WO2001049696A1 - N,o-amidomalonate platinum complexes - Google Patents
N,o-amidomalonate platinum complexes Download PDFInfo
- Publication number
- WO2001049696A1 WO2001049696A1 PCT/US2001/000284 US0100284W WO0149696A1 WO 2001049696 A1 WO2001049696 A1 WO 2001049696A1 US 0100284 W US0100284 W US 0100284W WO 0149696 A1 WO0149696 A1 WO 0149696A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- platinum
- polymer
- chelate
- composition
- amidomalonate
- 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.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0086—Platinum compounds
- C07F15/0093—Platinum compounds without a metal-carbon linkage
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/58—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. poly[meth]acrylate, polyacrylamide, polystyrene, polyvinylpyrrolidone, polyvinylalcohol or polystyrene sulfonic acid resin
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
Definitions
- platinum complexes might be achieved by targeting of platinum complexes to tumor cells.
- Conventional small molecule platinum complexes such as cisplatin, carboplatin, and oxaliplatin are not specifically targeted to tumor cells, and following intravenous administration, they can diffuse into normal cells as readily as they diffuse into tumor cells. Also, their doses are rapidly cleared. At 3 hour post injection 90% of plasma platinum from cisplatin is irreversibly protein bound (Physican's. Desk Ref. 1997). For cisplatin and carboplatin 25% and 65%o, respectively, of the dose is renally secreted within 12 h (DeVita et al. 1993). Improvements in therapeutic index might be possible if platinum complexes are more readily delivered to tumors and/or more readily taken up by tumor cells than normal cells.
- 195 Pt has a practical sensitivity limit of ⁇ bout > 10 mM platinum.
- Examples of the chemical shifts for cis-diammine platinum(II) complexes include: -2168 ppm for cisplatin, -1723 for carboplatin, -1584 ppm for diaqua, -1841 ppm for monoaqua-monochloro, -1732 ppm for O,O-aminomalonate, -2156 ppm for N,O- aminomalonate, and -2020 ppm forN,O-chelate of N-acetylglycine (Appleton 1990; Gibson 1990; Appleton 2000). Corresponding DACH-Pt complexes appear further upfield.
- Figure 3B shows the structure of an N,O-Pt chelate of amidomalonate-cis- diamineplatinum(II).
- Y ONp lower molecular weight polymers with narrower polydispersities are formed. Without ONp groups or added p-nitrophenol much higher molecular weight poly(HPMA) polymers are found.
- the 351 kDa material came from a reaction without any ONp esters and without any added p-nitrophenol.
- When p-nitrophenol is added to polymerization without ONp esters smaller HPMA polymers are obtained with narrower and more uniform molecular weight distributions.
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Polyamides (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU27621/01A AU2762101A (en) | 2000-01-04 | 2001-01-04 | N,o-amidomalonate platinum complexes |
| EP01901752A EP1254145A1 (en) | 2000-01-04 | 2001-01-04 | N,o-amidomalonate platinum complexes |
| CA2396702A CA2396702C (en) | 2000-01-04 | 2001-01-04 | N,o-amidomalonate platinum complexes |
| JP2001550236A JP5025062B2 (ja) | 2000-01-04 | 2001-01-04 | N,o−アミドマロネート白金錯体 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17443500P | 2000-01-04 | 2000-01-04 | |
| US60/174,435 | 2000-01-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2001049696A1 true WO2001049696A1 (en) | 2001-07-12 |
Family
ID=22636134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2001/000284 Ceased WO2001049696A1 (en) | 2000-01-04 | 2001-01-04 | N,o-amidomalonate platinum complexes |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6692734B2 (enExample) |
| EP (1) | EP1254145A1 (enExample) |
| JP (2) | JP5025062B2 (enExample) |
| KR (1) | KR100729015B1 (enExample) |
| AU (1) | AU2762101A (enExample) |
| CA (1) | CA2396702C (enExample) |
| WO (1) | WO2001049696A1 (enExample) |
| ZA (1) | ZA200205358B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014168956A1 (en) | 2013-04-10 | 2014-10-16 | Mimedx Group, Inc. | Ndga polymers and metal complexes thereof |
| WO2015035446A1 (en) * | 2013-09-10 | 2015-03-19 | Starpharma Pty Ltd | Macromolecules of dendrimer-platinum conjugates |
| US10159744B2 (en) | 2012-11-19 | 2018-12-25 | Mimedx Group, Inc. | Cross-linked collagen comprising metallic anticancer agents |
| US11118016B2 (en) | 2018-07-19 | 2021-09-14 | Starpharma Pty Ltd. | Therapeutic dendrimer |
| US12071517B2 (en) | 2018-07-19 | 2024-08-27 | Starpharma Pty Ltd. | Therapeutic dendrimer |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7166733B2 (en) * | 2000-01-04 | 2007-01-23 | Access Pharmaceuticals, Inc. | O,O'-Amidomalonate and N,O-Amidomalonate platinum complexes |
| US7138520B2 (en) * | 2003-01-13 | 2006-11-21 | Massachusetts Institute Of Technology | Coordination complexes having tethered therapeutic agents and/or targeting moieties, and methods of making and using the same |
| US7754684B2 (en) * | 2003-06-11 | 2010-07-13 | Access Pharmaceuticals, Inc. | Macromolecular platinum chelates |
| RU2472812C2 (ru) | 2005-12-05 | 2013-01-20 | НИТТО ДЕНКО КОРПОРЭЙШН (Джэпэн/Джэпэн) | Конъюгаты полиглутамат-аминокислота и способы |
| DK2155254T3 (da) * | 2007-05-09 | 2013-03-04 | Nitto Denko Corp | Med platinlægemidler konjugerede polymere |
| PL2209814T3 (pl) * | 2007-11-13 | 2017-08-31 | Bio-Technology General (Israel) Ltd. | Proces sterylizacji przez filtrację z rozcieńczaniem dla lepkosprężystych biopolimerów |
| KR101705077B1 (ko) * | 2008-10-07 | 2017-02-09 | 렉산 파마슈티컬스, 인코포레이티드 | Hpma-도세탁셀 또는 젬시타빈 컨쥬게이트 및 이의 용도 |
| JP5281358B2 (ja) * | 2008-10-27 | 2013-09-04 | 学校法人常翔学園 | 高分子、経上皮吸収促進剤、及び医薬用製剤 |
| EP2488207A4 (en) | 2009-10-13 | 2015-06-10 | Rexahn Pharmaceuticals Inc | POLYMERIC ANTIBODY RELEASE SYSTEMS |
| JP5684056B2 (ja) | 2010-08-16 | 2015-03-11 | 株式会社マキタ | 手持ち工具 |
| KR20180019536A (ko) | 2015-06-24 | 2018-02-26 | 니폰 가야꾸 가부시끼가이샤 | 신규한 백금(ⅳ) 착물 |
| WO2017047497A1 (ja) | 2015-09-14 | 2017-03-23 | 日本化薬株式会社 | 6配位白金錯体の高分子結合体 |
| EP3706801A4 (en) * | 2017-11-08 | 2022-04-06 | L.E.A.F Holdings Group LLC | PLATINUM COMPLEXES AND USES THEREOF |
| CN113018311A (zh) * | 2019-12-25 | 2021-06-25 | 沈阳药科大学 | 顺铂配合物以及顺铂配合物脂质体的制备方法 |
| CN117105797B (zh) * | 2023-08-25 | 2025-09-23 | 湖南科技大学 | 一种谷氨酸铂配合物及其制备方法和应用 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4614811A (en) | 1983-01-31 | 1986-09-30 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Novel organoplatinum(II) complexes and method for the preparation thereof |
| EP0281412A2 (en) * | 1987-03-06 | 1988-09-07 | Tanabe Seiyaku Co., Ltd. | Novel organic platinum complex pharmaceutical compositions containing same and a process for the preparation thereof |
| EP0284197A1 (en) * | 1987-02-20 | 1988-09-28 | Tanabe Seiyaku Co., Ltd. | Novel organic platinum complex and process for the preparation thereof |
| JPH0256421A (ja) * | 1988-08-19 | 1990-02-26 | Tanabe Seiyaku Co Ltd | 抗腫瘍剤 |
| JPH0267217A (ja) * | 1988-09-01 | 1990-03-07 | Tanabe Seiyaku Co Ltd | 抗腫瘍剤 |
| US4946954A (en) * | 1989-01-17 | 1990-08-07 | Georgetown University | Platinum pharmaceutical agents |
| US5665343A (en) | 1995-10-02 | 1997-09-09 | Il-Yang Pharm. Co., Ltd | Polymeric platinum complex, preparation thereof, and anticancer agent comprising thereof |
| US5965118A (en) | 1997-04-18 | 1999-10-12 | Access Pharmaceuticals, Inc. | Polymer-platinum compounds |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO146404C (no) * | 1979-10-26 | 1982-09-22 | Dyno Industrier As | Bygning for lyddempet skyting. |
| JPS5667326A (en) * | 1979-11-05 | 1981-06-06 | Hitachi Ltd | Imide type compound and production thereof |
| US4793986A (en) * | 1987-02-25 | 1988-12-27 | Johnson Matthey, Inc. | Macromolecular platinum antitumor compounds |
| JPS6494A (en) * | 1987-03-06 | 1989-01-05 | Tanabe Seiyaku Co Ltd | Novel organoplatinum complex |
-
2001
- 2001-01-04 AU AU27621/01A patent/AU2762101A/en not_active Abandoned
- 2001-01-04 US US09/755,220 patent/US6692734B2/en not_active Expired - Fee Related
- 2001-01-04 KR KR1020027008709A patent/KR100729015B1/ko not_active Expired - Fee Related
- 2001-01-04 JP JP2001550236A patent/JP5025062B2/ja not_active Expired - Fee Related
- 2001-01-04 WO PCT/US2001/000284 patent/WO2001049696A1/en not_active Ceased
- 2001-01-04 CA CA2396702A patent/CA2396702C/en not_active Expired - Fee Related
- 2001-01-04 EP EP01901752A patent/EP1254145A1/en not_active Withdrawn
-
2002
- 2002-07-04 ZA ZA200205358A patent/ZA200205358B/en unknown
-
2011
- 2011-04-08 JP JP2011086844A patent/JP2011137046A/ja not_active Withdrawn
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4614811A (en) | 1983-01-31 | 1986-09-30 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Novel organoplatinum(II) complexes and method for the preparation thereof |
| EP0284197A1 (en) * | 1987-02-20 | 1988-09-28 | Tanabe Seiyaku Co., Ltd. | Novel organic platinum complex and process for the preparation thereof |
| US4882447A (en) | 1987-02-20 | 1989-11-21 | Tanabe Seiyaku Co., Ltd. | Novel organic platinum complex and process for the preparation thereof |
| EP0281412A2 (en) * | 1987-03-06 | 1988-09-07 | Tanabe Seiyaku Co., Ltd. | Novel organic platinum complex pharmaceutical compositions containing same and a process for the preparation thereof |
| JPH0256421A (ja) * | 1988-08-19 | 1990-02-26 | Tanabe Seiyaku Co Ltd | 抗腫瘍剤 |
| JPH0267217A (ja) * | 1988-09-01 | 1990-03-07 | Tanabe Seiyaku Co Ltd | 抗腫瘍剤 |
| US4946954A (en) * | 1989-01-17 | 1990-08-07 | Georgetown University | Platinum pharmaceutical agents |
| US5665343A (en) | 1995-10-02 | 1997-09-09 | Il-Yang Pharm. Co., Ltd | Polymeric platinum complex, preparation thereof, and anticancer agent comprising thereof |
| US5965118A (en) | 1997-04-18 | 1999-10-12 | Access Pharmaceuticals, Inc. | Polymer-platinum compounds |
Non-Patent Citations (11)
| Title |
|---|
| GANDOLFI, OTTAVIO ET AL: "Syntheses of cis-dichlorodiammineplatinum analogs having steroidal hormones bound to the metal atom via malonato bridges", INORG. CHIM. ACTA, vol. 161, no. 1, 1989, pages 113 - 123, XP000997257 * |
| GIBSON, DAN ET AL: "Multinuclear (platinum-195, nitrogen-15, carbon-13) NMR studies of the reactions between cis-diaminediaquaplatinum(II) complexes and aminomalonate", INORG. CHEM., vol. 29, no. 25, 1990, pages 5125 - 5129, XP000997256 * |
| H. SAKAI ET AL.: "Film-Formation Property of Vinylidene Chloride-Acrylonitrile-Methyl Acrylate Copolymer Latex. I. Effect of Emulsion-Polymerization Process", JOURNAL OF POLYMER SCIENCE PART B POLYMER PHYSICS, vol. 40, 2002, pages 939 - 947 |
| OHYA, YUICHI ET AL: "Antitumor drug delivery by dextran derivatives immobilizing platinum complex (II) through coordination bond", ACS SYMP. SER. (1998), 709(TAILORED POLYMERIC MATERIALS FOR CONTROLLED DELIVERY SYSTEMS), 266-278, XP000990836 * |
| PATENT ABSTRACTS OF JAPAN vol. 014, no. 232 (C - 0719) 17 May 1990 (1990-05-17) * |
| PATENT ABSTRACTS OF JAPAN vol. 014, no. 246 (C - 0722) 25 May 1990 (1990-05-25) * |
| SAKAI H. ET AL., KOTINGU JIHO, vol. 195, 1993, pages 9 - 15 |
| See also references of EP1254145A1 * |
| T. KODANI ET AL.: "Effect of Storage on Film-Formation Property of Vinylidene Chloride-Acrylonitrile-Methyl Acrylate Terpolymer Latex", JOURNAL OF APPLIED POLYMER SCIENCE, vol. 69, 1998, pages 573 - 579 |
| TALEBIAN, A. H. ET AL: "Murine antitumor activity of new water soluble platinum(II) complexes with reduced toxicity", ANTI-CANCER DRUG DES., vol. 5, no. 4, 1990, pages 371 - 378, XP000997264 * |
| TALEBIAN, ABDOLHOSSEN ET AL: "Synthesis and characterization of a series of water soluble amidomalonato(1R,2R-cyclohexanediamine)platinum(II) complexes", J. COORD. CHEM., vol. 22, no. 3, 1990, pages 165 - 173, XP000997259 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10159744B2 (en) | 2012-11-19 | 2018-12-25 | Mimedx Group, Inc. | Cross-linked collagen comprising metallic anticancer agents |
| WO2014168956A1 (en) | 2013-04-10 | 2014-10-16 | Mimedx Group, Inc. | Ndga polymers and metal complexes thereof |
| JP2016519708A (ja) * | 2013-04-10 | 2016-07-07 | ミメディクス グループ インコーポレイテッド | Ndgaポリマーおよびその金属錯体 |
| EP2983653A4 (en) * | 2013-04-10 | 2016-12-21 | Mimedx Group Inc | NDGA POLYMERS AND METAL COMPLEXES THEREOF |
| US10335433B2 (en) | 2013-04-10 | 2019-07-02 | Mimedx Group, Inc. | NDGA polymers and metal complexes thereof |
| WO2015035446A1 (en) * | 2013-09-10 | 2015-03-19 | Starpharma Pty Ltd | Macromolecules of dendrimer-platinum conjugates |
| US11118016B2 (en) | 2018-07-19 | 2021-09-14 | Starpharma Pty Ltd. | Therapeutic dendrimer |
| US11970583B2 (en) | 2018-07-19 | 2024-04-30 | Starpharma Pty Ltd. | Therapeutic dendrimer |
| US12071517B2 (en) | 2018-07-19 | 2024-08-27 | Starpharma Pty Ltd. | Therapeutic dendrimer |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2762101A (en) | 2001-07-16 |
| ZA200205358B (en) | 2003-08-20 |
| JP5025062B2 (ja) | 2012-09-12 |
| EP1254145A1 (en) | 2002-11-06 |
| JP2003530317A (ja) | 2003-10-14 |
| KR20020082208A (ko) | 2002-10-30 |
| KR100729015B1 (ko) | 2007-06-14 |
| US6692734B2 (en) | 2004-02-17 |
| JP2011137046A (ja) | 2011-07-14 |
| CA2396702C (en) | 2010-03-23 |
| CA2396702A1 (en) | 2001-07-12 |
| US20010038830A1 (en) | 2001-11-08 |
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