DE69821520T2 - Verwendung von alkylierten iminozuckern zur behandlung von multipler medikamentenresistenz - Google Patents
Verwendung von alkylierten iminozuckern zur behandlung von multipler medikamentenresistenz Download PDFInfo
- Publication number
- DE69821520T2 DE69821520T2 DE69821520T DE69821520T DE69821520T2 DE 69821520 T2 DE69821520 T2 DE 69821520T2 DE 69821520 T DE69821520 T DE 69821520T DE 69821520 T DE69821520 T DE 69821520T DE 69821520 T2 DE69821520 T2 DE 69821520T2
- Authority
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- Germany
- Prior art keywords
- imino
- dideoxy
- galactite
- glucite
- tetrabutyrate
- 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.)
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- 239000003814 drug Substances 0.000 claims description 35
- 229940079593 drug Drugs 0.000 claims description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- 125000003342 alkenyl group Chemical group 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 25
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- 230000000973 chemotherapeutic effect Effects 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 21
- 125000001424 substituent group Chemical group 0.000 claims description 21
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
- 125000002252 acyl group Chemical group 0.000 claims description 16
- 230000000694 effects Effects 0.000 claims description 16
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- FQZYTYWMLGAPFJ-OQKDUQJOSA-N tamoxifen citrate Chemical compound [H+].[H+].[H+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 FQZYTYWMLGAPFJ-OQKDUQJOSA-N 0.000 description 1
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- 235000002906 tartaric acid Nutrition 0.000 description 1
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- 229940110675 theracys Drugs 0.000 description 1
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- 229960001196 thiotepa Drugs 0.000 description 1
- 210000001541 thymus gland Anatomy 0.000 description 1
- 229960003723 tiazofurine Drugs 0.000 description 1
- FVRDYQYEVDDKCR-DBRKOABJSA-N tiazofurine Chemical compound NC(=O)C1=CSC([C@H]2[C@@H]([C@H](O)[C@@H](CO)O2)O)=N1 FVRDYQYEVDDKCR-DBRKOABJSA-N 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
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- 229940044693 topoisomerase inhibitor Drugs 0.000 description 1
- 229960000303 topotecan Drugs 0.000 description 1
- 229960002190 topotecan hydrochloride Drugs 0.000 description 1
- 229960005026 toremifene Drugs 0.000 description 1
- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 description 1
- 231100000583 toxicological profile Toxicity 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 229960001727 tretinoin Drugs 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
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- XLMPPFTZALNBFS-INIZCTEOSA-N vorozole Chemical compound C1([C@@H](C2=CC=C3N=NN(C3=C2)C)N2N=CN=C2)=CC=C(Cl)C=C1 XLMPPFTZALNBFS-INIZCTEOSA-N 0.000 description 1
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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
-
- 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
- A61K31/47—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
-
- 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
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Organic Chemistry (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 | |
| US65051P | 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 |
|---|---|
| DE69821520D1 DE69821520D1 (de) | 2004-03-11 |
| DE69821520T2 true DE69821520T2 (de) | 2004-12-16 |
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| DE69821520T Expired - Fee Related DE69821520T2 (de) | 1997-11-10 | 1998-11-09 | Verwendung von alkylierten iminozuckern zur behandlung von multipler medikamentenresistenz |
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| JP (1) | JP2001522833A (https=) |
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| AT (1) | ATE258919T1 (https=) |
| AU (1) | AU753336B2 (https=) |
| CA (1) | CA2309321A1 (https=) |
| DE (1) | DE69821520T2 (https=) |
| DK (1) | DK1030839T3 (https=) |
| ES (1) | ES2216327T3 (https=) |
| MY (1) | MY122499A (https=) |
| PT (1) | PT1030839E (https=) |
| TW (1) | TW581677B (https=) |
| WO (1) | WO1999024401A1 (https=) |
| ZA (1) | ZA9810210B (https=) |
Families Citing this family (41)
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| 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 |
| AU1840101A (en) | 1999-08-10 | 2001-03-05 | Chancellor, Masters And Scholars Of The University Of Oxford, The | Long chain n-alkyl compounds and oxo-derivatives thereof |
| 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 |
| WO2003041128A2 (en) * | 2001-11-07 | 2003-05-15 | Pharmacia Corporation | 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 |
| AU2003248960B2 (en) | 2002-07-17 | 2009-06-25 | Idorsia Pharmaceuticals Ltd | Piperidinetriol derivatives as inhibitors of glycosylceramidsynthase |
| AU2003246942B2 (en) | 2002-07-17 | 2009-06-25 | Idorsia Pharmaceuticals Ltd | Piperidinetriol derivatives as inhibitors of glycosylceramide synthase |
| 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 |
| 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 |
| JP2006518384A (ja) * | 2003-01-31 | 2006-08-10 | チルドレンズ・ホスピタル・ロス・アンジエルス | 改善されたバイオアベイラビリティを有するフェンレチニドの経口組成物、およびその使用方法 |
| AU2003206021A1 (en) * | 2003-02-20 | 2004-09-09 | Ranbaxy Laboratories Limited | Derivatives of azasugars as anticancer agents |
| GB0313678D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compounds |
| GB0313677D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compound |
| GB0400812D0 (en) * | 2004-01-14 | 2004-02-18 | Celltech R&D Ltd | Novel compounds |
| GB0403165D0 (en) * | 2004-02-12 | 2004-03-17 | Ct | Novel uses for proton pump inhibitors |
| WO2005123055A2 (en) * | 2004-06-14 | 2005-12-29 | Musc Foundation For Research Development | Methods for treating inflammatory disorders |
| EP2932982B1 (en) * | 2005-05-17 | 2018-10-03 | 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 |
| US8975280B2 (en) | 2006-05-24 | 2015-03-10 | The Chancellor, Masters And Scholars Of The University Of Oxford | Deoxynojirimycin and D-arabinitol analogs and methods of using |
| JP2009545621A (ja) | 2006-08-02 | 2009-12-24 | ユナイテッド セラピューティクス コーポレーション | ウィルス感染症のリポソーム処置 |
| 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 |
| KR20120059447A (ko) | 2009-03-27 | 2012-06-08 | 더 챈슬러 마스터즈 앤드 스칼라스 오브 더 유니버시티 오브 옥스포드 | 콜레스테롤 수준 저하 리포좀 |
| AR076284A1 (es) | 2009-04-29 | 2011-06-01 | Bayer Schering Pharma Ag | Inmunoconjugados de antimesotelina y usos de los mismos |
| KR20200032244A (ko) | 2012-03-07 | 2020-03-25 | 아미쿠스 세라퓨틱스, 인코포레이티드 | 폼페병의 치료를 위한 고농도 알파-글루코시다제 조성물 |
| KR20150128899A (ko) | 2013-03-15 | 2015-11-18 | 유니터 바이롤로지, 엘엘씨 | 항박테리아 화합물 |
| WO2016054231A1 (en) | 2014-09-30 | 2016-04-07 | Amicus Therapeutics, Inc. | Highly potent acid alpha-glucosidase with enhanced carbohydrates |
| KR102510941B1 (ko) | 2015-12-30 | 2023-03-20 | 아미쿠스 세라퓨틱스, 인코포레이티드 | 폼페병 치료용의 강화된 산 알파-글루코시다제 |
| US10227577B2 (en) | 2016-03-30 | 2019-03-12 | Amicus Therapeutics, Inc. | Method for selection of high M6P recombinant proteins |
| IL325155A (en) | 2016-03-30 | 2026-02-01 | Amicus Therapeutics Inc | Formulations containing recombinant acid alpha-glucosidase |
| EP3624831B1 (en) | 2017-05-15 | 2023-03-29 | Amicus Therapeutics, Inc. | Recombinant human acid alpha-glucosidase |
| PH12022552955A1 (en) | 2020-05-07 | 2024-02-26 | Alectos Therapeutics Inc | Non-lysosomal glucosylceramidase inhibitors and uses thereof |
| 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 |
| 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 |
| EP0252962B1 (en) | 1985-12-23 | 1995-08-23 | 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 |
| KR910010020B1 (ko) * | 1987-12-21 | 1991-12-10 | 몬산토 캄파니 | 항바이러스제 |
| 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 |
| US5310745A (en) | 1988-11-03 | 1994-05-10 | G. D. Searle & Co. | Antiviral compounds |
| 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 |
| 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 |
| ES2087277T3 (es) | 1990-09-20 | 1996-07-16 | Monsanto Co | Procedimiento para producir 1-desoxinojirimicina n-sustituida. |
| US5190765A (en) | 1991-06-27 | 1993-03-02 | Alza Corporation | Therapy delayed |
| IL105090A (en) | 1992-03-18 | 1998-08-16 | Us Bioscience | Acid N) phosphonoacetyl (Aspartic L in a broad spectrum antiviral agent |
| 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 |
| US5258518A (en) * | 1992-04-01 | 1993-11-02 | G. D. Searle & Co. | 2-substituted tertiary carbinol derivatives of deoxynojirimycin |
| US5331096A (en) | 1992-04-01 | 1994-07-19 | G. D. Searle & Co. | 2- and 3-sulfur derivatives of 1,5-iminosugars |
| 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 |
| AU7518694A (en) | 1993-08-20 | 1995-03-21 | G.D. Searle & Co. | Retroviral protease inhibitors and combinations thereof |
| CN1074921C (zh) | 1994-01-13 | 2001-11-21 | G·D·瑟尔公司 | 使用1,5－二脱氧－1,5－亚氨基－d－葡糖醇的n－烷基衍生物治疗乙型肝炎病毒感染 |
| 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 |
| AU6169298A (en) | 1997-02-14 | 1998-09-08 | G.D. Searle & Co. | Use of (n)-substituted-1,5-dideoxy-1,5-imino-d-glucitol compounds in combinationtherapy for treating hepatitis virus infections |
-
1998
- 1998-11-09 DK DK98956449T patent/DK1030839T3/da active
- 1998-11-09 PT PT98956449T patent/PT1030839E/pt unknown
- 1998-11-09 AT AT98956449T patent/ATE258919T1/de not_active IP Right Cessation
- 1998-11-09 AU AU12973/99A patent/AU753336B2/en not_active Ceased
- 1998-11-09 CA CA002309321A patent/CA2309321A1/en not_active Abandoned
- 1998-11-09 DE DE69821520T patent/DE69821520T2/de not_active Expired - Fee Related
- 1998-11-09 EP EP98956449A patent/EP1030839B1/en not_active Expired - Lifetime
- 1998-11-09 ES ES98956449T patent/ES2216327T3/es not_active Expired - Lifetime
- 1998-11-09 ZA ZA9810210A patent/ZA9810210B/xx unknown
- 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 MY MYPI98005087A patent/MY122499A/en unknown
- 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
Also Published As
| Publication number | Publication date |
|---|---|
| AR018732A1 (es) | 2001-12-12 |
| DE69821520D1 (de) | 2004-03-11 |
| ZA9810210B (en) | 1999-07-14 |
| MY122499A (en) | 2006-04-29 |
| US6225325B1 (en) | 2001-05-01 |
| AU753336B2 (en) | 2002-10-17 |
| AU1297399A (en) | 1999-05-31 |
| TW581677B (en) | 2004-04-01 |
| ATE258919T1 (de) | 2004-02-15 |
| DK1030839T3 (da) | 2004-05-03 |
| WO1999024401A1 (en) | 1999-05-20 |
| PT1030839E (pt) | 2004-05-31 |
| EP1030839B1 (en) | 2004-02-04 |
| CA2309321A1 (en) | 1999-05-20 |
| ES2216327T3 (es) | 2004-10-16 |
| JP2001522833A (ja) | 2001-11-20 |
| EP1030839A1 (en) | 2000-08-30 |
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