JP5891235B2 - C型肝炎ウイルスの新規阻害剤 - Google Patents
C型肝炎ウイルスの新規阻害剤 Download PDFInfo
- Publication number
- JP5891235B2 JP5891235B2 JP2013537808A JP2013537808A JP5891235B2 JP 5891235 B2 JP5891235 B2 JP 5891235B2 JP 2013537808 A JP2013537808 A JP 2013537808A JP 2013537808 A JP2013537808 A JP 2013537808A JP 5891235 B2 JP5891235 B2 JP 5891235B2
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- mmol
- methyl
- carbonyl
- reaction mixture
- 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 CCc1cc(-c(cc2)ccc2-c2c[n]c([C@](CCC3)N3C(C(*)N(*)*)=O)n2)ccc1NC(c(cc1)cnc1N(CC1)CCN1C(*)=O)=O Chemical compound CCc1cc(-c(cc2)ccc2-c2c[n]c([C@](CCC3)N3C(C(*)N(*)*)=O)n2)ccc1NC(c(cc1)cnc1N(CC1)CCN1C(*)=O)=O 0.000 description 6
- GDAUYIOIDJHUJE-JVEINSHHSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(c(OC(F)(F)F)c2)cc(Cl)c2NC(c(cc2)cnc2N2[C@H](C)CNCC2)=O)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(c(OC(F)(F)F)c2)cc(Cl)c2NC(c(cc2)cnc2N2[C@H](C)CNCC2)=O)c[nH]1)=O)NC(OC)=O GDAUYIOIDJHUJE-JVEINSHHSA-N 0.000 description 1
- VVNOAWXWRORGOI-DVNOJUTPSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(c(OC(F)(F)F)c2)cc(F)c2NC(c2ccc(N(C[C@@H]3C)[C@H](C)CN3C([C@@H]3C(C)(C)C3)=O)nc2)=O)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(c(OC(F)(F)F)c2)cc(F)c2NC(c2ccc(N(C[C@@H]3C)[C@H](C)CN3C([C@@H]3C(C)(C)C3)=O)nc2)=O)c[nH]1)=O)NC(OC)=O VVNOAWXWRORGOI-DVNOJUTPSA-N 0.000 description 1
- GCMDPSAIZMMHCA-ZPGRZCPFSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(cc2)ccc2C(Nc(cc2)ccc2N(CC2)CCN2C(C2CC2)=O)=O)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(cc2)ccc2C(Nc(cc2)ccc2N(CC2)CCN2C(C2CC2)=O)=O)c[nH]1)=O)NC(OC)=O GCMDPSAIZMMHCA-ZPGRZCPFSA-N 0.000 description 1
- RUFXTGRLWJRXND-XCZPVHLTSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(cc2)ccc2NC(c(cc2)cnc2F)=O)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(cc2)ccc2NC(c(cc2)cnc2F)=O)c[nH]1)=O)NC(OC)=O RUFXTGRLWJRXND-XCZPVHLTSA-N 0.000 description 1
- BTHMFGCNANYIOF-GOTSBHOMSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(cc2F)c(C(F)(F)F)cc2N)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2-c(cc2F)c(C(F)(F)F)cc2N)c[nH]1)=O)NC(OC)=O BTHMFGCNANYIOF-GOTSBHOMSA-N 0.000 description 1
- DAPLKIFKBOKMLK-CVDLTZNSSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2C(C(C)C2)=CC(Cl)=C2NC(c(cc2)cnc2N(C[C@@H]2C)[C@H](C)CN2C(NC)=O)=O)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2)ccc2C(C(C)C2)=CC(Cl)=C2NC(c(cc2)cnc2N(C[C@@H]2C)[C@H](C)CN2C(NC)=O)=O)c[nH]1)=O)NC(OC)=O DAPLKIFKBOKMLK-CVDLTZNSSA-N 0.000 description 1
- NHALHXPFYSPGFL-KEMHVYILSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2C)ccc2-c(cc2)c(C)cc2NC(c(cc2)cnc2N2[C@H](C)CN[C@@H](C)C2)=O)c[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1nc(-c(cc2C)ccc2-c(cc2)c(C)cc2NC(c(cc2)cnc2N2[C@H](C)CN[C@@H](C)C2)=O)c[nH]1)=O)NC(OC)=O NHALHXPFYSPGFL-KEMHVYILSA-N 0.000 description 1
- HQLXOZIQFNNHSB-KGLIPLIRSA-N C[C@@H](CN([C@H](C)C1)c(cc2)ncc2C(Nc(c(Cl)c2)cc(C(F)(F)F)c2Br)=O)N1C(OC(C)(C)C)=O Chemical compound C[C@@H](CN([C@H](C)C1)c(cc2)ncc2C(Nc(c(Cl)c2)cc(C(F)(F)F)c2Br)=O)N1C(OC(C)(C)C)=O HQLXOZIQFNNHSB-KGLIPLIRSA-N 0.000 description 1
- HPNDJNNNFZTWJQ-CYBMUJFWSA-N C[C@H](CN(CC1)C(OC(C)(C)C)=O)N1c(cc1)ncc1C(Nc(c(Cl)c1)cc(O)c1Br)=O Chemical compound C[C@H](CN(CC1)C(OC(C)(C)C)=O)N1c(cc1)ncc1C(Nc(c(Cl)c1)cc(O)c1Br)=O HPNDJNNNFZTWJQ-CYBMUJFWSA-N 0.000 description 1
- FGKRWPJFKNTXLI-LLVKDONJSA-N C[C@H](CN(CC1)C(OC(C)(C)C)=O)N1c(cc1)ncc1C(O)=O Chemical compound C[C@H](CN(CC1)C(OC(C)(C)C)=O)N1c(cc1)ncc1C(O)=O FGKRWPJFKNTXLI-LLVKDONJSA-N 0.000 description 1
- DGVALXDZERSJBM-PMERELPUSA-N O=C(C1CC1)N(CC1)CCN1c(cc1)ccc1C(Nc(cc1)ccc1-c(cc1)ccc1-c1c[nH]c([C@H]2NCCC2)n1)=O Chemical compound O=C(C1CC1)N(CC1)CCN1c(cc1)ccc1C(Nc(cc1)ccc1-c(cc1)ccc1-c1c[nH]c([C@H]2NCCC2)n1)=O DGVALXDZERSJBM-PMERELPUSA-N 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
- A61P31/14—Antivirals for RNA viruses
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Gastroenterology & Hepatology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41026710P | 2010-11-04 | 2010-11-04 | |
| US61/410,267 | 2010-11-04 | ||
| US201161444046P | 2011-02-17 | 2011-02-17 | |
| US61/444,046 | 2011-02-17 | ||
| US201161492267P | 2011-06-01 | 2011-06-01 | |
| US61/492,267 | 2011-06-01 | ||
| PCT/US2011/059061 WO2012061552A1 (en) | 2010-11-04 | 2011-11-03 | Novel inhibitors of hepatitis c virus |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013544812A JP2013544812A (ja) | 2013-12-19 |
| JP2013544812A5 JP2013544812A5 (enExample) | 2014-11-06 |
| JP5891235B2 true JP5891235B2 (ja) | 2016-03-22 |
Family
ID=44993923
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013537808A Expired - Fee Related JP5891235B2 (ja) | 2010-11-04 | 2011-11-03 | C型肝炎ウイルスの新規阻害剤 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US8921372B2 (enExample) |
| EP (1) | EP2635571B1 (enExample) |
| JP (1) | JP5891235B2 (enExample) |
| CN (1) | CN103189371B (enExample) |
| AR (1) | AR083757A1 (enExample) |
| CA (1) | CA2814534A1 (enExample) |
| ES (1) | ES2548286T3 (enExample) |
| TW (1) | TW201249827A (enExample) |
| WO (1) | WO2012061552A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014532716A (ja) * | 2011-11-03 | 2014-12-08 | セラヴァンス バイオファーマ アール&ディー アイピー, エルエルシー | フラグメント{2−[4−(ビフェニル−4−イル)−1h−イミダゾ−2−イル]ピロリジン−1−カルボニルメチル}アミンを含む棒状c型肝炎ウイルス阻害剤 |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8921732B2 (en) * | 2007-06-12 | 2014-12-30 | Revolaze, LLC | High speed and high power laser scribing methods and systems |
| PL2368890T3 (pl) | 2009-06-11 | 2013-10-31 | Abbvie Bahamas Ltd | Inhibitory wirusa zapalenia wątroby C |
| US8937150B2 (en) | 2009-06-11 | 2015-01-20 | Abbvie Inc. | Anti-viral compounds |
| NZ605440A (en) | 2010-06-10 | 2014-05-30 | Abbvie Bahamas Ltd | Solid compositions comprising an hcv inhibitor |
| WO2012061552A1 (en) * | 2010-11-04 | 2012-05-10 | Theravance, Inc. | Novel inhibitors of hepatitis c virus |
| US8552047B2 (en) | 2011-02-07 | 2013-10-08 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9546160B2 (en) | 2011-05-12 | 2017-01-17 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US10201584B1 (en) | 2011-05-17 | 2019-02-12 | Abbvie Inc. | Compositions and methods for treating HCV |
| PE20141531A1 (es) | 2011-06-22 | 2014-10-23 | Purdue Pharma Lp | Antagonistas de trpv1 que incluyen sustituyentes dihidroxi y sus usos |
| US9034832B2 (en) | 2011-12-29 | 2015-05-19 | Abbvie Inc. | Solid compositions |
| US9326973B2 (en) | 2012-01-13 | 2016-05-03 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| JP6069492B2 (ja) * | 2012-04-25 | 2017-02-01 | セラヴァンス バイオファーマ アール&ディー アイピー, エルエルシー | C型肝炎ウイルス阻害剤 |
| WO2013163262A1 (en) | 2012-04-25 | 2013-10-31 | Theravance, Inc. | Piperazine-piperidine compounds as hepatitis c virus inhibitors |
| WO2013165796A1 (en) * | 2012-05-03 | 2013-11-07 | Theravance, Inc. | Crystalline form of a pyridyl-piperazinyl hepatitis c virus inhibitor |
| US11484534B2 (en) | 2013-03-14 | 2022-11-01 | Abbvie Inc. | Methods for treating HCV |
| US9717712B2 (en) | 2013-07-02 | 2017-08-01 | Bristol-Myers Squibb Company | Combinations comprising tricyclohexadecahexaene derivatives for use in the treatment of hepatitis C virus |
| US20150023913A1 (en) | 2013-07-02 | 2015-01-22 | Bristol-Myers Squibb Company | Hepatitis C Virus Inhibitors |
| US9775831B2 (en) | 2013-07-17 | 2017-10-03 | Bristol-Myers Squibb Company | Combinations comprising biphenyl derivatives for use in the treatment of HCV |
| WO2015103490A1 (en) | 2014-01-03 | 2015-07-09 | Abbvie, Inc. | Solid antiviral dosage forms |
| US10617675B2 (en) | 2015-08-06 | 2020-04-14 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CN105175401A (zh) * | 2015-10-16 | 2015-12-23 | 北京康立生医药技术开发有限公司 | 一种依匹哌唑的制备方法 |
| CN112409336B (zh) * | 2017-11-27 | 2021-09-14 | 常州寅盛药业有限公司 | 适于工业化生产的达卡他韦起始原料的合成方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0421908D0 (en) * | 2004-10-01 | 2004-11-03 | Angeletti P Ist Richerche Bio | New uses |
| DK1940786T3 (da) * | 2005-09-16 | 2010-11-08 | Arrow Therapeutics Ltd | Biphenylderivater og deres anvendelse ved behandling af hepatitis C |
| US8329159B2 (en) * | 2006-08-11 | 2012-12-11 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7745636B2 (en) | 2006-08-11 | 2010-06-29 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7659270B2 (en) | 2006-08-11 | 2010-02-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8303944B2 (en) | 2006-08-11 | 2012-11-06 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CN101558059B (zh) * | 2006-08-11 | 2014-12-03 | 百时美施贵宝公司 | 丙型肝炎病毒抑制剂 |
| US7910722B2 (en) * | 2007-07-05 | 2011-03-22 | Florida State University Research Foundation | RNAi therapeutic for treatment of hepatitis C infection |
| AU2008350327B2 (en) | 2008-02-12 | 2013-09-12 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CA2750577A1 (en) | 2008-12-03 | 2010-06-10 | Presidio Pharmaceuticals, Inc. | Inhibitors of hcv ns5a |
| WO2010096777A1 (en) | 2009-02-23 | 2010-08-26 | Presidio Pharmaceuticals, Inc. | Inhibitors of hcv ns5a |
| UY32462A (es) * | 2009-02-23 | 2010-09-30 | Arrow Therapeutics Ltd | Derivados de bifenilo novedosos para el tratamiento de infección por virus de hepatitis c 644 |
| US8822700B2 (en) | 2009-09-11 | 2014-09-02 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| WO2011031934A1 (en) | 2009-09-11 | 2011-03-17 | Enanta Pharmaceuticals, Inc. | Hepatitis c virus inhibitors |
| EP2512480A4 (en) | 2009-12-14 | 2013-05-15 | Enanta Pharm Inc | HEPATITIS C-VIRUS HEMMER |
| US8377980B2 (en) | 2009-12-16 | 2013-02-19 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8778938B2 (en) | 2010-06-04 | 2014-07-15 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| WO2012061552A1 (en) * | 2010-11-04 | 2012-05-10 | Theravance, Inc. | Novel inhibitors of hepatitis c virus |
| BR112014010401A8 (pt) | 2011-11-03 | 2017-12-19 | Theravance Inc | Inibidores do vírus da hepatite c rod-like que contêm o fragmento {2-[4-(bifenil-4-il)-1h-imidazo-2-il] pirrolidina-1-carbonilmetil}amina |
-
2011
- 2011-11-03 WO PCT/US2011/059061 patent/WO2012061552A1/en not_active Ceased
- 2011-11-03 CN CN201180053127.4A patent/CN103189371B/zh not_active Expired - Fee Related
- 2011-11-03 ES ES11784875.4T patent/ES2548286T3/es active Active
- 2011-11-03 JP JP2013537808A patent/JP5891235B2/ja not_active Expired - Fee Related
- 2011-11-03 CA CA2814534A patent/CA2814534A1/en not_active Abandoned
- 2011-11-03 US US13/288,216 patent/US8921372B2/en not_active Expired - Fee Related
- 2011-11-03 EP EP11784875.4A patent/EP2635571B1/en active Active
- 2011-11-04 TW TW100140412A patent/TW201249827A/zh unknown
- 2011-11-04 AR ARP110104114A patent/AR083757A1/es not_active Application Discontinuation
-
2014
- 2014-11-12 US US14/539,039 patent/US9260414B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014532716A (ja) * | 2011-11-03 | 2014-12-08 | セラヴァンス バイオファーマ アール&ディー アイピー, エルエルシー | フラグメント{2−[4−(ビフェニル−4−イル)−1h−イミダゾ−2−イル]ピロリジン−1−カルボニルメチル}アミンを含む棒状c型肝炎ウイルス阻害剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103189371B (zh) | 2015-04-01 |
| JP2013544812A (ja) | 2013-12-19 |
| TW201249827A (en) | 2012-12-16 |
| US8921372B2 (en) | 2014-12-30 |
| EP2635571B1 (en) | 2015-08-12 |
| EP2635571A1 (en) | 2013-09-11 |
| US20150071878A1 (en) | 2015-03-12 |
| CA2814534A1 (en) | 2012-05-10 |
| WO2012061552A1 (en) | 2012-05-10 |
| US20120114600A1 (en) | 2012-05-10 |
| ES2548286T3 (es) | 2015-10-15 |
| CN103189371A (zh) | 2013-07-03 |
| US9260414B2 (en) | 2016-02-16 |
| AR083757A1 (es) | 2013-03-20 |
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