JP5580814B2 - 3環式インドール誘導体およびその使用方法 - Google Patents
3環式インドール誘導体およびその使用方法 Download PDFInfo
- Publication number
- JP5580814B2 JP5580814B2 JP2011513649A JP2011513649A JP5580814B2 JP 5580814 B2 JP5580814 B2 JP 5580814B2 JP 2011513649 A JP2011513649 A JP 2011513649A JP 2011513649 A JP2011513649 A JP 2011513649A JP 5580814 B2 JP5580814 B2 JP 5580814B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- pharmaceutically acceptable
- mmol
- acceptable salt
- additional antiviral
- 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.)
- Active
Links
- 0 C*=Cc(c(F)c1)cc(I)c1F Chemical compound C*=Cc(c(F)c1)cc(I)c1F 0.000 description 18
- JAWXCWWSKOEMRC-UHFFFAOYSA-N CC(C(c1cc2c3OCCc3ccc2cc1)=O)=C Chemical compound CC(C(c1cc2c3OCCc3ccc2cc1)=O)=C JAWXCWWSKOEMRC-UHFFFAOYSA-N 0.000 description 1
- XRBJETTVICDTGU-UHFFFAOYSA-N CC(C)(C)OC(N(C(OC(C)(C)C)=O)c1nc2ccccc2c(C)n1)=O Chemical compound CC(C)(C)OC(N(C(OC(C)(C)C)=O)c1nc2ccccc2c(C)n1)=O XRBJETTVICDTGU-UHFFFAOYSA-N 0.000 description 1
- INTWEJLLLSSBIK-CCEZHUSRSA-N CC(C)(C)S/N=N/C(C(C)(C)C=C1)C=C1C(O)=O Chemical compound CC(C)(C)S/N=N/C(C(C)(C)C=C1)C=C1C(O)=O INTWEJLLLSSBIK-CCEZHUSRSA-N 0.000 description 1
- SKWCBGYXUIIOMZ-UHFFFAOYSA-N CC(C)C1=CC2=CCCC=C2N=C1Cl Chemical compound CC(C)C1=CC2=CCCC=C2N=C1Cl SKWCBGYXUIIOMZ-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
- 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
- SMZJTBRBXXASED-UHFFFAOYSA-N CC(C1)C=Cc(cc2)c1c(C=C1C(OC)=O)c2C1=C Chemical compound CC(C1)C=Cc(cc2)c1c(C=C1C(OC)=O)c2C1=C SMZJTBRBXXASED-UHFFFAOYSA-N 0.000 description 1
- QQVHJZNMBSCSNV-UHFFFAOYSA-N CC1(C)C=CC(F)=CC1F Chemical compound CC1(C)C=CC(F)=CC1F QQVHJZNMBSCSNV-UHFFFAOYSA-N 0.000 description 1
- QUUFHRSTBTZWMA-UHFFFAOYSA-N Cc(c(F)c1)cc(C#N)c1F Chemical compound Cc(c(F)c1)cc(C#N)c1F QUUFHRSTBTZWMA-UHFFFAOYSA-N 0.000 description 1
- VDKSZOIFBWOEFF-UHFFFAOYSA-N Cc(c(F)c1)cc(C(N)=[IH])c1NN Chemical compound Cc(c(F)c1)cc(C(N)=[IH])c1NN VDKSZOIFBWOEFF-UHFFFAOYSA-N 0.000 description 1
- QLFLTNBMONMJMI-UHFFFAOYSA-N Cc(c(F)c1)cc(I)c1F Chemical compound Cc(c(F)c1)cc(I)c1F QLFLTNBMONMJMI-UHFFFAOYSA-N 0.000 description 1
- GPUIJBWDORWOPA-UHFFFAOYSA-N Cc(c(F)c1)cc2c1N=CNC2=O Chemical compound Cc(c(F)c1)cc2c1N=CNC2=O GPUIJBWDORWOPA-UHFFFAOYSA-N 0.000 description 1
- YJTXGEOAXOZANY-UHFFFAOYSA-N Cc(cc(c(NN1)c2)C1=O)c2F Chemical compound Cc(cc(c(NN1)c2)C1=O)c2F YJTXGEOAXOZANY-UHFFFAOYSA-N 0.000 description 1
- HNKNXHBNGNMERD-UHFFFAOYSA-N Nc(c1c2[o]cc1)ccc2N=O Chemical compound Nc(c1c2[o]cc1)ccc2N=O HNKNXHBNGNMERD-UHFFFAOYSA-N 0.000 description 1
- MBVFRSJFKMJRHA-UHFFFAOYSA-N O=Cc(cc1)c2[o]ccc2c1F Chemical compound O=Cc(cc1)c2[o]ccc2c1F MBVFRSJFKMJRHA-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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6134408P | 2008-06-13 | 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 (3)
| Publication Number | Publication Date |
|---|---|
| JP2011524359A JP2011524359A (ja) | 2011-09-01 |
| JP2011524359A5 JP2011524359A5 (enExample) | 2012-06-07 |
| JP5580814B2 true JP5580814B2 (ja) | 2014-08-27 |
Family
ID=40943627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011513649A Active JP5580814B2 (ja) | 2008-06-13 | 2009-06-10 | 3環式インドール誘導体およびその使用方法 |
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 |
|---|---|---|---|---|
| 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 |
| JP6333262B2 (ja) | 2012-09-20 | 2018-05-30 | ユー・ディー・シー アイルランド リミテッド | 電子用途のためのアザジベンゾフラン |
| ES2688147T3 (es) | 2014-03-21 | 2018-10-31 | Bristol-Myers Squibb Company | Compuestos de 6H-furo[2,3-e]indol para el tratamiento de la hepatitis C |
| EP3131897B8 (en) | 2014-04-16 | 2022-08-03 | Merck Sharp & Dohme LLC | 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 |
Family Cites Families (53)
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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 |
| US5017380A (en) * | 1986-07-02 | 1991-05-21 | Shionogi & Co., Ltd. | Gelatin hard capsule containing crystalline hydrate of oral cephalosporin |
| 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 |
| 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 |
| CN1133649C (zh) | 1996-10-18 | 2004-01-07 | 沃泰克斯药物股份有限公司 | 丝氨酸蛋白酶、特别是丙型肝炎病毒ns3蛋白酶的抑制剂 |
| GB9623908D0 (en) | 1996-11-18 | 1997-01-08 | Hoffmann La Roche | Amino acid derivatives |
| US6143715A (en) | 1997-08-11 | 2000-11-07 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis C inhibitor peptide analogues |
| FR2768146B1 (fr) | 1997-09-05 | 2000-05-05 | Oreal | Nouveaux composes de la famille des indole-carboxyliques et leur utilisation |
| HK1047947A1 (zh) * | 2000-04-05 | 2003-03-14 | Schering Corporation | 包含n-环状p2部分的丙型肝炎病毒的大环ns3-丝氨酸蛋白酶抑制剂 |
| PE20011288A1 (es) * | 2000-04-19 | 2001-12-12 | Schering Corp | Compuestos macrociclicos como inhibidores de la serina proteasa ns3/ns4 del virus de la hepatitis c (vhc) |
| SI1385870T1 (sl) * | 2000-07-21 | 2010-08-31 | Schering Corp | Peptidi kot NS3-serin proteazni inhibitorji virusa hepatitisa 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 |
| AR029851A1 (es) * | 2000-07-21 | 2003-07-16 | Dendreon Corp | Nuevos peptidos como inhibidores de ns3-serina proteasa del virus de hepatitis c |
| CZ2003195A3 (cs) * | 2000-07-21 | 2003-04-16 | Schering Corporation | Peptidové inhibitory serinové proteázy NS3 a farmaceutický prostředek |
| CN1505613A (zh) | 2000-10-10 | 2004-06-16 | ʷ��˿�������ȳ�ķ����˾ | 取代的吲哚、含这类吲哚的药物组合物及它们作为PPAR-γ结合剂的用途 |
| IL155842A0 (en) * | 2000-12-12 | 2003-12-23 | Schering Corp | Diaryl peptides as ns3-serine protease inhibitors of hepatitis c virus |
| US6974831B2 (en) * | 2000-12-18 | 2005-12-13 | Eli Lilly And Company | sPLA2 inhibitors |
| ES2299560T3 (es) | 2001-02-22 | 2008-06-01 | University Of Bradford | Derivados de pirrolindol y de pirroloquinolina como profarmacos para el tratamiento de tumores. |
| EP2335700A1 (en) | 2001-07-25 | 2011-06-22 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis C virus polymerase inhibitors with a heterobicylic structure |
| WO2004035571A1 (en) | 2002-10-15 | 2004-04-29 | 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 |
| SI1644363T1 (sl) | 2003-05-30 | 2012-07-31 | Gemin X Pharmaceuticals Canada Inc | Triheterociklične spojine sestavki in postopki za zdravljenje raka |
| GB0323845D0 (en) * | 2003-10-10 | 2003-11-12 | Angeletti P Ist Richerche Bio | Chemical compounds,compositions and uses |
| PE20090047A1 (es) * | 2003-11-10 | 2009-01-26 | Schering Corp | Anticuerpo recombinante humanizado anti-interleuquina 10 |
| EP1714427A1 (de) | 2004-02-09 | 2006-10-25 | Hörmann KG Antriebstechnik | Torantriebssystem mit seriellem bus für kommunikation der komponenten |
| CA2557495C (en) | 2004-02-27 | 2014-04-15 | Schering Corporation | Sulfur compounds as inhibitors of hepatitis c virus ns3 serine protease |
| BRPI0508079A (pt) * | 2004-03-01 | 2007-07-17 | Viropharma Inc | composto ou uma forma cristalina ou um sal farmaceuticamente aceitável do mesmo, composição farmacêutica, e, métodos de tratar ou prevenir uma infecção viral com hepatite c em um mamìfero e de inibir replicação de um vìrus da hepatite c |
| AR049635A1 (es) * | 2004-05-06 | 2006-08-23 | Schering Corp | (1r,2s,5s)-n-((1s)-3-amino-1-(ciclobutilmetil)-2,3-dioxopropil)-3-((2s)-2-((((1,1-dimetiletil)amino)carbonil)amino)-3,3-dimetil-1-oxobutil)-6,6-dimetil-3-azabiciclo(3.1.0)hexan-2-carboxamida como inhibidor de la ns3/ns4a serina proteasa del virus de la 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 |
| CN101035528A (zh) | 2004-09-23 | 2007-09-12 | 惠氏公司 | 治疗丙型肝炎病毒感染的咔唑和环戊二烯并吲哚衍生物 |
| DE102004047272A1 (de) | 2004-09-24 | 2006-04-06 | Schering Ag | Inhibitoren der löslichen Adenylatzyklase |
| AU2005298412B2 (en) | 2004-10-26 | 2011-06-09 | Istituto Di Ricerche 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 |
| GB0518390D0 (en) | 2005-09-09 | 2005-10-19 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| JP2009508966A (ja) | 2005-09-23 | 2009-03-05 | シェーリング コーポレイション | 治療薬としての縮合四環性mGluR1アンタゴニスト |
| WO2007084435A2 (en) | 2006-01-13 | 2007-07-26 | Ptc Therapeutics, Inc. | Methods for treating hepatitis c |
| 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 |
| ATE543808T1 (de) * | 2006-12-22 | 2012-02-15 | Schering Corp | 5,6-ring-annelierte indolderivate und ihre verwendung |
| 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 |
| WO2008082488A1 (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 |
| JP5272008B2 (ja) * | 2007-08-29 | 2013-08-28 | メルク・シャープ・アンド・ドーム・コーポレーション | 置換インドール誘導体およびその使用の方法 |
| AR068109A1 (es) * | 2007-08-29 | 2009-11-04 | Schering Corp | Derivados tetraciclicos de indol y una composicion farmaceutica |
| PE20090995A1 (es) * | 2007-08-29 | 2009-08-03 | Schering Corp | Derivados indolicos 2,3-sustituidos como inhibidores del virus de la hepatitis c (vhc) |
| ATE541845T1 (de) * | 2007-08-29 | 2012-02-15 | Schering Corp | 2,3-substituierte azaindolderivate zur behandlung von virusinfektionen |
| JP5416708B2 (ja) * | 2007-11-16 | 2014-02-12 | メルク・シャープ・アンド・ドーム・コーポレーション | 3−アミノスルホニル置換インドール誘導体およびそれらの使用方法 |
| JP5249344B2 (ja) * | 2007-11-16 | 2013-07-31 | メルク・シャープ・アンド・ドーム・コーポレーション | ヘテロ環の3位が置換されたインドール誘導体およびその使用 |
-
2009
- 2009-06-10 MX MX2010013630A patent/MX2010013630A/es active IP Right Grant
- 2009-06-10 CA CA2727620A patent/CA2727620A1/en not_active Abandoned
- 2009-06-10 EP EP09763490.1A patent/EP2303893B1/en not_active Not-in-force
- 2009-06-10 CN CN200980131569.9A patent/CN102159579B/zh active Active
- 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 AR ARP090102091A patent/AR072088A1/es not_active Application Discontinuation
- 2009-06-11 TW TW098119583A patent/TW201011030A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2727620A1 (en) | 2009-12-17 |
| CN102159579B (zh) | 2015-03-25 |
| EP2303893A1 (en) | 2011-04-06 |
| CN102159579A (zh) | 2011-08-17 |
| EP2303893B1 (en) | 2016-12-07 |
| TW201011030A (en) | 2010-03-16 |
| AR072088A1 (es) | 2010-08-04 |
| MX2010013630A (es) | 2010-12-21 |
| JP2011524359A (ja) | 2011-09-01 |
| US8901139B2 (en) | 2014-12-02 |
| US20110189127A1 (en) | 2011-08-04 |
| WO2009152200A1 (en) | 2009-12-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20110303 |
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