AU664830B2 - Water soluble camptothecin analogues, processes and methods - Google Patents

Water soluble camptothecin analogues, processes and methods

Info

Publication number
AU664830B2
AU664830B2 AU87399/91A AU8739991A AU664830B2 AU 664830 B2 AU664830 B2 AU 664830B2 AU 87399/91 A AU87399/91 A AU 87399/91A AU 8739991 A AU8739991 A AU 8739991A AU 664830 B2 AU664830 B2 AU 664830B2
Authority
AU
Australia
Prior art keywords
compound
formula
camptothecin
liquid
hydrogen
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
AU87399/91A
Other languages
English (en)
Other versions
AU8739991A (en
Inventor
Patrick Lee Burk
Joseph Marian Fortunak
Antonietta Rose Mastrocola
Mark Mellinger
Jeffery Lee Wood
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.)
SmithKline Beecham Corp
Original Assignee
SmithKline Beecham Corp
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 SmithKline Beecham Corp filed Critical SmithKline Beecham Corp
Publication of AU8739991A publication Critical patent/AU8739991A/en
Application granted granted Critical
Publication of AU664830B2 publication Critical patent/AU664830B2/en
Anticipated expiration legal-status Critical
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic 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
    • C07D491/22—Heterocyclic 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Fodder In General (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
  • Auxiliary Devices For And Details Of Packaging Control (AREA)
  • Steroid Compounds (AREA)
AU87399/91A 1990-09-28 1991-09-23 Water soluble camptothecin analogues, processes and methods Expired AU664830B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US58964390A 1990-09-28 1990-09-28
US589643 1990-09-28
PCT/US1991/006888 WO1992005785A1 (en) 1990-09-28 1991-09-23 Water soluble camptothecin analogues, processes and methods

Publications (2)

Publication Number Publication Date
AU8739991A AU8739991A (en) 1992-04-28
AU664830B2 true AU664830B2 (en) 1995-12-07

Family

ID=24358879

Family Applications (1)

Application Number Title Priority Date Filing Date
AU87399/91A Expired AU664830B2 (en) 1990-09-28 1991-09-23 Water soluble camptothecin analogues, processes and methods

Country Status (24)

Country Link
US (1) US5734056A (cg-RX-API-DMAC7.html)
EP (1) EP0547165B1 (cg-RX-API-DMAC7.html)
JP (1) JP2848958B2 (cg-RX-API-DMAC7.html)
CN (1) CN1033509C (cg-RX-API-DMAC7.html)
AT (1) ATE186461T1 (cg-RX-API-DMAC7.html)
AU (1) AU664830B2 (cg-RX-API-DMAC7.html)
CA (1) CA2090967C (cg-RX-API-DMAC7.html)
CZ (1) CZ51593A3 (cg-RX-API-DMAC7.html)
DE (1) DE69131775T2 (cg-RX-API-DMAC7.html)
DK (1) DK0547165T3 (cg-RX-API-DMAC7.html)
ES (1) ES2137932T3 (cg-RX-API-DMAC7.html)
FI (1) FI931384A0 (cg-RX-API-DMAC7.html)
GR (1) GR3031823T3 (cg-RX-API-DMAC7.html)
HU (1) HUT70024A (cg-RX-API-DMAC7.html)
IE (1) IE913402A1 (cg-RX-API-DMAC7.html)
IL (1) IL99571A (cg-RX-API-DMAC7.html)
NO (1) NO931153L (cg-RX-API-DMAC7.html)
NZ (1) NZ239947A (cg-RX-API-DMAC7.html)
PT (1) PT99109B (cg-RX-API-DMAC7.html)
SI (1) SI9111599A (cg-RX-API-DMAC7.html)
SK (1) SK283693B6 (cg-RX-API-DMAC7.html)
WO (1) WO1992005785A1 (cg-RX-API-DMAC7.html)
YU (1) YU159991A (cg-RX-API-DMAC7.html)
ZA (1) ZA917748B (cg-RX-API-DMAC7.html)

Families Citing this family (59)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AP9300587A0 (en) * 1992-11-12 1995-05-05 Glaxo Inc Water soluble camptothecin derivatives.
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
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
KR960029336A (ko) * 1995-01-09 1996-08-17 김충환 캄토테신 유도체, 그의 제조 방법 및 이를 함유하는 항암제
US5726181A (en) * 1995-06-05 1998-03-10 Bionumerik Pharmaceuticals, Inc. Formulations and compositions of poorly water soluble camptothecin derivatives
JPH08333370A (ja) * 1995-06-08 1996-12-17 Kyorin Pharmaceut Co Ltd 水に可溶な新規フルオロエチルカンプトテシン誘導体、及びその製造方法
AU7732996A (en) * 1995-11-22 1997-06-11 Research Triangle Institute Camptothecin compounds with combined topoisomerase i inhibition and dna alkylation properties
GB9601779D0 (en) * 1996-01-30 1996-04-03 Pharmacia Spa 9, 10 Disubstituted 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
US6096336A (en) * 1996-01-30 2000-08-01 The Stehlin Foundation For Cancer Research Liposomal prodrugs comprising derivatives of camptothecin and methods of treating cancer using these prodrugs
US6407118B1 (en) 1996-01-30 2002-06-18 The Stehlin Foundation For Cancer Research Derivatives of camptothecin and methods of treating cancer using these derivatives
US6043367A (en) * 1998-09-30 2000-03-28 Roffler; Steve Proactive antitumor compounds
US6352996B1 (en) 1999-08-03 2002-03-05 The Stehlin Foundation For Cancer Research Liposomal prodrugs comprising derivatives of camptothecin and methods of treating cancer using these prodrugs
US6228855B1 (en) 1999-08-03 2001-05-08 The Stehlin Foundation For Cancer Research Aromatic esters of camptothecins and methods to treat cancers
HK1049787B (en) 1999-10-01 2014-07-25 Immunogen, Inc. Compositions and methods for treating cancer using immunoconjugates and chemotherapeutic agents
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
JP4477510B2 (ja) * 2003-03-31 2010-06-09 カウンシル オブ サイエンティフィク アンド インダストリアル リサーチ １０−ヒドロキシ−４−（ｓ）カンプトテンシンからトポテカンを調製する方法
JP5270091B2 (ja) * 2003-05-12 2013-08-21 サイノファーム シンガポール ピーティーイー リミテッド ７−アルキル−１０−ヒドロキシ−２０（ｓ）−カンプトテシンを調製するためのプロセス
CZ299329B6 (cs) * 2003-08-26 2008-06-18 Pliva-Lachema A.S. Zpusob výroby 7-ethyl-10-[ 4-(1-piperidino)-1-piperidino]karbonyloxykamptothecinu
CZ298934B6 (cs) * 2003-08-26 2008-03-12 Pliva- Lachema A.S. Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
TWI333492B (en) * 2003-11-12 2010-11-21 Smithkline Beecham Cork Ltd Crystalline topotecan hydrochloride product and preparation thereof
CZ299593B6 (cs) * 2003-12-16 2008-09-10 Pliva-Lachema A. S. Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
US20050267141A1 (en) 2004-05-28 2005-12-01 Phytogen Life Sciences Inc. Process to prepare camptothecin derivatives
US20050272757A1 (en) * 2004-06-04 2005-12-08 Phytogen Life Sciences Inc. Process to prepare camptothecin derivatives and novel intermediate and compounds thereof
EP1791846A1 (en) * 2004-08-09 2007-06-06 Shilpa Medicare Limited An improved process for the preparation of irinotecan hydrochloride trihydrate
MX2007005293A (es) * 2004-11-05 2007-07-19 Samyang Corp Formulacion farmaceutica para incrementar la solubilidad de compuestos de 10-hidroxicamptotecina en solventes polares no acuosos.
US20060135546A1 (en) * 2004-12-16 2006-06-22 Jagadevappa Basavaraja Methods for the purification of 20(S)- camptothecin
KR20130028149A (ko) * 2005-07-18 2013-03-18 바이파 사이언스 인코포레이티드 암의 치료
WO2007042799A1 (en) * 2005-10-10 2007-04-19 Cipla Limited Novel crystalline forms
US7547785B2 (en) 2005-12-26 2009-06-16 Dr. Reddy's Laboratories Limited Process for preparing topotecan
EP2023949A4 (en) * 2006-04-26 2009-08-26 Univ California COMPOSITIONS AND METHODS FOR CONVECTION-REINFORCED RELEASE OF NEUROTHERAPEUTICS WITH HIGH MOLECULAR WEIGHT
AR060635A1 (es) 2006-04-27 2008-07-02 Banyu Pharma Co Ltd Derivados de 1,2-dihidro-3h-pirazolo[3,4-d]pirimidin-3-ona, composiciones farmaceuticas que los comprenden y su uso en el tratamiento del cancer
US20070292883A1 (en) * 2006-06-12 2007-12-20 Ossovskaya Valeria S Method of treating diseases with PARP inhibitors
US20100279327A1 (en) * 2006-06-12 2010-11-04 Bipar Sciences, Inc. Method of treating diseases with parp inhibitors
US20080039485A1 (en) * 2006-08-08 2008-02-14 Targetgen Biotechnology Co., Ltd. Low-dose-long-term pharmaceutical composition comprising camptothecin derivatives for the treatment of cancers
JP2008081492A (ja) 2006-08-31 2008-04-10 Banyu Pharmaceut Co Ltd オーロラａ選択的阻害作用を有する新規アミノピリジン誘導体
AU2007292387A1 (en) * 2006-09-05 2008-03-13 Bipar Sciences, Inc. Treatment of cancer
JP2010502731A (ja) * 2006-09-05 2010-01-28 バイパー サイエンシズ，インコーポレイティド Ｐａｒｐ阻害剤による脂肪酸合成の阻害、及びその治療方法
US7977336B2 (en) 2006-12-28 2011-07-12 Banyu Pharmaceutical Co. Ltd Aminopyrimidine derivatives as PLK1 inhibitors
US7977483B2 (en) 2007-04-11 2011-07-12 Scinopharm Taiwan, Ltd. Process for making topotecan
JP2011500684A (ja) * 2007-10-19 2011-01-06 バイパー サイエンシズ，インコーポレイティド ベンゾピロン系ｐａｒｐ阻害剤を用いる癌の処置方法および組成物
WO2009054332A1 (ja) 2007-10-23 2009-04-30 Banyu Pharmaceutical Co., Ltd. ピリドン置換ジヒドロピラゾロピリミジノン誘導体
CA2705417A1 (en) * 2007-11-12 2009-05-22 Bipar Sciences, Inc. Treatment of uterine cancer and ovarian cancer with a parp inhibitor alone or in combination with anti-tumor agents
US7732491B2 (en) * 2007-11-12 2010-06-08 Bipar Sciences, Inc. Treatment of breast cancer with a PARP inhibitor alone or in combination with anti-tumor agents
ITMI20072268A1 (it) 2007-12-04 2009-06-05 Antibioticos Spa Polimorfi cristallini di topotecan cloridrato con elevato grado di purezza e metodi per la loro preparazione
CN101450949B (zh) * 2007-12-07 2011-10-05 上海龙翔生物医药开发有限公司 一种10-羟基喜树碱的化学半合成工艺
EP2224804A4 (en) * 2007-12-07 2011-06-01 Bipar Sciences Inc TREATMENT OF CANCER WITH COMBINATIONS OF TOPOÎSOMERASE INHIBITORS AND PARP INHIBITORS
AU2009252303B2 (en) 2008-05-29 2013-04-04 Microbiopharm Japan Co., Ltd. Production method for camptothecin derivative
JP2012518598A (ja) 2009-02-25 2012-08-16 Ｍｓｄ株式会社 ピリミドピリミドインダゾール誘導体
US8481503B2 (en) 2009-03-06 2013-07-09 Merck Sharp & Dohme Corp. Combination cancer therapy with an AKT inhibitor and other anticancer agents
WO2012082337A2 (en) 2010-12-17 2012-06-21 Glaxo Wellcome Manufacturing Pte Ltd Combination
US20130303560A1 (en) 2011-02-01 2013-11-14 Sunnybrook Research Institute Combination
CN103145720B (zh) * 2013-02-20 2015-09-30 上海北卡医药技术有限公司 一种10-羟基喜树碱的一水合物的制备方法
EP2881396A1 (en) * 2013-12-03 2015-06-10 Synbias Pharma AG Method for the synthesis of irinotecan
CN109475590A (zh) * 2016-03-08 2019-03-15 成氏实验室有限公司 用以提升人体酸碱度从酸性变为碱性的中药配方制剂
CN115551552A (zh) 2020-02-25 2022-12-30 祐方有限公司 喜树碱衍生物及其缀合物
KR20250008774A (ko) 2022-05-11 2025-01-15 셀진 코포레이션 T 세포 요법 및 그의 생산과 관련된 방법 및 용도

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US4981968A (en) * 1987-03-31 1991-01-01 Research Triangle Institute Synthesis of camptothecin and analogs thereof
US5061800A (en) * 1988-01-20 1991-10-29 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5842192B2 (ja) * 1974-05-18 1983-09-17 フセソユ−ズヌイ ナウチノ イスレドワ−チエレスキ− ヒミコ フアルマツエフチチエスキ− インスチツ−ト イメ−ニ エス オルジヨニキ−ゼ ５− オキシ −６− アミノメチルベンゾフランノ ユウドウタイノ セイホウ
US4473692A (en) * 1981-09-04 1984-09-25 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives and process for preparing same
JPS595188A (ja) * 1982-06-30 1984-01-12 Yakult Honsha Co Ltd １０−ヒドロキシカンプトテシンの製造法
JPS5946284A (ja) * 1982-09-10 1984-03-15 Yakult Honsha Co Ltd １１−ニトロカンプトテシン誘導体およびその製造法
US4894456A (en) * 1987-03-31 1990-01-16 Research Triangle Institute Synthesis of camptothecin and analogs thereof
US5004758A (en) * 1987-12-01 1991-04-02 Smithkline Beecham Corporation Water soluble camptothecin analogs useful for inhibiting the growth of animal tumor cells
GB9008605D0 (en) * 1990-04-17 1990-06-13 Smith Kline French Lab Process
HU213136B (en) * 1990-08-14 1997-02-28 Kyorin Seiyaku Kk Process for producing fluoroethyl camptothecin derivatives and pharmaceutical compositions containing them
US5352789A (en) * 1993-02-25 1994-10-04 The Stehlin Foundation For Cancer Research Methods for purifying camptothecin compounds

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4981968A (en) * 1987-03-31 1991-01-01 Research Triangle Institute Synthesis of camptothecin and analogs 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
US5061800A (en) * 1988-01-20 1991-10-29 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives

Also Published As

Publication number Publication date
FI931384L (fi) 1993-03-26
CN1033509C (zh) 1996-12-11
JP2848958B2 (ja) 1999-01-20
SK283693B6 (sk) 2003-12-02
HU9300878D0 (en) 1993-06-28
DE69131775D1 (de) 1999-12-16
HUT70024A (en) 1995-09-28
AU8739991A (en) 1992-04-28
US5734056A (en) 1998-03-31
NO931153D0 (no) 1993-03-26
WO1992005785A1 (en) 1992-04-16
JPH06501476A (ja) 1994-02-17
CA2090967A1 (en) 1992-03-29
EP0547165B1 (en) 1999-11-10
EP0547165A1 (en) 1993-06-23
PT99109A (pt) 1992-08-31
EP0547165A4 (cg-RX-API-DMAC7.html) 1994-03-30
SI9111599A (sl) 1998-02-28
IE913402A1 (en) 1992-04-08
IL99571A0 (en) 1992-08-18
FI931384A7 (fi) 1993-03-26
PT99109B (pt) 1999-02-26
CZ51593A3 (en) 1994-01-19
GR3031823T3 (en) 2000-02-29
ES2137932T3 (es) 2000-01-01
SK25993A3 (en) 1993-07-07
IL99571A (en) 2000-08-31
CA2090967C (en) 2007-02-06
NO931153L (no) 1993-03-26
NZ239947A (en) 1994-07-26
ATE186461T1 (de) 1999-11-15
DK0547165T3 (da) 2000-03-27
HK1012283A1 (en) 1999-07-30
FI931384A0 (fi) 1993-03-26
ZA917748B (en) 1992-09-30
CN1062731A (zh) 1992-07-15
YU159991A (sh) 1994-06-10
DE69131775T2 (de) 2000-04-20

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