ES2312587T3 - Uso de ciertos esteres de castanospermina en el tratamiento de enfermedades causadas por el virus de la hepatitis c. - Google Patents
Uso de ciertos esteres de castanospermina en el tratamiento de enfermedades causadas por el virus de la hepatitis c. Download PDFInfo
- Publication number
- ES2312587T3 ES2312587T3 ES02742947T ES02742947T ES2312587T3 ES 2312587 T3 ES2312587 T3 ES 2312587T3 ES 02742947 T ES02742947 T ES 02742947T ES 02742947 T ES02742947 T ES 02742947T ES 2312587 T3 ES2312587 T3 ES 2312587T3
- Authority
- ES
- Spain
- Prior art keywords
- ester
- indolizintetrol
- octahydro
- castanospermine
- halogen
- 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 - Lifetime
Links
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- 241000711549 Hepacivirus C Species 0.000 title claims abstract description 32
- 238000011282 treatment Methods 0.000 title claims abstract description 24
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims abstract description 9
- 201000010099 disease Diseases 0.000 title claims abstract description 8
- JDVVGAQPNNXQDW-WCMLQCRESA-N Castanospermine Natural products O[C@H]1[C@@H](O)[C@H]2[C@@H](O)CCN2C[C@H]1O JDVVGAQPNNXQDW-WCMLQCRESA-N 0.000 title claims description 42
- 150000002148 esters Chemical class 0.000 claims abstract description 36
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- DWBDMLGCCJIACZ-ODXJTPSBSA-N [(1s,6s,7s,8r,8ar)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl] benzoate Chemical compound O([C@H]1CN2CC[C@@H]([C@@H]2[C@@H](O)[C@@H]1O)O)C(=O)C1=CC=CC=C1 DWBDMLGCCJIACZ-ODXJTPSBSA-N 0.000 claims description 22
- 125000001589 carboacyl group Chemical group 0.000 claims description 20
- 150000002431 hydrogen Chemical class 0.000 claims description 20
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A—HUMAN NECESSITIES
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- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/19—Cytokines; Lymphokines; Interferons
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Landscapes
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- Nitrogen Condensed Heterocyclic Rings (AREA)
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| GB0116643D0 (en) * | 2001-07-09 | 2001-08-29 | Virogen Ltd | Antiviral compounds |
| GB0500020D0 (en) | 2005-01-04 | 2005-02-09 | Novartis Ag | Organic compounds |
| WO2006085141A2 (en) * | 2004-08-13 | 2006-08-17 | Migenix Inc. | Compositions and methods for treating or preventing hepadnaviridae infection |
| EA200700718A1 (ru) * | 2004-10-06 | 2007-12-28 | Мидженикс Инк. | Комбинированные противовирусные композиции, содержащие кастаноспермин, и способы их применения |
| WO2006096285A2 (en) * | 2005-02-09 | 2006-09-14 | Migenix Inc. | Compositions and methods for treating or preventing flaviviridae infections |
| JP2007297289A (ja) * | 2006-04-27 | 2007-11-15 | Kitasato Gakuen | 抗ウイルス剤 |
| EP2054076A2 (en) * | 2006-08-21 | 2009-05-06 | United Therapeutics Corporation | Combination therapy for treatment of viral infections |
| KR101314166B1 (ko) * | 2011-06-16 | 2013-10-04 | 건국대학교 산학협력단 | 석이버섯 가수분해 효소 추출물 또는 이로로부터 분리된 화합물을 유효성분으로 함유하는 항산화 조성물 |
| GB201116559D0 (en) | 2011-09-26 | 2011-11-09 | Univ Leuven Kath | Novel viral replication inhibitors |
| CN102343083A (zh) * | 2011-10-17 | 2012-02-08 | 中国科学院成都生物研究所 | 一种抗病毒的组合药物 |
| MX378015B (es) * | 2013-03-15 | 2025-03-10 | 60 Pharmaceuticals Llc | Nuevos regímenes de dosificación de celgosivir para el tratamiento de dengue. |
| UA117499C2 (uk) * | 2013-09-27 | 2018-08-10 | Мерк Шарп Енд Доум Корп. | Заміщені похідні хінолізину, які можна використовувати як інгібітори інтегрази віл |
| US10046005B2 (en) * | 2014-02-07 | 2018-08-14 | Shaker A. Mousa | Composition and method of use for combinations of anti-viral protease, polymerase inhibitors and natural bioactive compounds in the treatment of hepatitis C infection |
| JOP20160086B1 (ar) | 2015-05-08 | 2021-08-17 | 2 Katholieke Univ Leuven Ku Leuven Research And Development | مشتقات اندول مستبدلة احاديا او ثنائيا بصفتها مانعات للتكاثر الفيروسي لحمى الفنك |
| JO3633B1 (ar) | 2015-09-16 | 2020-08-27 | Katholieke Univ Leuven Ku Leuven Research & Development | مشتقات اندول مستبدلة احاديا او ثنائيا بصفتها مانعات للتكاثر الفيروسي لحمى الفنك |
| JOP20160198B1 (ar) | 2015-09-16 | 2022-03-14 | Janssen Pharmaceuticals Inc | مشتقات اندول مستبدلة احاديا او ثنائيا بصفتها مانعات للتكاثر الفيروسي لحمى الفنك |
| AU2016368580B2 (en) * | 2015-12-11 | 2021-08-19 | 60 Degrees Pharmaceuticals, Inc. | Novel dosing regimens of celgosivir for the prevention of dengue |
| DK3436435T3 (da) | 2016-03-31 | 2021-08-09 | Janssen Pharmaceuticals Inc | Substituerede indolderivater som inhibitorer af replikation af denguevirus |
| KR102359735B1 (ko) | 2016-03-31 | 2022-02-08 | 얀센 파마슈티칼즈, 인코포레이티드 | 뎅기 바이러스 복제 억제제로서의 치환 인돌린 유도체 |
| JOP20170069B1 (ar) | 2016-04-01 | 2021-08-17 | 1 Janssen Pharmaceuticals Inc | مشتقات اندولين مستبدلة بصفتها مانعات للتكاثر الفيروسي لحمى الفنك |
| CA3013408A1 (en) | 2016-04-01 | 2017-10-05 | Janssen Pharmaceuticals, Inc. | Substituted indole compound derivatives as dengue viral replication inhibitors |
| JOP20180025B1 (ar) | 2017-03-31 | 2021-08-17 | Janssen Pharmaceuticals Inc | مشتقات اندولين مستبدلة بصفتها مانعات للتكاثر الفيروسي لحمى الفنك |
| JOP20180026A1 (ar) | 2017-03-31 | 2019-01-30 | Univ Leuven Kath | مشتقات اندولين مستبدلة بصفتها مانعات للتكاثر الفيروسي لحمى الفنك |
| HUE054379T2 (hu) | 2017-05-22 | 2021-09-28 | Janssen Pharmaceuticals Inc | Helyettesített indolin-származékok mint a dengue vírus szaporodásának inhibitorai |
| WO2018215315A1 (en) | 2017-05-22 | 2018-11-29 | Janssen Pharmaceuticals, Inc. | Substituted indoline derivatives as dengue viral replication inhibitors |
| JP7497790B2 (ja) * | 2019-12-27 | 2024-06-11 | 国立大学法人北海道大学 | 豚コレラの治療及び／又は予防剤 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1315276C (en) | 1987-07-02 | 1993-03-30 | Paul S. Liu | Castanospermine esters and glycosides |
| US5004746A (en) * | 1987-09-29 | 1991-04-02 | Merrell Dow Pharmaceuticals Inc. | Anti-retroviral castanospermine esters |
| US4849430A (en) * | 1988-03-09 | 1989-07-18 | Monsanto Company | Method of inhibiting virus |
| US5017563A (en) * | 1988-06-23 | 1991-05-21 | Merrell Dow Pharmaceuticals Inc. | Castanospermine esters and glycosides |
| US4970317A (en) * | 1989-08-08 | 1990-11-13 | Merrell Dow Pharmaceuticals Inc. | Process for the preparation of castanospermine esters |
| US5066807A (en) * | 1990-03-12 | 1991-11-19 | Merrell Dow Pharmaceuticals Inc. | Process for the preparation of castanospermine |
| US5093501A (en) * | 1990-03-12 | 1992-03-03 | Merrell Dow Pharmaceuticals Inc. | Intermediates in a process for the preparation of castanospermine |
| GB9027433D0 (en) * | 1990-12-18 | 1991-02-06 | Merrell Dow Pharma | Anti-herpes castanospermine esters |
| US5939430A (en) * | 1993-02-22 | 1999-08-17 | Merrell Pharmaceuticals Inc. | Combinations of retroviral inhibitors |
| GB9719189D0 (en) * | 1997-09-09 | 1997-11-12 | Glaxo Group Ltd | New therapeutic method |
| US5959111A (en) * | 1997-05-22 | 1999-09-28 | Hoechst Marion Roussel, Inc. | Process for preparing 6-0-monoesters of castanospermine |
| US6465487B1 (en) * | 1997-12-11 | 2002-10-15 | Synergy Pharmaceuticals, Inc. | Inhibition of membrane-associated viral replication |
| AU2001234596A1 (en) * | 2000-01-28 | 2001-08-07 | Timothy M Block | Use of castanospermine and substituted-castanospermine compounds for treating hepatitis virus infections |
-
2001
- 2001-05-03 GB GBGB0110832.3A patent/GB0110832D0/en not_active Ceased
-
2002
- 2002-05-02 DE DE60228436T patent/DE60228436D1/de not_active Expired - Lifetime
- 2002-05-02 WO PCT/EP2002/004944 patent/WO2002089780A2/en not_active Ceased
- 2002-05-02 AT AT02742947T patent/ATE405261T1/de active
- 2002-05-02 PT PT02742947T patent/PT1387681E/pt unknown
- 2002-05-02 US US10/475,830 patent/US7601735B2/en not_active Expired - Lifetime
- 2002-05-02 JP JP2002586917A patent/JP2004527566A/ja not_active Ceased
- 2002-05-02 IL IL15855802A patent/IL158558A0/xx active IP Right Grant
- 2002-05-02 AU AU2002341155A patent/AU2002341155B2/en not_active Expired
- 2002-05-02 CN CNB028099044A patent/CN100428936C/zh not_active Expired - Lifetime
- 2002-05-02 DK DK02742947T patent/DK1387681T3/da active
- 2002-05-02 NZ NZ529448A patent/NZ529448A/en not_active IP Right Cessation
- 2002-05-02 CA CA002445271A patent/CA2445271A1/en not_active Abandoned
- 2002-05-02 KR KR1020037014319A patent/KR100660241B1/ko not_active Expired - Fee Related
- 2002-05-02 ES ES02742947T patent/ES2312587T3/es not_active Expired - Lifetime
- 2002-05-02 EP EP02742947A patent/EP1387681B1/en not_active Expired - Lifetime
-
2003
- 2003-10-23 IL IL158558A patent/IL158558A/en unknown
- 2003-10-30 ZA ZA200308483A patent/ZA200308483B/en unknown
- 2003-10-31 NO NO20034878A patent/NO326292B1/no not_active IP Right Cessation
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2005
- 2005-06-01 JP JP2005161641A patent/JP4406383B2/ja not_active Expired - Lifetime
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2008
- 2008-11-19 CY CY20081101328T patent/CY1110437T1/el unknown
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|---|---|
| HK1068538A1 (zh) | 2005-04-29 |
| ZA200308483B (en) | 2005-10-26 |
| JP4406383B2 (ja) | 2010-01-27 |
| WO2002089780A2 (en) | 2002-11-14 |
| EP1387681B1 (en) | 2008-08-20 |
| PT1387681E (pt) | 2008-12-02 |
| NO20034878D0 (no) | 2003-10-31 |
| US20040147549A1 (en) | 2004-07-29 |
| CN1516582A (zh) | 2004-07-28 |
| EP1387681A2 (en) | 2004-02-11 |
| NO20034878L (no) | 2003-12-22 |
| CY1110437T1 (el) | 2015-04-29 |
| KR20040007527A (ko) | 2004-01-24 |
| AU2002341155B2 (en) | 2007-10-18 |
| DK1387681T3 (da) | 2009-01-05 |
| IL158558A0 (en) | 2004-05-12 |
| KR100660241B1 (ko) | 2006-12-20 |
| US7601735B2 (en) | 2009-10-13 |
| DE60228436D1 (de) | 2008-10-02 |
| WO2002089780A3 (en) | 2003-03-06 |
| JP2005290015A (ja) | 2005-10-20 |
| JP2004527566A (ja) | 2004-09-09 |
| IL158558A (en) | 2011-09-27 |
| NZ529448A (en) | 2005-11-25 |
| CN100428936C (zh) | 2008-10-29 |
| NO326292B1 (no) | 2008-11-03 |
| CA2445271A1 (en) | 2002-11-14 |
| GB0110832D0 (en) | 2001-06-27 |
| ATE405261T1 (de) | 2008-09-15 |
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