CN102159579B - 三环吲哚衍生物及其使用方法 - Google Patents
三环吲哚衍生物及其使用方法 Download PDFInfo
- Publication number
- CN102159579B CN102159579B CN200980131569.9A CN200980131569A CN102159579B CN 102159579 B CN102159579 B CN 102159579B CN 200980131569 A CN200980131569 A CN 200980131569A CN 102159579 B CN102159579 B CN 102159579B
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- China
- Prior art keywords
- compound
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- antiviral agent
- agent comprises
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- 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.)
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- 0 **[n]1c2cc([Al])c(CCO3)c3c2c(C2=CC=CN(*)C2=O)c1[*+] Chemical compound **[n]1c2cc([Al])c(CCO3)c3c2c(C2=CC=CN(*)C2=O)c1[*+] 0.000 description 20
- IAYOKRHKOCDQQH-ARJAWSKDSA-N C/C=C\c(c(C)c(C=O)cc1)c1F Chemical compound C/C=C\c(c(C)c(C=O)cc1)c1F IAYOKRHKOCDQQH-ARJAWSKDSA-N 0.000 description 1
- KTWIZNDHFVZCDJ-UHFFFAOYSA-N C=Cc1nc2ccccc2cc1CCl Chemical compound C=Cc1nc2ccccc2cc1CCl KTWIZNDHFVZCDJ-UHFFFAOYSA-N 0.000 description 1
- GJGICKPORZTPRU-UHFFFAOYSA-N CC(C(F)=CC1N=CN2)=CC1C2=O Chemical compound CC(C(F)=CC1N=CN2)=CC1C2=O GJGICKPORZTPRU-UHFFFAOYSA-N 0.000 description 1
- DFVFDTMDLSHAGC-UHFFFAOYSA-N CC(C)C1=CC2NCNC2C=C1F Chemical compound CC(C)C1=CC2NCNC2C=C1F DFVFDTMDLSHAGC-UHFFFAOYSA-N 0.000 description 1
- QADLIMTUDQPESU-UHFFFAOYSA-N CC(C)C1=CC=CNC1=O Chemical compound CC(C)C1=CC=CNC1=O QADLIMTUDQPESU-UHFFFAOYSA-N 0.000 description 1
- VPOYOQMWKWPTIN-UHFFFAOYSA-N CC(C)c(c(F)c1)cc2c1NCN2 Chemical compound CC(C)c(c(F)c1)cc2c1NCN2 VPOYOQMWKWPTIN-UHFFFAOYSA-N 0.000 description 1
- WFMSCKAATPPSRL-UHFFFAOYSA-N CC(C)c(c(F)c1)cc2c1[nH]nc2 Chemical compound CC(C)c(c(F)c1)cc2c1[nH]nc2 WFMSCKAATPPSRL-UHFFFAOYSA-N 0.000 description 1
- CBICQVIAVZYAIA-UHFFFAOYSA-N CC(C)c(cc(cccc1)c1n1)c1Cl Chemical compound CC(C)c(cc(cccc1)c1n1)c1Cl CBICQVIAVZYAIA-UHFFFAOYSA-N 0.000 description 1
- UBZPALPLRJQXJV-UHFFFAOYSA-O CC([NH2+]c(cc1I)c(C=N)cc1O)=O Chemical compound CC([NH2+]c(cc1I)c(C=N)cc1O)=O UBZPALPLRJQXJV-UHFFFAOYSA-O 0.000 description 1
- ZSBKRMSHHXMYRQ-UHFFFAOYSA-N CC1(Nc2ccccc2C(CBr)=C1)Cl Chemical compound CC1(Nc2ccccc2C(CBr)=C1)Cl ZSBKRMSHHXMYRQ-UHFFFAOYSA-N 0.000 description 1
- JTBJGFSLUNISGV-UHFFFAOYSA-N CC=C=C(c(cc(C)c(Cl)c1)c1S)NC Chemical compound CC=C=C(c(cc(C)c(Cl)c1)c1S)NC JTBJGFSLUNISGV-UHFFFAOYSA-N 0.000 description 1
- PMSMTNPHJSWSSC-UHFFFAOYSA-N CN(C)c(c(F)c-12)c-1c1c2[nH]cc1N Chemical compound CN(C)c(c(F)c-12)c-1c1c2[nH]cc1N PMSMTNPHJSWSSC-UHFFFAOYSA-N 0.000 description 1
- YAODSTOIAVANEI-UHFFFAOYSA-N COC(c([nH]c1ccc2)cc1c2O)=O Chemical compound COC(c([nH]c1ccc2)cc1c2O)=O YAODSTOIAVANEI-UHFFFAOYSA-N 0.000 description 1
- JRGNNZOCANCPLM-UHFFFAOYSA-N Cc(c(Cl)c1)cc(I)c1F Chemical compound Cc(c(Cl)c1)cc(I)c1F JRGNNZOCANCPLM-UHFFFAOYSA-N 0.000 description 1
- CWXYAAPFPRHTQR-UHFFFAOYSA-N Cc(c(F)c1)cc(C=O)c1NN Chemical compound Cc(c(F)c1)cc(C=O)c1NN CWXYAAPFPRHTQR-UHFFFAOYSA-N 0.000 description 1
- PBWOJASKNNGEQT-UHFFFAOYSA-N Cc(cc(C)c(Cl)c1)c1F Chemical compound Cc(cc(C)c(Cl)c1)c1F PBWOJASKNNGEQT-UHFFFAOYSA-N 0.000 description 1
- PFEIMKNQOIFKSW-UHFFFAOYSA-N Cc1cc(Cl)nc2c1cccc2 Chemical compound Cc1cc(Cl)nc2c1cccc2 PFEIMKNQOIFKSW-UHFFFAOYSA-N 0.000 description 1
- UZFRMQVCYQOAPI-UHFFFAOYSA-N Clc1nc(nccc2)c2cc1CBr Chemical compound Clc1nc(nccc2)c2cc1CBr UZFRMQVCYQOAPI-UHFFFAOYSA-N 0.000 description 1
- MXDGVDQYVPICSI-UHFFFAOYSA-N Nc1cc(CCl)c(cccc2)c2n1 Chemical compound Nc1cc(CCl)c(cccc2)c2n1 MXDGVDQYVPICSI-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Nc1ccccc1 Chemical compound Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- QKAKHHXCHOVWOU-UHFFFAOYSA-N O=C1Oc2ncccc2-c2c1[nH]c1cc(F)c(cc[o]3)c3c21 Chemical compound O=C1Oc2ncccc2-c2c1[nH]c1cc(F)c(cc[o]3)c3c21 QKAKHHXCHOVWOU-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- 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
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6134408P | 2008-06-13 | 2008-06-13 | |
| US61/061344 | 2008-06-13 | ||
| US61/061,344 | 2008-06-13 | ||
| PCT/US2009/046822 WO2009152200A1 (en) | 2008-06-13 | 2009-06-10 | Tricyclic indole derivatives and methods of use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102159579A CN102159579A (zh) | 2011-08-17 |
| CN102159579B true CN102159579B (zh) | 2015-03-25 |
Family
ID=40943627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980131569.9A Active CN102159579B (zh) | 2008-06-13 | 2009-06-10 | 三环吲哚衍生物及其使用方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8901139B2 (enExample) |
| EP (1) | EP2303893B1 (enExample) |
| JP (1) | JP5580814B2 (enExample) |
| CN (1) | CN102159579B (enExample) |
| AR (1) | AR072088A1 (enExample) |
| CA (1) | CA2727620A1 (enExample) |
| MX (1) | MX2010013630A (enExample) |
| TW (1) | TW201011030A (enExample) |
| WO (1) | WO2009152200A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2007339382B2 (en) | 2006-12-22 | 2013-05-02 | Merck Sharp & Dohme Llc | 4,5-ring annulated indole derivatives for treating or preventing of HCV and related viral infections |
| EP2897959B1 (en) * | 2012-09-20 | 2017-12-20 | UDC Ireland Limited | Azadibenzofurans for electronic applications |
| US9914739B2 (en) | 2014-03-21 | 2018-03-13 | Bristol-Myers Squibb Company | 6H-furo[2,3-E]indole compounds for the treatment of hepatitis C |
| WO2015160636A1 (en) | 2014-04-16 | 2015-10-22 | Merck Sharp & Dohme Corp. | Factor ixa inhibitors |
| WO2018151239A1 (ja) * | 2017-02-17 | 2018-08-23 | 第一三共株式会社 | 3,6-ジヒドロ-2H-フロ[2,3-e]インドール化合物 |
| CN116063310A (zh) * | 2022-12-23 | 2023-05-05 | 齐鲁工业大学 | 一种呋喃并[3,4-b]吲哚衍生物及其合成方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1863528A (zh) * | 2003-10-10 | 2006-11-15 | P.安杰莱蒂分子生物学研究所 | 作为抗病毒剂的吲哚和吖吲哚 |
| CN101098695A (zh) * | 2004-03-01 | 2008-01-02 | 维洛药品公司 | 吡喃并吲哚衍生物及其用于治疗丙型肝炎病毒感染或者疾病的用途 |
| WO2008082484A1 (en) * | 2006-12-22 | 2008-07-10 | Schering Corporation | 4,5-ring annulated indole derivatives for treating or preventing of hcv and related viral infections |
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| DE648639C (de) | 1935-05-19 | 1937-08-05 | I G Farbenindustrie Akt Ges | Verfahren zur Darstellung von Dipyrrolen |
| US3632805A (en) | 1967-12-08 | 1972-01-04 | Sumitomo Chemical Co | Process for producing 1-aminoalkyl-benzodiazepine derivatives |
| AU575854B2 (en) | 1983-10-04 | 1988-08-11 | Shionogi & Co., Ltd. | 7beta-(carboxyalkenamido) cephalosporins |
| NZ220764A (en) | 1986-07-02 | 1989-09-27 | Shionogi & Co | Crystalline form of 7beta((z)-2-(2-aminothiazol-4-yl)-4- carboxybut-2-enoylamino)-3-cephem-4-carboxylic acid and pharmaceutical compositions |
| US5017380A (en) | 1986-07-02 | 1991-05-21 | Shionogi & Co., Ltd. | Gelatin hard capsule containing crystalline hydrate of oral cephalosporin |
| CA2038925A1 (en) | 1990-03-26 | 1991-09-27 | Takashi Sohda | Indole derivatives, their production and use |
| JPH04149429A (ja) | 1990-10-12 | 1992-05-22 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー反転写真感光材料およびそれを用いた画像形成方法 |
| IT1278077B1 (it) | 1995-05-25 | 1997-11-17 | Angeletti P Ist Richerche Bio | Metodologia per riprodurre in vitro le attivita' di rna polimerasi rna-dipendente e di nucleotidiltransferasi terminale codificate dal |
| US5922757A (en) | 1996-09-30 | 1999-07-13 | The Regents Of The University Of California | Treatment and prevention of hepatic disorders |
| HU227742B1 (en) | 1996-10-18 | 2012-02-28 | Vertex Pharma | Inhibitors of serine proteases, particularly hepatitis c virus ns3 protease |
| GB9623908D0 (en) | 1996-11-18 | 1997-01-08 | Hoffmann La Roche | Amino acid derivatives |
| NZ503263A (en) | 1997-08-11 | 2002-10-25 | Boehringer Ingelheim Ca Ltd | Hepatitis C NS3 protease inhibitor peptides and peptide analogues |
| FR2768146B1 (fr) | 1997-09-05 | 2000-05-05 | Oreal | Nouveaux composes de la famille des indole-carboxyliques et leur utilisation |
| DE60137207D1 (de) | 2000-04-05 | 2009-02-12 | Schering Corp | Makrozyklische inhibitoren der ns3-serinprotease des hepatitis c-virus mit stickstoffhaltigen zyklischen p2-gruppen |
| SK14952002A3 (sk) | 2000-04-19 | 2003-03-04 | Schering Corporation | Makrocyklické zlúčeniny, farmaceutický prostriedok s ich obsahom a ich použitie |
| AR029851A1 (es) | 2000-07-21 | 2003-07-16 | Dendreon Corp | Nuevos peptidos como inhibidores de ns3-serina proteasa del virus de hepatitis c |
| AR034127A1 (es) | 2000-07-21 | 2004-02-04 | Schering Corp | Imidazolidinonas como inhibidores de ns3-serina proteasa del virus de hepatitis c, composicion farmaceutica, un metodo para su preparacion, y el uso de las mismas para la manufactura de un medicamento |
| RU2355700C9 (ru) | 2000-07-21 | 2010-03-20 | Шеринг Корпорейшн | Новые пептиды как ингибиторы ns3-серинпротеазы вируса гепатита с |
| NZ523781A (en) | 2000-07-21 | 2004-10-29 | Corvas Int Inc | Novel peptides as NS3-serine protease inhibitors of hepatitis C virus |
| US6787651B2 (en) | 2000-10-10 | 2004-09-07 | Smithkline Beecham Corporation | Substituted indoles, pharmaceutical compounds containing such indoles and their use as PPAR-γ binding agents |
| HUP0303436A2 (hu) | 2000-12-12 | 2004-01-28 | Schering Corp. | Diaril-peptidek mint a hepatitis C vírus NS3-szerin proteáz inhibitorai, ezeket tartalmazó gyógyszerkészítmények és alkalmazásuk |
| EP1349834A2 (en) | 2000-12-18 | 2003-10-08 | Eli Lilly And Company | Cycloalkyfused [g]-indole compounds as spla2-inhibitors in the treatment of inflammatory diseases |
| ATE378328T1 (de) | 2001-02-22 | 2007-11-15 | Univ London Pharmacy | Pyrrolo-indol- und pyrrolo-chinolin-derivate als prodrugs zur tumorbehandlung |
| EP2335700A1 (en) | 2001-07-25 | 2011-06-22 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis C virus polymerase inhibitors with a heterobicylic structure |
| AU2003287160A1 (en) | 2002-10-15 | 2004-05-04 | Rigel Pharmaceuticals, Inc. | Substituted indoles and their use as hcv inhibitors |
| US20050075331A1 (en) | 2003-10-06 | 2005-04-07 | Pratt John K. | Anti-infective agents |
| BRPI0410870A (pt) | 2003-05-30 | 2006-07-04 | Gemin X Biotechnologies Inc | compostos trieterocìclicos, composições, e métodos para tratar cáncer ou doenças virais |
| AR046833A1 (es) | 2003-11-10 | 2005-12-28 | Schering Corp | Anticuerpos anti-interleuquina-10 |
| EP1714427A1 (de) | 2004-02-09 | 2006-10-25 | Hörmann KG Antriebstechnik | Torantriebssystem mit seriellem bus für kommunikation der komponenten |
| ATE470660T1 (de) | 2004-02-27 | 2010-06-15 | Schering Corp | Schwefelverbindungen als inhibitoren der ns3- serinprotease des hepatitis-c-virus |
| WO2005107745A1 (en) | 2004-05-06 | 2005-11-17 | Schering Corporation | An inhibitor of hepatitis c |
| EP1604988A1 (en) | 2004-05-18 | 2005-12-14 | Sanofi-Aventis Deutschland GmbH | Pyridazinone derivatives, methods for producing them and their use as pharmaceuticals |
| WO2007084413A2 (en) | 2004-07-14 | 2007-07-26 | Ptc Therapeutics, Inc. | Methods for treating hepatitis c |
| US7153848B2 (en) | 2004-08-09 | 2006-12-26 | Bristol-Myers Squibb Company | Inhibitors of HCV replication |
| US7250441B2 (en) | 2004-09-23 | 2007-07-31 | Wyeth | Carbazole and cyclopentaindole derivatives to treat infection with Hepatitis C virus |
| DE102004047272A1 (de) | 2004-09-24 | 2006-04-06 | Schering Ag | Inhibitoren der löslichen Adenylatzyklase |
| US7662809B2 (en) | 2004-10-26 | 2010-02-16 | Istituto Di Richerche Di Biologia Molecolare P Angeletti Spa | Tetracyclic indole derivatives as antiviral agents |
| US20110104109A1 (en) | 2005-07-13 | 2011-05-05 | Frank Bennett | Tetracyclic indole derivatives and their use for treating or preventing viral infections |
| WO2009032123A2 (en) * | 2007-08-29 | 2009-03-12 | Schering Corporation | Tetracyclic indole derivatives and their use for treating or preventing viral infections |
| GB0518390D0 (en) | 2005-09-09 | 2005-10-19 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| CA2623026A1 (en) | 2005-09-23 | 2007-04-05 | Schering Corporation | Fused tetracyclic mglur1 antagonists as therapeutic agents |
| JP2009523732A (ja) | 2006-01-13 | 2009-06-25 | ピーティーシー セラピューティクス,インコーポレーテッド | C型肝炎の治療方法 |
| JP2009526070A (ja) | 2006-02-09 | 2009-07-16 | シェーリング コーポレイション | Hcvプロテアーゼ阻害薬とhcvポリメラーゼ阻害薬との組み合わせ、ならびにそれらに関連する処置の方法 |
| EP2064181A1 (en) | 2006-12-22 | 2009-06-03 | Schering Corporation | 4, 5-ring annulated indole derivatives for treating or preventing of hcv and related viral infections |
| WO2008136815A2 (en) | 2006-12-22 | 2008-11-13 | Schering Corporation | 5, 6-ring annulated indole derivatives and use thereof |
| AR068107A1 (es) | 2007-08-29 | 2009-11-04 | Schering Corp | Derivados indolicos 2,3 sustituidos y una composicion farmaceutica |
| CN101842374A (zh) | 2007-08-29 | 2010-09-22 | 先灵公司 | 用于治疗病毒感染的2,3-取代的氮杂吲哚衍生物 |
| AR068106A1 (es) | 2007-08-29 | 2009-11-04 | Schering Corp | Derivados de indol 2-carboxi sustituidos y una composicion farmaceutica |
| US8765757B2 (en) | 2007-11-16 | 2014-07-01 | Merck Sharp & Dohme Corp. | 3-heterocyclic substituted indole derivatives and methods of use thereof |
| CN102317285A (zh) | 2007-11-16 | 2012-01-11 | 先灵公司 | 3-氨基磺酰基取代的吲哚衍生物及其使用方法 |
-
2009
- 2009-06-10 MX MX2010013630A patent/MX2010013630A/es active IP Right Grant
- 2009-06-10 CN CN200980131569.9A patent/CN102159579B/zh active Active
- 2009-06-10 AR ARP090102091A patent/AR072088A1/es not_active Application Discontinuation
- 2009-06-10 JP JP2011513649A patent/JP5580814B2/ja active Active
- 2009-06-10 WO PCT/US2009/046822 patent/WO2009152200A1/en not_active Ceased
- 2009-06-10 US US12/997,654 patent/US8901139B2/en active Active
- 2009-06-10 EP EP09763490.1A patent/EP2303893B1/en not_active Not-in-force
- 2009-06-10 CA CA2727620A patent/CA2727620A1/en not_active Abandoned
- 2009-06-11 TW TW098119583A patent/TW201011030A/zh unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1863528A (zh) * | 2003-10-10 | 2006-11-15 | P.安杰莱蒂分子生物学研究所 | 作为抗病毒剂的吲哚和吖吲哚 |
| CN101098695A (zh) * | 2004-03-01 | 2008-01-02 | 维洛药品公司 | 吡喃并吲哚衍生物及其用于治疗丙型肝炎病毒感染或者疾病的用途 |
| WO2008082484A1 (en) * | 2006-12-22 | 2008-07-10 | Schering Corporation | 4,5-ring annulated indole derivatives for treating or preventing of hcv and related viral infections |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2010013630A (es) | 2010-12-21 |
| US20110189127A1 (en) | 2011-08-04 |
| EP2303893A1 (en) | 2011-04-06 |
| JP2011524359A (ja) | 2011-09-01 |
| CA2727620A1 (en) | 2009-12-17 |
| TW201011030A (en) | 2010-03-16 |
| AR072088A1 (es) | 2010-08-04 |
| JP5580814B2 (ja) | 2014-08-27 |
| WO2009152200A1 (en) | 2009-12-17 |
| EP2303893B1 (en) | 2016-12-07 |
| CN102159579A (zh) | 2011-08-17 |
| US8901139B2 (en) | 2014-12-02 |
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