Yakugaku Kenkyusho:Kk Camptothecin coline salt and its preparation
US4473692A (en) * 1981-09-04 1984-09-25 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives and process for preparing same
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
US4894456A (en) 1987-03-31 1990-01-16 Research Triangle Institute Synthesis of camptothecin and analogs thereof
US5227380A (en) * 1987-03-31 1993-07-13 Research Triangle Institute Pharmaceutical compositions and methods employing camptothecins
US5106742A (en) 1987-03-31 1992-04-21 Wall Monroe E Camptothecin analogs as potent inhibitors of topoisomerase I
US5053512A (en) 1987-04-14 1991-10-01 Research Triangle Institute Total synthesis of 20(S) and 20(R)-camptothecin and compthothecin derivatives
US5180722A (en) 1987-04-14 1993-01-19 Research Triangle Institute 10,11-methylenedioxy-20(RS)-camptothecin and 10,11-methylenedioxy-20(S)-camptothecin analogs
CA1332413C (en) 1987-06-25 1994-10-11 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives and process for preparing same
JPS6461482A (en) 1987-08-31 1989-03-08 Yakult Honsha Kk Dehydrocamptothecin and production thereof
US4943579A (en) 1987-10-06 1990-07-24 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Water soluble prodrugs of camptothecin
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
US5225404A (en) 1989-11-06 1993-07-06 New York University Methods of treating colon tumors with tumor-inhibiting camptothecin compounds
DK0547165T3 (da) 1990-09-28 2000-03-27 Smithkline Beecham Corp Fremgangsmåde til fremstilling af vandopløselige camptothecinanaloger såvel som forbindelserne 10-hydroxy-11-C(1-6)-alkoxyc
US5126351A (en) 1991-01-24 1992-06-30 Glaxo Inc. Antitumor compounds
JP2738979B2 (ja) 1991-02-21 1998-04-08 スミスクライン・ビーチャム・コーポレイション 非小細胞肺癌の治療
US5391745A (en) 1992-07-23 1995-02-21 Sloan-Kettering Institute For Cancer Research Methods of preparation of camptothecin analogs
US5646154A (en) 1992-10-07 1997-07-08 Sumitomo Pharmaceuticals Co., Ltd. Pharmaceutical compositions for inhibiting the formation of tumor necrosis factor
US5552156A (en) 1992-10-23 1996-09-03 Ohio State University Liposomal and micellular stabilization of camptothecin drugs
FR2697752B1 (fr) 1992-11-10 1995-04-14 Rhone Poulenc Rorer Sa Compositions antitumorales contenant des dérivés du taxane.
EP0602361B1 (de) 1992-11-17 1997-01-22 C. Rob. Hammerstein GmbH Rückenlehnengelenk für einen Fahrzeugsitz
US5352789A (en) 1993-02-25 1994-10-04 The Stehlin Foundation For Cancer Research Methods for purifying camptothecin compounds
US5527913A (en) 1993-02-25 1996-06-18 The Stehlin Foundation For Cancer Research Methods for purifying camptothecin compounds
US5880131A (en) 1993-10-20 1999-03-09 Enzon, Inc. High molecular weight polymer-based prodrugs
US5840900A (en) 1993-10-20 1998-11-24 Enzon, Inc. High molecular weight polymer-based prodrugs
GB9402934D0 (en) 1994-02-16 1994-04-06 Erba Carlo Spa Camptothecin derivatives and process for their preparation
GB9410388D0 (en) 1994-05-24 1994-07-13 Erba Carlo Spa Method for the preparation of 9-amino camptothecin
US5786344A (en) 1994-07-05 1998-07-28 Arch Development Corporation Camptothecin drug combinations and methods with reduced side effects
US5646159A (en) 1994-07-20 1997-07-08 Research Triangle Institute Water-soluble esters of camptothecin compounds
US5736156A (en) 1995-03-22 1998-04-07 The Ohio State University Liposomal anf micellular stabilization of camptothecin drugs
US5834012A (en) 1995-05-03 1998-11-10 Roman Perez-Soler Lipid complexed topoisomerase I inhibitors
GB9510716D0 (en) 1995-05-26 1995-07-19 Pharmacia Spa Substituted camptothecin derivatives and process for their preparation
US5726181A (en) 1995-06-05 1998-03-10 Bionumerik Pharmaceuticals, Inc. Formulations and compositions of poorly water soluble camptothecin derivatives
SG50747A1 (en) 1995-08-02 1998-07-20 Tanabe Seiyaku Co Comptothecin derivatives
CA2192725C (en) 1995-12-28 2004-04-20 Kenji Tsujihara Camptothecin derivatives
US5731316A (en) 1996-01-30 1998-03-24 The Stehlin Foundation For Cancer Research Derivatives of camptothecin and methods of treating cancer using these derivatives
CA2262745C (en) 1996-08-19 2006-04-04 Bionumerik Pharmaceuticals, Inc. Highly lipophilic camptothecin derivatives
US5827533A (en) 1997-02-06 1998-10-27 Duke University Liposomes containing active agents aggregated with lipid surfactants
US6111107A (en) 1997-11-20 2000-08-29 Enzon, Inc. High yield method for stereoselective acylation of tertiary alcohols

Also Published As

Publication number Publication date
AU6369900A (en) 2001-02-19
CA2380022C (en) 2010-10-19
US20020049324A1 (en) 2002-04-25
EP1200443A1 (en) 2002-05-02
US6228855B1 (en) 2001-05-08
DE60008540D1 (de) 2004-04-01
CA2380022A1 (en) 2001-02-08
WO2001009139A1 (en) 2001-02-08
JP2003506378A (ja) 2003-02-18
DE60008540T2 (de) 2004-07-29
ATE260282T1 (de) 2004-03-15
EP1200443B1 (en) 2004-02-25
ES2213593T3 (es) 2004-09-01
US6407239B1 (en) 2002-06-18

Similar Documents

Publication Publication Date Title
JP5301066B2 (ja) カンプトセシン芳香族エステルおよび癌治療方法
US5731316A (en) Derivatives of camptothecin and methods of treating cancer using these derivatives
US6352996B1 (en) Liposomal prodrugs comprising derivatives of camptothecin and methods of treating cancer using these prodrugs
US8217053B2 (en) Camptothecin derivatives with antitumor activity
JP4584538B2 (ja) 窒素を基礎とするカンプトテシン誘導体
KR100780991B1 (ko) 토포이소머라제 ⅰ 억제작용이 있는10,11-디플루오로메틸렌디옥시캄프토테신 화합물
US6699875B2 (en) Cascade esters of camptothecins and methods of treating cancer using these compounds
US6703399B2 (en) Halo-alkyl esters of camptothecins and methods of treating cancer using these compounds
US20040266803A1 (en) 7-Substituted camptothecin and camptothecin analogs and methods for producing the same
US8193210B2 (en) Camptothecin derivatives with antitumor activity
US20040018988A1 (en) Camptothecin derivatives having antitumor activity
Cao et al. Synthesis and antitumor activity of aromatic camptothecin esters

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20070419

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20070419

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20100805

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20101105

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20101115

A524 Written submission of copy of amendment under article 19 pct

Free format text: JAPANESE INTERMEDIATE CODE: A524

Effective date: 20110205

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20110601

RD13 Notification of appointment of power of sub attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7433

Effective date: 20130312

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20130406

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20130328

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20130619

R150 Certificate of patent or registration of utility model

Free format text: JAPANESE INTERMEDIATE CODE: R150

S111 Request for change of ownership or part of ownership

Free format text: JAPANESE INTERMEDIATE CODE: R313113

S531 Written request for registration of change of domicile

Free format text: JAPANESE INTERMEDIATE CODE: R313531

S533 Written request for registration of change of name

Free format text: JAPANESE INTERMEDIATE CODE: R313533

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees