DE69717831C5 - Substituierte 2-(2,6-dioxopiperidin-3-yl)-phthalimide und -1-oxoisoindoline und verfahren zur reduzierung des tnf-alpha-spiegels - Google Patents
Substituierte 2-(2,6-dioxopiperidin-3-yl)-phthalimide und -1-oxoisoindoline und verfahren zur reduzierung des tnf-alpha-spiegels Download PDFInfo
- Publication number
- DE69717831C5 DE69717831C5 DE69717831T DE69717831T DE69717831C5 DE 69717831 C5 DE69717831 C5 DE 69717831C5 DE 69717831 T DE69717831 T DE 69717831T DE 69717831 T DE69717831 T DE 69717831T DE 69717831 C5 DE69717831 C5 DE 69717831C5
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- DE
- Germany
- Prior art keywords
- oxo
- dioxopiperidin
- hydrogen
- aminoisoindoline
- aminoisoindolin
- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- 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
- 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
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- 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
- A61P31/04—Antibacterial agents
- A61P31/06—Antibacterial agents for tuberculosis
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- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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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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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
(a) einer Verbindung gemäß der Formel: wobei:
Eins von X und Y C=O ist und das andere von X und Y C=O oder CH2 ist;
eins von R1, R2, R3 und R4 NHR5 ist und die anderen R1, R2, R3 und R4 Wasserstoff sind;
R5 Wasserstoff oder Alkyl mit 1 bis 8 Kohlenstoffatomen ist; und
R6 Wasserstoff, Alkyl mit 1 bis 8 Kohlenstoffatomen, Benzyl oder Halogen ist,
mit der Maßgabe, dass R6 verschieden von Wasserstoff ist, wenn X und Y C=O sind und R5 Wasserstoff ist;
(b) den Säureadditionssalzen der Verbindungen, welche ein Stickstoffatom enthalten, das geeignet ist, protoniert zu werden.
Description
- Das
europäische Patent 0 925 294 mit Wirkung für die Bundesrepublik Deutschland (nationale Patentnummer697 17 831 ) wird gemäß § 64 des Patentgesetzes durch Änderung der Patentansprüchs 3 beschränkt.
Claims (6)
- 2,6-Dioxopiperidin, ausgewählt aus der Gruppe, die besteht aus (a) einer Verbindung gemäß der Formel: wobei: Eins von X und Y C=O ist und das andere von X und Y C=O oder CH2 ist; eins von R1, R2, R3 und R4 NHR5 ist und die anderen R1, R2, R3 und R4 Wasserstoff sind; R5 Wasserstoff oder Alkyl mit 1 bis 8 Kohlenstoffatomen ist; und R6 Wasserstoff, Alkyl mit 1 bis 8 Kohlenstoffatomen, Benzyl oder Halogen ist, mit der Maßgabe, dass R6 verschieden von Wasserstoff ist, wenn X und Y C=O sind und R5 Wasserstoff ist; (b) den Säureadditionssalzen der Verbindungen, welche ein Stickstoffatom enthalten, das geeignet ist, protoniert zu werden.
- Verbindung gemäß Anspruch 1, wobei eins von R1, R2, R3 und R4 NH2 ist und die übrigen R1, R2, R3 und R4 Wasserstoff sind und R6 Methyl, Ethyl, Propyl oder Benzyl ist.
- Verbindung gemäß Anspruch 1, welche 1-Oxo-(2,6-dioxopiperidin-3-yl)-5-aminoisoindolin, 1-Oxo-(2,6-dioxopiperidin-3-yl)-4-aminoisoindolin, 1-Oxo-(2,6-dioxopiperidin-3-yl)-6-aminoisoindolin, 1-Oxo-(2,6-dioxopiperidin-3-yl)-7-aminoisoindolin 3-(1-Oxo-4-aminoisoindolin-1- yl)-3-methylpiperidin-2,6-dion, 3-(1-Oxo-4-aminoisoindolin-1-yl)-3-ethylpiperidin-2,6-dion, 3-(1-Oxo-4-aminoisoindolin-1-yl)-3-propylpiperidin-2,6-dion ist.
- Pharmazeutische Zusammensetzung, die eine wirksame Menge einer Verbindung gemäß einem der Ansprüche 1 bis 3 umfasst, zur Verwendung beim Reduzieren von TNFα-Pegeln in einem Säugetier.
- Verwendung (a) einer Verbindung gemäß der Formel wobei: Eins von X und Y C=O ist und das andere von X und Y C=O oder CH2 ist; eins von R1, R2, R3 und R4 NHR5 ist und die anderen R1, R2, R3 und R4 Wasserstoff sind; R5 Wasserstoff oder Alkyl mit 1 bis 8 Kohlenstoffatomen ist; und R6 Wasserstoff, Alkyl mit 1 bis 8 Kohlenstoffatomen, Benzyl oder Halogen ist, oder (b) der Säureadditionssalze der Verbindungen, welche ein Stickstoffatom enthalten, das geeignet ist, protoniert zu werden, zur Herstellung eines Medikamentes, um TNFα-Pegel in einem Säugetier zu verringern.
- Verwendung gemäß Anspruch 5, wobei die Verbindung 1-Oxo-(2,6-dioxopiperidin-3-yl)-5-aminoisoindolin, 1-Oxo-(2,6-dioxopiperidin-3-yl)-4-aminoisoindolin, 1-Oxo-(2,6-dioxopiperidin-3-yl)-6-aminoisoindolin, 1-Oxo-(2,6-dioxopiperidin-3-yl)-7-aminoisoindolin, 1,3-Dioxo-(2,6-dioxopiperidin-3-yl)-4-aminoisoindolin, 1,3-Dioxo-(2,6-dioxopiperidin-3-yl)-5-aminoisoindolin, 3-(1-Oxo-4-aminoisoindolin-1-yl)-3-methylpiperidin-2,6-dion, 3-(1-Oxo-4-aminoisoindolin-1-yl)-3-ethylpiperidin-2,6-dion, 3-(1-Oxo-4-aminoisoindolin-1-yl)-3-propylpiperidin-2,6-dion ist.
Applications Claiming Priority (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US690258 | 1996-07-24 | ||
US08690258 US5635517B1 (en) | 1996-07-24 | 1996-07-24 | Method of reducing TNFalpha levels with amino substituted 2-(2,6-dioxopiperidin-3-YL)-1-oxo-and 1,3-dioxoisoindolines |
US08/701,494 US5798368A (en) | 1996-08-22 | 1996-08-22 | Tetrasubstituted 2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolines and method of reducing TNFα levels |
US701494 | 1996-08-22 | ||
US4827897P | 1997-05-30 | 1997-05-30 | |
US48278P | 1997-05-30 | ||
EP97936295.1A EP0925294B3 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-dioxopiperidin-3-yl)-phthalimide und -1-oxoisoindoline und verfahren zur reduzierung des tnf-alpha-spiegels |
PCT/US1997/013375 WO1998003502A1 (en) | 1996-07-24 | 1997-07-24 | Substituted 2(2,6-dioxopiperidin-3-yl)phthalimides and -1-oxoisoindolines and method of reducing tnf-alpha levels |
Publications (4)
Publication Number | Publication Date |
---|---|
DE69717831D1 DE69717831D1 (de) | 2003-01-23 |
DE69717831T2 DE69717831T2 (de) | 2003-08-28 |
DE69717831C5 true DE69717831C5 (de) | 2008-03-20 |
DE69717831T3 DE69717831T3 (de) | 2018-08-30 |
Family
ID=27367302
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69740140T Expired - Lifetime DE69740140D1 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-Dioxopiperidin-3-yl)-phthalimide und Oxoisoindoline und Verfahren zur Verringerung der TNF-Alpha-Stufen |
DE69739802T Expired - Lifetime DE69739802D1 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-Dioxopiperidine-3-yl)-phthalimide -1-oxoisoindoline und Verfahren zur Reduzierung des TNF-alpha Spiegels |
DE69717831.5T Expired - Lifetime DE69717831T3 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-dioxopiperidin-3-yl)-phthalimide und -1-oxoisoindoline und verfahren zur reduzierung des tnf-alpha-spiegels |
DE200712000079 Active DE122007000079I2 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-dioxopiperidin-3-yl)-phthalimide und -1-oxoisoindoline und verfahren zur reduzierung des tnf-alpha-spiegels |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69740140T Expired - Lifetime DE69740140D1 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-Dioxopiperidin-3-yl)-phthalimide und Oxoisoindoline und Verfahren zur Verringerung der TNF-Alpha-Stufen |
DE69739802T Expired - Lifetime DE69739802D1 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-Dioxopiperidine-3-yl)-phthalimide -1-oxoisoindoline und Verfahren zur Reduzierung des TNF-alpha Spiegels |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE200712000079 Active DE122007000079I2 (de) | 1996-07-24 | 1997-07-24 | Substituierte 2-(2,6-dioxopiperidin-3-yl)-phthalimide und -1-oxoisoindoline und verfahren zur reduzierung des tnf-alpha-spiegels |
Country Status (22)
Country | Link |
---|---|
EP (4) | EP2070920B8 (de) |
JP (1) | JP4065567B2 (de) |
KR (2) | KR100534498B1 (de) |
CN (1) | CN1117089C (de) |
AT (4) | ATE460409T1 (de) |
CA (3) | CA2624949C (de) |
CZ (3) | CZ295762B6 (de) |
DE (4) | DE69740140D1 (de) |
DK (2) | DK1285916T3 (de) |
ES (4) | ES2339425T3 (de) |
FI (1) | FI120687B (de) |
FR (1) | FR07C0056I2 (de) |
HK (5) | HK1021819A1 (de) |
HU (1) | HUS1300056I1 (de) |
LU (1) | LU91359I2 (de) |
NL (1) | NL300291I2 (de) |
NZ (1) | NZ333903A (de) |
PL (2) | PL195916B1 (de) |
PT (4) | PT2177517E (de) |
SK (1) | SK9199A3 (de) |
UA (1) | UA60308C2 (de) |
WO (1) | WO1998003502A1 (de) |
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US6228879B1 (en) | 1997-10-16 | 2001-05-08 | The Children's Medical Center | Methods and compositions for inhibition of angiogenesis |
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US5635517B1 (en) | 1996-07-24 | 1999-06-29 | Celgene Corp | Method of reducing TNFalpha levels with amino substituted 2-(2,6-dioxopiperidin-3-YL)-1-oxo-and 1,3-dioxoisoindolines |
HU228769B1 (en) * | 1996-07-24 | 2013-05-28 | Celgene Corp | Substituted 2(2,6-dioxopiperidin-3-yl)phthalimides and -1-oxoisoindolines and their use for production of pharmaceutical compositions for mammals to reduce the level of tnf-alpha |
EP2070920B8 (de) * | 1996-07-24 | 2011-04-27 | Celgene Corporation | Substituierte 2-(2,6-Dioxopiperidin-3-yl)-phthalimide und Oxoisoindoline und Verfahren zur Verringerung der TNF-Alpha-Stufen |
DE19703763C1 (de) * | 1997-02-01 | 1998-10-01 | Gruenenthal Gmbh | Thalidomidanaloge Verbindungen aus der Klasse der Piperidin-2,6-Dione |
EP1308444B1 (de) * | 1997-11-18 | 2006-05-24 | Celgene Corporation | Substituierte 2-(2,6-dioxo-3-fluoropiperidine-3-yl)-isoindoline und ihre Verwendung zum reduzieren des TNF-alpha spiegels |
US5955476A (en) * | 1997-11-18 | 1999-09-21 | Celgene Corporation | Substituted 2-(2,6-dioxo-3-fluoropiperidin-3-yl)-isoindolines and method of reducing inflammatory cytokine levels |
CN100390163C (zh) * | 1998-03-16 | 2008-05-28 | 赛尔金有限公司 | 2-(2,6-二氧哌啶-3-基)-异二氢吲哚衍生物、其制法及其作为炎性细胞因子抑制剂的用途 |
DE60023123T2 (de) | 1999-03-18 | 2006-06-22 | Celgene Corp. | Substituierte 1-oxo- und 1,3-dioxoisoindoline und ihre verwendung in pharmazeutischen zusammensetzungen zur senkung des spiegels inflammatorisch wirkender cytokine |
DE19917195B4 (de) * | 1999-04-16 | 2006-09-28 | Immatics Biotechnologies Gmbh | Peptid zur Auslösung einer Immunreaktion gegen Tumorzellen, diese enthaltende pharmzeutische Zusammensetzungen, dessen Verwendungen, dafür codierende Nukleinsäure und diese Nukleinsäure enthaltender Expressionsvektor |
US7629360B2 (en) | 1999-05-07 | 2009-12-08 | Celgene Corporation | Methods for the treatment of cachexia and graft v. host disease |
US7182953B2 (en) * | 1999-12-15 | 2007-02-27 | Celgene Corporation | Methods and compositions for the prevention and treatment of atherosclerosis restenosis and related disorders |
US6458810B1 (en) | 2000-11-14 | 2002-10-01 | George Muller | Pharmaceutically active isoindoline derivatives |
DE60130799T2 (de) * | 2000-11-30 | 2008-07-17 | Children's Medical Center Corp., Boston | Synthese von 4-aminothalidomid enantiomeren |
PL362979A1 (en) * | 2000-12-11 | 2004-11-02 | Takeda Chemical Industries, Ltd. | Medicinal compositions improved in solublity in water |
US20030045552A1 (en) * | 2000-12-27 | 2003-03-06 | Robarge Michael J. | Isoindole-imide compounds, compositions, and uses thereof |
US7091353B2 (en) | 2000-12-27 | 2006-08-15 | Celgene Corporation | Isoindole-imide compounds, compositions, and uses thereof |
EP1389203B8 (de) * | 2001-02-27 | 2010-03-10 | The Governement of the United States of America, represented by The Secretary Department of Health and Human services | Analoga von thalidomid als angiogeneseinhibitoren |
DE60231989D1 (de) * | 2001-08-06 | 2009-05-28 | Childrens Medical Center | Antiangiogenese wirkung von stickstoffsubstituierten thalidomid-analoga |
US7498171B2 (en) | 2002-04-12 | 2009-03-03 | Anthrogenesis Corporation | Modulation of stem and progenitor cell differentiation, assays, and uses thereof |
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