JP5147866B2 - グルカン合成酵素阻害剤として有用であるピリダジノン誘導体 - Google Patents
グルカン合成酵素阻害剤として有用であるピリダジノン誘導体 Download PDFInfo
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- JP5147866B2 JP5147866B2 JP2009553612A JP2009553612A JP5147866B2 JP 5147866 B2 JP5147866 B2 JP 5147866B2 JP 2009553612 A JP2009553612 A JP 2009553612A JP 2009553612 A JP2009553612 A JP 2009553612A JP 5147866 B2 JP5147866 B2 JP 5147866B2
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- Prior art keywords
- alkyl
- alkenyl
- mmol
- aryl
- compound
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- 0 C*(c1ccccc1O1)C1=O Chemical compound C*(c1ccccc1O1)C1=O 0.000 description 55
- WGQKYBSKWIADBV-UHFFFAOYSA-N NCc1ccccc1 Chemical compound NCc1ccccc1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Nc1ccccc1 Chemical compound Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
- ZALVRXGHVSIOBK-MXNUEDNJSA-N CC1(CO/C(/C(Nc2cc(Cl)ccc2)=O)=C(/C=N)\N2CCNCC2)CC1 Chemical compound CC1(CO/C(/C(Nc2cc(Cl)ccc2)=O)=C(/C=N)\N2CCNCC2)CC1 ZALVRXGHVSIOBK-MXNUEDNJSA-N 0.000 description 2
- ZALVRXGHVSIOBK-UHFFFAOYSA-O CC1(COC(C(Nc2cc(Cl)ccc2)=O)=C(C=N)N2CC[NH2+]CC2)CC1 Chemical compound CC1(COC(C(Nc2cc(Cl)ccc2)=O)=C(C=N)N2CC[NH2+]CC2)CC1 ZALVRXGHVSIOBK-UHFFFAOYSA-O 0.000 description 2
- LAZFHIDCUUAVLK-UHFFFAOYSA-N O=S(Cc1ccccc1)=O Chemical compound O=S(Cc1ccccc1)=O LAZFHIDCUUAVLK-UHFFFAOYSA-N 0.000 description 2
- GNYHJZBXRGAKMY-BAXQROPYSA-O C/C(/C(Nc1cc(Cl)ccc1)=O)=C(/C=[NH2+])\N1CCNCC1 Chemical compound C/C(/C(Nc1cc(Cl)ccc1)=O)=C(/C=[NH2+])\N1CCNCC1 GNYHJZBXRGAKMY-BAXQROPYSA-O 0.000 description 1
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- OHKYURRJKRNGSN-UHFFFAOYSA-N C/C=S\CCCCl Chemical compound C/C=S\CCCCl OHKYURRJKRNGSN-UHFFFAOYSA-N 0.000 description 1
- AQIAFTUPXQIBQF-UHFFFAOYSA-N C=CCCCCOC(C(N(c1cc(Cl)ccc1)N=C1)=O)=C1N(CC1)CCN1S(=O)=O Chemical compound C=CCCCCOC(C(N(c1cc(Cl)ccc1)N=C1)=O)=C1N(CC1)CCN1S(=O)=O AQIAFTUPXQIBQF-UHFFFAOYSA-N 0.000 description 1
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- OTWWUYHRDYOIFW-UHFFFAOYSA-N C=[Br]Cc(cc1[N+]([O-])=O)ccc1Br Chemical compound C=[Br]Cc(cc1[N+]([O-])=O)ccc1Br OTWWUYHRDYOIFW-UHFFFAOYSA-N 0.000 description 1
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- PMUPYMPBTYMXDU-UHFFFAOYSA-N CC(N(CCC1)C1O)=O Chemical compound CC(N(CCC1)C1O)=O PMUPYMPBTYMXDU-UHFFFAOYSA-N 0.000 description 1
- MOQXZTMVYSPKEI-UHFFFAOYSA-N CC(SCCCF)=O Chemical compound CC(SCCCF)=O MOQXZTMVYSPKEI-UHFFFAOYSA-N 0.000 description 1
- AFYLONXAUGVLCA-PYCFMQQDSA-O CC(c1ccccc1[SH2+])NCN/C(/C)=C(/C(Nc1ccccc1)=O)\OCC1(C)CC1 Chemical compound CC(c1ccccc1[SH2+])NCN/C(/C)=C(/C(Nc1ccccc1)=O)\OCC1(C)CC1 AFYLONXAUGVLCA-PYCFMQQDSA-O 0.000 description 1
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- ZJQUDTZLMLWNQU-UHFFFAOYSA-N NCC1C=CC(F)=CC1 Chemical compound NCC1C=CC(F)=CC1 ZJQUDTZLMLWNQU-UHFFFAOYSA-N 0.000 description 1
- BFWYZZPDZZGSLJ-UHFFFAOYSA-N NCc(cc1)ccc1N Chemical compound NCc(cc1)ccc1N BFWYZZPDZZGSLJ-UHFFFAOYSA-N 0.000 description 1
- XPARFBOWIYMLMY-UHFFFAOYSA-N NCc(cc1)cnc1Cl Chemical compound NCc(cc1)cnc1Cl XPARFBOWIYMLMY-UHFFFAOYSA-N 0.000 description 1
- YSXWSLITLDXLCG-UHFFFAOYSA-N NCc(cc1F)ccc1N Chemical compound NCc(cc1F)ccc1N YSXWSLITLDXLCG-UHFFFAOYSA-N 0.000 description 1
- AEUCNLPMBDBHOL-UHFFFAOYSA-N NCc(cc1O)ccc1N Chemical compound NCc(cc1O)ccc1N AEUCNLPMBDBHOL-UHFFFAOYSA-N 0.000 description 1
- ZDBWYUOUYNQZBM-UHFFFAOYSA-N NCc1cccc(N)c1 Chemical compound NCc1cccc(N)c1 ZDBWYUOUYNQZBM-UHFFFAOYSA-N 0.000 description 1
- FKOWIPKCHHSXLH-UHFFFAOYSA-O NN=CC(N1CC[NH2+]CC1)=C(C=O)c1cc(F)cc(F)c1 Chemical compound NN=CC(N1CC[NH2+]CC1)=C(C=O)c1cc(F)cc(F)c1 FKOWIPKCHHSXLH-UHFFFAOYSA-O 0.000 description 1
- IUQQUDOPPAGCQI-UHFFFAOYSA-N Nc(c(CS)ccc1)c1O Chemical compound Nc(c(CS)ccc1)c1O IUQQUDOPPAGCQI-UHFFFAOYSA-N 0.000 description 1
- PNPCRKVUWYDDST-UHFFFAOYSA-N Nc1cc(Cl)ccc1 Chemical compound Nc1cc(Cl)ccc1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 description 1
- KQOIBXZRCYFZSO-UHFFFAOYSA-N Nc1cc(F)cc(F)c1 Chemical compound Nc1cc(F)cc(F)c1 KQOIBXZRCYFZSO-UHFFFAOYSA-N 0.000 description 1
- LYZBWLKSLHDGLP-RIXMNKAPSA-N Nc1ccc(CS(N(CC2)CCN2/C(/C=N)=C(/C(Nc2cc(F)cc(F)c2)=O)\Cl)(O)=O)cc1 Chemical compound Nc1ccc(CS(N(CC2)CCN2/C(/C=N)=C(/C(Nc2cc(F)cc(F)c2)=O)\Cl)(O)=O)cc1 LYZBWLKSLHDGLP-RIXMNKAPSA-N 0.000 description 1
- HCSWZZZQVXSZMA-UHFFFAOYSA-O O=C1N(c(cc2)ccc2F)N=CC(N2CC[NH2+]CC2)=C1Br Chemical compound O=C1N(c(cc2)ccc2F)N=CC(N2CC[NH2+]CC2)=C1Br HCSWZZZQVXSZMA-UHFFFAOYSA-O 0.000 description 1
- VQHZUCIFWLYMID-UHFFFAOYSA-N O=C1N(c2cc(Cl)ccc2)N=CC(Cl)=C1Cl Chemical compound O=C1N(c2cc(Cl)ccc2)N=CC(Cl)=C1Cl VQHZUCIFWLYMID-UHFFFAOYSA-N 0.000 description 1
- PPSRNWJMQYCIBL-UHFFFAOYSA-N O=C1N(c2cc(Cl)ccc2)N=CC(N(CC2)Cc3c2nc(-c2ccccc2)[s]3)=C1Cl Chemical compound O=C1N(c2cc(Cl)ccc2)N=CC(N(CC2)Cc3c2nc(-c2ccccc2)[s]3)=C1Cl PPSRNWJMQYCIBL-UHFFFAOYSA-N 0.000 description 1
- XDWWSIQNSKTAEX-UHFFFAOYSA-N O=C1N(c2cc(Cl)ccc2)N=CC(N(CC2)Cc3c2nc(-c2ccccc2)[s]3)=C1OC1CCCC1 Chemical compound O=C1N(c2cc(Cl)ccc2)N=CC(N(CC2)Cc3c2nc(-c2ccccc2)[s]3)=C1OC1CCCC1 XDWWSIQNSKTAEX-UHFFFAOYSA-N 0.000 description 1
- HRFUXANQSXGEEG-UHFFFAOYSA-N O=C1N(c2cc(Cl)ccc2)N=CC(N2CCNCC2)=C1Cl Chemical compound O=C1N(c2cc(Cl)ccc2)N=CC(N2CCNCC2)=C1Cl HRFUXANQSXGEEG-UHFFFAOYSA-N 0.000 description 1
- JBTZVCNBJWWKFY-UHFFFAOYSA-N O=S(CCCOc1ccccc1)=O Chemical compound O=S(CCCOc1ccccc1)=O JBTZVCNBJWWKFY-UHFFFAOYSA-N 0.000 description 1
- ZXQRRAUATRRSFS-UHFFFAOYSA-N O=SC1CCNCC1 Chemical compound O=SC1CCNCC1 ZXQRRAUATRRSFS-UHFFFAOYSA-N 0.000 description 1
- DCFAFVFPTIYRJG-UHFFFAOYSA-N O=SCc(cc1)cc2c1nc[o]2 Chemical compound O=SCc(cc1)cc2c1nc[o]2 DCFAFVFPTIYRJG-UHFFFAOYSA-N 0.000 description 1
- XESOEBYBEJDNEQ-UHFFFAOYSA-O OC(C(N(c1cc(F)cc(F)c1)N=C1)=O)=C1N1CC[NH2+]CC1 Chemical compound OC(C(N(c1cc(F)cc(F)c1)N=C1)=O)=C1N1CC[NH2+]CC1 XESOEBYBEJDNEQ-UHFFFAOYSA-O 0.000 description 1
- PJMFGDYBTJEEDP-UHFFFAOYSA-N OCC1NCCN(Cc2ccccc2)C1 Chemical compound OCC1NCCN(Cc2ccccc2)C1 PJMFGDYBTJEEDP-UHFFFAOYSA-N 0.000 description 1
- PNPCRKVUWYDDST-UHFFFAOYSA-O [NH3+]c1cc(Cl)ccc1 Chemical compound [NH3+]c1cc(Cl)ccc1 PNPCRKVUWYDDST-UHFFFAOYSA-O 0.000 description 1
- IMLGJYRKLCMJPI-UHFFFAOYSA-N [O-][N+](c1cc(CO)ccc1O)=O Chemical compound [O-][N+](c1cc(CO)ccc1O)=O IMLGJYRKLCMJPI-UHFFFAOYSA-N 0.000 description 1
- OSTBLDHANBUNQO-UHFFFAOYSA-N [O-][N+](c1cc(CO)ccc1OCc1ccccc1)=O Chemical compound [O-][N+](c1cc(CO)ccc1OCc1ccccc1)=O OSTBLDHANBUNQO-UHFFFAOYSA-N 0.000 description 1
- JTBMRLWSORMKKA-UHFFFAOYSA-O [O-][N+](c1ccc(C[SH+]O)cc1)=O Chemical compound [O-][N+](c1ccc(C[SH+]O)cc1)=O JTBMRLWSORMKKA-UHFFFAOYSA-O 0.000 description 1
- OIMBYDFUXNAJSV-UHFFFAOYSA-O [SH2+]Cc(cc1)ccc1I Chemical compound [SH2+]Cc(cc1)ccc1I OIMBYDFUXNAJSV-UHFFFAOYSA-O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D515/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D515/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen, oxygen, 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 four or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
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| US91817107P | 2007-03-15 | 2007-03-15 | |
| US60/918,171 | 2007-03-15 | ||
| PCT/US2008/003257 WO2008115381A1 (en) | 2007-03-15 | 2008-03-12 | Pyridazinone derivatives useful as glucan synthase inhibitors |
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| JP2012230565A Pending JP2013014622A (ja) | 2007-03-15 | 2012-10-18 | グルカン合成酵素阻害剤として有用であるピリダジノン誘導体 |
| JP2013259117A Pending JP2014051529A (ja) | 2007-03-15 | 2013-12-16 | グルカン合成酵素阻害剤として有用であるピリダジノン誘導体 |
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| JP2010521463A (ja) * | 2007-03-15 | 2010-06-24 | シェーリング コーポレイション | グルカンシンターゼの阻害剤として有用なピペラジン置換ビリダジノン誘導体 |
| EP2137162B1 (en) | 2007-03-15 | 2018-08-01 | Novartis AG | Organic compounds and their uses |
| CA2697551C (en) * | 2007-09-20 | 2013-03-12 | Irm Llc | Piperidine derivatives as modulators of gpr119 activity |
| JP5627574B2 (ja) | 2008-06-03 | 2014-11-19 | インターミューン， インコーポレイテッド | 炎症性および線維性疾患を治療するための化合物および方法 |
| US20100041663A1 (en) | 2008-07-18 | 2010-02-18 | Novartis Ag | Organic Compounds as Smo Inhibitors |
| US20120088769A1 (en) * | 2010-10-11 | 2012-04-12 | Axikin Pharmaceuticals, Inc. | Salts of arylsulfonamide ccr3 antagonists |
| FI20115234A0 (fi) | 2011-03-08 | 2011-03-08 | Biotie Therapies Corp | Uusia pyridatsinoni- ja pyridoniyhdisteitä |
| GB201111705D0 (en) | 2011-07-07 | 2011-08-24 | Takeda Pharmaceutical | Compounds and their use |
| GB201111704D0 (en) | 2011-07-07 | 2011-08-24 | Takeda Pharmaceutical | Novel compounds |
| JO3115B1 (ar) * | 2011-08-22 | 2017-09-20 | Takeda Pharmaceuticals Co | مركبات بيريدازينون واستخدامها كمثبطات daao |
| AP2014007637A0 (en) | 2011-11-15 | 2014-05-31 | Takeda Pharmaceutical | Dihydroxy aromatic heterocyclic compound |
| CN104379563B (zh) * | 2012-04-10 | 2018-12-21 | 加利福尼亚大学董事会 | 用于治疗癌症的组合物和方法 |
| AU2013203000B9 (en) | 2012-08-10 | 2017-02-02 | Lantheus Medical Imaging, Inc. | Compositions, methods, and systems for the synthesis and use of imaging agents |
| CN103664795B (zh) * | 2012-09-06 | 2017-10-03 | 华东理工大学 | 哒嗪酮类化合物及其用途 |
| AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
| JP6310464B2 (ja) | 2012-10-05 | 2018-04-11 | コーニンクレッカ フィリップス エヌ ヴェＫｏｎｉｎｋｌｉｊｋｅ Ｐｈｉｌｉｐｓ Ｎ．Ｖ． | 改善されたｘ線画像を供する医療撮像システム及び方法 |
| GB201222711D0 (en) * | 2012-12-17 | 2013-01-30 | Takeda Pharmaceutical | Novel compounds |
| US10070649B2 (en) | 2013-01-30 | 2018-09-11 | Agrofresh Inc. | Volatile applications against pathogens |
| US11039617B2 (en) | 2013-01-30 | 2021-06-22 | Agrofresh Inc. | Large scale methods of uniformly coating packaging surfaces with a volatile antimicrobial to preserve food freshness |
| CA2922567A1 (en) * | 2013-08-26 | 2015-03-05 | Purdue Pharma L.P. | Azaspiro[4.5]decane derivatives and use thereof |
| US10233195B2 (en) | 2014-04-02 | 2019-03-19 | Intermune, Inc. | Anti-fibrotic pyridinones |
| CA2946163A1 (en) * | 2014-04-24 | 2015-10-29 | Hexima Limited | Agents and methods of treatment |
| NZ745681A (en) | 2016-03-07 | 2022-05-27 | Agrofresh Inc | Synergistic methods of using benzoxaborole compounds and preservative gases as an antimicrobial for crops |
| EP3596043B1 (en) | 2017-03-15 | 2025-12-03 | Lunella Biotech, Inc. | Mitoriboscins: mitochondrial-based therapeutics targeting cancer cells, bacteria, and pathogenic yeast |
| US20210101874A1 (en) | 2017-04-03 | 2021-04-08 | Syngenta Participations Ag | Microbiocidal oxadiazole derivatives |
| AU2018334290A1 (en) | 2017-09-18 | 2020-04-02 | Goldfinch Bio, Inc. | Pyridazinones and methods of use thereof |
| CN109912476A (zh) * | 2019-03-27 | 2019-06-21 | 南通宝凯化工有限公司 | 一种异丙氨基磺酰氯的生产工艺 |
| TW202115042A (zh) * | 2019-06-21 | 2021-04-16 | 大陸商江蘇豪森藥業集團有限公司 | 芳基磷氧化物類衍生物抑制劑、其製備方法和應用 |
| US12509444B2 (en) * | 2019-12-06 | 2025-12-30 | Plexxikon Inc. | Compounds and methods for CD73 modulation and indications therefor |
| CN115551862B (zh) | 2020-04-30 | 2024-04-12 | 吉利德科学公司 | 肽基精氨酸脱亚胺酶的大环抑制剂 |
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| JPS565734B2 (enExample) * | 1973-02-28 | 1981-02-06 | ||
| DE3048487A1 (de) * | 1980-12-22 | 1982-07-29 | Cassella Ag, 6000 Frankfurt | Basisch substituierte pyridazine, ihre herstellung und ihre verwendung |
| ES8601972A1 (es) | 1985-02-28 | 1985-11-16 | Abello Quimicos Farma Prod Sa | Procedimiento de obtencion de 1,2-diazin-3 (2h)-onas con interes farmaceutico |
| JPH04235975A (ja) * | 1991-01-21 | 1992-08-25 | Nissan Chem Ind Ltd | ピリダジノン誘導体および害虫防除剤 |
| GB2256587A (en) | 1991-06-11 | 1992-12-16 | American Cyanamid Co | Acetazolamide in sustained release form |
| HU227237B1 (en) * | 2001-09-27 | 2010-12-28 | Egis Gyogyszergyar Nyilvanosan Muekoedoe Reszvenytarsasag | Substituted alkylpyridazinone derivatives, process for their preparation, pharmaceutical compositions containing them |
| EP1479681A4 (en) * | 2002-01-31 | 2006-05-10 | Daiichi Seiyaku Co | IMIDAZO (1,2-a) pyridine |
| DE10216144A1 (de) * | 2002-04-12 | 2003-11-06 | Bayer Ag | Substituierte 2-Phenyl-3(2H)-Pyridazinone |
| US20050209278A1 (en) * | 2002-04-25 | 2005-09-22 | Mcdonald Joseph J | Piperidinyl- and piperazinyl-sulfonylmethyl hydroxamic acids and their use as protease inhibitors |
| UA77526C2 (en) * | 2002-06-07 | 2006-12-15 | Sanofi Aventis | Substituted derivatives of 1-piperazineacylpiperidine, a method for the preparation thereof and their use in therapy |
| NZ547481A (en) * | 2003-11-19 | 2009-12-24 | Array Biopharma Inc | Heterocyclic inhibitors of mek and methods of use thereof |
| WO2005117909A2 (en) * | 2004-04-23 | 2005-12-15 | Exelixis, Inc. | Kinase modulators and methods of use |
| GB0524991D0 (en) * | 2005-12-08 | 2006-01-18 | Ge Healthcare Ltd | Novel imaging agents for fibrosis |
| WO2007130383A2 (en) * | 2006-04-28 | 2007-11-15 | Northwestern University | Compositions and treatments using pyridazine compounds and secretases |
| JP2010521463A (ja) * | 2007-03-15 | 2010-06-24 | シェーリング コーポレイション | グルカンシンターゼの阻害剤として有用なピペラジン置換ビリダジノン誘導体 |
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2008
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- 2008-03-12 US US12/046,755 patent/US8232274B2/en active Active
- 2008-03-12 AU AU2008227100A patent/AU2008227100B2/en not_active Ceased
- 2008-03-12 KR KR1020097021457A patent/KR20100049500A/ko not_active Withdrawn
- 2008-03-12 CN CN200880016155A patent/CN101730692A/zh active Pending
- 2008-03-12 EP EP08726734.0A patent/EP2137179B1/en active Active
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- 2008-03-13 TW TW097108919A patent/TW200902516A/zh unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| EP2586778A3 (en) | 2013-07-31 |
| EP2586778A2 (en) | 2013-05-01 |
| US20090170861A1 (en) | 2009-07-02 |
| TW200902516A (en) | 2009-01-16 |
| JP2014051529A (ja) | 2014-03-20 |
| MX2009009948A (es) | 2009-09-24 |
| RU2009137946A (ru) | 2011-04-20 |
| WO2008115381A1 (en) | 2008-09-25 |
| JP2013014622A (ja) | 2013-01-24 |
| EP2137179A1 (en) | 2009-12-30 |
| ECSP099634A (es) | 2009-10-30 |
| CN101730692A (zh) | 2010-06-09 |
| CA2680583A1 (en) | 2008-09-25 |
| CO6220966A2 (es) | 2010-11-19 |
| KR20100049500A (ko) | 2010-05-12 |
| AU2008227100A1 (en) | 2008-09-25 |
| BRPI0809238A2 (pt) | 2014-09-09 |
| AR065721A1 (es) | 2009-06-24 |
| IL200906A0 (en) | 2010-05-17 |
| AU2008227100B2 (en) | 2014-01-09 |
| US8232274B2 (en) | 2012-07-31 |
| CL2008000725A1 (es) | 2008-11-14 |
| EP2137179B1 (en) | 2015-09-02 |
| JP2010521461A (ja) | 2010-06-24 |
| PE20081882A1 (es) | 2008-12-27 |
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