JP5298020B2 - ヘキソースおよびn−アセチルヘキソサミンの糖模倣体置換 - Google Patents
ヘキソースおよびn−アセチルヘキソサミンの糖模倣体置換 Download PDFInfo
- Publication number
- JP5298020B2 JP5298020B2 JP2009532370A JP2009532370A JP5298020B2 JP 5298020 B2 JP5298020 B2 JP 5298020B2 JP 2009532370 A JP2009532370 A JP 2009532370A JP 2009532370 A JP2009532370 A JP 2009532370A JP 5298020 B2 JP5298020 B2 JP 5298020B2
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- JP
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- Prior art keywords
- alkanyl
- aryl
- alkynyl
- alkenyl
- heteroaryl
- 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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-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/207—Cyclohexane rings not substituted by nitrogen atoms, e.g. kasugamycins
-
- 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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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85146706P | 2006-10-12 | 2006-10-12 | |
| US60/851,467 | 2006-10-12 | ||
| PCT/US2007/021541 WO2008060378A2 (en) | 2006-10-12 | 2007-10-09 | Glycomimetic replacements for hexoses and n-acetyl hexosamines |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013126449A Division JP2013189471A (ja) | 2006-10-12 | 2013-06-17 | ヘキソースおよびn−アセチルヘキソサミンの糖模倣体置換 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010506832A JP2010506832A (ja) | 2010-03-04 |
| JP2010506832A5 JP2010506832A5 (https=) | 2010-04-22 |
| JP5298020B2 true JP5298020B2 (ja) | 2013-09-25 |
Family
ID=39402172
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009532370A Expired - Fee Related JP5298020B2 (ja) | 2006-10-12 | 2007-10-09 | ヘキソースおよびn−アセチルヘキソサミンの糖模倣体置換 |
| JP2013126449A Withdrawn JP2013189471A (ja) | 2006-10-12 | 2013-06-17 | ヘキソースおよびn−アセチルヘキソサミンの糖模倣体置換 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013126449A Withdrawn JP2013189471A (ja) | 2006-10-12 | 2013-06-17 | ヘキソースおよびn−アセチルヘキソサミンの糖模倣体置換 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US7964569B2 (https=) |
| EP (1) | EP2074132B1 (https=) |
| JP (2) | JP5298020B2 (https=) |
| CA (1) | CA2666103C (https=) |
| WO (1) | WO2008060378A2 (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2008336249B2 (en) | 2007-12-10 | 2015-01-29 | The University Of Queensland | Treatment and prophylaxis |
| WO2010126888A1 (en) | 2009-05-01 | 2010-11-04 | Glycomimetics, Inc. | Heterobifunctional inhibitors of e-selectins and cxcr4 chemokine receptors |
| JPWO2011040574A1 (ja) * | 2009-09-30 | 2013-02-28 | 国立大学法人京都大学 | アゼチジニルメトキシピリジン誘導体の製造方法及びその使用 |
| US8921328B2 (en) | 2010-09-14 | 2014-12-30 | Glycomimetics, Inc. | E-selectin antagonists |
| WO2012061662A1 (en) | 2010-11-03 | 2012-05-10 | Glycomimetics, Inc. | Glycomimetic-peptidomimetic inhibitors of e-selectins and cxcr4 chemokine receptors |
| PT2794626T (pt) | 2011-12-22 | 2018-01-12 | Glycomimetics Inc | Compostos de antagonistas de e-selectina |
| CA2891514C (en) | 2012-12-07 | 2020-08-25 | Glycomimetics, Inc. | Compounds, compositions and methods using e-selectin antagonists for mobilization of hematopoietic cells |
| WO2014149837A1 (en) * | 2013-03-15 | 2014-09-25 | Glycomimetics, Inc. | Compounds and methods to enhance the oral availability of glycomimetics |
| WO2015109049A1 (en) * | 2014-01-17 | 2015-07-23 | Glycomimetics, Inc. | E-selectin antagonists modified by macrocycle formation to the galactose |
| ES2754549T3 (es) | 2014-12-03 | 2020-04-20 | Glycomimetics Inc | Inhibidores heterobifuncionales de E-selectinas y receptores de quimioquinas CXCR4 |
| JP2019502727A (ja) | 2016-01-22 | 2019-01-31 | グリコミメティクス, インコーポレイテッド | Pa−ilおよび/またはpa−iilレクチンの糖模倣体阻害剤 |
| WO2017151708A1 (en) | 2016-03-02 | 2017-09-08 | Glycomimetics, Inc. | Methods for the treatment and/or prevention of cardiovescular disease by inhibition of e-selectin |
| EP3497131B1 (en) | 2016-08-08 | 2022-03-09 | GlycoMimetics, Inc. | Combination of t-cell checkpoint inhibitors with inhibitors of e-selectin or cxcr4, or with heterobifunctional inhibitors of both e-selectin and cxcr4. |
| US11072625B2 (en) * | 2016-10-07 | 2021-07-27 | Glycomimetics, Inc. | Highly potent multimeric e-selectin antagonists |
| CA3054605A1 (en) * | 2017-03-15 | 2018-09-20 | Glycomimetics, Inc. | Galactopyranosyl-cyclohexyl derivatives as e-selectin antagonists |
| WO2019108750A1 (en) | 2017-11-30 | 2019-06-06 | Glycomimetics, Inc. | Methods of mobilizing marrow infiltrating lymphocytes and uses thereof |
| CN111566117A (zh) | 2017-12-29 | 2020-08-21 | 糖模拟物有限公司 | E-选择蛋白和半乳凝素-3的异双功能抑制剂 |
| WO2019173229A1 (en) | 2018-03-05 | 2019-09-12 | Glycomimetics, Inc. | Methods for treating acute myeloid leukemia and related conditions |
| US11845771B2 (en) | 2018-12-27 | 2023-12-19 | Glycomimetics, Inc. | Heterobifunctional inhibitors of E-selectin and galectin-3 |
| CN114340736A (zh) | 2019-04-24 | 2022-04-12 | 糖模拟物有限公司 | E-选择蛋白、半乳凝素-3和/或cxcr4趋化因子受体的半乳糖-连接的多聚体糖模拟物抑制剂 |
Family Cites Families (113)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4471057A (en) | 1981-06-30 | 1984-09-11 | The Wistar Institute | Detection of colorectal carcinoma |
| DK17885D0 (da) | 1985-01-14 | 1985-01-14 | Karlsson Karl Anders | Antiviralt middel |
| US4876199A (en) | 1985-04-04 | 1989-10-24 | Fred Hutchinson Cancer Research Center | Hybridomas producing monoclonal antibodies to mono-, di-, and trifucosylated type 2 chain |
| US4851511A (en) | 1986-01-30 | 1989-07-25 | Fred Hutchinson Cancer Research Center | Monoclonal antibody that specifically binds to disialosyl Lea |
| US4925796A (en) | 1986-03-07 | 1990-05-15 | Massachusetts Institute Of Technology | Method for enhancing glycoprotein stability |
| ES2058070T3 (es) | 1986-05-09 | 1994-11-01 | Pulverer Gerhard | Utilizacion de monosacaridos especificos para la preparacion de un medicamento para impedir metastasis de tumores malignos. |
| US5538724A (en) | 1987-08-11 | 1996-07-23 | The Board Of Trustees For The Leland Stanford Junior Univ. | Method of control leukocyte extravasation |
| US5464778A (en) | 1989-03-08 | 1995-11-07 | Board Of Regents Of The University Of Oklahoma | Glycoprotein ligand for P-selectin and methods of use thereof |
| US6033665A (en) | 1989-09-27 | 2000-03-07 | Elan Pharmaceuticals, Inc. | Compositions and methods for modulating leukocyte adhesion to brain endothelial cells |
| US6001988A (en) | 1990-06-11 | 1999-12-14 | Nexstar Pharmaceuticals, Inc. | High affinity nucleic acid ligands to lectins |
| US6280932B1 (en) | 1990-06-11 | 2001-08-28 | Gilead Sciences, Inc. | High affinity nucleic acid ligands to lectins |
| US5753631A (en) | 1990-06-15 | 1998-05-19 | Cytel Corporation | Intercellular adhesion mediators |
| US5576305A (en) | 1990-06-15 | 1996-11-19 | Cytel Corporation | Intercellular adhesion mediators |
| US6391857B1 (en) | 1990-06-18 | 2002-05-21 | Stanford University | Methods and compositions for endothelial binding |
| US6387884B1 (en) | 1990-06-18 | 2002-05-14 | Stanford University | Leukocyte homing modulation |
| US5648344A (en) | 1990-07-30 | 1997-07-15 | Glycomed Incorporated | Methods of treating inflammation using selection binding compounds |
| US5143712A (en) | 1990-07-30 | 1992-09-01 | Glycomed Incorporated | Method of determining a site of inflammation utilizing elam-1 ligands |
| US5211937A (en) | 1990-07-30 | 1993-05-18 | Glycomed Incorporated | Method of determining a site of inflammation utilizing elam-1 ligands |
| US5789573A (en) | 1990-08-14 | 1998-08-04 | Isis Pharmaceuticals, Inc. | Antisense inhibition of ICAM-1, E-selectin, and CMV IE1/IE2 |
| JPH06504619A (ja) | 1990-11-23 | 1994-05-26 | ザ ジェネラル ホスピタル コーポレーション | 細胞接着蛋白質−糖質相互作用の阻害 |
| US5151360A (en) | 1990-12-31 | 1992-09-29 | Biomembrane Institute | Effect of n,n,n-trimethylsphingosine on protein kinase-c activity, melanoma cell growth in vitro, metastatic potential in vivo and human platelet aggregation |
| US6309639B1 (en) | 1991-02-05 | 2001-10-30 | The Board Of Regents Of The University Of Oklahoma | Method for inhibiting an inflammatory response using antibodies to P-selectin glycoprotein ligand |
| US6124267A (en) | 1991-02-05 | 2000-09-26 | Southpac Trust Internationals, Inc. | O-glycan inhibitors of selectin mediated inflammation derived from PSGL-1 |
| US6121233A (en) | 1991-04-19 | 2000-09-19 | John L. Magnani | Methods for the inhibition of cancer metastasis mediated by endothelial adhesion molecules |
| US5318890A (en) | 1991-05-06 | 1994-06-07 | The Regents Of The University Of California | Assays for inhibitors of leukocyte adhesion |
| ES2201049T3 (es) | 1991-05-06 | 2004-03-16 | Genentech, Inc. | Un ligando de selectina. |
| US5580858A (en) | 1991-06-10 | 1996-12-03 | Alberta Research Council | Immunosuppressive and tolerogenic modified Lewisx compounds |
| US5352670A (en) | 1991-06-10 | 1994-10-04 | Alberta Research Council | Methods for the enzymatic synthesis of alpha-sialylated oligosaccharide glycosides |
| US5646123A (en) | 1991-06-10 | 1997-07-08 | Alberta Research Council | Time dependent administration of oligosaccharide glycosides related to blood group determinants having a type I or type II core structure in reducing inflammation in a sensitized mammal arising form exposure to an antigen |
| WO1993005070A1 (en) | 1991-09-10 | 1993-03-18 | Centocor, Inc. | Peptide inhibitors of inflammation mediated by selectins |
| US5268364A (en) | 1991-12-12 | 1993-12-07 | The Biomembrane Institute | Method for inhibiting selectin-dependent adhesion of leukocytes and platelets by O-glycosylation modification |
| EP0602194A1 (en) | 1991-12-18 | 1994-06-22 | Centocor, Inc. | Peptide inhibitors of inflammation mediated by selectins |
| US5591835A (en) | 1992-06-29 | 1997-01-07 | Glycomed Incorporated | Substituted lactose derivatives |
| CA2100412A1 (en) | 1992-07-15 | 1994-01-16 | Yutaka Yamada | Glycolipid derivatives |
| CA2144180A1 (en) | 1992-09-08 | 1994-03-17 | George A. Heavner | Peptide inhibitors of cellular adhesion |
| US5519008A (en) | 1992-09-10 | 1996-05-21 | Glycomed Incorporated | Derivatives of triterpenoid acids as inhibitors of cell-adhesion molecules ELAM-1 (E-selectin) and LECAM-1 (L-selectin) |
| US5695752A (en) | 1992-09-11 | 1997-12-09 | The Regents Of The University Of California | Treating inflammation via the administration of specific sulfatase enzymes and/or sulfation inhibitor |
| AU4859793A (en) | 1992-09-11 | 1994-04-12 | Regents Of The University Of California, The | Sulfated ligands for l-selectins and use of chlorates and or sulfatases for the treatment of inflammation |
| US6277975B1 (en) | 1992-10-23 | 2001-08-21 | Genetics Institute, Inc. | Fusions of P-selectin ligand protein and polynucleotides encoding same |
| US5843707A (en) | 1992-10-23 | 1998-12-01 | Genetics Institute, Inc. | Nucleic acid encoding a novel P-selectin ligand protein |
| EP0601417A3 (de) | 1992-12-11 | 1998-07-01 | Hoechst Aktiengesellschaft | Physiologisch verträglicher und physiologisch abbaubarer, Kohlenhydratrezeptorblocker auf Polymerbasis, ein Verfahren zu seiner Herstellung und seine Verwendung |
| WO1994014836A1 (en) | 1992-12-18 | 1994-07-07 | Centocor, Inc. | Peptide inhibitors of selectin binding |
| JP3887011B2 (ja) | 1992-12-29 | 2007-02-28 | ジェネンテク,インコーポレイテッド | IFN−γインヒビターによる炎症性腸疾患の処置 |
| US5412123A (en) | 1993-02-08 | 1995-05-02 | Glycomed Incorporated | Anthraquinone and anthracene derivatives as inhibitors of the cell-adhesion molecules of the immune system |
| JP2716657B2 (ja) * | 1993-02-26 | 1998-02-18 | 株式会社ディ・ディ・エス研究所 | 接着分子elam‐1に特異的結合能を有する化合物 |
| CA2157489A1 (en) | 1993-03-04 | 1994-09-15 | Masaaki Numata | Lewis-associated compound, process for producing the same, and anti-inflammatory |
| US5527890A (en) | 1993-04-16 | 1996-06-18 | Glycomed Incorporated | Derivatives of triterpenoid acids and uses thereof |
| US5854218A (en) | 1993-05-14 | 1998-12-29 | Cytel Corporation | Sialyl Lex analogues as inhibitors of cellular adhesion |
| US5811404A (en) | 1993-05-14 | 1998-09-22 | Cytel Corporation | Sialyl Lex analogues as inhibitors of cellular adhesion |
| RO117533B1 (ro) | 1993-05-14 | 2002-04-30 | Cytel Corp San Diego | DERIVATI DE ANALOGI SIALIL LeX INHIBITORI AI ADEZIUNII CELULARE SI COMPOZITIE FARMACEUTICA CU ACESTIA |
| US5527785A (en) | 1993-05-14 | 1996-06-18 | The Regents Of The University Of California | Selectin receptor modulating compositions |
| US5976540A (en) | 1993-05-17 | 1999-11-02 | T Cell Sciences, Inc. | Compositions comprising complement related proteins and carbohydrates, and methods for producing and using said compositions |
| WO1994026786A1 (en) | 1993-05-17 | 1994-11-24 | T Cell Sciences, Inc. | Compositions comprising complement related proteins and carbohydrates, and methods for producing and using said compositions |
| US5646248A (en) | 1993-06-08 | 1997-07-08 | La Jolla Cancer Research Foundation | E-selection binding soluble lamp-1 polypeptide |
| US5658880A (en) | 1993-06-16 | 1997-08-19 | Glycomed Incorporated | Sialic acid/fucose based medicaments |
| US5789385A (en) | 1993-06-16 | 1998-08-04 | Glycomed Incorporated | Sialyl Lewisx mimetics containing phenyl backbones |
| US5837689A (en) | 1993-06-16 | 1998-11-17 | Glycomed Incorporated | Sialyl lewis-x mimetics containing naphthyl backbones |
| US5750508A (en) | 1993-06-16 | 1998-05-12 | Glycomed Incorporated | Sialic acid/fucose based medicaments |
| US5679321A (en) | 1993-06-17 | 1997-10-21 | Glycomed Incorporated | Sialic acid/fucose based medicaments |
| US5559103A (en) | 1993-07-21 | 1996-09-24 | Cytel Corporation | Bivalent sialyl X saccharides |
| US5508387A (en) | 1993-08-04 | 1996-04-16 | Glycomed Incorporated | Selectin binding glycopeptides |
| US5827837A (en) | 1993-08-20 | 1998-10-27 | The Regents Of The University Of California | Polyanion anti-inflammatory agents |
| US5464815A (en) | 1993-09-08 | 1995-11-07 | Genentech, Inc. | Inhibition of heparin-binding |
| CA2173990A1 (en) | 1993-10-12 | 1995-04-20 | Narasinga Rao | A library of glyco-peptides useful for identification of cell adhesion inhibitors |
| US5783693A (en) | 1993-11-19 | 1998-07-21 | The Regents Of The University Of California | Methods for synthesizing sulfated disaccharide inhibitors of selectins |
| WO1995014787A1 (en) | 1993-11-22 | 1995-06-01 | Centocor, Inc. | Peptide inhibitors of selecting binding |
| US5663151A (en) | 1994-03-04 | 1997-09-02 | Bristol-Myers Squibb Company | Sulfated α-glycolipid derivatives as cell adhesion inhibitors |
| DE4408248A1 (de) | 1994-03-11 | 1995-09-14 | Hoechst Ag | Physiologisch verträgliche und physiologisch abbaubare Kohlenhydrat-Mimetika, ein Verfahren zur Herstellung und ihre Verwendung |
| EP0671409A3 (de) | 1994-03-11 | 1996-06-12 | Hoechst Ag | Malonsäurederivate mit antiadhäsiven Eigenschaften. |
| HUT77345A (hu) | 1994-04-29 | 1998-03-30 | Texas Biotechnology Corporation | E-szelektin, P-szelektin vagy L-szelektin szialil-Lewis x-hez vagy szialil-Lewis a-hoz kapcsolódását gátló mannopiranoziloxi-bifenil származékok és ezeket tartalmazó gyógyszerkészítmények |
| US5444050A (en) | 1994-04-29 | 1995-08-22 | Texas Biotechnology Corporation | Binding of E-selectin or P-selectin to sialyl Lewisx or sialyl-Lewisa |
| US5486536A (en) | 1994-08-15 | 1996-01-23 | The Regents Of The University Of Michigan | Sulfatides as anti-inflammatory compounds |
| JPH0899989A (ja) | 1994-09-30 | 1996-04-16 | Akira Hasegawa | 新規糖脂質誘導体およびその製造用中間体 |
| DE4436164A1 (de) | 1994-10-10 | 1996-04-11 | Hoechst Ag | Neue Kohlenhydratkonjugate als Inhibitoren der Zelladhäsion |
| US5686426A (en) | 1994-11-17 | 1997-11-11 | Bristol-Myers Squibb Company | Dicarboxymethylated glycolipid derivatives as cell adhesion inhibitors |
| US6492332B1 (en) | 1995-12-12 | 2002-12-10 | Omeros Corporation | Irrigation solution and methods for inhibition of tumor cell adhesion, pain and inflammation |
| US5639734A (en) | 1994-12-20 | 1997-06-17 | Esko; Jeffrey D. | Disaccharide inflammation inhibitors and uses thereof |
| US20020040008A1 (en) | 1995-01-24 | 2002-04-04 | Wagner Denisa D. | Method for treating and preventing atherosclerosis |
| US5736533A (en) | 1995-06-07 | 1998-04-07 | Neose Technologies, Inc. | Bacterial inhibition with an oligosaccharide compound |
| EP0836610A1 (en) * | 1995-06-29 | 1998-04-22 | Novartis AG | Diglycosylated 1,2-diols as mimetics of sialyl-lewis x and sialyl-lewis a |
| US5876715A (en) | 1995-08-17 | 1999-03-02 | The Biomembrane Institute | Antibodies that bind novel carbohydrate ligands (myelorollins) that cause E-selectin dependent cell rolling, and uses thereof |
| DE19532902A1 (de) | 1995-09-06 | 1997-03-13 | Hoechst Ag | Neuartige Glycomimetika als Selektin-Antagonisten und daraus hergestellte entzündungshemmend wirkende Arzneimittel |
| DE19537334A1 (de) | 1995-10-09 | 1997-04-10 | Hoechst Ag | Antiadhäsive Piperidin- und Pyrrolidin-Carbonsäuren |
| EP0859005A1 (en) | 1995-10-26 | 1998-08-19 | Kanebo, Ltd. | Fucose derivatives, drugs containing the same as active ingredient, and intermediates for producing the same |
| US5747463A (en) | 1995-11-13 | 1998-05-05 | Bristol-Myers Squibb Company | Malonate derivatives of glycolipids as cell adhesion inhibitors |
| DE19602355A1 (de) | 1996-01-24 | 1997-07-31 | Hoechst Ag | Mehrfach fucosylierte Dicarbonsäuren mit antiadhäsiven Eigenschaften |
| US6187754B1 (en) | 1996-01-30 | 2001-02-13 | Glycotech Corp. | Sialyl-Lewisa and sialyl-Lewisx epitode analogues |
| AU1542397A (en) | 1996-01-30 | 1997-08-22 | Novartis Ag | Sialyl-lewisa and sialyl-lewisx epitope analogues |
| JP2001516334A (ja) | 1996-03-01 | 2001-09-25 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | セレクチン結合の阻害 |
| US5710023A (en) | 1996-03-01 | 1998-01-20 | Genetics Institute, Inc. | IL-13 cytokine receptor chain |
| US5654412A (en) | 1996-05-29 | 1997-08-05 | Glycomed Incorporated | Processes for the synthesis of sialyl Lewisx compounds |
| US5994402A (en) | 1996-06-05 | 1999-11-30 | Rotstein; Ori D. | Anti-inflammatory and anti-pyretic method |
| US5919768A (en) | 1996-06-26 | 1999-07-06 | Texas Biotechnology Corporation | Di- and trivalent small molecule selectin inhibitors |
| US5830871A (en) | 1996-10-28 | 1998-11-03 | The Scripps Research Institute | Inhibitors of E-, P- and L-selectin binding |
| GB9618520D0 (en) | 1996-09-05 | 1996-10-16 | Chiroscience Ltd | Compounds and their therapeutic use |
| US6110897A (en) | 1996-10-10 | 2000-08-29 | Glycorex Ab | Antiinflammatory cell adhesion inhibitors |
| EP1019064A4 (en) | 1997-02-28 | 2006-11-08 | Univ California | Inhibition of cell-cell binding by lipid assemblies |
| US6120751A (en) | 1997-03-21 | 2000-09-19 | Imarx Pharmaceutical Corp. | Charged lipids and uses for the same |
| SE9701127D0 (sv) | 1997-03-26 | 1997-03-26 | Karolinska Innovations Ab | Antigenic fusionprotein carrying GALal, 3GAL epitopes |
| US5916910A (en) | 1997-06-04 | 1999-06-29 | Medinox, Inc. | Conjugates of dithiocarbamates with pharmacologically active agents and uses therefore |
| US6193973B1 (en) | 1997-08-22 | 2001-02-27 | B. David Tuttle | Dietary supplement for boosting energy and increasing muscular strength |
| US5948628A (en) | 1997-09-05 | 1999-09-07 | The Board Of Regents Of The University Of Oklahoma | Methods of screening for compounds which mimic galectin-1 |
| WO1999043353A2 (en) | 1998-02-26 | 1999-09-02 | Boehringer Ingelheim Pharmaceuticals, Inc. | Combination anti-selectin and immunosuppressant therapy |
| US6265192B1 (en) | 1998-03-20 | 2001-07-24 | The Regents Of The University Of California | Glycosly sulfortransferase-3 |
| US6365365B1 (en) | 1998-03-20 | 2002-04-02 | The Regents Of The University Of California | Method of determining whether an agent modulates glycosyl sulfotransferase-3 |
| US6037333A (en) | 1998-05-07 | 2000-03-14 | Trustees Of Tufts College | Microbe-inhibiting compositions |
| DE69934890D1 (de) | 1998-06-16 | 2007-03-08 | Univ Oklahoma | Glykosulfopeptide und verfahren zu deren herstellung und deren verwendung |
| JP4553488B2 (ja) | 1998-09-21 | 2010-09-29 | 大塚製薬株式会社 | カルボキシメチルガラクトース誘導体 |
| EP1131106B1 (en) | 1998-11-12 | 2009-06-24 | Novolytics Inc. | Compositions and methods for producing vascular occlusion |
| ATE321570T1 (de) | 2000-05-19 | 2006-04-15 | Blood Res Center | Verfahren zur behandlung von hämostatischen störungen durch lösliches p-selectin |
| US20020132220A1 (en) | 2000-12-27 | 2002-09-19 | Berens Kurt L. | Use of selectin antagonists in organ preservation solutions |
| US7087212B2 (en) | 2001-08-17 | 2006-08-08 | Mallinckrodt, Inc | Multicomponent assemblies having enhanced binding properties for diagnosis and therapy |
| SI2264043T1 (en) * | 2005-09-02 | 2018-01-31 | Glycomimetics, Inc. | HETEROBIFUNCTIONAL PAN-SELECTINE INHIBITORS |
-
2007
- 2007-10-09 WO PCT/US2007/021541 patent/WO2008060378A2/en not_active Ceased
- 2007-10-09 JP JP2009532370A patent/JP5298020B2/ja not_active Expired - Fee Related
- 2007-10-09 CA CA2666103A patent/CA2666103C/en active Active
- 2007-10-09 EP EP07867214.4A patent/EP2074132B1/en active Active
- 2007-10-09 US US11/973,891 patent/US7964569B2/en active Active
-
2011
- 2011-04-25 US US13/093,611 patent/US20110257380A1/en not_active Abandoned
-
2013
- 2013-06-17 JP JP2013126449A patent/JP2013189471A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008060378A3 (en) | 2008-10-02 |
| CA2666103C (en) | 2014-02-18 |
| US20110257380A1 (en) | 2011-10-20 |
| JP2010506832A (ja) | 2010-03-04 |
| EP2074132A2 (en) | 2009-07-01 |
| JP2013189471A (ja) | 2013-09-26 |
| US20080161546A1 (en) | 2008-07-03 |
| CA2666103A1 (en) | 2008-05-22 |
| EP2074132B1 (en) | 2013-05-15 |
| WO2008060378A2 (en) | 2008-05-22 |
| US7964569B2 (en) | 2011-06-21 |
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