EA032841B1 - Соединения для получения бензофуранового соединения для лечения инфекций, вызываемых вирусом гепатита с - Google Patents
Соединения для получения бензофуранового соединения для лечения инфекций, вызываемых вирусом гепатита с Download PDFInfo
- Publication number
- EA032841B1 EA032841B1 EA201490213A EA201490213A EA032841B1 EA 032841 B1 EA032841 B1 EA 032841B1 EA 201490213 A EA201490213 A EA 201490213A EA 201490213 A EA201490213 A EA 201490213A EA 032841 B1 EA032841 B1 EA 032841B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- fluorophenyl
- benzofuran
- methyl
- mmol
- compound
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 43
- -1 benzofuran compound Chemical class 0.000 title claims abstract description 21
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- 238000011282 treatment Methods 0.000 title description 8
- 208000010710 hepatitis C virus infection Diseases 0.000 title 1
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- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 230000008520 organization Effects 0.000 claims description 2
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- 239000003443 antiviral agent Substances 0.000 abstract description 2
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- 239000000243 solution Substances 0.000 description 33
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- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 4
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- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- JFVKDAWQJYGJPJ-UHFFFAOYSA-N 5-cyclopropyl-2-(4-fluorophenyl)-6-(methanesulfonamido)-1-benzofuran-3-carboxylic acid Chemical compound CS(=O)(=O)NC1=CC=2OC(C=3C=CC(F)=CC=3)=C(C(O)=O)C=2C=C1C1CC1 JFVKDAWQJYGJPJ-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
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- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
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- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
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- General Chemical & Material Sciences (AREA)
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- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
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| PCT/US2012/050268 WO2013028371A1 (en) | 2011-08-19 | 2012-08-10 | Benzofuran compounds for the treatment of hepatitis c virus infections |
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| ES2735542T3 (es) | 2011-08-17 | 2019-12-19 | Glaxosmithkline Llc | Procedimientos terapéuticos |
| US8927593B2 (en) | 2011-08-19 | 2015-01-06 | Glaxo Group Limited | Benzofuran compounds for the treatment of hepatitis C virus infections |
| US10308937B2 (en) * | 2014-11-10 | 2019-06-04 | Glaxosmithkline Intellectual Property (No. 2) Limited | Combination long acting compositions and methods for Hepatitis C |
| CA2967195A1 (en) | 2014-11-10 | 2016-05-19 | Glaxosmithkline Intellectual Property (No.2) Limited | Long acting pharmaceutical compositions for hepatitis c |
| KR20180006522A (ko) | 2016-07-07 | 2018-01-18 | 삼성디스플레이 주식회사 | 액정 조성물 및 이를 포함하는 액정 표시 장치 |
| US11738088B2 (en) | 2016-08-01 | 2023-08-29 | University of Pittsburgh—of the Commonwealth System of Higher Education | Boryl ethers, carbonates, and cyclic acetals as oxidatively-triggered drug delivery vehicles |
| EP3589630B1 (en) * | 2017-03-02 | 2021-07-07 | Assembly Biosciences, Inc. | Cyclic sulfamide compounds and methods of using same |
| MA51611A (fr) * | 2018-01-17 | 2021-04-21 | Glaxosmithkline Ip Dev Ltd | Inhibiteurs de pi4kiiibêta |
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| US20070231318A1 (en) * | 2002-11-01 | 2007-10-04 | Saha Ashis K | Benzofuran compounds, compositions and methods for treatment and prophylaxis of hepatitis c viral infections and associated diseases |
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| ES2571219T3 (es) | 2001-01-25 | 2024-09-23 | The United States Of America Represented By The Sec Dep Of Health And Human Services | Formulación de compuestos de ácido borónico |
| WO2008051244A2 (en) | 2005-12-01 | 2008-05-02 | Wyeth | Anthranilic acid derivatives useful in treating infection with hepatitis c virus |
| DK1988779T5 (en) | 2006-02-16 | 2016-10-10 | Anacor Pharmaceuticals Inc | SMALL boron MOLECULES AS ANTI-INFLAMMATORY AGENTS |
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| US20070286822A1 (en) | 2006-06-12 | 2007-12-13 | Anacor Pharmaceuticals Inc. | Compounds for the Treatment of Periodontal Disease |
| EP3150589A1 (en) | 2007-06-08 | 2017-04-05 | MannKind Corporation | Ire-1a inhibitors |
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| WO2009111676A2 (en) | 2008-03-06 | 2009-09-11 | Anacor Pharmaceuticals, Inc | Boron-containing small molecules as anti-inflammatory agents |
| CN101910145A (zh) * | 2008-02-14 | 2010-12-08 | 弗·哈夫曼-拉罗切有限公司 | 抗病毒的杂环化合物 |
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| TW201008933A (en) | 2008-08-29 | 2010-03-01 | Hutchison Medipharma Entpr Ltd | Pyrimidine compounds |
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| WO2011106929A1 (en) | 2010-03-02 | 2011-09-09 | Merck Sharp & Dohme Corp. | Inhibitors of hepatitis c virus ns5b polymerase |
| TW201136919A (en) | 2010-03-02 | 2011-11-01 | Merck Sharp & Amp Dohme Corp | Inhibitors of hepatitis C virus NS5B polymerase |
| WO2011106986A1 (en) | 2010-03-02 | 2011-09-09 | Merck Sharp & Dohme Corp. | Inhibitors of hepatitis c virus ns5b polymerase |
| TW201221518A (en) | 2010-11-18 | 2012-06-01 | Glaxo Group Ltd | Compounds |
| WO2012067663A1 (en) | 2010-11-18 | 2012-05-24 | Glaxo Group Limited | Compounds |
| ES2735542T3 (es) * | 2011-08-17 | 2019-12-19 | Glaxosmithkline Llc | Procedimientos terapéuticos |
| WO2013025975A1 (en) * | 2011-08-17 | 2013-02-21 | Glaxosmithkline Llc | Combination treatments for hepatitis c |
| US8927593B2 (en) | 2011-08-19 | 2015-01-06 | Glaxo Group Limited | Benzofuran compounds for the treatment of hepatitis C virus infections |
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2012
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| WO2001002424A2 (en) * | 1999-07-07 | 2001-01-11 | Du Pont Pharmaceuticals Company | Peptide boronic acid inhibitors of hepatitis c virus protease |
| US20070231318A1 (en) * | 2002-11-01 | 2007-10-04 | Saha Ashis K | Benzofuran compounds, compositions and methods for treatment and prophylaxis of hepatitis c viral infections and associated diseases |
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