CA2626032C - Camptothecin derivatives as chemoradiosensitizing agents - Google Patents
Camptothecin derivatives as chemoradiosensitizing agents Download PDFInfo
- Publication number
- CA2626032C CA2626032C CA2626032A CA2626032A CA2626032C CA 2626032 C CA2626032 C CA 2626032C CA 2626032 A CA2626032 A CA 2626032A CA 2626032 A CA2626032 A CA 2626032A CA 2626032 C CA2626032 C CA 2626032C
- Authority
- CA
- Canada
- Prior art keywords
- lower alkyl
- alkyl
- amino
- hydroxy
- substituted
- 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.)
- Active
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
- C07D491/12—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 three hetero rings
- C07D491/14—Ortho-condensed systems
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72892405P | 2005-10-21 | 2005-10-21 | |
| US60/728,924 | 2005-10-21 | ||
| US11/444,150 | 2006-05-30 | ||
| US11/444,150 US7875602B2 (en) | 2005-10-21 | 2006-05-30 | Camptothecin derivatives as chemoradiosensitizing agents |
| PCT/US2006/041175 WO2007048002A2 (en) | 2005-10-21 | 2006-10-19 | Camptothecin derivatives as chemoradiosensitizing agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2626032A1 CA2626032A1 (en) | 2007-04-26 |
| CA2626032C true CA2626032C (en) | 2011-12-06 |
Family
ID=37963356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2626032A Active CA2626032C (en) | 2005-10-21 | 2006-10-19 | Camptothecin derivatives as chemoradiosensitizing agents |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US7875602B2 (https=) |
| EP (1) | EP1951231B1 (https=) |
| JP (1) | JP5328357B2 (https=) |
| KR (1) | KR101320160B1 (https=) |
| CN (1) | CN101300009B (https=) |
| AU (1) | AU2006304811C1 (https=) |
| CA (1) | CA2626032C (https=) |
| ES (1) | ES2428088T3 (https=) |
| NZ (2) | NZ567454A (https=) |
| TW (1) | TWI402270B (https=) |
| WO (1) | WO2007048002A2 (https=) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101402640B (zh) * | 2008-09-02 | 2011-06-15 | 暨南大学 | 双酯化喜树碱衍生物及其制备方法和应用 |
| DE102009004204A1 (de) * | 2009-01-09 | 2010-07-15 | Christian-Albrechts-Universität Zu Kiel | Verfahren zur verbesserten Bioaktivierung von Arzneistoffen |
| US8168648B2 (en) * | 2009-03-06 | 2012-05-01 | Taiwan Liposome Co., Ltd. | Camptothecin derivatives and uses thereof |
| WO2010148138A2 (en) * | 2009-06-17 | 2010-12-23 | Threshold Pharmaceuticals, Inc. | Camptothecin derivatives |
| US10980798B2 (en) | 2011-11-03 | 2021-04-20 | Taiwan Liposome Company, Ltd. | Pharmaceutical compositions of hydrophobic camptothecin derivatives |
| TWI549679B (zh) * | 2011-11-03 | 2016-09-21 | 台灣微脂體股份有限公司 | 疏水性喜樹鹼衍生物之醫藥組合物 |
| US20140135357A1 (en) * | 2012-11-12 | 2014-05-15 | Taiwan Liposome Company, Ltd. | Dose regime for camptothecin derivatives |
| JP6669499B2 (ja) | 2013-02-15 | 2020-03-18 | カラ ファーマシューティカルズ インコーポレイテッド | 治療用化合物 |
| US9688688B2 (en) | 2013-02-20 | 2017-06-27 | Kala Pharmaceuticals, Inc. | Crystalline forms of 4-((4-((4-fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxyquinazolin-7-yl)oxy)-1-(2-oxa-7-azaspiro[3.5]nonan-7-yl)butan-1-one and uses thereof |
| JP2016510000A (ja) | 2013-02-20 | 2016-04-04 | カラ ファーマシューティカルズ インコーポレイテッド | 治療用化合物およびその使用 |
| NZ719185A (en) | 2013-11-01 | 2017-11-24 | Kala Pharmaceuticals Inc | Crystalline forms of therapeutic compounds and uses thereof |
| US9890173B2 (en) | 2013-11-01 | 2018-02-13 | Kala Pharmaceuticals, Inc. | Crystalline forms of therapeutic compounds and uses thereof |
| JP6654899B2 (ja) | 2013-12-26 | 2020-02-26 | 東亞合成株式会社 | カルレティキュリンの発現促進方法および該方法に用いられる合成ペプチド |
| JP6872713B2 (ja) | 2015-05-29 | 2021-05-19 | 東亞合成株式会社 | 腫瘍細胞の放射線感受性を増大させる合成ペプチド及びその利用 |
| JP6550538B2 (ja) * | 2015-10-27 | 2019-07-24 | カリフォルニア パシフィック メディカル センター | ポドフィロトキシン誘導体およびそれらの使用 |
| US10087194B2 (en) | 2015-10-27 | 2018-10-02 | California Pacific Medical Center | Podophyllotoxin derivatives and their use |
| AU2017324713B2 (en) | 2016-09-08 | 2020-08-13 | KALA BIO, Inc. | Crystalline forms of therapeutic compounds and uses thereof |
| KR20190051010A (ko) | 2016-09-08 | 2019-05-14 | 칼라 파마슈티컬스, 인크. | 치료 화합물의 결정형 및 그의 용도 |
| EP3509423A4 (en) | 2016-09-08 | 2020-05-13 | Kala Pharmaceuticals, Inc. | CRYSTALLINE FORMS OF THERAPEUTIC COMPOUNDS AND USES THEREOF |
| MX2022000474A (es) | 2019-07-11 | 2022-03-11 | Sun Pharma Advanced Res Co Ltd | Derivados de camptotecina con un resto disulfuro y un resto piperazina. |
| JP2023512214A (ja) | 2020-01-28 | 2023-03-24 | リフレクション メディカル, インコーポレイテッド | 放射性核種および外部ビーム放射線療法の共同最適化 |
Family Cites Families (70)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US554990A (en) * | 1896-02-18 | Target-throwing trap | ||
| US4399282A (en) * | 1979-07-10 | 1983-08-16 | Kabushiki Kaisha Yakult Honsha | Camptothecin derivatives |
| 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 |
| US5196413A (en) * | 1984-12-10 | 1993-03-23 | Johnson Matthey, Inc. | Platinum complexes and the like |
| US4663161A (en) * | 1985-04-22 | 1987-05-05 | Mannino Raphael J | Liposome methods and compositions |
| US5032617A (en) * | 1985-05-03 | 1991-07-16 | Sri International | Substituted benzamide radiosensitizers |
| US5041653A (en) * | 1985-05-03 | 1991-08-20 | Sri International | Substituted benzamide radiosensitizers |
| US5175278A (en) * | 1985-06-28 | 1992-12-29 | Merck & Co., Inc. | Heteropolysaccharide S-657 |
| US4727068A (en) * | 1985-10-23 | 1988-02-23 | Johnson Matthey, Inc. | Radiosensitization by cobalt and Fe(III) complexes |
| US5175287A (en) * | 1986-09-25 | 1992-12-29 | S R I International | Process for preparing 1,2,4-benzotriazine oxides |
| US4921963A (en) * | 1987-04-13 | 1990-05-01 | British Columbia Cancer Foundation | Platinum complexes with one radiosensitizing ligand |
| US5026694A (en) * | 1987-04-13 | 1991-06-25 | The British Columbia Cancer Foundation | Platinum complexes with one radiosensitizing ligand |
| CA1329206C (en) | 1987-06-10 | 1994-05-03 | Tsutomu Kagiya | Fluorine-containing nitroazole derivatives and radiosensitizer comprising the same |
| US5304654A (en) * | 1987-06-10 | 1994-04-19 | Yasunori Nishijima | Fluorine-containing nitroimidazole compounds |
| US4797397A (en) * | 1987-07-31 | 1989-01-10 | Warner-Lambert Company | 2-nitroimidazole derivatives useful as radiosensitizers for hypoxic tumor cells |
| 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 |
| JPH0819111B2 (ja) * | 1987-10-22 | 1996-02-28 | ポーラ化成工業株式会社 | 2―ニトロイミダゾール誘導体及びこれを有効成分とする放射線増感剤 |
| US5036096A (en) * | 1988-11-25 | 1991-07-30 | Warner-Lambert Company | Aziridino derivatives of nitroimidazoles and pharmaceutical compositions of selected derivatives |
| US4954515A (en) * | 1988-11-25 | 1990-09-04 | Warner-Lambert Company | Haloalkylaminomethyl-2-nitro-1H-imidazoles |
| US5043165A (en) | 1988-12-14 | 1991-08-27 | Liposome Technology, Inc. | Novel liposome composition for sustained release of steroidal drugs |
| IL92597A0 (en) * | 1988-12-14 | 1990-08-31 | Yasunori Nishijima President K | Novel fluorine-containing 2-nitroimidazole derivatives and radiosensitizer comprising the same |
| US5549910A (en) * | 1989-03-31 | 1996-08-27 | The Regents Of The University Of California | Preparation of liposome and lipid complex compositions |
| US5077057A (en) * | 1989-04-05 | 1991-12-31 | The Regents Of The University Of California | Preparation of liposome and lipid complex compositions |
| US5013556A (en) * | 1989-10-20 | 1991-05-07 | Liposome Technology, Inc. | Liposomes with enhanced circulation time |
| US5294715A (en) * | 1991-02-01 | 1994-03-15 | University Of Pittsburgh | Acridine-intercalator based hypoxia selective cytotoxins |
| CA2097163C (en) * | 1992-06-01 | 2002-07-30 | Marianna Foldvari | Topical patch for liposomal drug delivery system |
| MX9304399A (es) * | 1992-07-31 | 1994-02-28 | Warner Lambert Co | Proceso novedoso para preparar [[2-bromoetil)-amino]metil]-2-nitro-1h-imidazol-1-etanol quiral y compuestos relacionados. |
| US5552156A (en) * | 1992-10-23 | 1996-09-03 | Ohio State University | Liposomal and micellular stabilization of camptothecin drugs |
| US5631237A (en) * | 1992-12-22 | 1997-05-20 | Dzau; Victor J. | Method for producing in vivo delivery of therapeutic agents via liposomes |
| GB9320781D0 (en) | 1993-10-08 | 1993-12-01 | Erba Carlo Spa | Polymer-bound camptothecin derivatives |
| US5965566A (en) * | 1993-10-20 | 1999-10-12 | Enzon, Inc. | High molecular weight polymer-based prodrugs |
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| US5736156A (en) * | 1995-03-22 | 1998-04-07 | The Ohio State University | Liposomal anf micellular stabilization of camptothecin drugs |
| US6060604A (en) * | 1995-03-31 | 2000-05-09 | Florida State University | Pharmaceutical compounds comprising polyamines substituted with electron-affinic groups |
| 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 |
| GB9512670D0 (en) * | 1995-06-21 | 1995-08-23 | Sod Conseils Rech Applic | Camptothecin analogues |
| US6339091B1 (en) * | 1995-06-21 | 2002-01-15 | Societe De Conseils De Recherches Et D'applications Scientifiques (S.C.R.A.S.) | Comptothecin analogues, preparation methods therefor, use thereof as drugs, and pharmaceutical compositions containing said analogues |
| CN1211919A (zh) * | 1995-09-13 | 1999-03-24 | 佛罗里达州立大学 | 放射增敏性紫杉烷及其药物制剂 |
| AU7732996A (en) | 1995-11-22 | 1997-06-11 | Research Triangle Institute | Camptothecin compounds with combined topoisomerase i inhibition and dna alkylation properties |
| 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 |
| 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 |
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| US6153655A (en) * | 1998-04-17 | 2000-11-28 | Enzon, Inc. | Terminally-branched polymeric linkers and polymeric conjugates containing the same |
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| US6207832B1 (en) * | 1999-04-09 | 2001-03-27 | University Of Pittsburgh | Camptothecin analogs and methods of preparation thereof |
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| WO2000066127A1 (en) | 1999-05-04 | 2000-11-09 | Bionumerik Pharmaceuticals, Inc. | Novel highly lipophilic camptothecin analogs |
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| US6350756B1 (en) * | 2001-01-18 | 2002-02-26 | California Pacific Medical Center | Camptothecin derivatives |
| US6403604B1 (en) * | 2001-03-01 | 2002-06-11 | California Pacific Medical Center | Nitrogen-based camptothecin derivatives |
| US6855720B2 (en) * | 2001-03-01 | 2005-02-15 | California Pacific Medical Center | Nitrogen-based camptothecin derivatives |
| GB0119578D0 (en) | 2001-08-10 | 2001-10-03 | Pharmacia & Upjohn Spa | Fluoro linkers |
| US6933302B2 (en) * | 2002-06-03 | 2005-08-23 | California Pacific Medical Center | Nitrogen-based homo-camptothecin derivatives |
-
2006
- 2006-05-30 US US11/444,150 patent/US7875602B2/en active Active
- 2006-10-19 ES ES06836448T patent/ES2428088T3/es active Active
- 2006-10-19 KR KR1020087012095A patent/KR101320160B1/ko not_active Expired - Fee Related
- 2006-10-19 JP JP2008536850A patent/JP5328357B2/ja not_active Expired - Fee Related
- 2006-10-19 CN CN2006800390612A patent/CN101300009B/zh not_active Expired - Fee Related
- 2006-10-19 NZ NZ567454A patent/NZ567454A/en not_active IP Right Cessation
- 2006-10-19 NZ NZ593706A patent/NZ593706A/xx not_active IP Right Cessation
- 2006-10-19 AU AU2006304811A patent/AU2006304811C1/en not_active Ceased
- 2006-10-19 WO PCT/US2006/041175 patent/WO2007048002A2/en not_active Ceased
- 2006-10-19 CA CA2626032A patent/CA2626032C/en active Active
- 2006-10-19 EP EP06836448.8A patent/EP1951231B1/en active Active
- 2006-10-20 TW TW095138924A patent/TWI402270B/zh not_active IP Right Cessation
-
2008
- 2008-07-29 US US12/124,712 patent/US8563537B2/en not_active Expired - Fee Related
-
2011
- 2011-01-24 US US13/012,772 patent/US8779138B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| ES2428088T3 (es) | 2013-11-05 |
| CA2626032A1 (en) | 2007-04-26 |
| EP1951231A4 (en) | 2010-09-22 |
| WO2007048002A3 (en) | 2007-09-13 |
| US8563537B2 (en) | 2013-10-22 |
| US8779138B2 (en) | 2014-07-15 |
| CN101300009A (zh) | 2008-11-05 |
| CN101300009B (zh) | 2013-04-03 |
| KR20080086436A (ko) | 2008-09-25 |
| NZ593706A (en) | 2012-11-30 |
| EP1951231B1 (en) | 2013-07-31 |
| TWI402270B (zh) | 2013-07-21 |
| AU2006304811B2 (en) | 2012-03-22 |
| US20080318873A1 (en) | 2008-12-25 |
| EP1951231A2 (en) | 2008-08-06 |
| WO2007048002A2 (en) | 2007-04-26 |
| JP5328357B2 (ja) | 2013-10-30 |
| AU2006304811A1 (en) | 2007-04-26 |
| US7875602B2 (en) | 2011-01-25 |
| KR101320160B1 (ko) | 2013-10-23 |
| US20110184009A1 (en) | 2011-07-28 |
| TW200730532A (en) | 2007-08-16 |
| NZ567454A (en) | 2011-07-29 |
| US20070093432A1 (en) | 2007-04-26 |
| HK1115321A1 (en) | 2008-11-28 |
| AU2006304811C1 (en) | 2012-11-01 |
| JP2009512714A (ja) | 2009-03-26 |
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