ES2088822A1 - Nuevos derivados antraquinonicos con actividad antitumoral y sus aplicaciones. - Google Patents
Nuevos derivados antraquinonicos con actividad antitumoral y sus aplicaciones.Info
- Publication number
- ES2088822A1 ES2088822A1 ES09400366A ES9400366A ES2088822A1 ES 2088822 A1 ES2088822 A1 ES 2088822A1 ES 09400366 A ES09400366 A ES 09400366A ES 9400366 A ES9400366 A ES 9400366A ES 2088822 A1 ES2088822 A1 ES 2088822A1
- Authority
- ES
- Spain
- Prior art keywords
- diazaanthracen
- methyl
- trione
- applications
- azaanthracen
- 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.)
- Granted
Links
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical class C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 title 1
- 230000000259 anti-tumor effect Effects 0.000 title 1
- NRFRJPYCCZYNDL-UHFFFAOYSA-N 2-ethoxy-3-methylbenzo[g]quinoline-5,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1N=C(OCC)C(C)=C2 NRFRJPYCCZYNDL-UHFFFAOYSA-N 0.000 abstract 2
- AJDSNTGNSQAAGJ-UHFFFAOYSA-N 3,6-dimethyl-1,9-dihydropyrido[3,2-g]quinoline-2,5,8,10-tetrone Chemical compound N1C(=O)C(C)=CC2=C1C(=O)C(NC(=O)C=C1C)=C1C2=O AJDSNTGNSQAAGJ-UHFFFAOYSA-N 0.000 abstract 2
- LOFNOPAUXFFGNF-UHFFFAOYSA-N 3,7-difluoropyrido[3,2-g]quinoline-5,10-dione Chemical compound C1=C(F)C=C2C(=O)C3=CC(F)=CN=C3C(=O)C2=N1 LOFNOPAUXFFGNF-UHFFFAOYSA-N 0.000 abstract 2
- GRCMUNDNBANJCN-UHFFFAOYSA-N 3-fluoro-4-methyl-1,4-dihydrobenzo[g]quinoline-5,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(C)C(F)=CN2 GRCMUNDNBANJCN-UHFFFAOYSA-N 0.000 abstract 2
- AIMGFXORMVRYCL-UHFFFAOYSA-N 4,7,8-trimethyl-5a,6,9,9a-tetrahydro-1h-benzo[g]quinoline-2,5,10-trione Chemical compound N1C(=O)C=C(C)C(C2=O)=C1C(=O)C1C2CC(C)=C(C)C1 AIMGFXORMVRYCL-UHFFFAOYSA-N 0.000 abstract 2
- LHXHPRMFSGAJKP-UHFFFAOYSA-N 7-(dimethylamino)-4-methyl-1h-pyrido[3,2-g]quinoline-2,5,10-trione Chemical compound N1C(=O)C=C(C)C2=C1C(=O)C1=NC=C(N(C)C)C=C1C2=O LHXHPRMFSGAJKP-UHFFFAOYSA-N 0.000 abstract 2
- XIPWXCWHSSIDEZ-UHFFFAOYSA-N 7-fluoro-4-methyl-1h-pyrido[3,2-g]quinoline-2,5,10-trione Chemical compound O=C1C2=NC=C(F)C=C2C(=O)C2=C1NC(=O)C=C2C XIPWXCWHSSIDEZ-UHFFFAOYSA-N 0.000 abstract 2
- LSHVWJGIUGUOQM-UHFFFAOYSA-N 7-methyl-3-phenyl-1h-pyrido[3,2-g]quinoline-2,5,10-trione Chemical compound C=1C=2C(=O)C3=CC(C)=CN=C3C(=O)C=2NC(=O)C=1C1=CC=CC=C1 LSHVWJGIUGUOQM-UHFFFAOYSA-N 0.000 abstract 2
- LTXREWYXXSTFRX-QGZVFWFLSA-N Linagliptin Chemical compound N=1C=2N(C)C(=O)N(CC=3N=C4C=CC=CC4=C(C)N=3)C(=O)C=2N(CC#CC)C=1N1CCC[C@@H](N)C1 LTXREWYXXSTFRX-QGZVFWFLSA-N 0.000 abstract 2
- 241000575946 Ione Species 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/08—Aza-anthracenes
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
NUEVOS DERIVADOS ANTRAQUINONICOS CON ACTIVIDAD ANTITUMORAL Y SUS APLICACIONES. DICHOS DERIVADOS RESPONDEN A LA FORMULA GENERAL (I) Y SON: (I-A) 4,6,7-TRIMETIL-5,8,8A,10A-TETRAHIDRO-1H-1-AZAANTRACEN-2,9,10TRIONA; (I-B) 2-ETOXI-3-METIL-1-AZAANTRACEN-9,10-DIONA; (I-C) 3-ETIL-1,8-DIHIDRO-1H-1,8-DIAZAANTRACEN-2,7,9,10-TETRAONA; (I-D) 2-ACETOXI-6-METIL-1,8-DIAZAANTRACEN-2,9,10-TRIONA; (I-E) 6-FLUOR-4-METIL-1H-1,8-DIAZAANTRACEN-2,9,10-TRIONA; (I-F) 6-DIMETILAMINO-4-METIL-1H-1,8-DIAZAANTRACEN-2,9,10-TRIONA; (I-G) 4-METIL-5-(2-NITROFENIL)-5,8-DIHIDRO-1H-1,8-DIAZAANTRACEN-2,9,10-TRIONA; (I-H) 3,5-DIMETIL-1,8-DIHIDRO-1,8-DIAZAANTRACEN-2,7,9,10-TETRAONA; (I-I) 3,6-DIFLUOR-1,8-DIAZAANTRACEN-9,10-DIONA; (I-J) 6-METIL-3-FENIL-1H-1,8-DIAZAANTRACEN-2,9,10-TRIONA; (I-K) 3-FLUOR-4-METIL-1,4-DIHODRO-1-AZAANTRACEN-9,10-DIONA; (I-L) 3-FLUOR-1-AZAANTRACEN-1,10-DIONA. APLICACION COMO AGENTES ANTITUMORALES.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09400366A ES2088822B1 (es) | 1994-02-24 | 1994-02-24 | Nuevos derivados antraquinonicos con actividad antitumoral y sus aplicaciones. |
| US08/535,174 US5716963A (en) | 1994-02-24 | 1995-02-24 | Anthraquinonic derivatives having an antitumor activity and applications thereof |
| PCT/ES1995/000024 WO1995023145A1 (es) | 1994-02-24 | 1995-02-24 | Nuveos derivados antraquinonicos con actividad antitumoral y sus aplicaciones |
| DE69521174T DE69521174T2 (de) | 1994-02-24 | 1995-02-24 | Anthrachinonderivate mit antitumorwirkung und ihre verwendung |
| ES95908946T ES2160697T3 (es) | 1994-02-24 | 1995-02-24 | Derivados antraquinonicos con actividad antitumoral y sus aplicaciones. |
| JP7522151A JPH09500399A (ja) | 1994-02-24 | 1995-02-24 | 抗腫瘍作用を有する新規アントラキノン誘導体およびその適用方法 |
| DK95908946T DK0695752T3 (da) | 1994-02-24 | 1995-02-24 | Anthraquinonderivater med antitumorvirkning samt deres anvendelse |
| CA002161318A CA2161318A1 (en) | 1994-02-24 | 1995-02-24 | New anthraquinonic derivatives having an antitumor activity, and applications thereof |
| EP95908946A EP0695752B1 (en) | 1994-02-24 | 1995-02-24 | anthraquinonic derivatives having an antitumor activity, and applications thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09400366A ES2088822B1 (es) | 1994-02-24 | 1994-02-24 | Nuevos derivados antraquinonicos con actividad antitumoral y sus aplicaciones. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2088822A1 true ES2088822A1 (es) | 1996-09-16 |
| ES2088822B1 ES2088822B1 (es) | 1997-08-01 |
Family
ID=8285337
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES09400366A Expired - Fee Related ES2088822B1 (es) | 1994-02-24 | 1994-02-24 | Nuevos derivados antraquinonicos con actividad antitumoral y sus aplicaciones. |
| ES95908946T Expired - Lifetime ES2160697T3 (es) | 1994-02-24 | 1995-02-24 | Derivados antraquinonicos con actividad antitumoral y sus aplicaciones. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES95908946T Expired - Lifetime ES2160697T3 (es) | 1994-02-24 | 1995-02-24 | Derivados antraquinonicos con actividad antitumoral y sus aplicaciones. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5716963A (es) |
| EP (1) | EP0695752B1 (es) |
| JP (1) | JPH09500399A (es) |
| CA (1) | CA2161318A1 (es) |
| DE (1) | DE69521174T2 (es) |
| DK (1) | DK0695752T3 (es) |
| ES (2) | ES2088822B1 (es) |
| WO (1) | WO1995023145A1 (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9810998D0 (en) * | 1998-05-21 | 1998-07-22 | Univ Madrid Complutense | Antitumour 1,5-diazaanthraquinones |
| FR2781218B1 (fr) * | 1998-07-15 | 2001-09-07 | Lafon Labor | Compositions pharmaceutiques comprenant des 2-quinolones |
| FR2790954B1 (fr) * | 1999-03-18 | 2003-08-08 | Lafon Labor | Composition pharmaceutique a base de composes polyaromatiques |
| EP2130831A1 (en) | 2008-06-06 | 2009-12-09 | InterMed Discovery GmbH | CDC25 inhibitors |
| CN101712648B (zh) * | 2009-11-23 | 2011-11-09 | 南京大学 | 氮杂蒽醌的合成方法 |
| US9233960B2 (en) | 2011-10-14 | 2016-01-12 | The Board Of Trustees Of The University Of Illinois | Compounds and anti-tumor NQO1 substrates |
| EP2984184B1 (en) * | 2013-04-09 | 2020-11-25 | The Board of Trustees of the University of Illionis | Use of dnq or dnq-87 in combination with a parp1 inhibitor for the treatment of cancer |
| US9920069B2 (en) | 2014-03-17 | 2018-03-20 | The Board Of Trustees Of The University Of Illinois | Compounds for treatment of fluoroquinolone-resistant bacteria |
| JP6762474B2 (ja) * | 2015-09-11 | 2020-09-30 | 学校法人早稲田大学 | 電荷貯蔵材料、電極活物質及び二次電池 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0574195A1 (en) * | 1992-06-05 | 1993-12-15 | Universidad Complutense De Madrid | Antitumoral aza- and diazaanthracenes |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR322366A (fr) * | 1902-06-21 | 1903-02-03 | May Adolf | Procédé de conservation ou d'embaumement de cadavres ou parties cadavériques |
| US1882867A (en) * | 1931-10-12 | 1932-10-18 | Embalmers Supply Company | Tissue filler for corpses |
| US1942407A (en) * | 1932-03-19 | 1934-01-09 | Chauncey G Wilson | Embalming preparation |
| DE2906650A1 (de) * | 1979-02-21 | 1980-08-28 | Pfrimmer Pharma | Verfahren zur herstellung von transplantatkonserven |
| JPH05305126A (ja) * | 1991-01-24 | 1993-11-19 | Nippon Oil & Fats Co Ltd | 殺菌方法 |
-
1994
- 1994-02-24 ES ES09400366A patent/ES2088822B1/es not_active Expired - Fee Related
-
1995
- 1995-02-24 ES ES95908946T patent/ES2160697T3/es not_active Expired - Lifetime
- 1995-02-24 DK DK95908946T patent/DK0695752T3/da active
- 1995-02-24 CA CA002161318A patent/CA2161318A1/en not_active Abandoned
- 1995-02-24 WO PCT/ES1995/000024 patent/WO1995023145A1/es active IP Right Grant
- 1995-02-24 JP JP7522151A patent/JPH09500399A/ja not_active Ceased
- 1995-02-24 US US08/535,174 patent/US5716963A/en not_active Expired - Fee Related
- 1995-02-24 DE DE69521174T patent/DE69521174T2/de not_active Expired - Fee Related
- 1995-02-24 EP EP95908946A patent/EP0695752B1/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0574195A1 (en) * | 1992-06-05 | 1993-12-15 | Universidad Complutense De Madrid | Antitumoral aza- and diazaanthracenes |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2161318A1 (en) | 1995-08-31 |
| EP0695752A1 (en) | 1996-02-07 |
| JPH09500399A (ja) | 1997-01-14 |
| DE69521174D1 (de) | 2001-07-12 |
| DE69521174T2 (de) | 2002-01-31 |
| DK0695752T3 (da) | 2001-09-17 |
| EP0695752B1 (en) | 2001-06-06 |
| US5716963A (en) | 1998-02-10 |
| WO1995023145A1 (es) | 1995-08-31 |
| ES2160697T3 (es) | 2001-11-16 |
| ES2088822B1 (es) | 1997-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EC2A | Search report published |
Date of ref document: 19960916 Kind code of ref document: A1 Effective date: 19960916 |
|
| FD2A | Announcement of lapse in spain |
Effective date: 20141120 |