CA2282552A1 - Substituted benzimidazoles and their use for treating retroviral infection - Google Patents
Substituted benzimidazoles and their use for treating retroviral infection Download PDFInfo
- Publication number
- CA2282552A1 CA2282552A1 CA002282552A CA2282552A CA2282552A1 CA 2282552 A1 CA2282552 A1 CA 2282552A1 CA 002282552 A CA002282552 A CA 002282552A CA 2282552 A CA2282552 A CA 2282552A CA 2282552 A1 CA2282552 A1 CA 2282552A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- bis
- alkyl
- benzimidazolyl
- pyrrole
- 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.)
- Abandoned
Links
- 206010038997 Retroviral infections Diseases 0.000 title claims abstract description 11
- 150000001556 benzimidazoles Chemical class 0.000 title description 2
- 238000000034 method Methods 0.000 claims abstract description 97
- 150000001875 compounds Chemical class 0.000 claims abstract description 89
- 208000031886 HIV Infections Diseases 0.000 claims abstract description 17
- 208000037357 HIV infectious disease Diseases 0.000 claims abstract description 7
- 208000033519 human immunodeficiency virus infectious disease Diseases 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims description 52
- 125000000217 alkyl group Chemical group 0.000 claims description 49
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- 125000005647 linker group Chemical group 0.000 claims description 5
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- URHAYTBLIGBVEN-UHFFFAOYSA-N 2-[1-methyl-5-[6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1h-benzimidazol-2-yl]pyrrol-2-yl]-6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1h-benzimidazole Chemical compound CN1C(C=2NC3=CC(=CC=C3N=2)C=2NCCCN=2)=CC=C1C(NC1=C2)=NC1=CC=C2C1=NCCCN1 URHAYTBLIGBVEN-UHFFFAOYSA-N 0.000 claims description 3
- BDVWONFWKRBGDV-UHFFFAOYSA-N 6-(4,5-dihydroimidazol-1-yl)-2-[5-[6-(4,5-dihydroimidazol-1-yl)-1h-benzimidazol-2-yl]-1h-pyrrol-2-yl]-1h-benzimidazole Chemical compound C1=NCCN1C1=CC=C(N=C(N2)C=3NC(=CC=3)C=3NC4=CC(=CC=C4N=3)N3C=NCC3)C2=C1 BDVWONFWKRBGDV-UHFFFAOYSA-N 0.000 claims description 3
- QUTIMEGGXHHUPP-UHFFFAOYSA-N 6-(4,5-dihydroimidazol-1-yl)-2-[5-[6-(4,5-dihydroimidazol-1-yl)-1h-benzimidazol-2-yl]furan-2-yl]-1h-benzimidazole Chemical compound C1=NCCN1C1=CC=C(N=C(N2)C=3OC(=CC=3)C=3NC4=CC(=CC=C4N=3)N3C=NCC3)C2=C1 QUTIMEGGXHHUPP-UHFFFAOYSA-N 0.000 claims description 3
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- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
-
- 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
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/20—Two benzimidazolyl-2 radicals linked together directly or via a hydrocarbon or substituted hydrocarbon radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Virology (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/808,321 | 1997-02-28 | ||
| US08/808,321 US5935982A (en) | 1997-02-28 | 1997-02-28 | Methods of treating retroviral infection and compounds useful therefor |
| PCT/US1998/003830 WO1998038170A1 (en) | 1997-02-28 | 1998-02-27 | Substituted benzimidazoles and their use for treating retroviral infection |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2282552A1 true CA2282552A1 (en) | 1998-09-03 |
Family
ID=25198455
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002282552A Abandoned CA2282552A1 (en) | 1997-02-28 | 1998-02-27 | Substituted benzimidazoles and their use for treating retroviral infection |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5935982A (https=) |
| EP (1) | EP0973750B1 (https=) |
| JP (1) | JP2002513404A (https=) |
| AT (1) | ATE264846T1 (https=) |
| AU (1) | AU738975B2 (https=) |
| CA (1) | CA2282552A1 (https=) |
| DE (1) | DE69823344T2 (https=) |
| WO (1) | WO1998038170A1 (https=) |
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| US6142163A (en) * | 1996-03-29 | 2000-11-07 | Lam Research Corporation | Method and apparatus for pressure control in vacuum processors |
| ATE504572T1 (de) * | 1999-09-02 | 2011-04-15 | Shionogi & Co | Derivate von aromatische heterocyclen enthaltende integraseinhibitoren |
| DK1231910T3 (da) * | 1999-11-16 | 2009-08-31 | Oncozyme Pharma Inc | Pentamidin til behandling af cancer |
| US7115665B1 (en) | 2000-11-16 | 2006-10-03 | Onocozyme Pharma, Inc. | Inhibitors of endo-exonuclease activity for treating cancer |
| US6242461B1 (en) * | 2000-01-25 | 2001-06-05 | Pfizer Inc. | Use of aryl substituted azabenzimidazoles in the treatment of HIV and AIDS related diseases |
| WO2001095905A1 (fr) * | 2000-06-14 | 2001-12-20 | Shionogi & Co., Ltd. | Inhibiteur d'enzymes possedant deux ions metal divalents en tant que centres actifs |
| WO2002002516A2 (en) * | 2000-06-30 | 2002-01-10 | Thomas Jefferson University | Inhibitors of hiv integrase |
| US20020124843A1 (en) * | 2001-02-01 | 2002-09-12 | Skiba Jeffry B. | Eye medication delivery system |
| WO2002083126A1 (en) | 2001-04-11 | 2002-10-24 | Idenix (Cayman) Limited | Phenylindoles for the treatment of hiv |
| US6958211B2 (en) * | 2001-08-08 | 2005-10-25 | Tibotech Bvba | Methods of assessing HIV integrase inhibitor therapy |
| IL160208A0 (en) * | 2001-08-31 | 2004-07-25 | Neurochem Int Ltd | Amidine derivatives for treating amyloidosis |
| AU2003258145A1 (en) * | 2002-08-07 | 2004-02-25 | Idenix (Cayman) Limited | Substituted phenylindoles for the treatment of hiv |
| DE602004021211D1 (de) * | 2003-03-07 | 2009-07-09 | Merck Patent Gmbh | Fluorene und Arylgruppen enthaltende Mono-, Oligo- und Polymere |
| US7262223B2 (en) * | 2004-01-23 | 2007-08-28 | Neurochem (International) Limited | Amidine derivatives for treating amyloidosis |
| EP1742936A2 (en) * | 2004-04-13 | 2007-01-17 | Icagen, Inc. | Polycyclic pyridines as potassium ion channel modulators |
| DE602005011031D1 (en) | 2004-09-17 | 2008-12-24 | Idenix Pharmaceuticals Inc | Phosphoindole als hiv-inhibitoren |
| KR20090077813A (ko) | 2006-09-29 | 2009-07-15 | 아이데닉스 파마슈티칼스, 인코포레이티드 | Ｈｉｖ 억제제로서의 거울상이성질체적으로 순수한 포스포인돌 |
| CA2740193A1 (en) | 2008-12-23 | 2010-07-01 | Abbott Laboratories | Anti-viral compounds |
| EP2367823A1 (en) | 2008-12-23 | 2011-09-28 | Abbott Laboratories | Anti-viral compounds |
| EP2393359A4 (en) * | 2009-02-09 | 2012-10-03 | Enanta Pharm Inc | COMPOUND DIBENZIMIDAZOLE DERIVATIVES |
| US8314135B2 (en) * | 2009-02-09 | 2012-11-20 | Enanta Pharmaceuticals, Inc. | Linked dibenzimidazole antivirals |
| US8188132B2 (en) * | 2009-02-17 | 2012-05-29 | Enanta Pharmaceuticals, Inc. | Linked dibenzimidazole derivatives |
| US8242156B2 (en) * | 2009-02-17 | 2012-08-14 | Enanta Pharmaceuticals, Inc. | Linked dibenzimidazole derivatives |
| US8101643B2 (en) * | 2009-02-27 | 2012-01-24 | Enanta Pharmaceuticals, Inc. | Benzimidazole derivatives |
| US8673954B2 (en) | 2009-02-27 | 2014-03-18 | Enanta Pharmaceuticals, Inc. | Benzimidazole derivatives |
| US9765087B2 (en) | 2009-02-27 | 2017-09-19 | Enanta Pharmaceuticals, Inc. | Benzimidazole derivatives |
| CN102459165B (zh) * | 2009-04-15 | 2015-09-02 | Abbvie公司 | 抗病毒化合物 |
| WO2010132538A1 (en) * | 2009-05-12 | 2010-11-18 | Schering Corporation | Fused tricyclic aryl compounds useful for the treatment of viral diseases |
| CA2763140A1 (en) | 2009-05-29 | 2010-12-02 | Schering Corporation | Antiviral compounds composed of three linked aryl moieties to treat diseases such as hepatitis c |
| US8772505B2 (en) | 2009-05-29 | 2014-07-08 | Merck Sharp & Dohme Corp. | Antiviral compounds composed of three aligned aryl moieties to treat diseases such as hepatitis C |
| US8937150B2 (en) | 2009-06-11 | 2015-01-20 | Abbvie Inc. | Anti-viral compounds |
| US8716454B2 (en) | 2009-06-11 | 2014-05-06 | Abbvie Inc. | Solid compositions |
| UA118080C2 (uk) * | 2009-06-11 | 2018-11-26 | Еббві Айрленд Анлімітед Компані | Противірусні сполуки |
| US9394279B2 (en) | 2009-06-11 | 2016-07-19 | Abbvie Inc. | Anti-viral compounds |
| WO2010148006A1 (en) * | 2009-06-16 | 2010-12-23 | Enanta Pharmaceuticals, Inc. | Hepatitis c virus inhibitors |
| US8221737B2 (en) | 2009-06-16 | 2012-07-17 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US8609648B2 (en) | 2009-07-02 | 2013-12-17 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US8703938B2 (en) * | 2009-09-11 | 2014-04-22 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US8759332B2 (en) * | 2009-09-11 | 2014-06-24 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US8927709B2 (en) * | 2009-09-11 | 2015-01-06 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US8822700B2 (en) * | 2009-09-11 | 2014-09-02 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| WO2011031904A1 (en) * | 2009-09-11 | 2011-03-17 | Enanta Pharmaceuticals, Inc | Hepatitis c virus inhibitors |
| US8815928B2 (en) | 2009-09-11 | 2014-08-26 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US8653070B2 (en) * | 2009-12-14 | 2014-02-18 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| US20130156731A1 (en) | 2009-12-22 | 2013-06-20 | Kevin X. Chen | Fused tricyclic compounds and methods of use thereof for the treatment of viral diseas |
| US8933110B2 (en) | 2010-01-25 | 2015-01-13 | Enanta Pharmaceuticals, Inc. | Hepatitis C virus inhibitors |
| MA34013B1 (fr) | 2010-01-25 | 2013-02-01 | Enanta Pharm Inc | Inhibiteurs du virus de l'hépatite c |
| US8623814B2 (en) * | 2010-02-23 | 2014-01-07 | Enanta Pharmaceuticals, Inc. | Antiviral agents |
| US8178531B2 (en) * | 2010-02-23 | 2012-05-15 | Enanta Pharmaceuticals, Inc. | Antiviral agents |
| KR20120124495A (ko) * | 2010-03-04 | 2012-11-13 | 이난타 파마슈티칼스, 인코포레이티드 | Ｈｃｖ 복제의 억제제로서의 조합 제약 작용제 |
| EA201290882A1 (ru) * | 2010-03-09 | 2013-04-30 | Мерк Шарп Энд Домэ Корп. | Конденсированные трициклические силильные соединения и способы их применения для лечения вирусных заболеваний |
| EP2555622A4 (en) | 2010-04-09 | 2013-09-18 | Enanta Pharm Inc | HEPATITIS C-VIRUS HEMMER |
| EP2575819A4 (en) | 2010-06-04 | 2013-11-27 | Enanta Pharm Inc | INHIBITORS OF HEPATITIS C VIRUS |
| NZ605440A (en) | 2010-06-10 | 2014-05-30 | Abbvie Bahamas Ltd | Solid compositions comprising an hcv inhibitor |
| EP2603080A4 (en) | 2010-08-12 | 2014-01-22 | Enanta Pharm Inc | HEPATITIS C-VIRUS HEMMER |
| US10201584B1 (en) | 2011-05-17 | 2019-02-12 | Abbvie Inc. | Compositions and methods for treating HCV |
| WO2012158861A2 (en) | 2011-05-18 | 2012-11-22 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of 5-azaspiro[2.4]heptane-6-carboxylic acid and its derivatives |
| US9034832B2 (en) | 2011-12-29 | 2015-05-19 | Abbvie Inc. | Solid compositions |
| EP3434670B1 (en) * | 2012-04-13 | 2021-09-01 | LG Chem, Ltd. | Novel nitrogen-containing heterocyclic compound and organic electronic device using same |
| US11484534B2 (en) | 2013-03-14 | 2022-11-01 | Abbvie Inc. | Methods for treating HCV |
| EP3089757A1 (en) | 2014-01-03 | 2016-11-09 | AbbVie Inc. | Solid antiviral dosage forms |
| GB201506658D0 (en) | 2015-04-20 | 2015-06-03 | Cellcentric Ltd | Pharmaceutical compounds |
| GB201506660D0 (en) | 2015-04-20 | 2015-06-03 | Cellcentric Ltd | Pharmaceutical compounds |
| WO2017223260A1 (en) * | 2016-06-23 | 2017-12-28 | Albert Einstein College Of Medicine, Inc. | Pu.1 inhibitors |
| CN109553608B (zh) * | 2017-09-26 | 2020-12-08 | 北京大学 | 一类五元六元杂环化合物及其制备方法和治疗肿瘤的用途 |
| CN113264925A (zh) * | 2020-02-14 | 2021-08-17 | 上海美悦生物科技发展有限公司 | 一种杂环化合物及其制备方法和用途 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2839989A1 (de) * | 1978-09-14 | 1980-04-03 | Hoechst Ag | Substituierte bisbenzimidazolylverbindungen, ihre herstellung und ihre verwendung |
| US4324794A (en) * | 1980-08-26 | 1982-04-13 | Research Triangle Institute | Inhibition of respiratory syncytial virus-induced cell fusion by amidino compounds |
| DE4212748A1 (de) * | 1992-04-16 | 1993-10-21 | Thomae Gmbh Dr K | Benzimidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| US5428051A (en) * | 1992-10-13 | 1995-06-27 | University Of North Carolina | Methods of combating pneumocystis carinii pneumonia and compounds useful therefor |
| AU7661594A (en) * | 1993-09-22 | 1995-04-10 | Glaxo Wellcome House | Bis(amidinobenzimidazolyl)alkanes as antiviral agents |
| US6815461B1 (en) * | 1994-01-20 | 2004-11-09 | The University Of North Carolina At Chapel Hill | Method of inhibiting retroviral integrase |
| EP0669323B2 (de) * | 1994-02-24 | 2004-04-07 | Haarmann & Reimer Gmbh | Kosmetische und dermatologische zubereitungen, enthaltend phenylen-1,4-bisbenzimidiazolesulfonsäuren |
| US5602172A (en) * | 1994-05-06 | 1997-02-11 | The University Of North Carolina At Chapel Hill | Methods of inhibiting Pneumocystis carinii pneumonia, Giardia lamblia, and Cryptosporidium and compounds useful therefor |
| US5667975A (en) * | 1994-05-06 | 1997-09-16 | The University Of North Carolina | Method of fluorescent detection of nucleic acids and cytoskeleton elements using bis-dicationic aryl furans |
| US5643935A (en) * | 1995-06-07 | 1997-07-01 | The University Of North Carolina At Chapel Hill | Method of combatting infectious diseases using dicationic bis-benzimidazoles |
| US5668166A (en) * | 1995-06-07 | 1997-09-16 | Georgia State University Research Foundation, Inc. | Methods of inhibiting pneumocystis carinii pneumonia and compounds useful therefor |
-
1997
- 1997-02-28 US US08/808,321 patent/US5935982A/en not_active Expired - Fee Related
-
1998
- 1998-02-27 WO PCT/US1998/003830 patent/WO1998038170A1/en not_active Ceased
- 1998-02-27 AU AU66707/98A patent/AU738975B2/en not_active Ceased
- 1998-02-27 AT AT98908758T patent/ATE264846T1/de not_active IP Right Cessation
- 1998-02-27 CA CA002282552A patent/CA2282552A1/en not_active Abandoned
- 1998-02-27 EP EP98908758A patent/EP0973750B1/en not_active Expired - Lifetime
- 1998-02-27 JP JP53787098A patent/JP2002513404A/ja not_active Ceased
- 1998-02-27 DE DE69823344T patent/DE69823344T2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US5935982A (en) | 1999-08-10 |
| WO1998038170A1 (en) | 1998-09-03 |
| AU6670798A (en) | 1998-09-18 |
| DE69823344D1 (de) | 2004-05-27 |
| HK1026691A1 (en) | 2000-12-22 |
| EP0973750B1 (en) | 2004-04-21 |
| ATE264846T1 (de) | 2004-05-15 |
| EP0973750A1 (en) | 2000-01-26 |
| JP2002513404A (ja) | 2002-05-08 |
| AU738975B2 (en) | 2001-10-04 |
| DE69823344T2 (de) | 2005-05-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |