JP2001522833A - 多剤耐性を治療するためのアルキル化イミノ糖類の使用 - Google Patents
多剤耐性を治療するためのアルキル化イミノ糖類の使用Info
- Publication number
- JP2001522833A JP2001522833A JP2000520415A JP2000520415A JP2001522833A JP 2001522833 A JP2001522833 A JP 2001522833A JP 2000520415 A JP2000520415 A JP 2000520415A JP 2000520415 A JP2000520415 A JP 2000520415A JP 2001522833 A JP2001522833 A JP 2001522833A
- Authority
- JP
- Japan
- Prior art keywords
- dideoxy
- imino
- glucitol
- galactitol
- compound
- 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.)
- Withdrawn
Links
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- -1 galactitol compound Chemical class 0.000 claims abstract description 91
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- 229940127089 cytotoxic agent Drugs 0.000 claims abstract description 46
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- 239000003814 drug Substances 0.000 claims description 37
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000003795 chemical substances by application Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 21
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- 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
- A61K31/435—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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
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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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/475—Quinolines; Isoquinolines having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (3)
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| US6505197P | 1997-11-10 | 1997-11-10 | |
| US60/065,051 | 1997-11-10 | ||
| PCT/US1998/023239 WO1999024401A1 (en) | 1997-11-10 | 1998-11-09 | Use of alkylated iminosugars to treat multidrug resistance |
Publications (2)
| Publication Number | Publication Date |
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| JP2001522833A true JP2001522833A (ja) | 2001-11-20 |
| JP2001522833A5 JP2001522833A5 (enExample) | 2006-01-05 |
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| JP2000520415A Withdrawn JP2001522833A (ja) | 1997-11-10 | 1998-11-09 | 多剤耐性を治療するためのアルキル化イミノ糖類の使用 |
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| EP (1) | EP1030839B1 (enExample) |
| JP (1) | JP2001522833A (enExample) |
| AR (1) | AR018732A1 (enExample) |
| AT (1) | ATE258919T1 (enExample) |
| AU (1) | AU753336B2 (enExample) |
| CA (1) | CA2309321A1 (enExample) |
| DE (1) | DE69821520T2 (enExample) |
| DK (1) | DK1030839T3 (enExample) |
| ES (1) | ES2216327T3 (enExample) |
| MY (1) | MY122499A (enExample) |
| PT (1) | PT1030839E (enExample) |
| TW (1) | TW581677B (enExample) |
| WO (1) | WO1999024401A1 (enExample) |
| ZA (1) | ZA9810210B (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007517846A (ja) * | 2004-01-14 | 2007-07-05 | アクテリオン ファマシューティカルズ リミテッド | Ｇｃｓ阻害剤としてのピペリジン誘導体 |
| JP2007522182A (ja) * | 2004-02-12 | 2007-08-09 | イスティチュート スペリオーレ ディ サニータ | プロトンポンプ阻害剤の新規使用 |
| JP2023525250A (ja) * | 2020-05-07 | 2023-06-15 | アレクトス セラピューティックス インコーポレイテッド | 非リソソームグルコシルセラミダーゼ阻害剤及びその使用 |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9813508A (pt) | 1997-12-11 | 2000-10-03 | Univ Oxford | Inibição de replicação viral associada com membrana |
| US6274597B1 (en) | 1998-06-01 | 2001-08-14 | Mount Sinai School Of Medicine Of New York University | Method of enhancing lysosomal α-Galactosidase A |
| WO2000056334A1 (en) * | 1999-03-19 | 2000-09-28 | The Trustees Of Boston College | Use of imino sugars for anti-tumor therapy |
| GB0100889D0 (en) | 2001-01-12 | 2001-02-21 | Oxford Glycosciences Uk Ltd | Compounds |
| US7256005B2 (en) | 1999-08-10 | 2007-08-14 | The Chancellor, Masters And Scholars Of The University Of Oxford | Methods for identifying iminosugar derivatives that inhibit HCV p7 ion channel activity |
| JP2003506406A (ja) * | 1999-08-10 | 2003-02-18 | ザ・チャンセラー・マスターズ・アンド・スカラーズ・オブ・ザ・ユニバーシティ・オブ・オックスフォード | 長鎖ｎ−アルキル化合物およびそのオキサ誘導体 |
| GB0006539D0 (en) * | 2000-03-17 | 2000-05-10 | Oxford Glycosciences Uk Ltd | Therapies |
| US6693099B2 (en) | 2000-10-17 | 2004-02-17 | The Procter & Gamble Company | Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance |
| US6376514B1 (en) | 2000-10-17 | 2002-04-23 | The Procter & Gamble Co. | Substituted six-membered heterocyclic compounds useful for treating multidrug resistance and compositions and methods thereof |
| CA2465886A1 (en) * | 2001-11-07 | 2003-05-15 | Kathleen S. Crowley | Methods of promoting uptake and nuclear accumulation of polyamides in eukaryotic cells |
| ITMI20021040A1 (it) * | 2002-05-16 | 2003-11-17 | Novuspharma Spa | Composizioni farmaceutiche iniettabili di un derivato antracenedionico ad attivita' antitumorale |
| US6982253B2 (en) * | 2002-06-05 | 2006-01-03 | Supergen, Inc. | Liquid formulation of decitabine and use of the same |
| CA2492404C (en) | 2002-07-17 | 2012-02-07 | Oxford Glycosciences (Uk) Ltd | Piperidinetriol derivatives as inhibitors of glycosylceramide synthase |
| CA2492410C (en) | 2002-07-17 | 2011-09-13 | Oxford Glycosciences (Uk) Ltd | Piperidinetriol derivatives as inhibitors of glycosylceramidsynthase |
| US8034831B2 (en) * | 2002-11-06 | 2011-10-11 | Celgene Corporation | Methods for the treatment and management of myeloproliferative diseases using 4-(amino)-2-(2,6-Dioxo(3-piperidyl)-isoindoline-1,3-dione in combination with other therapies |
| US7563810B2 (en) * | 2002-11-06 | 2009-07-21 | Celgene Corporation | Methods of using 3-(4-amino-1-oxo-1,3-dihydroisoindol-2-yl)-piperidine-2,6-dione for the treatment and management of myeloproliferative diseases |
| US7785621B2 (en) * | 2003-01-31 | 2010-08-31 | Childrens Hospital Los Angeles | Oral compositions of fenretinide having increased bioavailability and methods of using the same |
| EP1597231A1 (en) * | 2003-02-20 | 2005-11-23 | Ranbaxy Laboratories, Ltd. | Derivatives of azasugars as anticancer agents |
| GB0313677D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compound |
| GB0313678D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compounds |
| WO2005123055A2 (en) * | 2004-06-14 | 2005-12-29 | Musc Foundation For Research Development | Methods for treating inflammatory disorders |
| EP3441090A1 (en) | 2005-05-17 | 2019-02-13 | Amicus Therapeutics, Inc. | A method for the treatment of pompe disease using 1-deoxynojirimycin and derivatives |
| DOP2006000277A (es) | 2005-12-12 | 2007-08-31 | Bayer Pharmaceuticals Corp | Anticuerpos anti mn y métodos para su utilización |
| WO2007140184A2 (en) | 2006-05-24 | 2007-12-06 | United Therapeutics Corporation | Deoxynojirimycin and d-arabinitol analogs and methods of using |
| WO2008088581A2 (en) | 2006-08-02 | 2008-07-24 | United Therapeutics Corporation | Liposome treatment of viral infections |
| US8097728B2 (en) * | 2007-04-30 | 2012-01-17 | Philadelphia Health & Education Corporation | Iminosugar compounds with antiflavirus activity |
| US20090252785A1 (en) * | 2008-03-26 | 2009-10-08 | University Of Oxford | Endoplasmic reticulum targeting liposomes |
| US8703744B2 (en) | 2009-03-27 | 2014-04-22 | The Chancellor, Masters And Scholars Of The University Of Oxford | Cholesterol level lowering liposomes |
| AR076284A1 (es) | 2009-04-29 | 2011-06-01 | Bayer Schering Pharma Ag | Inmunoconjugados de antimesotelina y usos de los mismos |
| KR20230066482A (ko) | 2012-03-07 | 2023-05-15 | 아미쿠스 세라퓨틱스, 인코포레이티드 | 폼페병의 치료를 위한 고농도 알파-글루코시다제 조성물 |
| EP2968300A4 (en) | 2013-03-15 | 2016-09-28 | Unither Virology Llc | ANTIBACTERIAL COMPOUNDS |
| MY186336A (en) | 2014-09-30 | 2021-07-13 | Amicus Therapeutics Inc | Highly potent acid alpha-glucosidase with enhanced carbohydrates |
| CA3010205A1 (en) | 2015-12-30 | 2017-07-06 | Amicus Therapeutics, Inc. | Augmented acid alpha-glucosidase for the treatment of pompe disease |
| IL301319A (en) | 2016-03-30 | 2023-05-01 | Amicus Therapeutics Inc | Formulations that include recombinant acid alpha-glucosidase |
| MX2018011951A (es) | 2016-03-30 | 2019-02-13 | Amicus Therapeutics Inc | Metodo para seleccionar proteinas recombinantes ricas en m6p. |
| EP3624831B1 (en) | 2017-05-15 | 2023-03-29 | Amicus Therapeutics, Inc. | Recombinant human acid alpha-glucosidase |
| WO2025017212A1 (en) * | 2023-07-20 | 2025-01-23 | Katholieke Universiteit Leuven | Udp-glucose ceramide glucosyltransferase synthase (ugcg) inhibitors in the treatment of cancer |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US452406A (en) | 1891-05-19 | Hanger for pictures | ||
| YU33730B (en) | 1967-04-18 | 1978-02-28 | Farmaceutici Italia | Process for preparing a novel antibiotic substance and salts thereof |
| GB1555654A (en) | 1977-06-25 | 1979-11-14 | Exxon Research Engineering Co | Agricultural burner apparatus |
| US4065562A (en) | 1975-12-29 | 1977-12-27 | Nippon Shinyaku Co., Ltd. | Method and composition for reducing blood glucose levels |
| US4012448A (en) | 1976-01-15 | 1977-03-15 | Stanford Research Institute | Synthesis of adriamycin and 7,9-epiadriamycin |
| NO154918C (no) * | 1977-08-27 | 1987-01-14 | Bayer Ag | Analogifremgangsmaate til fremstilling av terapeutisk aktive derivater av 3,4,5-trihydroksypiperidin. |
| GB2020278B (en) | 1978-05-03 | 1983-02-23 | Nippon Shinyaku Co Ltd | Moranoline dervitives |
| US4327725A (en) | 1980-11-25 | 1982-05-04 | Alza Corporation | Osmotic device with hydrogel driving member |
| DE3049446A1 (de) | 1980-12-30 | 1982-07-29 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 1,5-didesoxy-1,5-imino-d-glucitol und dessen n-derivaten |
| US4765989A (en) | 1983-05-11 | 1988-08-23 | Alza Corporation | Osmotic device for administering certain drugs |
| US4612008A (en) | 1983-05-11 | 1986-09-16 | Alza Corporation | Osmotic device with dual thermodynamic activity |
| US4783337A (en) | 1983-05-11 | 1988-11-08 | Alza Corporation | Osmotic system comprising plurality of members for dispensing drug |
| WO1987003903A1 (en) | 1985-12-23 | 1987-07-02 | Fred Hutchinson Cancer Research Center | Regulating retroviral replication, infection, and pathogenesis |
| GB2186485B (en) | 1986-02-13 | 1988-09-07 | Ethical Pharma Ltd | Slow release formulation |
| DE3611841A1 (de) | 1986-04-09 | 1987-10-15 | Bayer Ag | Verfahren zur herstellung von 1-desoxynojirimycin und dessen n-derivaten |
| US4849430A (en) * | 1988-03-09 | 1989-07-18 | Monsanto Company | Method of inhibiting virus |
| ES2108680T3 (es) * | 1987-12-21 | 1998-01-01 | Monsanto Co | Uso del derivado n-n-butilo de desoxinojirimicina en la fabricacion de un medicamento. |
| FI101344B1 (fi) | 1988-03-31 | 1998-06-15 | Tanabe Seiyaku Co | Menetelmä valmistaa valmiste, josta kontrolloidusti vapautuu farmaseuttisesti aktiivista ainetta |
| US5041441A (en) | 1988-04-04 | 1991-08-20 | The Regents Of The University Of Michigan | Method of chemotherapy using 1-phenyl-2-decanoylamino-3-morpholino-1-propanol |
| EP0350012A3 (en) | 1988-07-08 | 1990-09-05 | Meiji Seika Kaisha Ltd. | Antiviral composition |
| US5144037A (en) * | 1988-11-03 | 1992-09-01 | G. D. Searle & Co. | 1,5-dideoxy-1,5-imino-d-glucitol derivatives |
| US5003072A (en) | 1988-11-03 | 1991-03-26 | G. D. Searle & Co. | 1,5-dideoxy-1,5-imino-D-glucitol derivatives |
| US5310745A (en) | 1988-11-03 | 1994-05-10 | G. D. Searle & Co. | Antiviral compounds |
| US4957926A (en) | 1988-12-22 | 1990-09-18 | Monsanto Company | Method of treating herpesviruses |
| US5011829A (en) | 1989-06-02 | 1991-04-30 | G. D. Searle & Co. | Pharmaceutical composition and method of inhibiting virus |
| US5030638A (en) | 1990-02-26 | 1991-07-09 | G. D. Searle & Co. | Method of antiviral enhancement |
| DE4009561A1 (de) | 1990-03-24 | 1991-09-26 | Bayer Ag | Neue desoxynojirimycinderivate, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
| US5536732A (en) * | 1990-04-27 | 1996-07-16 | Merrell Pharmaceuticals Inc. | N-derivatives of 1-deoxy nojirimycin |
| US5151519A (en) | 1990-05-07 | 1992-09-29 | G. D. Searle & Co. | Process for the preparation of 1,5-(alkylimino)-1,5-dideoxy-d-glucitol and derivatives thereof |
| DK0477160T3 (da) | 1990-09-20 | 1996-05-20 | Monsanto Co | Fremgangsmåde til fremstilling af N-substitueret 1-deoxynojirimycin |
| US5190765A (en) | 1991-06-27 | 1993-03-02 | Alza Corporation | Therapy delayed |
| ZA931934B (en) | 1992-03-18 | 1993-03-18 | Us Bioscience | Compostitions of N-(phosphonoacetyl)-L-aspartic acid and methods of their use as broad spectrum antivirals |
| IL105090A (en) | 1992-03-18 | 1998-08-16 | Us Bioscience | Acid N) phosphonoacetyl (Aspartic L in a broad spectrum antiviral agent |
| US5331096A (en) | 1992-04-01 | 1994-07-19 | G. D. Searle & Co. | 2- and 3-sulfur derivatives of 1,5-iminosugars |
| US5258518A (en) * | 1992-04-01 | 1993-11-02 | G. D. Searle & Co. | 2-substituted tertiary carbinol derivatives of deoxynojirimycin |
| EP0655457A1 (en) | 1992-08-14 | 1995-05-31 | Nippon Shinyaku Company, Limited | Moranoline derivative |
| US5399567A (en) | 1993-05-13 | 1995-03-21 | Monsanto Company | Method of treating cholera |
| WO1995006061A1 (en) | 1993-08-20 | 1995-03-02 | G.D. Searle & Co. | Retroviral protease inhibitors and combinations thereof |
| EP0739205B1 (en) | 1994-01-13 | 1999-11-24 | G.D. Searle & Co. | Use of n-alkyl derivatives of 1,5-dideoxy-1,5-imino-d-glucitol for the treatment of hepatitis b virus infections |
| WO1995022975A1 (en) * | 1994-02-25 | 1995-08-31 | G.D. Searle & Co. | Use of 1-deoxynojirimycin and its derivatives for treating mammals infected with respiratory syncytial virus |
| US5451679A (en) | 1994-03-08 | 1995-09-19 | G. D. Searle & Co. | 2-chloro and 2-bromo derivatives of 1,5-iminosugars |
| US5763470A (en) | 1995-06-07 | 1998-06-09 | Sugen Inc. | Benzopyran compounds and methods for their use |
| WO1997000881A1 (fr) | 1995-06-22 | 1997-01-09 | Nippon Shinyaku Co., Ltd. | Derives de la moranoline |
| EP1007058B1 (en) | 1997-02-14 | 2005-05-18 | G.D. Searle LLC. | Use of (n)-substituted-1,5-dideoxy-1,5-imino-d-glucitol compounds in combination therapy for treating hepatitis virus infections |
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1998
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- 1998-11-09 DK DK98956449T patent/DK1030839T3/da active
- 1998-11-09 ZA ZA9810210A patent/ZA9810210B/xx unknown
- 1998-11-09 CA CA002309321A patent/CA2309321A1/en not_active Abandoned
- 1998-11-09 PT PT98956449T patent/PT1030839E/pt unknown
- 1998-11-09 EP EP98956449A patent/EP1030839B1/en not_active Expired - Lifetime
- 1998-11-09 DE DE69821520T patent/DE69821520T2/de not_active Expired - Fee Related
- 1998-11-09 AU AU12973/99A patent/AU753336B2/en not_active Ceased
- 1998-11-09 WO PCT/US1998/023239 patent/WO1999024401A1/en not_active Ceased
- 1998-11-09 JP JP2000520415A patent/JP2001522833A/ja not_active Withdrawn
- 1998-11-09 AT AT98956449T patent/ATE258919T1/de not_active IP Right Cessation
- 1998-11-09 ES ES98956449T patent/ES2216327T3/es not_active Expired - Lifetime
- 1998-11-10 US US09/189,177 patent/US6225325B1/en not_active Expired - Fee Related
- 1998-11-10 AR ARP980105672A patent/AR018732A1/es unknown
- 1998-12-11 TW TW087118629A patent/TW581677B/zh not_active IP Right Cessation
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007517846A (ja) * | 2004-01-14 | 2007-07-05 | アクテリオン ファマシューティカルズ リミテッド | Ｇｃｓ阻害剤としてのピペリジン誘導体 |
| JP2007522182A (ja) * | 2004-02-12 | 2007-08-09 | イスティチュート スペリオーレ ディ サニータ | プロトンポンプ阻害剤の新規使用 |
| JP2023525250A (ja) * | 2020-05-07 | 2023-06-15 | アレクトス セラピューティックス インコーポレイテッド | 非リソソームグルコシルセラミダーゼ阻害剤及びその使用 |
| JP7674389B2 (ja) | 2020-05-07 | 2025-05-09 | アレクトス セラピューティックス インコーポレイテッド | 非リソソームグルコシルセラミダーゼ阻害剤及びその使用 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2216327T3 (es) | 2004-10-16 |
| WO1999024401A1 (en) | 1999-05-20 |
| MY122499A (en) | 2006-04-29 |
| AU753336B2 (en) | 2002-10-17 |
| ZA9810210B (en) | 1999-07-14 |
| AU1297399A (en) | 1999-05-31 |
| DE69821520D1 (de) | 2004-03-11 |
| PT1030839E (pt) | 2004-05-31 |
| DE69821520T2 (de) | 2004-12-16 |
| US6225325B1 (en) | 2001-05-01 |
| AR018732A1 (es) | 2001-12-12 |
| TW581677B (en) | 2004-04-01 |
| CA2309321A1 (en) | 1999-05-20 |
| DK1030839T3 (da) | 2004-05-03 |
| EP1030839A1 (en) | 2000-08-30 |
| ATE258919T1 (de) | 2004-02-15 |
| EP1030839B1 (en) | 2004-02-04 |
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