ATE527271T1 - Prodrugs von combretastatin a-1 phosphat und combretastatin b-1 phosphat - Google Patents
Prodrugs von combretastatin a-1 phosphat und combretastatin b-1 phosphatInfo
- Publication number
- ATE527271T1 ATE527271T1 AT01928978T AT01928978T ATE527271T1 AT E527271 T1 ATE527271 T1 AT E527271T1 AT 01928978 T AT01928978 T AT 01928978T AT 01928978 T AT01928978 T AT 01928978T AT E527271 T1 ATE527271 T1 AT E527271T1
- Authority
- AT
- Austria
- Prior art keywords
- phosphate
- combretastatin
- prodrugs
- combretastin
- prodrug
- Prior art date
Links
- 229940002612 prodrug Drugs 0.000 title abstract 7
- 239000000651 prodrug Substances 0.000 title abstract 7
- 229910019142 PO4 Inorganic materials 0.000 title abstract 4
- 239000010452 phosphate Substances 0.000 title abstract 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title abstract 3
- NRKFVEPAQNCYNJ-YGGCHVFLSA-J tetrasodium;[3-methoxy-2-phosphonatooxy-6-[(z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P(=O)([O-])OC1=C(OP([O-])([O-])=O)C(OC)=CC=C1\C=C/C1=CC(OC)=C(OC)C(OC)=C1 NRKFVEPAQNCYNJ-YGGCHVFLSA-J 0.000 title abstract 2
- ZSNYQENLWQYSRK-UHFFFAOYSA-N combretastatin b-1 Chemical compound OC1=C(O)C(OC)=CC=C1CCC1=CC(OC)=C(OC)C(OC)=C1 ZSNYQENLWQYSRK-UHFFFAOYSA-N 0.000 title 2
- LGZKGOGODCLQHG-CYBMUJFWSA-N 5-[(2r)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol Chemical compound C1=C(O)C(OC)=CC=C1C[C@@H](O)C1=CC(OC)=C(OC)C(OC)=C1 LGZKGOGODCLQHG-CYBMUJFWSA-N 0.000 abstract 1
- LGZKGOGODCLQHG-UHFFFAOYSA-N combretastatin Natural products C1=C(O)C(OC)=CC=C1CC(O)C1=CC(OC)=C(OC)C(OC)=C1 LGZKGOGODCLQHG-UHFFFAOYSA-N 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000001613 neoplastic effect Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- 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
- A61K47/54—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 compound
- A61K47/55—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 compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug, i.e. a dimer, oligomer or polymer of pharmacologically or therapeutically active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
- C07C255/43—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
- C07D217/20—Aralkyl radicals with oxygen atoms directly attached to the aromatic ring of said aralkyl radical, e.g. papaverine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- C07D453/04—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems having a quinolyl-4, a substituted quinolyl-4 or a alkylenedioxy-quinolyl-4 radical linked through only one carbon atom, attached in position 2, e.g. quinine
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20039500P | 2000-04-27 | 2000-04-27 | |
| PCT/US2001/013858 WO2001081355A1 (en) | 2000-04-27 | 2001-04-27 | Combretastatin a-1 phosphate and combretastatin b-1 phosphate prodrugs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE527271T1 true ATE527271T1 (de) | 2011-10-15 |
Family
ID=22741540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT01928978T ATE527271T1 (de) | 2000-04-27 | 2001-04-27 | Prodrugs von combretastatin a-1 phosphat und combretastatin b-1 phosphat |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7078552B2 (de) |
| EP (1) | EP1278758B1 (de) |
| AT (1) | ATE527271T1 (de) |
| CA (1) | CA2407675C (de) |
| CY (1) | CY1112310T1 (de) |
| DK (1) | DK1278758T3 (de) |
| ES (1) | ES2395097T3 (de) |
| PT (1) | PT1278758E (de) |
| WO (1) | WO2001081355A1 (de) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2395097T3 (es) * | 2000-04-27 | 2013-02-08 | Arizona Board Of Regents, A Body Corporate Of The State Of Arizona En Nombre De Arizona State University | Profármacos de Combretastatina A1 fosfato y Combretastatina B1 fosfato |
| CA2463902A1 (en) | 2001-10-26 | 2003-05-01 | Oxigene, Inc. | Functionalized stilbene derivatives as improved vascular targeting agents |
| US20090137687A1 (en) * | 2003-02-28 | 2009-05-28 | Oxigene, Inc. | Compositions and Methods With Enhanced Therapeutic Activity |
| AU2004218412A1 (en) | 2003-02-28 | 2004-09-16 | Oxigene, Inc. | Compositions and methods with enhanced therapeutic activity |
| GB0504994D0 (en) | 2005-03-11 | 2005-04-20 | Biotica Tech Ltd | Novel compounds |
| CN1907989B (zh) * | 2005-08-02 | 2011-08-17 | 浙江天皇药业有限公司 | 毛兰素盐及其制备方法和包含其的药物组合物 |
| JP5102843B2 (ja) | 2006-12-07 | 2012-12-19 | チャイナ メディカル ユニヴァーシティ | 抗癌剤としての２−アリール−４−キノロンの新規な親水性誘導体 |
| US20090012325A1 (en) * | 2007-02-22 | 2009-01-08 | Ajith Manage | Methods for preparing phosphoric acids of combrestastatin and derivatives thereof |
| DK2219451T3 (en) * | 2007-11-21 | 2015-01-12 | Oxigene Inc | A method for the treatment of hematopoietic neoplasms |
| WO2010132498A1 (en) * | 2009-05-11 | 2010-11-18 | Oxigene, Inc. | Vascular disrupting agents for treatment of polypoidal choroidal vasculopathy |
| WO2011112988A1 (en) * | 2010-03-11 | 2011-09-15 | Oxigene, Inc. | Ophthalmic formulations |
| CA2799653A1 (en) | 2010-06-04 | 2011-12-08 | Bertrand Leblond | Substituted isoquinolines and their use as tubulin polymerization inhibitors |
| US9353150B2 (en) | 2012-12-04 | 2016-05-31 | Massachusetts Institute Of Technology | Substituted pyrazino[1′,2′:1 ,5]pyrrolo[2,3-b]-indole-1,4-diones for cancer treatment |
| EP2972394A4 (de) | 2013-03-15 | 2016-11-02 | Sloan Kettering Inst Cancer | Hsp90-anzielende herzbildgebung und -therapie |
| WO2016130969A1 (en) | 2015-02-13 | 2016-08-18 | George Robert Pettit | Silstatin compounds |
| JP2018523712A (ja) | 2015-08-18 | 2018-08-23 | マテオン セラピューティクス, インク.Mateon Therapeutics, Inc. | 腫瘍に対する免疫調節療法を向上させる為のｖｄａｓの使用 |
| US10918627B2 (en) | 2016-05-11 | 2021-02-16 | Massachusetts Institute Of Technology | Convergent and enantioselective total synthesis of Communesin analogs |
| US11932650B2 (en) | 2017-05-11 | 2024-03-19 | Massachusetts Institute Of Technology | Potent agelastatin derivatives as modulators for cancer invasion and metastasis |
| US10640508B2 (en) | 2017-10-13 | 2020-05-05 | Massachusetts Institute Of Technology | Diazene directed modular synthesis of compounds with quaternary carbon centers |
| US11629167B2 (en) | 2017-11-09 | 2023-04-18 | Arizona Board Of Regents On Behalf Of Arizona State University | Betulastatin compounds |
| WO2020247054A1 (en) | 2019-06-05 | 2020-12-10 | Massachusetts Institute Of Technology | Compounds, conjugates, and compositions of epipolythiodiketopiperazines and polythiodiketopiperazines and uses thereof |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1338645C (en) * | 1987-01-06 | 1996-10-15 | George R. Pettit | Isolation, structural elucidation and synthesis of novel antineoplastic substances denominated "combretastatins" |
| GB9106177D0 (en) * | 1991-03-22 | 1991-05-08 | Aston Molecules Ltd | Substituted diphenylethylenes and analogues or derivatives thereof |
| US5561122A (en) * | 1994-12-22 | 1996-10-01 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Combretastatin A-4 prodrug |
| WO1999035150A1 (en) * | 1998-01-09 | 1999-07-15 | Arizona Board Of Regents, A Body Corporate, Acting On Behalf Of Arizona State University | Synthesis of combretastatin a-4 prodrugs and trans-isomers thereo f |
| WO1999034788A1 (en) * | 1998-01-09 | 1999-07-15 | Arizona Board Of Regents, A Body Corporate, Acting On Behalf Of Arizona State University | Synthesis of phenstatin and prodrugs thereof |
| GB9903403D0 (en) * | 1999-02-16 | 1999-04-07 | Angiogene Pharm Ltd | Substituted stilbene compounds with vascular damaging activity |
| US6538038B1 (en) * | 1999-02-18 | 2003-03-25 | Oxigene, Inc. | Compositions and methods for use in targeting vascular destruction |
| ES2395097T3 (es) * | 2000-04-27 | 2013-02-08 | Arizona Board Of Regents, A Body Corporate Of The State Of Arizona En Nombre De Arizona State University | Profármacos de Combretastatina A1 fosfato y Combretastatina B1 fosfato |
-
2001
- 2001-04-27 ES ES01928978T patent/ES2395097T3/es not_active Expired - Lifetime
- 2001-04-27 DK DK01928978.4T patent/DK1278758T3/da active
- 2001-04-27 EP EP01928978A patent/EP1278758B1/de not_active Expired - Lifetime
- 2001-04-27 US US10/258,672 patent/US7078552B2/en not_active Expired - Lifetime
- 2001-04-27 PT PT01928978T patent/PT1278758E/pt unknown
- 2001-04-27 WO PCT/US2001/013858 patent/WO2001081355A1/en not_active Application Discontinuation
- 2001-04-27 AT AT01928978T patent/ATE527271T1/de active
- 2001-04-27 CA CA2407675A patent/CA2407675C/en not_active Expired - Lifetime
-
2011
- 2011-12-12 CY CY20111101232T patent/CY1112310T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2407675A1 (en) | 2001-11-01 |
| CY1112310T1 (el) | 2015-12-09 |
| CA2407675C (en) | 2012-07-10 |
| PT1278758E (pt) | 2011-12-22 |
| EP1278758A1 (de) | 2003-01-29 |
| EP1278758B1 (de) | 2011-10-05 |
| US7078552B2 (en) | 2006-07-18 |
| WO2001081355A1 (en) | 2001-11-01 |
| US20030220298A1 (en) | 2003-11-27 |
| DK1278758T3 (da) | 2012-01-23 |
| EP1278758A4 (de) | 2005-10-19 |
| ES2395097T3 (es) | 2013-02-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification |
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