KR100989029B1 - 세포 증식 억제제로서의 퀴놀론 동족체 - Google Patents
세포 증식 억제제로서의 퀴놀론 동족체 Download PDFInfo
- Publication number
- KR100989029B1 KR100989029B1 KR1020077008765A KR20077008765A KR100989029B1 KR 100989029 B1 KR100989029 B1 KR 100989029B1 KR 1020077008765 A KR1020077008765 A KR 1020077008765A KR 20077008765 A KR20077008765 A KR 20077008765A KR 100989029 B1 KR100989029 B1 KR 100989029B1
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- ring
- alkyl
- mmol
- halo
- 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 - Fee Related
Links
- 0 **C(C(N(CC*1)C1=C1C([U])=O)I)C1=O Chemical compound **C(C(N(CC*1)C1=C1C([U])=O)I)C1=O 0.000 description 2
- NPUGRVUZVKSYOV-UHFFFAOYSA-N CC(N(CC1)CCN1c1ccc(C(C(C(NCCN2CCCC2)=O)=C(N(C)C2)N3c4c2cccc4)=O)c3n1)=O Chemical compound CC(N(CC1)CCN1c1ccc(C(C(C(NCCN2CCCC2)=O)=C(N(C)C2)N3c4c2cccc4)=O)c3n1)=O NPUGRVUZVKSYOV-UHFFFAOYSA-N 0.000 description 1
- PKDPUENCROCRCH-UHFFFAOYSA-N CC(N1CCNCC1)=O Chemical compound CC(N1CCNCC1)=O PKDPUENCROCRCH-UHFFFAOYSA-N 0.000 description 1
- MHVXTVANXCCVQM-UHFFFAOYSA-N CCOC(C1=C(N(C)Cc2c3cccc2)N3c2nc(N(CC3)CCN3C(C)=O)ccc2C1=O)=O Chemical compound CCOC(C1=C(N(C)Cc2c3cccc2)N3c2nc(N(CC3)CCN3C(C)=O)ccc2C1=O)=O MHVXTVANXCCVQM-UHFFFAOYSA-N 0.000 description 1
- ZKGMPFMTHXXOLM-UHFFFAOYSA-N CCOC(C1=C(N(C)c2ccccc22)N2c(nc(c(F)c2)Cl)c2C1=O)=O Chemical compound CCOC(C1=C(N(C)c2ccccc22)N2c(nc(c(F)c2)Cl)c2C1=O)=O ZKGMPFMTHXXOLM-UHFFFAOYSA-N 0.000 description 1
- QQSLTWZFESOFLH-UHFFFAOYSA-N CCOC(C1=C(N(C)c2ccccc22)N2c(nc(c(F)c2)SCCc3cnccn3)c2C1=O)=O Chemical compound CCOC(C1=C(N(C)c2ccccc22)N2c(nc(c(F)c2)SCCc3cnccn3)c2C1=O)=O QQSLTWZFESOFLH-UHFFFAOYSA-N 0.000 description 1
- ULHHYOXSSLFYGF-UHFFFAOYSA-N CCOC(C1=C(NCc2c3cccc2)N3c2nc(Cl)ccc2C1=O)=O Chemical compound CCOC(C1=C(NCc2c3cccc2)N3c2nc(Cl)ccc2C1=O)=O ULHHYOXSSLFYGF-UHFFFAOYSA-N 0.000 description 1
- MJZRYVBHSFPBDR-UHFFFAOYSA-N CCOC(C1=C(NCc2c3cccc2)N3c2nc(N(CC3)CCN3C(C)=O)ccc2C1=O)=O Chemical compound CCOC(C1=C(NCc2c3cccc2)N3c2nc(N(CC3)CCN3C(C)=O)ccc2C1=O)=O MJZRYVBHSFPBDR-UHFFFAOYSA-N 0.000 description 1
- ODCIVZDIYZFSAA-UHFFFAOYSA-N CCOC(C1=C(Nc2ccccc22)N2c(nc(cc2)Cl)c2C1=O)=O Chemical compound CCOC(C1=C(Nc2ccccc22)N2c(nc(cc2)Cl)c2C1=O)=O ODCIVZDIYZFSAA-UHFFFAOYSA-N 0.000 description 1
- UBXVZLPARLKWFF-UHFFFAOYSA-N CCOC(C1=C(Nc2ccccc22)N2c(nc(cc2)N(CC3)CCN3C(C)=O)c2C1=O)=O Chemical compound CCOC(C1=C(Nc2ccccc22)N2c(nc(cc2)N(CC3)CCN3C(C)=O)c2C1=O)=O UBXVZLPARLKWFF-UHFFFAOYSA-N 0.000 description 1
- PFESPNCIXYPLHY-UHFFFAOYSA-N CCOC(C1=C2Sc(cccc3)c3N2c(nc(c(F)c2)N(CC3)CC3NC(OC(C)(C)C)=O)c2C1=O)=O Chemical compound CCOC(C1=C2Sc(cccc3)c3N2c(nc(c(F)c2)N(CC3)CC3NC(OC(C)(C)C)=O)c2C1=O)=O PFESPNCIXYPLHY-UHFFFAOYSA-N 0.000 description 1
- LMIZEKSYNDOZNO-UHFFFAOYSA-N CCOC(C1=C2Sc3ccccc3N2c(ccc(SCCc2nccnc2)c2)c2C1=O)=O Chemical compound CCOC(C1=C2Sc3ccccc3N2c(ccc(SCCc2nccnc2)c2)c2C1=O)=O LMIZEKSYNDOZNO-UHFFFAOYSA-N 0.000 description 1
- DTKOQTREWWRFMU-UHFFFAOYSA-N CN1C(CCNC(C2=C3Sc4ccccc4N3c(cc(c(F)c3)SCCc4nccnc4)c3C2=O)=O)CCC1 Chemical compound CN1C(CCNC(C2=C3Sc4ccccc4N3c(cc(c(F)c3)SCCc4nccnc4)c3C2=O)=O)CCC1 DTKOQTREWWRFMU-UHFFFAOYSA-N 0.000 description 1
- XLYZUSPMICNBLY-UHFFFAOYSA-N CN1C(CCNC(C2=C3Sc4ccccc4N3c(ccc(SCCc3nccnc3)c3)c3C2=O)=O)CCC1 Chemical compound CN1C(CCNC(C2=C3Sc4ccccc4N3c(ccc(SCCc3nccnc3)c3)c3C2=O)=O)CCC1 XLYZUSPMICNBLY-UHFFFAOYSA-N 0.000 description 1
- JLOIZGPZNAQMLH-UHFFFAOYSA-N CN1C(CCNC(C2=C3Sc4ccccc4N3c(nc(c(F)c3)N(CC4)CC4N)c3C2=O)=O)CCC1 Chemical compound CN1C(CCNC(C2=C3Sc4ccccc4N3c(nc(c(F)c3)N(CC4)CC4N)c3C2=O)=O)CCC1 JLOIZGPZNAQMLH-UHFFFAOYSA-N 0.000 description 1
- WRXNJTBODVGDRY-UHFFFAOYSA-N NCCN1CCCC1 Chemical compound NCCN1CCCC1 WRXNJTBODVGDRY-UHFFFAOYSA-N 0.000 description 1
- QKVWBAMZPUHCMO-UHFFFAOYSA-N SCCc1nccnc1 Chemical compound SCCc1nccnc1 QKVWBAMZPUHCMO-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- 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
-
- 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
-
- 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
- C07D471/12—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 three hetero rings
- C07D471/14—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains three hetero rings
- C07D513/14—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61103004P | 2004-09-17 | 2004-09-17 | |
| US60/611,030 | 2004-09-17 | ||
| US63860304P | 2004-12-22 | 2004-12-22 | |
| US60/638,603 | 2004-12-22 | ||
| US68898605P | 2005-06-09 | 2005-06-09 | |
| US68879605P | 2005-06-09 | 2005-06-09 | |
| US60/688,986 | 2005-06-09 | ||
| US11/149,007 US7652134B2 (en) | 2004-09-17 | 2005-06-09 | Methods for converting quinolone esters into quinolone amides |
| US60/688,796 | 2005-06-09 | ||
| US11/149,007 | 2005-06-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20070085264A KR20070085264A (ko) | 2007-08-27 |
| KR100989029B1 true KR100989029B1 (ko) | 2010-10-25 |
Family
ID=35735203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020077008765A Expired - Fee Related KR100989029B1 (ko) | 2004-09-17 | 2005-09-16 | 세포 증식 억제제로서의 퀴놀론 동족체 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7816406B2 (https=) |
| EP (1) | EP1802306A2 (https=) |
| JP (1) | JP2008513485A (https=) |
| KR (1) | KR100989029B1 (https=) |
| AU (1) | AU2005286965B2 (https=) |
| BR (1) | BRPI0515319A (https=) |
| CA (1) | CA2580749C (https=) |
| IL (1) | IL181857A0 (https=) |
| MX (1) | MX2007003282A (https=) |
| NZ (1) | NZ553746A (https=) |
| WO (1) | WO2006034113A2 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1928887B1 (en) | 2005-08-05 | 2014-12-17 | Senhwa Biosciences, Inc. | Methods of preparing quinolone analogs |
| WO2007146831A2 (en) * | 2006-06-08 | 2007-12-21 | Cylene Pharmaceuticals, Inc. | Quinolone analogs derivatized with sulfonic acid, sulfonate or sulfonamide |
| WO2007146813A2 (en) * | 2006-06-08 | 2007-12-21 | Cylene Pharmaceuticals, Inc. | Pyridinone analogs as cell proliferation inhibitors |
| US7956064B2 (en) | 2006-09-01 | 2011-06-07 | Cylene Pharmaceuticals, Inc. | Fused tricyclic compounds as serine-threonine protein kinase and PARP modulators |
| US20080318939A1 (en) * | 2007-06-22 | 2008-12-25 | Whitten Jeffrey P | Methods for treating ophthalmic disorders |
| CN101801190A (zh) * | 2007-06-22 | 2010-08-11 | 赛林药物股份有限公司 | 治疗异常细胞增殖性疾病的方法 |
| WO2009097014A2 (en) * | 2007-08-31 | 2009-08-06 | Cylene Pharmaceuticals, Inc. | Therapeutic kinase modulators |
| EP2201010B1 (en) | 2007-09-14 | 2013-11-06 | Vertex Pharmaceuticals Incorporated | Modulators of cystic fibrosis transmembrane conductance regulator |
| PL3092901T3 (pl) * | 2007-10-05 | 2020-10-19 | Senhwa Biosciences, Inc. | Analogi chinolonu i sposoby z nimi związane |
| WO2011031745A1 (en) | 2009-09-09 | 2011-03-17 | Achaogen, Inc. | Antibacterial fluoroquinolone analogs |
| RU2435758C1 (ru) * | 2010-07-19 | 2011-12-10 | Государственное образовательное учреждение высшего профессионального образования Волгоградский государственный технический университет (ВолгГТУ) | Способ получения этилового эфира 3-оксо-3-(2,6-дихлорпиридин-3-ил) пропановой кислоты |
| US9758518B2 (en) | 2015-03-04 | 2017-09-12 | Pimera, Inc. | Compositions, uses and methods for making them |
| PL3140305T3 (pl) | 2014-05-09 | 2018-10-31 | Pimera, Inc. | Nowe kompozycje, ich zastosowania i sposoby wytwarzania |
| WO2016137471A1 (en) * | 2015-02-26 | 2016-09-01 | Nantpharma, Llc | Method for enhanced heparin quality |
| WO2017087235A1 (en) | 2015-11-20 | 2017-05-26 | Senhwa Biosciences, Inc. | Combination therapy of tetracyclic quinolone analogs for treating cancer |
| JP2018537486A (ja) * | 2015-12-14 | 2018-12-20 | センワ バイオサイエンシズ インコーポレイテッド | キノロン類似体及びその塩の結晶形 |
| US9957282B2 (en) | 2015-12-14 | 2018-05-01 | Senhwa Biosciences, Inc. | Crystalline forms of quinolone analogs and their salts |
| CA3057741A1 (en) | 2017-03-28 | 2018-10-04 | Pimera, Inc. | Novel crystal forms of a pol1 inhibitor |
| TWI884912B (zh) | 2018-02-15 | 2025-06-01 | 生華生物科技股份有限公司 | 喹啉酮類似物及其鹽、組合物及其使用方法 |
| JP2020189888A (ja) * | 2020-08-28 | 2020-11-26 | センワ バイオサイエンシズ インコーポレイテッド | キノロン類似体及びその塩の結晶形 |
| WO2025114459A1 (en) * | 2023-11-28 | 2025-06-05 | Genome Therapeutics Ltd | Tetracyclic compounds for use in antibody-drug conjugates for the treatment of cancer |
| WO2025242908A2 (en) * | 2024-05-24 | 2025-11-27 | Genome Therapeutics Ltd | Novel compounds |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992003136A1 (en) | 1990-08-24 | 1992-03-05 | Abbott Laboratories | Quinobenzoxazine, quinobenzothiazine, and pyrido-acridine antineoplastic agents |
| US6821969B2 (en) * | 2001-02-13 | 2004-11-23 | Pharmacia & Upjohn Company | Thioxazinoquinolones as antiviral agents |
| US7141565B1 (en) * | 2003-04-07 | 2006-11-28 | Cylene Pharmaceuticals, Inc. | Substituted quinobenzoxazine analogs |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2808070A1 (de) * | 1978-02-24 | 1979-08-30 | Bayer Ag | Verfahren zur herstellung von 4-pyridon-3-carbonsaeuren und/oder deren derivaten |
| DE3267485D1 (en) | 1981-02-18 | 1986-01-02 | Nippon Shinyaku Co Ltd | Substituted carboxylic acid derivatives |
| ZA852769B (en) * | 1984-04-26 | 1985-11-27 | Abbott Lab | Benzothiazolo-quinoline antibacterial compounds |
| ZA852802B (en) * | 1984-04-26 | 1985-11-27 | Abbott Lab | Benzoxazolo-quinoline antibacterial compounds |
| US4528285A (en) * | 1984-04-26 | 1985-07-09 | Abbott Laboratories | Methylenedioxy quino-benzothiazine derivatives |
| WO1989012055A1 (fr) | 1988-06-08 | 1989-12-14 | Kyorin Pharmaceutical Co., Ltd. | Agent antitumoral |
| US4959363A (en) * | 1989-06-23 | 1990-09-25 | Sterling Drug Inc. | Quinolonecarboxamide compounds, their preparation and use as antivirals. |
| JPH04117388A (ja) * | 1990-09-07 | 1992-04-17 | Hokuriku Seiyaku Co Ltd | チアゾロキノリン―4―カルボン酸誘導体 |
| US5646163A (en) * | 1992-10-30 | 1997-07-08 | The Procter & Gamble Company | Quinolone 5-(N-heterosubstituted amino) antimicrobials |
| GB9402275D0 (en) * | 1994-02-07 | 1994-03-30 | Fujisawa Pharmaceutical Co | Quinoline derivatives |
| US6559145B2 (en) * | 2000-07-12 | 2003-05-06 | Pharmacia & Upjohn Company | Heterocycle carboxamides as antiviral agents |
| US6699989B1 (en) | 2000-08-28 | 2004-03-02 | B. Vithal Shetty | Antiviral and antimicrobial guanidine or biguanidine derivatives |
| DE60113450T2 (de) * | 2000-12-14 | 2006-07-13 | The Procter & Gamble Company, Cincinnati | Antimikrobielle chinolone |
| US6900224B2 (en) | 2002-07-31 | 2005-05-31 | The Procter & Gamble Company | Antimicrobial quinolones, their compositions and uses |
| CN104324029A (zh) * | 2004-03-15 | 2015-02-04 | 逊尼希思制药公司 | Sns-595及其使用方法 |
-
2005
- 2005-09-16 EP EP05813754A patent/EP1802306A2/en not_active Withdrawn
- 2005-09-16 BR BRPI0515319-0A patent/BRPI0515319A/pt not_active IP Right Cessation
- 2005-09-16 MX MX2007003282A patent/MX2007003282A/es not_active Application Discontinuation
- 2005-09-16 US US11/228,636 patent/US7816406B2/en active Active
- 2005-09-16 CA CA2580749A patent/CA2580749C/en not_active Expired - Lifetime
- 2005-09-16 WO PCT/US2005/033323 patent/WO2006034113A2/en not_active Ceased
- 2005-09-16 JP JP2007532545A patent/JP2008513485A/ja not_active Ceased
- 2005-09-16 KR KR1020077008765A patent/KR100989029B1/ko not_active Expired - Fee Related
- 2005-09-16 NZ NZ553746A patent/NZ553746A/en not_active IP Right Cessation
- 2005-09-16 AU AU2005286965A patent/AU2005286965B2/en not_active Expired
-
2007
- 2007-03-12 IL IL181857A patent/IL181857A0/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992003136A1 (en) | 1990-08-24 | 1992-03-05 | Abbott Laboratories | Quinobenzoxazine, quinobenzothiazine, and pyrido-acridine antineoplastic agents |
| US6821969B2 (en) * | 2001-02-13 | 2004-11-23 | Pharmacia & Upjohn Company | Thioxazinoquinolones as antiviral agents |
| US7141565B1 (en) * | 2003-04-07 | 2006-11-28 | Cylene Pharmaceuticals, Inc. | Substituted quinobenzoxazine analogs |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2007003282A (es) | 2007-10-16 |
| JP2008513485A (ja) | 2008-05-01 |
| AU2005286965A1 (en) | 2006-03-30 |
| AU2005286965B2 (en) | 2009-10-22 |
| US20060074089A1 (en) | 2006-04-06 |
| IL181857A0 (en) | 2007-07-04 |
| US7816406B2 (en) | 2010-10-19 |
| CA2580749C (en) | 2014-01-28 |
| KR20070085264A (ko) | 2007-08-27 |
| CA2580749A1 (en) | 2006-03-30 |
| WO2006034113A3 (en) | 2006-08-24 |
| WO2006034113A2 (en) | 2006-03-30 |
| BRPI0515319A (pt) | 2008-07-22 |
| EP1802306A2 (en) | 2007-07-04 |
| NZ553746A (en) | 2010-06-25 |
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Legal Events
| Date | Code | Title | Description |
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