CA2979847A1 - Peptidomimetic macrocycles and uses thereof - Google Patents
Peptidomimetic macrocycles and uses thereof Download PDFInfo
- Publication number
- CA2979847A1 CA2979847A1 CA2979847A CA2979847A CA2979847A1 CA 2979847 A1 CA2979847 A1 CA 2979847A1 CA 2979847 A CA2979847 A CA 2979847A CA 2979847 A CA2979847 A CA 2979847A CA 2979847 A1 CA2979847 A1 CA 2979847A1
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- Prior art keywords
- peptidomimetic macrocycle
- human subject
- pharmaceutical composition
- pharmaceutically acceptable
- acceptable salt
- 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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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/12—Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/08—Linear peptides containing only normal peptide links having 12 to 20 amino acids
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/574—Immunoassay; Biospecific binding assay; Materials therefor for cancer
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
- G01N2333/435—Assays involving biological materials from specific organisms or of a specific nature from animals; from humans
- G01N2333/46—Assays involving biological materials from specific organisms or of a specific nature from animals; from humans from vertebrates
- G01N2333/47—Assays involving proteins of known structure or function as defined in the subgroups
- G01N2333/4701—Details
- G01N2333/4748—Details p53
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Biomedical Technology (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Epidemiology (AREA)
- Gastroenterology & Hepatology (AREA)
- Pathology (AREA)
- Cell Biology (AREA)
- General Physics & Mathematics (AREA)
- Food Science & Technology (AREA)
- Oncology (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Hospice & Palliative Care (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Engineering & Computer Science (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
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| US201562136357P | 2015-03-20 | 2015-03-20 | |
| US62/136,357 | 2015-03-20 | ||
| US201562232275P | 2015-09-24 | 2015-09-24 | |
| US62/232,275 | 2015-09-24 | ||
| PCT/US2016/023275 WO2016154058A1 (en) | 2015-03-20 | 2016-03-18 | Peptidomimetic macrocycles and uses thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2979847A1 true CA2979847A1 (en) | 2016-09-29 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2979847A Abandoned CA2979847A1 (en) | 2015-03-20 | 2016-03-18 | Peptidomimetic macrocycles and uses thereof |
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| Country | Link |
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| US (2) | US10253067B2 (enExample) |
| EP (1) | EP3294318A4 (enExample) |
| JP (1) | JP2018516844A (enExample) |
| KR (1) | KR20170129879A (enExample) |
| CN (1) | CN107614003A (enExample) |
| AU (1) | AU2016235424A1 (enExample) |
| BR (1) | BR112017019738A2 (enExample) |
| CA (1) | CA2979847A1 (enExample) |
| IL (1) | IL254444A0 (enExample) |
| MX (1) | MX2017011834A (enExample) |
| SG (1) | SG11201707750YA (enExample) |
| WO (1) | WO2016154058A1 (enExample) |
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| WO2008076904A1 (en) | 2006-12-14 | 2008-06-26 | Aileron Therapeutics, Inc. | Bis-sulfhydryl macrocyclization systems |
| US7981999B2 (en) | 2007-02-23 | 2011-07-19 | Aileron Therapeutics, Inc. | Triazole macrocycle systems |
| KR101623985B1 (ko) | 2007-03-28 | 2016-05-25 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | 스티칭된 폴리펩티드 |
| JP2012515172A (ja) | 2009-01-14 | 2012-07-05 | エルロン・セラピューティクス・インコーポレイテッド | ペプチド模倣大環状分子 |
| AU2010298338A1 (en) | 2009-09-22 | 2012-04-12 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| US20110223149A1 (en) * | 2009-10-14 | 2011-09-15 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| KR102104762B1 (ko) | 2010-08-13 | 2020-04-24 | 에일러론 테라퓨틱스 인코포레이티드 | 펩티도미메틱 거대고리 |
| CN108929375A (zh) | 2011-10-18 | 2018-12-04 | 爱勒让治疗公司 | 拟肽大环化合物 |
| KR20150082307A (ko) | 2012-11-01 | 2015-07-15 | 에일러론 테라퓨틱스 인코포레이티드 | 이치환 아미노산 및 이의 제조 및 사용 방법 |
| SG10201902598VA (en) | 2014-09-24 | 2019-04-29 | Aileron Therapeutics Inc | Peptidomimetic macrocycles and formulations thereof |
| CN106999541A (zh) | 2014-09-24 | 2017-08-01 | 艾瑞朗医疗公司 | 拟肽大环化合物及其用途 |
| MX2017011834A (es) | 2015-03-20 | 2018-04-11 | Aileron Therapeutics Inc | Macrociclos peptidomimeticos y usos de los mismos. |
| WO2017004548A1 (en) | 2015-07-01 | 2017-01-05 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| US20170114098A1 (en) * | 2015-09-03 | 2017-04-27 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof |
| US20180371021A1 (en) * | 2017-05-11 | 2018-12-27 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof |
| WO2020023502A1 (en) | 2018-07-23 | 2020-01-30 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof |
| JP2022525416A (ja) * | 2019-03-15 | 2022-05-13 | エイルロン セラピューティクス,インコーポレイテッド | ペプチド模倣大環状分子およびその使用 |
| US20220267376A1 (en) * | 2019-06-21 | 2022-08-25 | Merck Sharp & Dohme Corp. | P53 activator peptidomimetic macrocycles |
| WO2021231611A1 (en) * | 2020-05-12 | 2021-11-18 | Splash Pharmaceuticals, Inc. | Methods for treating cancer using spl-108 polypeptide based on tp53 mutational status |
| WO2022170108A1 (en) * | 2021-02-04 | 2022-08-11 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof in prevention of radiation injury |
| CN115718095B (zh) * | 2022-03-28 | 2023-09-01 | 南京诺源医疗器械有限公司 | 一种循环肿瘤细胞自动扫描方法及装置 |
Family Cites Families (587)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4000259A (en) | 1975-06-16 | 1976-12-28 | American Home Products Corporation | Cyclic dodecapeptide analogs of somatostatin and intermediates |
| US4438270A (en) | 1977-07-11 | 1984-03-20 | Merrell Toraude Et Compagnie | α-Halomethyl derivatives of α-amino acids |
| US4191754A (en) | 1979-02-28 | 1980-03-04 | Merck & Co., Inc. | Bicyclic somatostatin analogs |
| US4270537A (en) | 1979-11-19 | 1981-06-02 | Romaine Richard A | Automatic hypodermic syringe |
| AU550730B2 (en) | 1982-03-09 | 1986-04-10 | Commonwealth Of Australia, The | Automated metal detection |
| US4728726A (en) | 1982-10-04 | 1988-03-01 | The Salk Institute For Biological Studies | GRF analogs IIIb |
| US4518586A (en) | 1983-01-13 | 1985-05-21 | The Salk Institute For Biological Studies | GRF Analogs III |
| US5416073A (en) | 1983-08-10 | 1995-05-16 | The Adminstrators Of The Tulane Educational Fund | Growth hormone-releasing peptides and method of treating animals, therewith |
| US4596556A (en) | 1985-03-25 | 1986-06-24 | Bioject, Inc. | Hypodermic injection apparatus |
| US4683195A (en) | 1986-01-30 | 1987-07-28 | Cetus Corporation | Process for amplifying, detecting, and/or-cloning nucleic acid sequences |
| US4683202A (en) | 1985-03-28 | 1987-07-28 | Cetus Corporation | Process for amplifying nucleic acid sequences |
| US5036045A (en) | 1985-09-12 | 1991-07-30 | The University Of Virginia Alumni Patents Foundation | Method for increasing growth hormone secretion |
| US4730006A (en) | 1986-01-27 | 1988-03-08 | Merrell Dow Pharmaceuticals Inc. | Derivatives of 2,6-diamino-3-haloheptanedioic acid |
| US4880778A (en) | 1986-05-12 | 1989-11-14 | Eastman Kodak Company | Combinations having synergistic growth hormone releasing activity and methods for use thereof |
| HU906340D0 (en) | 1986-10-13 | 1991-04-29 | Sandoz Ag | Synthesis in solid phase for producing peptonic alcohols |
| CA1283827C (en) | 1986-12-18 | 1991-05-07 | Giorgio Cirelli | Appliance for injection of liquid formulations |
| GB8704027D0 (en) | 1987-02-20 | 1987-03-25 | Owen Mumford Ltd | Syringe needle combination |
| US5112808A (en) | 1987-05-11 | 1992-05-12 | American Cyanamid Company | Alkylated hormone-releasing peptides and method of treatig mammals therewith |
| US4940460A (en) | 1987-06-19 | 1990-07-10 | Bioject, Inc. | Patient-fillable and non-invasive hypodermic injection device assembly |
| US4790824A (en) | 1987-06-19 | 1988-12-13 | Bioject, Inc. | Non-invasive hypodermic injection device |
| US4941880A (en) | 1987-06-19 | 1990-07-17 | Bioject, Inc. | Pre-filled ampule and non-invasive hypodermic injection device assembly |
| US5877277A (en) | 1987-09-24 | 1999-03-02 | Biomeasure, Inc. | Octapeptide bombesin analogs |
| US5453418A (en) | 1988-03-07 | 1995-09-26 | Eli Lilly And Company | Ractopamine and growth hormone combinations |
| US5339163A (en) | 1988-03-16 | 1994-08-16 | Canon Kabushiki Kaisha | Automatic exposure control device using plural image plane detection areas |
| WO1989009233A1 (en) | 1988-03-24 | 1989-10-05 | Terrapin Technologies, Inc. | Molecular sticks for controlling protein conformation |
| US5094951A (en) | 1988-06-21 | 1992-03-10 | Chiron Corporation | Production of glucose oxidase in recombinant systems |
| US5043322A (en) | 1988-07-22 | 1991-08-27 | The Salk Institute For Biological Studies | Cyclic GRF analogs |
| FR2638359A1 (fr) | 1988-11-03 | 1990-05-04 | Tino Dalto | Guide de seringue avec reglage de la profondeur de penetration de l'aiguille dans la peau |
| US5384309A (en) | 1989-07-17 | 1995-01-24 | Genentech, Inc. | Cyclized peptides and their use as platelet aggregation inhibitors |
| US5120859A (en) | 1989-09-22 | 1992-06-09 | Genentech, Inc. | Chimeric amino acid analogues |
| US5650133A (en) | 1990-01-19 | 1997-07-22 | Nycomed Salutar | Macrocyclic polyaza dichelates linked through ring nitrogens via an amide or ester functionality |
| US5712418A (en) | 1989-10-23 | 1998-01-27 | Research Corporation Technologies, Inc. | Synthesis and use of amino acid fluorides as peptide coupling reagents |
| US5580957A (en) | 1989-10-30 | 1996-12-03 | The Salk Institute For Biological Studies | GnRH analogs |
| US5296468A (en) | 1989-10-30 | 1994-03-22 | The Salk Institute For Biological Studies | GnRH analogs |
| US5169932A (en) | 1989-10-30 | 1992-12-08 | The Salk Institute For Biological Studies | Gnrh analogs |
| US5352796A (en) | 1989-10-30 | 1994-10-04 | The Salk Institute For Biological Studies | Amino acids useful in making GnRH analogs |
| US5064413A (en) | 1989-11-09 | 1991-11-12 | Bioject, Inc. | Needleless hypodermic injection device |
| US5312335A (en) | 1989-11-09 | 1994-05-17 | Bioject Inc. | Needleless hypodermic injection device |
| US5245009A (en) | 1990-03-23 | 1993-09-14 | The Salk Institute For Biological Studies | CRF antagonists |
| CA2047042A1 (en) | 1990-07-19 | 1992-01-20 | John Hannah | Cyclic hiv principal neutralizing determinant peptides |
| US6344213B1 (en) | 1996-03-29 | 2002-02-05 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| US5629020A (en) | 1994-04-22 | 1997-05-13 | Emisphere Technologies, Inc. | Modified amino acids for drug delivery |
| US6331318B1 (en) | 1994-09-30 | 2001-12-18 | Emisphere Technologies Inc. | Carbon-substituted diketopiperazine delivery systems |
| US5714167A (en) | 1992-06-15 | 1998-02-03 | Emisphere Technologies, Inc. | Active agent transport systems |
| US5190521A (en) | 1990-08-22 | 1993-03-02 | Tecnol Medical Products, Inc. | Apparatus and method for raising a skin wheal and anesthetizing skin |
| HUT63859A (en) | 1990-10-11 | 1993-10-28 | Boehringer Ingelheim Kg | Process for producing cyclopeptides and pharmaceutical compositions comprising same |
| EP0488258B1 (en) | 1990-11-27 | 1996-04-17 | Fuji Photo Film Co., Ltd. | Propenamide derivatives, polymers, copolymers and use thereof |
| US5124454A (en) | 1990-11-30 | 1992-06-23 | Minnesota Mining And Manufacturing Company | Polycyclic diamines and method of preparation |
| US5527288A (en) | 1990-12-13 | 1996-06-18 | Elan Medical Technologies Limited | Intradermal drug delivery device and method for intradermal delivery of drugs |
| WO1992013878A2 (en) | 1991-02-07 | 1992-08-20 | Board Of Trustees Of The University Of Illinois | Conformationally restricted mimetics of beta turns and beta bulges and peptides containing the same |
| US5747469A (en) | 1991-03-06 | 1998-05-05 | Board Of Regents, The University Of Texas System | Methods and compositions comprising DNA damaging agents and p53 |
| US5744450A (en) | 1991-03-14 | 1998-04-28 | The Salk Institute For Biological Studies | GnRH analogs |
| JPH05507939A (ja) | 1991-04-09 | 1993-11-11 | エフ・ホフマン―ラ ロシユ アーゲー | 成長ホルモン放出因子の類似体 |
| US5262519A (en) | 1991-05-15 | 1993-11-16 | The Salk Institute For Biological Studies | GRF analogs XI |
| US5364851A (en) | 1991-06-14 | 1994-11-15 | International Synthecon, Llc | Conformationally restricted biologically active peptides, methods for their production and uses thereof |
| CA2072249C (en) | 1991-06-28 | 2003-06-17 | Saiko Hosokawa | Human monoclonal antibody specifically binding to surface antigen of cancer cell membrane |
| GB9114949D0 (en) | 1991-07-11 | 1991-08-28 | Smithkline Beecham Plc | Novel compounds |
| EP0528312B1 (en) | 1991-08-13 | 1997-07-16 | Takeda Chemical Industries, Ltd. | Cyclic peptides and use thereof |
| US7517644B1 (en) | 1991-08-23 | 2009-04-14 | Larry J. Smith | Method and compositions for cellular reprogramming |
| GB9118204D0 (en) | 1991-08-23 | 1991-10-09 | Weston Terence E | Needle-less injector |
| SE9102652D0 (sv) | 1991-09-13 | 1991-09-13 | Kabi Pharmacia Ab | Injection needle arrangement |
| IL103252A (en) | 1991-09-30 | 1997-03-18 | Du Pont Merck Pharma | CYCLIC COMPOUNDS USEFUL AS INHIBITORS OF PLATELET GLYCOPROTEIN IIb/IIIa AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| EP0552417B1 (en) | 1991-11-19 | 1999-07-07 | Takeda Chemical Industries, Ltd. | Cyclic peptides and use thereof |
| US5328483A (en) | 1992-02-27 | 1994-07-12 | Jacoby Richard M | Intradermal injection device with medication and needle guard |
| EP1251135A3 (en) | 1992-04-03 | 2004-01-02 | California Institute Of Technology | High activity ruthenium or osmium metal carbene complexes for olefin metathesis reactions and synthesis thereof |
| US5411860A (en) | 1992-04-07 | 1995-05-02 | The Johns Hopkins University | Amplification of human MDM2 gene in human tumors |
| US5679641A (en) | 1992-05-26 | 1997-10-21 | Rijksuniversiteit Leiden | Peptides of human P53 protein for use in human T cell response inducing compositions, and human P53 protein-specific cytotoxic t-lymphocytes |
| US5323907A (en) | 1992-06-23 | 1994-06-28 | Multi-Comp, Inc. | Child resistant package assembly for dispensing pharmaceutical medications |
| ATE225801T1 (de) | 1992-07-13 | 2002-10-15 | Bionebraska Inc | Verfahren zur modifizierung rekombinanter polypeptide |
| US5383851A (en) | 1992-07-24 | 1995-01-24 | Bioject Inc. | Needleless hypodermic injection device |
| US5569189A (en) | 1992-09-28 | 1996-10-29 | Equidyne Systems, Inc. | hypodermic jet injector |
| US5334144A (en) | 1992-10-30 | 1994-08-02 | Becton, Dickinson And Company | Single use disposable needleless injector |
| US5371070A (en) | 1992-11-09 | 1994-12-06 | The Salk Institute For Biological Studies | Bicyclic GnRH antagonists and a method for regulating the secretion of gonadotropins |
| DE69411154T2 (de) | 1993-02-22 | 1998-10-22 | Alza Corp., Palo Alto, Calif. | Mittel zur oralen gabe von wirkstoffen |
| WO1994022910A1 (en) | 1993-03-29 | 1994-10-13 | The Du Pont Merck Pharmaceutical Company | CYCLIC COMPOUNDS USEFUL AS INHIBITORS OF PLATELET GLYCOPROTEIN IIb/IIIa |
| US5643957A (en) | 1993-04-22 | 1997-07-01 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| AU6770794A (en) | 1993-04-23 | 1994-11-21 | Herbert J. Evans | Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site |
| US5446128A (en) | 1993-06-18 | 1995-08-29 | The Board Of Trustees Of The University Of Illinois | Alpha-helix mimetics and methods relating thereto |
| DE69435105D1 (de) | 1993-08-09 | 2008-08-07 | Sod Conseils Rech Applic | Derivate therapeutischer Peptide |
| US5622852A (en) | 1994-10-31 | 1997-04-22 | Washington University | Bcl-x/Bcl-2 associated cell death regulator |
| US5536814A (en) | 1993-09-27 | 1996-07-16 | La Jolla Cancer Research Foundation | Integrin-binding peptides |
| AU1211895A (en) | 1993-11-22 | 1995-06-13 | Onyx Pharmaceuticals | P53-binding polypeptides and polynucleotides encoding same |
| US6287787B1 (en) | 1993-11-24 | 2001-09-11 | Torrey Pines Institute For Molecular Studies | Dimeric oligopeptide mixture sets |
| CA2183562A1 (en) | 1994-02-18 | 1995-08-24 | J. Peter Klein | Intracellular signalling mediators |
| WO1995024176A1 (en) | 1994-03-07 | 1995-09-14 | Bioject, Inc. | Ampule filling device |
| US5466220A (en) | 1994-03-08 | 1995-11-14 | Bioject, Inc. | Drug vial mixing and transfer device |
| US5506207A (en) | 1994-03-18 | 1996-04-09 | The Salk Institute For Biological Studies | GNRH antagonists XIII |
| US5824483A (en) | 1994-05-18 | 1998-10-20 | Pence Inc. | Conformationally-restricted combinatiorial library composition and method |
| JP3166482B2 (ja) | 1994-06-07 | 2001-05-14 | 日産自動車株式会社 | 反射干渉作用を有する発色構造体 |
| US6407059B1 (en) | 1994-06-08 | 2002-06-18 | Peptor Limited | Conformationally constrained backbone cyclized peptide analogs |
| IL109943A (en) | 1994-06-08 | 2006-08-01 | Develogen Israel Ltd | Conformationally constrained backbone cyclized peptide analogs |
| US7553929B2 (en) | 1994-06-13 | 2009-06-30 | Vanderbilt University | Cell permeable peptides for inhibition of inflammatory reactions and methods of use |
| US5807746A (en) | 1994-06-13 | 1998-09-15 | Vanderbilt University | Method for importing biologically active molecules into cells |
| US5770377A (en) | 1994-07-20 | 1998-06-23 | University Of Dundee | Interruption of binding of MDM2 and P53 protein and therapeutic application thereof |
| US5702908A (en) | 1994-07-20 | 1997-12-30 | University Of Dundee | Interruption of binding of MDM2 and p53 protein and therapeutic application thereof |
| EP1956374A1 (en) | 1994-09-19 | 2008-08-13 | Ricardo J. Moro | Detection and treatment of cancer |
| CA2158782C (en) | 1994-09-23 | 2010-01-12 | Pierrette Gaudreau | Marker for growth hormone-releasing factor receptors |
| US5681928A (en) | 1994-12-16 | 1997-10-28 | The Salk Institute For Biological Studies | Betides and methods for screening peptides using same |
| EP0805819B1 (en) | 1994-12-29 | 2012-02-08 | Massachusetts Institute Of Technology | Chimeric dna-binding proteins |
| US5599302A (en) | 1995-01-09 | 1997-02-04 | Medi-Ject Corporation | Medical injection system and method, gas spring thereof and launching device using gas spring |
| US5792747A (en) | 1995-01-24 | 1998-08-11 | The Administrators Of The Tulane Educational Fund | Highly potent agonists of growth hormone releasing hormone |
| US6169073B1 (en) | 1995-02-16 | 2001-01-02 | Bayer Corporation | Peptides and peptidomimetics with structural similarity to human p53 that activate p53 function |
| EP0729972A1 (de) | 1995-02-28 | 1996-09-04 | F. Hoffmann-La Roche Ag | Tetrahydronaphthalin-Peptidderivate |
| US6514942B1 (en) | 1995-03-14 | 2003-02-04 | The Board Of Regents, The University Of Texas System | Methods and compositions for stimulating T-lymphocytes |
| US5675001A (en) | 1995-03-14 | 1997-10-07 | Hoffman/Barrett, L.L.C. | Heteroatom-functionalized porphyrazines and multimetallic complexes and polymers derived therefrom |
| US5700775A (en) | 1995-03-24 | 1997-12-23 | Gutniak; Mark K. | Method and treatment composition for decreasing patient time in catabolic state after traumatic injury |
| BR9604880A (pt) | 1995-03-31 | 1998-05-19 | Emisphere Tech Inc | Composto composição forma de unidade de dosagem métodos para administração de um agente biologicamente ativo para preparar uma composição para administração de um agente ativo e para preparar um composto e composição farmacológica |
| US6090958A (en) | 1995-03-31 | 2000-07-18 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| US5650386A (en) | 1995-03-31 | 1997-07-22 | Emisphere Technologies, Inc. | Compositions for oral delivery of active agents |
| US6054556A (en) | 1995-04-10 | 2000-04-25 | The Arizona Board Of Regents On Behalf Of The University Of Arizona | Melanocortin receptor antagonists and agonists |
| US5731408A (en) | 1995-04-10 | 1998-03-24 | Arizona Board Of Regents On Behalf Of The University Of Arizona | Peptides having potent antagonist and agonist bioactivities at melanocortin receptors |
| WO1996032126A1 (en) | 1995-04-14 | 1996-10-17 | The Administrators Of The Tulane Educational Fund | Analogs of growth hormone-releasing factor |
| US5672584A (en) | 1995-04-25 | 1997-09-30 | The University Of Kansas | Cyclic prodrugs of peptides and peptide nucleic acids having improved metabolic stability and cell membrane permeability |
| US6184344B1 (en) | 1995-05-04 | 2001-02-06 | The Scripps Research Institute | Synthesis of proteins by native chemical ligation |
| MX9708500A (es) | 1995-05-04 | 1998-02-28 | Scripps Research Inst | Sintesis de proteinas mediante ligacion quimica nativa. |
| US6020311A (en) | 1995-05-26 | 2000-02-01 | Theratechnologies, Inc. | GRF analogs with increased biological potency |
| US6458764B1 (en) | 1995-05-26 | 2002-10-01 | Theratechnologies Inc. | GRF analogs with increased biological potency |
| US5730723A (en) | 1995-10-10 | 1998-03-24 | Visionary Medical Products Corporation, Inc. | Gas pressured needle-less injection device and method |
| EP0828758B1 (en) | 1995-05-26 | 2001-08-29 | Theratechnologies Inc. | Chimeric fatty body-pro-grf analogs with increased biological potency |
| US5817789A (en) | 1995-06-06 | 1998-10-06 | Transkaryotic Therapies, Inc. | Chimeric proteins for use in transport of a selected substance into cells |
| US6413994B1 (en) | 1999-02-22 | 2002-07-02 | The Salk Institute For Biological Studies | Modulators of peroxisome proliferator activated receptor-gamma, and methods for the use thereof |
| US6051554A (en) | 1995-06-07 | 2000-04-18 | Peptor Limited | Conformationally constrained backbone cyclized somatostatin analogs |
| US5811515A (en) | 1995-06-12 | 1998-09-22 | California Institute Of Technology | Synthesis of conformationally restricted amino acids, peptides, and peptidomimetics by catalytic ring closing metathesis |
| FR2738151B1 (fr) | 1995-09-04 | 1997-09-26 | Rhone Poulenc Rorer Sa | Antagonistes de l'activite oncogenique de la proteine mdm2, et leur utilisation dans le traitement des cancers |
| EP0766966A3 (en) | 1995-09-08 | 2001-02-28 | Eli Lilly And Company | Method of treating insulin resistance |
| US5750499A (en) | 1995-10-18 | 1998-05-12 | The Salk Institute For Biological Studies | Receptor-selective somatostatin analogs |
| GB9521544D0 (en) | 1995-10-20 | 1995-12-20 | Univ Dundee | Activation of P53 protein and therapeutic applications thereof |
| US6123964A (en) | 1995-10-27 | 2000-09-26 | Merck & Co., Inc. | Wet granulation formulation of a growth hormone secretagogue |
| US5840833A (en) | 1995-10-27 | 1998-11-24 | Molecumetics, Ltd | Alpha-helix mimetics and methods relating thereto |
| AU715856B2 (en) | 1995-12-22 | 2000-02-10 | Novo Nordisk A/S | Compounds with growth hormone releasing properties |
| US5807983A (en) | 1995-12-28 | 1998-09-15 | The Salk Institute For Biological Studies | GNRH antagonist betides |
| US5893397A (en) | 1996-01-12 | 1999-04-13 | Bioject Inc. | Medication vial/syringe liquid-transfer apparatus |
| EP0880357A4 (en) | 1996-01-17 | 1999-05-12 | California Inst Of Techn | SYNTHESIS OF CONFORMATORICALLY RESTRICTED AMINO ACIDS, PEPTIDES AND PEPTIDOMIMETIC COMPOUNDS BY CATALYTIC RINGCLOSE METATHESIS |
| WO1997026278A1 (en) | 1996-01-18 | 1997-07-24 | Steeno Research Group A/S | Synthetic il-10 analogues |
| US5849954A (en) | 1996-01-18 | 1998-12-15 | Research Corporation Technologies, Inc. | Method of peptide synthesis |
| US5849691A (en) | 1996-02-20 | 1998-12-15 | The United States Of America As Represented By The Department Of Health And Human Services | Peptidomimetic inhibitors of cathepsin D and plasmepsins I and II |
| GB9607549D0 (en) | 1996-04-11 | 1996-06-12 | Weston Medical Ltd | Spring-powered dispensing device |
| JP3792777B2 (ja) | 1996-05-10 | 2006-07-05 | 株式会社カネカ | 1−アルコキシカルボニル−3−フェニルプロピル誘導体の製造方法 |
| AU3220097A (en) | 1996-05-22 | 1997-12-09 | Arch Development Corporation | Sleep quality improvement using a growth hormone secretagogue |
| US5817752A (en) | 1996-06-06 | 1998-10-06 | La Jolla Pharmaceutical Company | Cyclic polypeptides comprising a thioether linkage and methods for their preparation |
| DK0812856T3 (da) | 1996-06-14 | 2000-01-03 | Takeda Chemical Industries Ltd | Fremgangsmåde til fjernelse af N-terminalt methionin |
| US5817627A (en) | 1996-06-14 | 1998-10-06 | Theratechnologies Inc. | Long-acting galenical formulation for GRF peptides |
| US5663316A (en) | 1996-06-18 | 1997-09-02 | Clontech Laboratories, Inc. | BBC6 gene for regulation of cell death |
| WO1998001467A2 (en) | 1996-07-05 | 1998-01-15 | Novartis Ag | Inhibitors of the interaction between p53 and mdm2 |
| US7083983B2 (en) | 1996-07-05 | 2006-08-01 | Cancer Research Campaign Technology Limited | Inhibitors of the interaction between P53 and MDM2 |
| WO1998003473A1 (en) | 1996-07-22 | 1998-01-29 | Novo Nordisk A/S | Compounds with growth hormone releasing properties |
| US5955593A (en) | 1996-09-09 | 1999-09-21 | Washington University | BH3 interacting domain death agonist |
| US20020064546A1 (en) | 1996-09-13 | 2002-05-30 | J. Milton Harris | Degradable poly(ethylene glycol) hydrogels with controlled half-life and precursors therefor |
| US5965703A (en) | 1996-09-20 | 1999-10-12 | Idun Pharmaceuticals | Human bad polypeptides, encoding nucleic acids and methods of use |
| GB9619757D0 (en) | 1996-09-21 | 1996-11-06 | Knoll Ag | Chemical process |
| US5856445A (en) | 1996-10-18 | 1999-01-05 | Washington University | Serine substituted mutants of BCL-XL /BCL-2 associated cell death regulator |
| JP4024309B2 (ja) | 1996-10-22 | 2007-12-19 | 第一三共株式会社 | 新規な感染症治療薬 |
| US6271198B1 (en) | 1996-11-06 | 2001-08-07 | Genentech, Inc. | Constrained helical peptides and methods of making same |
| DE69735241T2 (de) | 1996-11-21 | 2006-11-02 | Promega Corp., Madison | Alkyl peptidamide für topische verwendung |
| US6313088B1 (en) | 1997-02-07 | 2001-11-06 | Emisphere Technologies, Inc. | 8-[(2-hydroxy-4-methoxy benzoyl) amino]-octanoic acid compositions for delivering active agents |
| US6060513A (en) | 1997-02-07 | 2000-05-09 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| JP2001512475A (ja) | 1997-02-20 | 2001-08-21 | イエダ リサーチ アンド デベロップメント カンパニー リミテッド | 抗病原性合成ペプチドおよびこれらを含む組成物 |
| US6849428B1 (en) | 1997-03-05 | 2005-02-01 | New England Biolabs, Inc. | Intein-mediated protein ligation of expressed proteins |
| US6635740B1 (en) | 1997-03-27 | 2003-10-21 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Ligand/lytic peptide compositions and methods of use |
| CA2286867A1 (en) | 1997-04-11 | 1998-10-22 | Eli Lilly And Company | Combinatorial libraries of peptidomimetic macrocycles and processes therefor |
| GB9708092D0 (en) | 1997-04-22 | 1997-06-11 | Univ Dundee | Materials and methods relating to inhibiting the interaction of p53 and mdm2 |
| US6329368B1 (en) | 1997-05-09 | 2001-12-11 | The Regents Of The University Of California | Endocrine modulation with positive modulators of AMPA type glutamate receptors |
| US5993412A (en) | 1997-05-19 | 1999-11-30 | Bioject, Inc. | Injection apparatus |
| US6127341A (en) | 1997-06-20 | 2000-10-03 | Novo Nordisk A/S | Compounds with growth hormone releasing properties |
| US6248358B1 (en) | 1998-08-25 | 2001-06-19 | Columbia Laboratories, Inc. | Bioadhesive progressive hydration tablets and methods of making and using the same |
| JP2001524301A (ja) | 1997-09-17 | 2001-12-04 | ザ・ワルター・アンド・エリザ・ホール・インスティテュート・オヴ・メディカル・リサーチ | 新規治療用分子 |
| US6420136B1 (en) | 1997-09-26 | 2002-07-16 | University Technologies International, Inc. | Method of modulating p53 activity |
| US6165732A (en) | 1997-10-14 | 2000-12-26 | Washington University | Method for identifying apoptosis modulating compounds |
| US6875594B2 (en) | 1997-11-13 | 2005-04-05 | The Rockefeller University | Methods of ligating expressed proteins |
| US6177076B1 (en) | 1997-12-09 | 2001-01-23 | Thomas Jefferson University | Method of treating bladder cancer with wild type vaccinia virus |
| US6362276B1 (en) | 1998-01-07 | 2002-03-26 | Debio Recherche Pharmaceutique S.A. | Degradable heterobifunctional poly(ethylene glycol) acrylates and gels and conjugates derived therefrom |
| IT1298087B1 (it) | 1998-01-08 | 1999-12-20 | Fiderm S R L | Dispositivo per il controllo della profondita' di penetrazione di un ago, in particolare applicabile ad una siringa per iniezioni |
| US6030997A (en) | 1998-01-21 | 2000-02-29 | Eilat; Eran | Acid labile prodrugs |
| DK1053020T3 (da) | 1998-01-29 | 2004-07-26 | Poly Med Inc | Absorberbare mikropartikler |
| DE69907870T2 (de) | 1998-01-29 | 2004-03-04 | Kinerton Ltd., Blanchardstown | Verfahren zur herstellung von absorbierbaren mikropartikeln |
| CA2321026A1 (en) | 1998-03-09 | 1999-09-16 | Zealand Pharmaceuticals A/S | Pharmacologically active peptide conjugates having a reduced tendency towards enzymatic hydrolysis |
| AU767185B2 (en) | 1998-03-23 | 2003-11-06 | President And Fellows Of Harvard College | Synthesis of compounds and libraries of compounds |
| CA2325572A1 (en) | 1998-04-15 | 1999-10-21 | Aventis Pharmaceuticals Products Inc. | Process for the preparation of resin-bound cyclic peptides |
| US6190699B1 (en) | 1998-05-08 | 2001-02-20 | Nzl Corporation | Method of incorporating proteins or peptides into a matrix and administration thereof through mucosa |
| US6288234B1 (en) | 1998-06-08 | 2001-09-11 | Advanced Medicine, Inc. | Multibinding inhibitors of microsomal triglyceride transferase protein |
| US6326354B1 (en) | 1998-08-19 | 2001-12-04 | Washington University | Modulation of apoptosis with bid |
| US6194402B1 (en) | 1998-09-02 | 2001-02-27 | Merck & Co., Inc. | Enhancement of return to independent living status with a growth hormone secretagogue |
| US7173005B2 (en) | 1998-09-02 | 2007-02-06 | Antyra Inc. | Insulin and IGF-1 receptor agonists and antagonists |
| US6572856B1 (en) | 1998-09-10 | 2003-06-03 | The University Of Virginia Patent Foundation | Methods for the prevention and treatment of cancer using anti-C3b(i) antibodies |
| US6696063B1 (en) | 1998-12-30 | 2004-02-24 | Applied Research Systems Ars Holding N.V. | Treatment of HIV-associated dysmorphia/dysmetabolic syndrome (HADDS) with or without lipodystrophy |
| AU3584200A (en) | 1999-01-29 | 2000-08-18 | Board Of Trustees Of The University Of Illinois, The | P53 inhibitors and therapeutic use of the same |
| US6372490B1 (en) | 1999-02-23 | 2002-04-16 | Curagen Corporation | Nucleic acid encoding the MDM interacting protein |
| WO2000052210A2 (en) | 1999-03-01 | 2000-09-08 | Variagenics, Inc. | Methods for targeting rna molecules |
| CA2368431C (en) | 1999-03-29 | 2006-01-24 | The Procter & Gamble Company | Melanocortin receptor ligands |
| US6444425B1 (en) | 1999-04-02 | 2002-09-03 | Corixa Corporation | Compounds for therapy and diagnosis of lung cancer and methods for their use |
| US6713280B1 (en) | 1999-04-07 | 2004-03-30 | Thomas Jefferson University | Enhancement of peptide cellular uptake |
| EP1176880B1 (en) | 1999-04-27 | 2005-06-01 | Aionix Investments Ltd. | Supplement for restoring growth hormone levels |
| SI1105409T1 (sl) | 1999-05-17 | 2006-06-30 | Conjuchem Inc | Zascita endogenih peptidov pred peptidazno ucinkovitostjo s konjugacijo na krvne komponente |
| US20090175821A1 (en) | 1999-05-17 | 2009-07-09 | Bridon Dominique P | Modified therapeutic peptides with extended half-lives in vivo |
| US7192713B1 (en) | 1999-05-18 | 2007-03-20 | President And Fellows Of Harvard College | Stabilized compounds having secondary structure motifs |
| ATE340560T1 (de) | 1999-05-24 | 2006-10-15 | Introgen Therapeutics Inc | Verfahren und zusammensetzungen für nichtvirale gentherapie zur behandlung von hyperproliferativen krankheiten |
| KR20020047096A (ko) | 1999-07-26 | 2002-06-21 | 크로커 사무엘 에스 | 초활성 돼지 성장 호르몬 분비 호르몬 유사체 |
| US6461634B1 (en) | 1999-08-20 | 2002-10-08 | Edward Marshall | Food-based delivery of HGH-stimulating and other nutritional supplements |
| US20080032931A1 (en) | 1999-08-25 | 2008-02-07 | Steward Lance E | Activatable clostridial toxins |
| US20020016298A1 (en) | 1999-09-01 | 2002-02-07 | Hay Bruce A. | Somatostatin antagonists and agonists that act at the sst subtype 2 receptor |
| US6696418B1 (en) | 1999-09-01 | 2004-02-24 | Pfizer Inc. | Somatostatin antagonists and agonists that act at the SST subtype 2 receptor |
| US20030181367A1 (en) | 1999-09-27 | 2003-09-25 | O'mahony Daniel | Conjugates of membrane translocating agents and pharmaceutically active agents |
| EP1232175B1 (en) | 1999-11-22 | 2009-07-08 | ZymoGenetics, Inc. | Method of forming a peptide-receptor complex with zsig33 polypeptides. |
| US6831155B2 (en) | 1999-12-08 | 2004-12-14 | President And Fellows Of Harvard College | Inhibition of p53 degradation |
| US6348558B1 (en) | 1999-12-10 | 2002-02-19 | Shearwater Corporation | Hydrolytically degradable polymers and hydrogels made therefrom |
| US6579967B1 (en) | 1999-12-14 | 2003-06-17 | The Salk Institute For Biological Studies | Receptor-selective somatostatin analogs |
| AU1891801A (en) | 1999-12-16 | 2001-06-25 | Chugai Seiyaku Kabushiki Kaisha | Method of screening remedy for cancer with the use of interaction domains of p53 and mortalin |
| GB0018891D0 (en) | 2000-08-01 | 2000-09-20 | Novartis Ag | Organic compounds |
| US20010020012A1 (en) | 2000-02-01 | 2001-09-06 | Andersen Maibritt Bansholm | Use of compounds for the regulation of food intake |
| DE10009341A1 (de) | 2000-02-22 | 2001-09-06 | Florian Kern | Verfahren zur antigen-spezifischen Stimulation von T-Lymphozyten |
| US6495674B1 (en) | 2000-02-25 | 2002-12-17 | The Salk Institute For Biological Studies | Evectins and their use |
| US20020002198A1 (en) | 2000-04-17 | 2002-01-03 | Parr Tyler B. | Chemical synergy to elevate growth hormone release in vertebrates |
| US6495589B2 (en) | 2000-04-28 | 2002-12-17 | Pfizer Inc. | Somatostatin antagonists and agonists that act at the SST subtype 2 receptor |
| US6897286B2 (en) | 2000-05-11 | 2005-05-24 | Zymogenetics, Inc. | Zsig33-like peptides |
| CA2380423A1 (en) | 2000-05-17 | 2001-11-22 | Bionebraska, Inc. | Peptide pharmaceutical formulations |
| DE60140285D1 (de) | 2000-05-31 | 2009-12-10 | Pfizer Prod Inc | Verwendung von Wachstumshormonsekretagoga zur Förderung der Beweglichkeit des Verdauungstrakts |
| IL143690A0 (en) | 2000-06-19 | 2002-04-21 | Pfizer Prod Inc | The use of growth hormone secretagogues to treat systemic lupus erythematosus and inflammatory bowel disease |
| IL143942A0 (en) | 2000-06-29 | 2002-04-21 | Pfizer Prod Inc | Use of growth hormone secretagogues for treatment of physical performance decline |
| US7166712B2 (en) | 2000-07-12 | 2007-01-23 | Philadelphia, Health And Education Corporation | Mammalian MDM2 binding proteins and uses thereof |
| IL144468A0 (en) | 2000-07-27 | 2002-05-23 | Pfizer Prod Inc | Use of growth hormone secretagogues for improvement of functional health status |
| US7049290B2 (en) | 2000-07-28 | 2006-05-23 | Universität Zürich | Essential downstream component of the wingless signaling pathway and therapeutic and diagnostic applications based thereon |
| CN1454214A (zh) | 2000-08-02 | 2003-11-05 | 赛莱技术公司 | 具有增高功效的修饰生物肽 |
| US20040228866A1 (en) | 2000-08-04 | 2004-11-18 | Ludwig Institute For Cancer Research | Suppressor genes |
| AU2001284942A1 (en) | 2000-08-16 | 2002-02-25 | Georgetown University Medical Center | Small molecule inhibitors targeted at bcl-2 |
| IL145106A0 (en) | 2000-08-30 | 2002-06-30 | Pfizer Prod Inc | Intermittent administration of a geowth hormone secretagogue |
| AU2001276608A1 (en) | 2000-08-30 | 2002-03-13 | Pfizer Products Inc. | Sustained release formulations for growth hormone secretagogues |
| SK2772003A3 (en) | 2000-09-08 | 2003-10-07 | Gryphon Therapeutics Inc | Synthetic erythropoiesis stimulating proteins |
| US6720330B2 (en) | 2000-11-17 | 2004-04-13 | Pfizer Inc. | Somatostatin antagonists and agonists that act at the SST subtype 2 receptor |
| US20030074679A1 (en) | 2000-12-12 | 2003-04-17 | Schwartz Robert J. | Administration of nucleic acid sequence to female animal to enhance growth in offspring |
| WO2002064790A2 (en) | 2000-12-19 | 2002-08-22 | The Johns Hopkins University | Jfy1 protein induces rapid apoptosis |
| US20020091090A1 (en) | 2000-12-28 | 2002-07-11 | Cole Bridget M. | Somatostatin antagonists and agonists |
| CU23157A1 (es) | 2001-01-03 | 2006-07-18 | Ct Ingenieria Genetica Biotech | COMPOSICION FARMACéUTICA PARA EL TRATAMIENTO DEL DANO TISULAR DEBIDO A FALTA DE IRRIGACION SANGUINEA ARTERIAL |
| WO2002062844A2 (en) | 2001-02-02 | 2002-08-15 | Conjuchem Inc. | Long lasting growth hormone releasing factor derivatives |
| ES2527339T3 (es) | 2001-02-23 | 2015-01-23 | Polyphor Ltd. | Peptidomiméticos fijados a patrón con actividad antimicrobiana |
| GB0104588D0 (en) | 2001-02-24 | 2001-04-11 | Univ Dundee | Novel p-53 inducible protein |
| DE10109813A1 (de) | 2001-03-01 | 2002-09-12 | Thomas Stanislawski | Tumor-Peptidantigen aus humanem mdm2 Proto-Onkogen |
| US20050054770A1 (en) | 2001-03-09 | 2005-03-10 | Spatola Arno F. | Helicomimetics and stabilized lxxll peptidomimetics |
| US7019109B2 (en) | 2001-03-16 | 2006-03-28 | The Salk Institute For Bilogical Studies | SSTR1-selective analogs |
| WO2004037754A2 (en) | 2002-10-24 | 2004-05-06 | Dow Global Technologies Inc. | Stabilization of olefin metathesis product mixtures |
| WO2002081499A2 (en) | 2001-04-09 | 2002-10-17 | The Administrators Of The Tulane Educational Fund | Somatostatin agonists |
| US6368617B1 (en) | 2001-05-15 | 2002-04-09 | Reliv' International, Inc. | Dietary supplement |
| PT1392441E (pt) | 2001-06-05 | 2008-09-30 | Elan Pharma Int Ltd | Sistema e método para trituração de materiais |
| JP2004536834A (ja) | 2001-07-06 | 2004-12-09 | オークランド ユニサーヴィシズ リミテッド | 高血圧症治療 |
| WO2003014056A1 (fr) | 2001-08-08 | 2003-02-20 | Kaneka Corporation | Procede de production d'un acide carboxylique 2-substitue optiquement actif |
| US20040106548A1 (en) | 2001-09-07 | 2004-06-03 | Schmidt Michelle A | Conformationally constrained labeled peptides for imaging and therapy |
| WO2003023000A2 (en) | 2001-09-07 | 2003-03-20 | Baylor College Of Medicine | Linear dna fragments for gene expression |
| US20020045192A1 (en) | 2001-09-19 | 2002-04-18 | St. Jude Children's Research Hospital | Arf and HDM2 interaction domains and methods of use thereof |
| EP1312363A1 (en) | 2001-09-28 | 2003-05-21 | Pfizer Products Inc. | Methods of treatment and kits comprising a growth hormone secretagogue |
| US20030083241A1 (en) | 2001-11-01 | 2003-05-01 | Young Charles W. | Use of somatostatin receptor agonists in the treatment of human disorders of sleep hypoxia and oxygen deprivation |
| CN101157924A (zh) | 2001-12-11 | 2008-04-09 | 人体基因组科学有限公司 | 嗜中性白细胞因子α |
| EP1321474A1 (en) | 2001-12-18 | 2003-06-25 | Universite De Geneve | A method for inducing apoptosis |
| ES2383796T3 (es) | 2001-12-18 | 2012-06-26 | Alizé Pharma SAS | Composiciones farmacéuticas que comprenden grelina no acilada para su utilización en el tratamiento de la resistencia a la insulina |
| AU2002367160A1 (en) | 2001-12-24 | 2003-07-15 | Auckland Uniservices Limited | Therapy for growth hormone induced insulin resistance in juveniles with growth disorders |
| CA2471719A1 (en) | 2001-12-31 | 2003-07-17 | Dana-Farber Cancer Institute, Inc. | Method of treating apoptosis and compositions thereof |
| AU2003207940A1 (en) | 2002-01-03 | 2003-07-30 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Conformationally constrained c-backbone cyclic peptides |
| TW200307749A (en) | 2002-02-07 | 2003-12-16 | Baylor College Medicine | Modified pituitary gland development in offspring from expectant mother animals treated with growth hormone releasing hormone therapy |
| WO2003068805A2 (en) | 2002-02-14 | 2003-08-21 | Bayer Pharmaceuticals Corporation | Formulation strategies in stabilizing peptides in organic solvents and in dried states |
| WO2003070892A2 (en) | 2002-02-15 | 2003-08-28 | The Regents Of The University Of Michigan | Inhibitors of rgs proteins |
| US20030166138A1 (en) | 2002-02-21 | 2003-09-04 | Todd Kinsella | Cyclic peptides and analogs useful to treat allergies |
| WO2003081258A2 (en) | 2002-03-26 | 2003-10-02 | Bayer Healthcare Ag | Diagnostics and therapeutics for diseases associated with growth hormone secretagogue receptor (ghs) |
| US7498134B2 (en) | 2002-03-30 | 2009-03-03 | The Trustees Of Columbia University In The City Of New York | HAUSP-Mdm2 interaction and uses thereof |
| DE60320780D1 (de) | 2002-04-22 | 2008-06-19 | Univ Florida | Funktionalisierte nanopartikel und verwendungsverfahren |
| AU2003235504A1 (en) | 2002-05-13 | 2003-11-11 | 3-Dimensional Pharmaceuticals, Inc. | Method for cytoprotection through mdm2 and hdm2 inhibition |
| DK2226316T3 (en) | 2002-05-30 | 2016-04-11 | Scripps Research Inst | Copper catalyzed ligation of azides and acetylenes |
| WO2003102538A2 (en) | 2002-05-30 | 2003-12-11 | European Molecular Biology Laboratory | Combinatorial chemical library ii |
| US7208154B2 (en) | 2002-06-03 | 2007-04-24 | Regents Of The University Of Michigan | Methods and compositions for the treatment of MHC-associated conditions |
| SE0201863D0 (en) | 2002-06-18 | 2002-06-18 | Cepep Ab | Cell penetrating peptides |
| US20040081652A1 (en) | 2002-07-15 | 2004-04-29 | The Johns Hopkins University | Neuronal and optic nerve gene expression patterns |
| AU2003259172A1 (en) | 2002-07-24 | 2004-02-09 | The Salk Institute For Biological Studies | Receptor (sstr4)- selective somatostatin analogs |
| US20060051846A1 (en) | 2002-09-06 | 2006-03-09 | Kaneka Corporation | Process for producing l-alpha-methylcysteine derivative |
| WO2004022580A2 (en) | 2002-09-09 | 2004-03-18 | Dana-Farber Cancer Institute, Inc. | Bh3 peptides and method of use thereof |
| US20060128615A1 (en) | 2002-09-18 | 2006-06-15 | Pierrette Gaudreau | Ghrh analogues |
| WO2004026896A2 (en) | 2002-09-23 | 2004-04-01 | Medivir Ab | Hcv ns-3 serine protease inhibitors |
| JP2006517787A (ja) | 2002-10-07 | 2006-08-03 | ルートヴィヒ・インスティテュート・フォー・カンサー・リサーチ | ポリペプチド |
| AU2003282755A1 (en) | 2002-10-07 | 2004-05-04 | Zymogenetics, Inc. | Methods of regulating body weight |
| EP1407779A1 (en) | 2002-10-10 | 2004-04-14 | Gastrotech A/S | Use of ghrelin for treating low body weight and body fat in gastrectomized individuals |
| KR100996996B1 (ko) | 2002-11-07 | 2010-11-25 | 코산 바이오사이언시즈, 인코포레이티드 | 트랜스-9,10-디히드로에포틸론 c 및 d, 그것의 유사체 및 그것의 제조 방법 |
| ES2295692T3 (es) | 2002-11-08 | 2008-04-16 | F. Hoffmann-La Roche Ag | Nuevos derivados de 4-alcoxioxazol sustituido como agonistas de ppar. |
| US20050227932A1 (en) | 2002-11-13 | 2005-10-13 | Tianbao Lu | Combinational therapy involving a small molecule inhibitor of the MDM2: p53 interaction |
| US7166575B2 (en) | 2002-12-17 | 2007-01-23 | Nastech Pharmaceutical Company Inc. | Compositions and methods for enhanced mucosal delivery of peptide YY and methods for treating and preventing obesity |
| AU2003291967A1 (en) | 2002-12-20 | 2004-07-14 | 7Tm Pharma A/S | Ghrelin receptor inverse agonist for regulation of feeding behaviours |
| WO2004058804A1 (en) | 2002-12-24 | 2004-07-15 | Walter And Eliza Hall Institute Of Medical Research | Peptides and therapeutic uses thereof |
| EP1581904A2 (en) | 2003-01-08 | 2005-10-05 | Xencor, Inc. | Novel proteins with altered immunogenicity |
| US20040231909A1 (en) | 2003-01-15 | 2004-11-25 | Tai-Yang Luh | Motorized vehicle having forward and backward differential structure |
| CA2513743C (en) | 2003-01-28 | 2013-06-25 | Advisys, Inc. | Reducing culling in herd animals growth hormone releasing hormone (ghrh) |
| WO2004067548A2 (en) | 2003-01-31 | 2004-08-12 | Theratechnologies Inc. | Chemically modified metabolites of regulatory peptides and methods of producing and using same |
| US7638138B2 (en) | 2003-02-21 | 2009-12-29 | Translational Research, Ltd. | Compositions for nasal administration of pharmaceuticals |
| CA2517285A1 (en) | 2003-02-26 | 2004-09-10 | Japan Science And Technology Agency | Transcriptional factor inducing apoptosis in cancer cell |
| EP1452868A2 (en) | 2003-02-27 | 2004-09-01 | Pepscan Systems B.V. | Method for selecting a candidate drug compound |
| US20070060512A1 (en) | 2003-03-04 | 2007-03-15 | Homayoun Sadeghi | Dipeptidyl-peptidase protected protein |
| US20070025991A1 (en) | 2003-03-19 | 2007-02-01 | Charalabos Pothoulakis | Use of antagonists of ghrelin or ghrelin receptor to treat intestinal inflammation |
| US7632920B2 (en) | 2003-04-10 | 2009-12-15 | Schering Corporation | Soluble, stable form of HDM2, crystalline forms thereof and methods of use thereof |
| ES2694574T3 (es) | 2003-05-01 | 2018-12-21 | Cornell Research Foundation, Inc. | Método y complejos portadores para suministrar moléculas a células |
| CA2525574C (en) | 2003-05-15 | 2015-06-30 | Trustees Of Tufts College | Stable analogs of peptide and polypeptide therapeutics |
| WO2006042408A1 (en) | 2004-10-20 | 2006-04-27 | Theratechnologies Inc. | Gh secretagogues and uses thereof |
| EP2382984A3 (en) | 2003-05-29 | 2011-11-23 | Theratechnologies Inc. | GRF analog compositions and their use |
| AU2003902743A0 (en) | 2003-06-02 | 2003-06-19 | Promics Pty Limited | Process for the preparation of cyclic peptides |
| US20050031549A1 (en) | 2003-06-09 | 2005-02-10 | Nastech Pharmaceutical Company Inc. | Compositions and methods for enhanced mucosal delivery of growth hormone |
| US20090198050A1 (en) | 2003-06-18 | 2009-08-06 | Tranzyme Pharma Inc. | Macrocyclic Modulators of the Ghrelin Receptor |
| US7491695B2 (en) | 2003-06-18 | 2009-02-17 | Tranzyme Pharma Inc. | Methods of using macrocyclic modulators of the ghrelin receptor |
| ATE457995T1 (de) | 2003-06-18 | 2010-03-15 | Tranzyme Pharma Inc | Makrozyklische motilin rezeptorantagonisten |
| US7476653B2 (en) | 2003-06-18 | 2009-01-13 | Tranzyme Pharma, Inc. | Macrocyclic modulators of the ghrelin receptor |
| USRE42013E1 (en) | 2003-06-18 | 2010-12-28 | Tranzyme Pharma Inc. | Macrocyclic modulators of the ghrelin receptor |
| USRE42624E1 (en) | 2003-06-18 | 2011-08-16 | Tranzyme Pharma Inc. | Methods of using macrocyclic modulators of the ghrelin receptor |
| WO2005000876A2 (en) | 2003-06-27 | 2005-01-06 | Proteologics, Inc. | Ring finger family proteins and uses related thereto |
| WO2005007675A2 (en) | 2003-07-09 | 2005-01-27 | The Scripps Research Institute | TRIAZOLE ϵ-AMINO ACIDS |
| US20070185031A1 (en) | 2003-07-14 | 2007-08-09 | Northwestern University | Reducing polyglutamine-based aggregation |
| GB0317815D0 (en) | 2003-07-30 | 2003-09-03 | Amersham Health As | Imaging agents |
| WO2005018682A2 (en) | 2003-08-20 | 2005-03-03 | The Regents Of The University Of California | Somatostatin analogs with inhibitory activity to growth hormone release |
| CN1871341A (zh) | 2003-08-20 | 2006-11-29 | 悉尼北方和中部海岸区医疗服务系统 | 提高胚胎生存力的方法 |
| WO2005027913A1 (en) | 2003-09-19 | 2005-03-31 | Pfizer Products Inc. | Pharmaceutical compositions and methods comprising combinations of 2-alkylidene-19-nor-vitamin d derivatives and a growth hormone secretagogue |
| CN1938018B (zh) | 2003-10-03 | 2010-09-01 | 维伊林股份有限公司 | 化合物在制备治疗与降低的igf-1血清水平有关的人和动物的各种疾病状况的组合物中的用途 |
| DE602004014170D1 (de) | 2003-10-03 | 2008-07-10 | Merck & Co Inc | Benzylether- und benzylamino-beta-sekretase-hemmer zur behandlung von alzheimer-krankheit |
| GB0323728D0 (en) | 2003-10-10 | 2003-11-12 | Royal College Of Surgeons Ie | Peptidomimetics and uses thereof |
| JP2007537989A (ja) | 2003-10-16 | 2007-12-27 | アプラーゲン ゲゼルシャフト ミット ベシュレンクテル ハフツング | 安定化ペプチド |
| WO2005044840A2 (en) | 2003-10-17 | 2005-05-19 | The Cbr Institute For Biomedical Research, Inc. | Modulation of anergy and methods for isolating anergy-modulating compounds |
| CA2542433A1 (en) | 2003-10-20 | 2005-04-28 | Theratechnologies Inc. | Use of growth hormone releasing factor analogs in treating patients suffering from wasting |
| US7273927B2 (en) | 2003-11-03 | 2007-09-25 | University Of Massachusetts | Mdm2 splice variants |
| WO2005044839A2 (en) | 2003-11-05 | 2005-05-19 | Dana-Farber Cancer Institute, Inc. | Stabilized alpha helical peptides and uses thereof |
| US20050147581A1 (en) | 2003-11-19 | 2005-07-07 | The Board Of Trustees Of The University Of Illinois | Macromolecular drug complexes having improved stability and therapeutic use of the same |
| WO2005074521A2 (en) | 2004-01-30 | 2005-08-18 | The Trustees Of Columbia University In The City Of New York | C-TERMINAL p53 PALINDROMIC PEPTIDE THAT INDUCES APOPTOSIS OF CELLS WITH ABERRANT p53 AND USES THEREOF |
| US20070161551A1 (en) | 2004-02-10 | 2007-07-12 | De Luca Giampiero | Methods and compositions for the treatment of lipodystrophy |
| GB0404731D0 (en) | 2004-03-03 | 2004-04-07 | Indp Administrative Inst Nims | Method and products for the selective degradation of proteins |
| US20050203009A1 (en) | 2004-03-12 | 2005-09-15 | Bayer Pharmaceuticals Corporation | VPAC1 selective antagonists and their pharmacological methods of use |
| US8193310B2 (en) | 2004-03-19 | 2012-06-05 | The University Of Queensland | Alpha helical mimics, their uses and methods for their production |
| JP2007531769A (ja) | 2004-03-30 | 2007-11-08 | サファイア セラピューティクス インコーポレイテッド | 成長ホルモン分泌促進薬を使用したc−反応性蛋白質の低減方法 |
| CA2603295A1 (en) | 2004-04-07 | 2006-10-20 | Gastrotech Pharma A/S | Use of ghrelin for the treatment of hyperthyroidism |
| US7034050B2 (en) | 2004-04-28 | 2006-04-25 | Romano Deghenghi | Pseudopeptides growth hormone secretagogues |
| JP4814228B2 (ja) | 2004-05-18 | 2011-11-16 | エフ.ホフマン−ラ ロシュ アーゲー | 新規cis−イミダゾリン |
| WO2005118620A2 (en) | 2004-05-27 | 2005-12-15 | New York University | Methods for preparing internally constraied peptides and peptidomimetics |
| WO2005118634A2 (en) | 2004-06-04 | 2005-12-15 | The Brigham And Women's Hospital, Inc. | Helical peptidomimetics with enhanced activity against beta-amyloid production |
| EP1602663A1 (en) | 2004-06-04 | 2005-12-07 | Chiralix B.V. | Triazole-linked glycoamino acids and glycopeptides |
| CN100335467C (zh) | 2004-06-04 | 2007-09-05 | 中国科学院上海有机化学研究所 | 一锅法区域选择性合成5-碘代-1,4-二取代-1,2,3-三氮唑化合物 |
| US7842815B2 (en) | 2004-06-17 | 2010-11-30 | Infinity Pharmaceuticals, Inc. | Compounds and methods for inhibiting the interaction of BCL proteins with binding partners |
| US7893278B2 (en) | 2004-06-17 | 2011-02-22 | Hoffman-La Roche Inc. | CIS-imidazolines |
| MXPA06014684A (es) | 2004-06-18 | 2007-02-12 | Ambrx Inc | Novedosos polipeptidos de enlace antigeno y sus usos. |
| WO2006010118A2 (en) | 2004-07-09 | 2006-01-26 | The Regents Of The University Of Michigan | Conformationally constrained smac mimetics and the uses thereof |
| MX2007001477A (es) | 2004-08-12 | 2007-10-10 | Sapphire Therapeutics Inc | Metodo para la estimulacion de la motilidad del sistema gastrointenstinal, que usa secretagogos de la hormona del crecimiento. |
| US8039456B2 (en) | 2004-08-12 | 2011-10-18 | Helsinn Therapeutics (U.S.), Inc. | Method of stimulating the motility of the gastrointestinal system using ipamorelin |
| AU2005277389A1 (en) | 2004-08-18 | 2006-03-02 | Elixir Pharmaceuticals, Inc. | Growth-hormone secretagogues |
| US7151084B2 (en) | 2004-12-27 | 2006-12-19 | Miller Landon C G | Compound and method of treating neurogenic conditions using non-steroidal anti-inflammatory drug complexes |
| US7157421B2 (en) | 2004-12-27 | 2007-01-02 | Miller Landon C G | Piracetam and piracetam analog conjugate and a pharmaceutical composition for treatment of neuronal disorders |
| US7074775B2 (en) | 2004-09-14 | 2006-07-11 | Miller Landon C G | Aminobutyramide conjugate and a pharmaceutical composition for treatment of neuronal disorders |
| US7402652B2 (en) | 2004-09-14 | 2008-07-22 | Miller Landon C G | Baclofen conjugate and a pharmaceutical composition for treatment of neuronal disorders |
| US9598470B2 (en) | 2004-10-07 | 2017-03-21 | Craig W. Beattie | Compositions and methods to prevent cancer by stabilizing P53 through non MDM2-mediated pathways |
| DE602005014804D1 (de) | 2004-10-29 | 2009-07-16 | Schering Corp | Substituierte 5-carboxyamidpyrazoles und ä1,2,4ütriazole als viruzide |
| US7998930B2 (en) | 2004-11-04 | 2011-08-16 | Hanall Biopharma Co., Ltd. | Modified growth hormones |
| WO2006069001A2 (en) | 2004-12-20 | 2006-06-29 | Baylor College Of Medicine | Structural requirements for stat3 binding and recruitment to phosphototyrosine ligands |
| GB0428187D0 (en) | 2004-12-23 | 2005-01-26 | Univ Liverpool | Cancer treatment |
| EP1844337B1 (en) | 2005-01-24 | 2013-07-03 | Pepscan Systems B.V. | Binding compounds, immunogenic compounds and peptidomimetics |
| FR2881430B1 (fr) | 2005-02-01 | 2010-10-22 | Servier Lab | Nouveaux peptides interagissant avec les membres anti-apoptotiques de la famille de proteines bcl-2 et utilisations |
| US7759383B2 (en) | 2005-02-22 | 2010-07-20 | The Regents Of The University Of Michigan | Small molecule inhibitors of MDM2 and the uses thereof |
| JP2008535486A (ja) | 2005-03-15 | 2008-09-04 | アラーガン、インコーポレイテッド | クロストリジウム毒素標的細胞に対する改変された標的能力を有する修飾クロストリジウム毒素 |
| WO2006103666A2 (en) | 2005-03-28 | 2006-10-05 | Yeda Research And Development Co. Ltd. | Isolated bid polypeptides, polynucleotides encoding same and antibodies directed thereagainst and methods of using same for inducing cell cycle arrest or apoptosis |
| WO2006122931A1 (en) | 2005-05-20 | 2006-11-23 | Biovitrum Ab (Publ) | Beta-carboline derivatives and theri use as ghsr modulators |
| US20090275648A1 (en) | 2005-06-13 | 2009-11-05 | Fraser Graeme L | Macrocyclic ghrelin receptor antagonists and inverse agonists and methods of using the same |
| EP1891090A2 (en) | 2005-06-13 | 2008-02-27 | Tranzyme Pharma, Inc. | Macrocyclic ghrelin receptor antagonists and inverse agonists and methods of using the same |
| US20070020620A1 (en) | 2005-07-14 | 2007-01-25 | Finn M G | Compositions and methods for coupling a plurality of compounds to a scaffold |
| KR20080097382A (ko) | 2005-07-21 | 2008-11-05 | 뉴사우스 이노베이션즈 피티와이 리미티드 | 암의 치료 방법 |
| EP1919492B1 (en) | 2005-07-22 | 2013-03-06 | Ipsen Pharma | Growth hormone secretagogues |
| EP1757290A1 (en) | 2005-08-16 | 2007-02-28 | Zentaris GmbH | Novel triazole derivatives as ghrelin analogue ligands of growth hormone secretagogue receptors |
| WO2007038678A2 (en) | 2005-09-28 | 2007-04-05 | Societe De Conseils De Recherches Et D'applications Scientifiques S.A.S. | Analogs of ghrelin |
| US20070161544A1 (en) | 2006-01-06 | 2007-07-12 | Peter Wipf | Selective targeting agents for mitcochondria |
| EP1986673A2 (en) | 2006-02-13 | 2008-11-05 | The Government Of The Usa As Represented By The Secretary Of The Dept. Of Health and Human Services | Methods and compositions related to ghs-r antagonists |
| US7745573B2 (en) | 2006-02-17 | 2010-06-29 | Polychip Pharmaceuticals Pty Ltd. | Conotoxin analogues and methods for synthesis of intramolecular dicarba bridge-containing peptides |
| US7538190B2 (en) | 2006-02-17 | 2009-05-26 | Polychip Pharmaceuticals Pty Ltd | Methods for the synthesis of two or more dicarba bridges in organic compounds |
| GB0603295D0 (en) | 2006-02-18 | 2006-03-29 | Ardana Bioscience Ltd | Methods and kits |
| CU23592A1 (es) | 2006-02-28 | 2010-11-11 | Ct Ingenieria Genetica Biotech | Método para prevenir y eliminar las fibrosis y otras formas de depósito patológico en los tejidos aplicando el péptido secretagogo ghrp-6 |
| US7981860B2 (en) | 2006-03-13 | 2011-07-19 | Liat Mintz | Use of ghrelin splice variant for treating cachexia and/or anorexia and/or anorexia-cachexia and/or malnutrition and/or lipodystrophy and/or muscle wasting and/or appetite-stimulation |
| EP2007716A1 (en) | 2006-04-13 | 2008-12-31 | Glaxo Group Limited | Aryl and heteroaryl sulphonamides as growth hormone secretagogue receptor agonists |
| US8536120B2 (en) | 2006-04-28 | 2013-09-17 | The Administrators Of The Tulane Educational Fund | Ghrelin/growth hormone releasing peptide/growth hormone secretatogue receptor antagonists and uses thereof |
| GB0611405D0 (en) | 2006-06-09 | 2006-07-19 | Univ Belfast | FKBP-L: A novel inhibitor of angiogenesis |
| US7425542B2 (en) | 2006-06-23 | 2008-09-16 | Aegis Therapeutics, Inc. | Stabilizing alkylglycoside compositions and methods thereof |
| US7998927B2 (en) | 2006-06-23 | 2011-08-16 | Aegis Therapeutics, Llc | Stabilizing alkylglycoside compositions and methods thereof |
| US20090326193A1 (en) | 2006-06-23 | 2009-12-31 | Aegis Therapeutics Llc | Stabilizing alkylglycoside compositions and methods thereof |
| US8226949B2 (en) | 2006-06-23 | 2012-07-24 | Aegis Therapeutics Llc | Stabilizing alkylglycoside compositions and methods thereof |
| US8173594B2 (en) | 2006-06-23 | 2012-05-08 | Aegis Therapeutics, Llc | Stabilizing alkylglycoside compositions and methods thereof |
| US8084022B2 (en) | 2006-06-23 | 2011-12-27 | Aegis Therapeutics, Llc | Stabilizing alkylglycoside compositions and methods thereof |
| US7884107B2 (en) | 2006-06-30 | 2011-02-08 | Merck | Substituted piperidines that increase P53 activity and the uses thereof |
| US8088733B2 (en) | 2006-07-06 | 2012-01-03 | Tranzyme Pharma Inc. | Methods of using macrocyclic agonists of the ghrelin receptor for treatment of gastrointestinal motility disorders |
| EP2051725A4 (en) | 2006-07-11 | 2011-06-15 | Harkness Pharmaceuticals Inc | METHOD FOR THE TREATMENT OF GRAIN WITH SATURATION FACTORS |
| NZ574423A (en) | 2006-07-26 | 2012-04-27 | Pepscan Systems Bv | Immunogenic compounds and protein mimics |
| WO2008014216A1 (en) | 2006-07-28 | 2008-01-31 | St. Jude Children's Research Hospital | Method for treating ocular cancer |
| US7737174B2 (en) | 2006-08-30 | 2010-06-15 | The Regents Of The University Of Michigan | Indole inhibitors of MDM2 and the uses thereof |
| WO2008029096A2 (en) | 2006-09-04 | 2008-03-13 | University Court Of The University Of Dundee | P53 activating benzoyl urea and benzoyl thiourea compounds |
| US20080213175A1 (en) | 2006-09-15 | 2008-09-04 | Kolb Hartmuth C | Click chemistry-derived cyclic peptidomimetics as integrin markers |
| US7897394B2 (en) | 2006-09-21 | 2011-03-01 | Intrexon Corporation | Endoplasmic reticulum localization signals |
| ATE467413T1 (de) | 2006-09-21 | 2010-05-15 | Hoffmann La Roche | Oxindolderivate als antikrebsmittel |
| NZ576470A (en) | 2006-09-27 | 2012-09-28 | Ipsen Pharma Sas | Analogs of ghrelin substituted at the n-terminal |
| CA2664365A1 (en) | 2006-09-28 | 2008-04-03 | Arete Therapeutics, Inc. | Soluble epoxide hydrolase inhibitors |
| JP2010505831A (ja) | 2006-10-05 | 2010-02-25 | ニューヨーク ブラッド センター, インコーポレイテッド | 安定化した、治療用の小型のヘリックス性抗ウイルスペプチド |
| KR100860060B1 (ko) | 2006-10-12 | 2008-09-24 | 한국과학기술연구원 | HIF-1α C-말단 펩타이드와 CBP 또는 p300단백질과의 결합을 정량분석하는 방법 및 상기 방법을이용한 단백질 복합체 형성을 저해하는 억제제의 스크리닝방법 |
| US8691761B2 (en) | 2006-10-16 | 2014-04-08 | Jean E. F. Rivier | Somatostatin receptor 2 antagonists |
| CN101631801B (zh) | 2006-10-16 | 2013-06-05 | 索尔克生物学研究院 | 受体(sstr2)-选择性生长抑素拮抗剂 |
| JP2010510236A (ja) | 2006-11-15 | 2010-04-02 | ダナ−ファーバー キャンサー インスティテュート インク. | 安定化させたmamlペプチドおよびその使用法 |
| US7932397B2 (en) | 2006-11-22 | 2011-04-26 | Massachusetts Institute Of Technology | Olefin metathesis catalysts and related methods |
| US7981998B2 (en) | 2006-12-14 | 2011-07-19 | Aileron Therapeutics, Inc. | Bis-sulfhydryl macrocyclization systems |
| WO2008076904A1 (en) | 2006-12-14 | 2008-06-26 | Aileron Therapeutics, Inc. | Bis-sulfhydryl macrocyclization systems |
| WO2008074895A1 (en) | 2006-12-21 | 2008-06-26 | Cytos Biotechnology Ag | Circular ccr5 peptide conjugates and uses thereof |
| ES2425575T3 (es) | 2007-01-29 | 2013-10-16 | Polyphor Ltd. | Peptidomiméticos fijados a una matriz |
| CA2677045C (en) | 2007-01-31 | 2016-10-18 | Dana-Farber Cancer Institute, Inc. | Stabilized p53 peptides and uses thereof |
| US9371297B2 (en) | 2007-02-09 | 2016-06-21 | Ocera Therapeutics, Inc. | Macrocyclic ghrelin receptor modulators and methods of using the same |
| US7981999B2 (en) | 2007-02-23 | 2011-07-19 | Aileron Therapeutics, Inc. | Triazole macrocycle systems |
| WO2008106507A2 (en) | 2007-02-27 | 2008-09-04 | University Of South Florida | Mdm2/mdmx inhibitor peptide |
| US8618324B2 (en) | 2007-03-13 | 2013-12-31 | Board Of Regents, The University Of Texas System | Composition and method for making oligo-benzamide compounds |
| KR101623985B1 (ko) | 2007-03-28 | 2016-05-25 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | 스티칭된 폴리펩티드 |
| TWI429436B (zh) | 2007-04-10 | 2014-03-11 | Helsinn Therapeutics Us Inc | 使用生長激素促泌素治療或預防嘔吐之方法 |
| US20080260820A1 (en) | 2007-04-19 | 2008-10-23 | Gilles Borrelly | Oral dosage formulations of protease-resistant polypeptides |
| EP2152294B1 (en) | 2007-05-02 | 2017-07-26 | Dana-Farber Cancer Institute, Inc. | A bad bh3 domain peptide for use in treating or delaying the onset of diabetes. |
| JP2010530846A (ja) | 2007-06-01 | 2010-09-16 | アコロジックス インコーポレイティッド | 高温で安定なペプチド製剤 |
| WO2009009727A2 (en) | 2007-07-12 | 2009-01-15 | Akela Pharma Srl | Ghrh analogs and therapeutic uses thereof |
| RU2007133287A (ru) | 2007-09-05 | 2009-03-10 | Ионов Иль Давидович (RU) | Противопсориатическое средство и способ его применения (варианты) |
| CA2699257A1 (en) | 2007-09-11 | 2009-04-16 | Mondobiotech Laboratories Ag | Cgrp as a therapeutic agent |
| AU2008306132A1 (en) | 2007-09-11 | 2009-04-09 | Mondobiotech Laboratories Ag | Use of GRF-1 (1-29 ) and corticotropin-releasing factor as therapeutic agents |
| WO2009033720A1 (en) | 2007-09-11 | 2009-03-19 | Mondobiotech Laboratories Ag | Mastoparan for the treatment of diseases |
| WO2009039146A1 (en) | 2007-09-17 | 2009-03-26 | Olas Pharmaceuticals, Inc. | Modulation of growth hormone, dhea, and cortisol with positive modulators of ampa type glutamate receptors |
| WO2009042237A2 (en) | 2007-09-26 | 2009-04-02 | Dana Farber Cancer Institute | Methods and compositions for modulating bcl-2 family polypeptides |
| CN101883785B (zh) | 2007-12-03 | 2014-01-15 | 意大利法尔马科有限公司 | 新的非选择性生长抑素类似物 |
| JP5653219B2 (ja) | 2007-12-31 | 2015-01-14 | ニューヨーク ユニバーシティ | 水素結合サロゲートをベースとする人工ヘリックスによるウイルス宿主膜融合の制御 |
| ES2563027T3 (es) | 2008-01-07 | 2016-03-10 | Amgen Inc. | Método para fabricación de moléculas heterodímeras Fc de anticuerpos utilizando efectos de conducción electrostática |
| CN103951541A (zh) | 2008-01-25 | 2014-07-30 | 波士顿学院董事会 | 用于催化包括对映选择性烯烃复分解的复分解反应的方法 |
| BRPI0907637A8 (pt) | 2008-01-25 | 2018-01-02 | P53 Inc | biomarcadores p53 |
| CN101980718A (zh) | 2008-02-08 | 2011-02-23 | 爱勒让治疗公司 | 治疗性的拟肽大环化合物 |
| US20110144303A1 (en) | 2008-04-08 | 2011-06-16 | Aileron Therapeutics, Inc. | Biologically Active Peptidomimetic Macrocycles |
| US20090326192A1 (en) | 2008-04-08 | 2009-12-31 | Aileron Therapeutics, Inc. | Biologically active peptidomimetic macrocycles |
| EP2283033A1 (en) | 2008-05-06 | 2011-02-16 | New York Blood Center | Antiviral cell penetrating peptides |
| EP2285970A4 (en) | 2008-06-03 | 2011-10-12 | Aileron Therapeutics Inc | COMPOSITIONS AND METHODS FOR REINFORCING THE CELL TRANSPORT OF BIOMOLECULES |
| US8343760B2 (en) | 2008-06-05 | 2013-01-01 | University Of Maryland, Baltimore | p53 activator peptides |
| US8796216B2 (en) | 2008-06-12 | 2014-08-05 | Syntaxin Limited | Suppression of neuroendocrine diseases |
| CN107446053A (zh) | 2008-06-12 | 2017-12-08 | 益普生生物创新有限公司 | 癌症的抑制 |
| US20110158973A1 (en) | 2008-06-12 | 2011-06-30 | Syntaxin Limited | Suppression of cancers |
| EP2719392B1 (en) | 2008-06-12 | 2019-07-24 | Ipsen Bioinnovation Limited | Fusion proteins for use in the treatment of acromegaly |
| BRPI0914300B8 (pt) | 2008-06-25 | 2021-05-25 | Braasch Biotech Llc | vacina para tratamento de obesidade |
| WO2010011313A2 (en) | 2008-07-23 | 2010-01-28 | President And Fellows Of Harvard College | Ligation of stapled polypeptides |
| GB0813873D0 (en) | 2008-07-30 | 2008-09-03 | Univ Dundee | Compounds |
| US8583380B2 (en) | 2008-09-05 | 2013-11-12 | Aueon, Inc. | Methods for stratifying and annotating cancer drug treatment options |
| WO2010033617A2 (en) | 2008-09-16 | 2010-03-25 | The Research Foundation Of State University Of New York | Stapled peptides and method of synthesis |
| CN102216322A (zh) | 2008-09-18 | 2011-10-12 | 纽约大学 | 用基于氢键替代的螺旋抑制HIF-1α和p300/CBP之间的相互作用 |
| EP2898900B1 (en) | 2008-09-19 | 2017-11-15 | Nektar Therapeutics | Polymer conjugates of ziconotide |
| JP2012503024A (ja) | 2008-09-22 | 2012-02-02 | エルロン・セラピューティクス・インコーポレイテッド | ペプチド模倣大環状分子 |
| WO2010034026A1 (en) | 2008-09-22 | 2010-03-25 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| AU2009294875C1 (en) | 2008-09-22 | 2015-05-14 | Aileron Therapeutics, Inc. | Methods for preparing purified polypeptide compositions |
| CA2737918A1 (en) | 2008-09-22 | 2010-03-25 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| CA2737922A1 (en) | 2008-09-22 | 2010-03-25 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| CN102884074A (zh) * | 2008-09-22 | 2013-01-16 | 爱勒让治疗公司 | 拟肽大环化合物 |
| EP3401684B1 (en) | 2008-10-10 | 2022-03-16 | Dana Farber Cancer Institute, Inc. | Chemical modulators of pro-apoptotic bax and bcl-2 polypeptides |
| JP2010120881A (ja) | 2008-11-19 | 2010-06-03 | Keio Gijuku | ヒト癌タンパク質MDM2とヒト癌抑制タンパク質p53との相互作用阻害ペプチド及びその使用 |
| KR101298168B1 (ko) | 2008-11-21 | 2013-08-20 | 충남대학교산학협력단 | 스네일―p53 간의 결합을 저해하는 화합물 및 이를 유효성분으로 함유하는 암질환 치료제 |
| BRPI0920899A2 (pt) | 2008-11-24 | 2016-04-26 | Aileron Therapeutics Inc | macrociclos peptidomiméticos com propriedades melhoradas |
| WO2010065572A1 (en) | 2008-12-04 | 2010-06-10 | The Salk Institute For Biological Studies | Sstr1-selective analogs |
| JP5731986B2 (ja) | 2008-12-09 | 2015-06-10 | ダナ ファーバー キャンサー インスティテュート インコーポレイテッド | Mcl−1の特異的調節の方法及び組成物 |
| US20100152114A1 (en) | 2008-12-12 | 2010-06-17 | Univ Of Miami And Usa By Dept Of Veterans Affairs | Antioxidant activity of GH-RH Antagonists |
| JP2012515172A (ja) | 2009-01-14 | 2012-07-05 | エルロン・セラピューティクス・インコーポレイテッド | ペプチド模倣大環状分子 |
| WO2010083501A2 (en) | 2009-01-16 | 2010-07-22 | University Of South Florida | Alpha-helix mimetic using a 2,5-oligopyrimidine scaffold |
| US8217051B2 (en) | 2009-02-17 | 2012-07-10 | Hoffmann-La Roche Inc. | Spiroindolinone derivatives |
| US20100239589A1 (en) | 2009-02-23 | 2010-09-23 | Salk Institute For Biological Studies | Methods and Compositions for Ameliorating Diabetes and Symptoms Thereof |
| FR2942798B1 (fr) | 2009-03-05 | 2011-04-08 | Centre Nat Rech Scient | Peptides utilisables pour le traitement de la leucemie lymphoide chronique |
| WO2010107485A1 (en) | 2009-03-17 | 2010-09-23 | The Trustees Of Columbia University In The City Of New York | E3 ligase inhibitors |
| EP2421548A4 (en) | 2009-04-20 | 2012-09-26 | Theratechnologies Inc | USE OF (HEXENOYL TRANS-3) HGRF (1-44) NH2 AND SIMVASTATIN IN COMBINED TREATMENT |
| WO2010121288A1 (en) | 2009-04-22 | 2010-10-28 | Walter And Eliza Hall Institute Of Medical Research | STRUCTURE OF THE C-TERMINAL REGION OF THE INSULIN RECEPTOR α-CHAIN AND OF THE INSULIN-LIKE GROWTH FACTOR RECEPTOR α-CHAIN |
| US8076482B2 (en) | 2009-04-23 | 2011-12-13 | Hoffmann-La Roche Inc. | 3,3′-spiroindolinone derivatives |
| US8883721B2 (en) | 2009-05-12 | 2014-11-11 | Mcgill University | Methods of inhibiting the ghrelin/growth hormone secretatogue receptor pathway and uses thereof |
| US20100303794A1 (en) | 2009-05-29 | 2010-12-02 | Allergan, Inc. | Methods of Treating Urogenital-Neurological Disorders Using Glucagon Like Hormone Retargeted Endopepidases |
| US20100303791A1 (en) | 2009-05-29 | 2010-12-02 | Allergan, Inc. | Methods of Treating Chronic Neurogenic Inflammation Using Glucagon Like Hormone Retargeted Endopepidases |
| WO2011005219A1 (en) | 2009-07-07 | 2011-01-13 | Agency For Science, Technology And Research | Novel mdm2 binding peptides and uses thereof |
| CA2768299C (en) | 2009-07-13 | 2018-03-20 | President And Fellows Of Harvard College | Bifunctional stapled polypeptides and uses thereof |
| CA2771936A1 (en) | 2009-08-26 | 2011-03-03 | Novartis Ag | Tetra-substituted heteroaryl compounds and their use as mdm2 and/or mdm4 modulators |
| AU2010298338A1 (en) | 2009-09-22 | 2012-04-12 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| MX2012003912A (es) | 2009-09-30 | 2012-08-17 | Tranzyme Pharma Inc | Sales, solvatos y composiciones farmaceuticas de los agonistas macrociclicos del receptor de ghrelina y metodos para su uso. |
| US20110223149A1 (en) | 2009-10-14 | 2011-09-15 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| US8017607B2 (en) | 2009-10-14 | 2011-09-13 | Hoffmann-La Roche Inc. | N-substituted-pyrrolidines as inhibitors of MDM2-P-53 interactions |
| US20110105389A1 (en) | 2009-10-30 | 2011-05-05 | Hoveyda Hamid R | Macrocyclic Ghrelin Receptor Antagonists and Inverse Agonists and Methods of Using the Same |
| RU2576512C2 (ru) | 2009-11-04 | 2016-03-10 | Хэлс Ресеч Инк. | Способ и композиции для подавления старения |
| AU2010319595B2 (en) | 2009-11-12 | 2015-09-17 | The Regents Of The University Of Michigan | Spiro-oxindole MDM2 antagonists |
| US20110118283A1 (en) | 2009-11-17 | 2011-05-19 | Qingjie Ding | Substituted Pyrrolidine-2-Carboxamides |
| US8088815B2 (en) | 2009-12-02 | 2012-01-03 | Hoffman-La Roche Inc. | Spiroindolinone pyrrolidines |
| US8440693B2 (en) | 2009-12-22 | 2013-05-14 | Novartis Ag | Substituted isoquinolinones and quinazolinones |
| CU24130B1 (es) | 2009-12-22 | 2015-09-29 | Novartis Ag | Isoquinolinonas y quinazolinonas sustituidas |
| US8658170B2 (en) | 2010-01-06 | 2014-02-25 | Joseph P. Errico | Combination therapy with MDM2 and EFGR inhibitors |
| KR101220516B1 (ko) | 2010-01-21 | 2013-01-10 | 연세대학교 산학협력단 | 항-mdm2를 발현하는 인간 성체줄기세포 및 그의 용도 |
| US8598400B2 (en) | 2010-02-08 | 2013-12-03 | Massachusetts Institute Of Technology | Efficient methods for Z- or cis-selective cross-metathesis |
| US8288431B2 (en) | 2010-02-17 | 2012-10-16 | Hoffmann-La Roche Inc. | Substituted spiroindolinones |
| WO2011106650A2 (en) | 2010-02-27 | 2011-09-01 | University Of Pittsburgh - Of The Commonwealth System Of Higher Education | Novel p53-mdm2/p53-mdm4 antagonists to treat proliferative disease |
| CN103153302A (zh) | 2010-04-09 | 2013-06-12 | 密歇根大学董事会 | 针对用于治疗疾病的mdm2抑制剂的生物标记 |
| US9782454B2 (en) | 2010-04-22 | 2017-10-10 | Longevity Biotech, Inc. | Highly active polypeptides and methods of making and using the same |
| EP2569000B1 (en) | 2010-05-13 | 2017-09-27 | Indiana University Research and Technology Corporation | Glucagon superfamily peptides exhibiting nuclear hormone receptor activity |
| KR20130111923A (ko) | 2010-05-13 | 2013-10-11 | 인디애나 유니버시티 리서치 앤드 테크놀로지 코퍼레이션 | G-단백결합 수용체 활성을 나타내는 글루카곤 슈퍼패밀리 펩티드 |
| US8980249B2 (en) | 2010-06-03 | 2015-03-17 | University Of Miami | Agonists of growth hormone releasing hormone as effectors for survival and proliferation of pancreatic islets |
| US9315546B2 (en) | 2010-06-16 | 2016-04-19 | The Administrators Of The Tulane Educational Fund | Growth hormone secretatogue receptor antagonists and uses thereof |
| US20110313167A1 (en) | 2010-06-22 | 2011-12-22 | University Of Pittsburgh - Of The Commonwealth System Of Higher Education | Substituted Heterocycles as Therapeutic agents for treating cancer |
| US20130177979A1 (en) | 2010-06-22 | 2013-07-11 | University Of Central Florida Research Foundation, Inc. | Methods and compositions for cell permeable stat3 inhibitor |
| EP2588127A4 (en) | 2010-06-24 | 2014-06-11 | Univ Indiana Res & Tech Corp | DIPEPTIDE-NETWORKED MEDICAL ACTIVE SUBSTANCES |
| CA2796894A1 (en) | 2010-06-24 | 2011-12-29 | Indiana University Research And Technology Corporation | Amide based glucagon superfamily peptide prodrugs |
| US8907053B2 (en) | 2010-06-25 | 2014-12-09 | Aurigene Discovery Technologies Limited | Immunosuppression modulating compounds |
| WO2012012352A2 (en) | 2010-07-19 | 2012-01-26 | Amidebio, Llc | Modified peptides and proteins |
| WO2012016186A1 (en) | 2010-07-29 | 2012-02-02 | President And Fellows Of Harvard College | Macrocyclic kinase inhibitors and uses thereof |
| KR102104762B1 (ko) | 2010-08-13 | 2020-04-24 | 에일러론 테라퓨틱스 인코포레이티드 | 펩티도미메틱 거대고리 |
| US9187441B2 (en) | 2010-09-08 | 2015-11-17 | University of Pittsburgh—of the Commonwealth System of Higher Education | p53-Mdm2 antagonists |
| US20120065210A1 (en) | 2010-09-15 | 2012-03-15 | Xin-Jie Chu | Substituted hexahydropyrrolo[1,2-c]imidazolones |
| EP2431035A1 (en) | 2010-09-16 | 2012-03-21 | Æterna Zentaris GmbH | Novel Triazole Derivatives with Improved Receptor Activity and Bioavailability Properties as Ghrelin Antagonists of Growth Hormone Secretagogue Receptors |
| EP2616095A4 (en) | 2010-09-16 | 2014-03-19 | Univ Miami | WOUND HEALING ACCELERATION BY A GROWTH HORMONE RELEASING HORMON AND HIS AGONISTS |
| CN102399284B (zh) | 2010-09-17 | 2013-05-29 | 中国农业大学 | 狐狸生长激素释放激素cDNA及其应用 |
| CN102399283B (zh) | 2010-09-17 | 2013-05-29 | 中国农业大学 | 水貂生长激素释放激素cDNA及其应用 |
| US20120071499A1 (en) | 2010-09-20 | 2012-03-22 | Xin-Jie Chu | Substituted Spiro[3H-Indole-3,6'(5'H)-[1H]Pyrrolo[1,2c]Imidazole-1',2(1H,2'H)-diones |
| US8957026B2 (en) | 2010-09-22 | 2015-02-17 | President And Fellows Of Harvard College | Beta-catenin targeting peptides and uses thereof |
| US20130225603A1 (en) | 2010-09-27 | 2013-08-29 | Serrata Llc | Mdm2 inhibitors for treatment of ocular conditions |
| CA2813256A1 (en) | 2010-09-30 | 2012-04-05 | St. Jude Children's Research Hospital | Aryl-substituted imidazoles |
| WO2012051405A1 (en) | 2010-10-13 | 2012-04-19 | Bristol-Myers Squibb Company | Methods for preparing macrocycles and macrocycle stabilized peptides |
| FR2967072B1 (fr) | 2010-11-05 | 2013-03-29 | Univ Dundee | Procede pour ameliorer la production de virus et semences vaccinales influenza |
| CA2817585A1 (en) | 2010-11-12 | 2012-05-18 | The Regents Of The University Of Michigan | Spiro-oxindole mdm2 antagonists |
| EP2637680B1 (en) | 2010-11-12 | 2017-03-01 | Dana-Farber Cancer Institute, Inc. | Cancer therapies |
| WO2012076513A1 (en) | 2010-12-09 | 2012-06-14 | F. Hoffmann-La Roche Ag | 3-cyano-1-hydroxymethyl-2-phenylpyrrolidine derivatives as inhibitors of mdm2-p53 interactions useful for the treatment of cancer |
| EP2651964B1 (en) | 2010-12-15 | 2018-02-28 | The Research Foundation of State University of New York | Cross-linked peptides and proteins, methods of making same, and uses thereof |
| WO2012083181A1 (en) | 2010-12-16 | 2012-06-21 | Indiana University Research And Technology Corporation | Alpha helix mimetics and methods for using |
| MX2013006739A (es) | 2010-12-16 | 2013-07-17 | Roche Glycart Ag | Terapia combinada de anticuerpo cd20 afucosilado con inhibidor de mdm2. |
| US20130253011A1 (en) | 2010-12-17 | 2013-09-26 | Syngenta Participations Ag | Insecticidal compounds |
| EP2474624B1 (en) | 2011-01-05 | 2016-08-17 | Daniela Kandioler | Response prediction in cancer treatment (p53 adapted cancer therapy) |
| EP2474625B1 (en) | 2011-01-05 | 2016-11-02 | Daniela Kandioler | Method for determining the p53 status of a tumour |
| WO2012094755A1 (en) | 2011-01-14 | 2012-07-19 | Theratechnologies Inc. | Assessment of igf-1 levels in hiv-infected subjects and uses thereof |
| JP5950587B2 (ja) | 2011-02-28 | 2016-07-13 | キヤノン株式会社 | 多孔質ガラスの製造方法および光学部材の製造方法 |
| ES2586411T3 (es) | 2011-03-04 | 2016-10-14 | New York University | Macrociclos sustitutos de enlace de hidrógeno como moduladores de Ras |
| JP6150726B2 (ja) | 2011-03-09 | 2017-06-21 | Jitsubo株式会社 | 新規な非ペプチド性架橋構造を含む架橋ペプチド、ならびに該架橋ペプチドの合成方法および該方法に用いる新規な有機化合物 |
| HUE038714T2 (hu) | 2011-03-10 | 2018-11-28 | Daiichi Sankyo Co Ltd | Dispiropirrolidin származék |
| CA2834657A1 (en) | 2011-04-29 | 2012-11-01 | Kinemed, Inc. | Chemical modification of apolipoprotein mimetic peptides for the production of therapeutic agents |
| WO2012173846A2 (en) | 2011-06-06 | 2012-12-20 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| US20140256912A1 (en) | 2011-06-17 | 2014-09-11 | President And Fellows Of Harvard College | Stabilized Variant MAML Peptides and Uses Thereof |
| US9487562B2 (en) | 2011-06-17 | 2016-11-08 | President And Fellows Of Harvard College | Stabilized polypeptides as regulators of RAB GTPase function |
| GB201110390D0 (en) | 2011-06-20 | 2011-08-03 | Medical Res Council | Compounds for use in stabilising p53 mutants |
| US20120328692A1 (en) | 2011-06-24 | 2012-12-27 | University Of Maryland, Baltimore | Potent d-peptide antagonists of mdm2 and mdmx for anticancer therapy |
| WO2013033645A1 (en) | 2011-08-31 | 2013-03-07 | New York University | Thioether-,ether-, and alkylamine-linked hydrogen bond surrogate pertidomimentics |
| WO2013036208A1 (en) | 2011-09-09 | 2013-03-14 | Agency For Science, Technology And Research | P53 activating peptides |
| MX352672B (es) | 2011-09-27 | 2017-12-04 | Amgen Inc | Compuestos heterocíclicos como inhibidores de mdm2 para el tratamiento del cáncer. |
| CN108929375A (zh) | 2011-10-18 | 2018-12-04 | 爱勒让治疗公司 | 拟肽大环化合物 |
| WO2013059530A2 (en) | 2011-10-18 | 2013-04-25 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| EP2771008A4 (en) | 2011-10-28 | 2015-04-08 | Merck Sharp & Dohme | MACROCYCLES FOR INCREASING P53 ACTIVITY AND USES THEREOF |
| US9408885B2 (en) | 2011-12-01 | 2016-08-09 | Vib Vzw | Combinations of therapeutic agents for treating melanoma |
| CA2761253A1 (en) | 2011-12-07 | 2013-06-07 | Vib Vzw | Combinations of therapeutic agents for treating melanoma |
| WO2013116829A1 (en) | 2012-02-03 | 2013-08-08 | The Trustees Of Princeton University | Novel engineered potent cytotoxic stapled bh3 peptides |
| EP2819688A4 (en) | 2012-02-15 | 2015-10-28 | Aileron Therapeutics Inc | PEPTIDOMIMETIC MACROCYCLES CROSS-LINKED WITH TRIAZOLE AND THIOETHER |
| KR102112373B1 (ko) | 2012-02-15 | 2020-05-18 | 에일러론 테라퓨틱스 인코포레이티드 | 펩티드모방체 마크로사이클 |
| WO2013130791A1 (en) | 2012-02-29 | 2013-09-06 | Dana-Farber Cancer Institute, Inc. | Compositions, kits, and methods for the identification, assessment, prevention, and therapy of cancer |
| WO2013131019A1 (en) | 2012-03-02 | 2013-09-06 | Ludwig Institute For Cancer Research Ltd. | Iaspp phosphorylation and metastatic potential |
| US9216170B2 (en) | 2012-03-19 | 2015-12-22 | Hoffmann-La Roche Inc. | Combination therapy for proliferative disorders |
| EP2844249A4 (en) | 2012-05-02 | 2016-03-09 | Univ Kansas State | MACROCYCLIC AND PEPTIDOMIMETIC COMPOUNDS AS VIRUZIDES AGAINST 3C OR 3C LIKE PROTEASES OF PICORNIVERS, CALICIVIRES AND CORONA VIRUSES |
| PL2880447T3 (pl) | 2012-07-31 | 2019-10-31 | Novartis Ag | Markery związane z wrażliwością na inhibitory ludzkiego białka „double minute " 2 (mdm2) |
| EP2901154B1 (en) | 2012-09-25 | 2018-11-21 | The Walter and Eliza Hall Institute of Medical Research | Structure of insulin in complex with n- and c-terminal regions of the insulin receptor alpha-chain |
| PT2920197T (pt) | 2012-09-26 | 2021-06-11 | Harvard College | Péptidos agrafados com bloqueio de prolina e suas utilizações |
| US20150225471A1 (en) | 2012-10-01 | 2015-08-13 | President And Fellows Of Harvard College | Stabilized polypeptide insulin receptor modulators |
| KR20150082307A (ko) | 2012-11-01 | 2015-07-15 | 에일러론 테라퓨틱스 인코포레이티드 | 이치환 아미노산 및 이의 제조 및 사용 방법 |
| US9556180B2 (en) | 2013-01-22 | 2017-01-31 | Novartis Ag | Pyrazolo[3,4-d]pyrimidinone compounds as inhibitors of the P53/MDM2 interaction |
| EP2961735B1 (en) | 2013-02-28 | 2017-09-27 | Amgen Inc. | A benzoic acid derivative mdm2 inhibitor for the treatment of cancer |
| WO2014138429A2 (en) | 2013-03-06 | 2014-09-12 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and use thereof in regulating hif1alpha |
| US10081654B2 (en) | 2013-03-13 | 2018-09-25 | President And Fellows Of Harvard College | Stapled and stitched polypeptides and uses thereof |
| CN105102635B (zh) | 2013-03-15 | 2020-09-25 | 生命技术公司 | 肺癌的分类和可行性指数 |
| US9198910B2 (en) | 2013-04-04 | 2015-12-01 | The Translational Genomics Research Institute | Methods for the treatment of cancer |
| ES2782003T3 (es) | 2013-04-16 | 2020-09-09 | Memorial Sloan Kettering Cancer Center | Compañero de diagnóstico para inhibidores de CDK4 |
| WO2014197821A1 (en) | 2013-06-06 | 2014-12-11 | President And Fellows Of Harvard College | Homeodomain fusion proteins and uses thereof |
| US10227390B2 (en) | 2013-06-14 | 2019-03-12 | President And Fellows Of Harvard College | Stabilized polypeptide insulin receptor modulators |
| JP6461126B2 (ja) | 2013-07-03 | 2019-01-30 | エフ・ホフマン−ラ・ロシュ・アクチェンゲゼルシャフト | Mdm2アンタゴニストを用いた患者のがん治療法をパーソナライズするためのmrnaベースの遺伝子発現 |
| US9268662B2 (en) | 2013-08-01 | 2016-02-23 | Oracle International Corporation | Method and system for a high availability framework |
| CA2919837A1 (en) | 2013-08-02 | 2015-02-05 | Children's Hospital Medical Center | Compositions and methods for treating disease states associated with activated t cells and/or b cells |
| US20160244494A1 (en) | 2013-10-01 | 2016-08-25 | President And Fellows Of Harvard College | Stabilized polypeptides and uses thereof |
| US20160115556A1 (en) | 2013-10-19 | 2016-04-28 | Trovagene, Inc. | Detecting mutations in disease over time |
| SI3068393T1 (sl) | 2013-11-11 | 2022-11-30 | Amgen Inc. | Kombinirana terapija, ki vključuje zaviralec MDM2 in eno ali več dodatnih farmacevtskih učinkovin za zdravljenje različnih vrst raka |
| LT3077004T (lt) | 2013-12-05 | 2020-05-11 | F. Hoffmann-La Roche Ag | Naujas kombinuotasis ūminės mieloidinės leukemijos (ūml) gydymas |
| AU2014372166B2 (en) | 2013-12-23 | 2017-10-26 | Novartis Ag | Pharmaceutical combinations |
| ES2864352T3 (es) | 2013-12-23 | 2021-10-13 | Novartis Ag | Combinaciones farmacéuticas |
| EP3094746A1 (en) | 2014-01-14 | 2016-11-23 | Daiichi Sankyo Company, Limited | Gene signatures associated with sensitivity to mdm2 inhibitors |
| WO2015157508A1 (en) | 2014-04-09 | 2015-10-15 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles with pth activity |
| WO2015179799A1 (en) | 2014-05-22 | 2015-11-26 | The General Hospital Corporation | DD1alpha RECEPTOR AND USES THEREOF IN IMMUNE DISORDERS |
| TW201613576A (en) | 2014-06-26 | 2016-04-16 | Novartis Ag | Intermittent dosing of MDM2 inhibitor |
| KR20170060042A (ko) | 2014-09-13 | 2017-05-31 | 노파르티스 아게 | Alk 억제제의 조합 요법 |
| CN106999541A (zh) | 2014-09-24 | 2017-08-01 | 艾瑞朗医疗公司 | 拟肽大环化合物及其用途 |
| SG10201902598VA (en) | 2014-09-24 | 2019-04-29 | Aileron Therapeutics Inc | Peptidomimetic macrocycles and formulations thereof |
| JP2017532959A (ja) | 2014-10-09 | 2017-11-09 | 第一三共株式会社 | Mdm2阻害剤に対する感受性の遺伝子シグネチャーに基づく予測因子に関するアルゴリズム |
| JP6608439B2 (ja) | 2014-10-10 | 2019-11-20 | エフ・ホフマン−ラ・ロシュ・アクチェンゲゼルシャフト | Mdm2アンタゴニストによる患者のがん治療を個別化するための方法 |
| US10302644B2 (en) | 2014-11-04 | 2019-05-28 | Dana-Farber Cancer Institute, Inc. | Compositions and methods for treating multiple myeloma |
| CA2969830A1 (en) | 2014-12-24 | 2016-06-30 | Genentech, Inc. | Therapeutic, diagnostic and prognostic methods for cancer of the bladder |
| MX2017011834A (es) | 2015-03-20 | 2018-04-11 | Aileron Therapeutics Inc | Macrociclos peptidomimeticos y usos de los mismos. |
| WO2017004548A1 (en) | 2015-07-01 | 2017-01-05 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| AU2016287754B2 (en) | 2015-07-02 | 2021-02-25 | Dana-Farber Cancer Institute, Inc. | Stabilized anti-microbial peptides |
| US20170037105A1 (en) | 2015-08-03 | 2017-02-09 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| US20170114098A1 (en) | 2015-09-03 | 2017-04-27 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof |
| JP2018528217A (ja) | 2015-09-10 | 2018-09-27 | エルロン・セラピューティクス・インコーポレイテッドAileron Therapeutics,Inc. | Mcl−1のモジュレーターとしてのペプチド模倣大環状分子 |
| JP2019520304A (ja) | 2016-03-21 | 2019-07-18 | エルロン・セラピューティクス・インコーポレイテッドAileron Therapeutics,Inc. | ペプチド模倣大環状分子に関するコンパニオン診断ツール |
| WO2017205786A1 (en) | 2016-05-27 | 2017-11-30 | Aileron Therapeutics, Inc. | Cell permeable peptidomimetic macrocycles |
| US20170360881A1 (en) | 2016-06-17 | 2017-12-21 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof |
-
2016
- 2016-03-18 MX MX2017011834A patent/MX2017011834A/es unknown
- 2016-03-18 AU AU2016235424A patent/AU2016235424A1/en not_active Abandoned
- 2016-03-18 CA CA2979847A patent/CA2979847A1/en not_active Abandoned
- 2016-03-18 BR BR112017019738A patent/BR112017019738A2/pt not_active Application Discontinuation
- 2016-03-18 CN CN201680029213.4A patent/CN107614003A/zh active Pending
- 2016-03-18 JP JP2017549236A patent/JP2018516844A/ja active Pending
- 2016-03-18 WO PCT/US2016/023275 patent/WO2016154058A1/en not_active Ceased
- 2016-03-18 EP EP16769453.8A patent/EP3294318A4/en not_active Withdrawn
- 2016-03-18 US US15/074,794 patent/US10253067B2/en active Active
- 2016-03-18 KR KR1020177030142A patent/KR20170129879A/ko not_active Withdrawn
- 2016-03-18 SG SG11201707750YA patent/SG11201707750YA/en unknown
-
2017
- 2017-09-12 IL IL254444A patent/IL254444A0/en unknown
-
2018
- 2018-12-18 US US16/223,474 patent/US20190256559A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018516844A (ja) | 2018-06-28 |
| US20160333049A1 (en) | 2016-11-17 |
| BR112017019738A2 (pt) | 2018-05-29 |
| CN107614003A (zh) | 2018-01-19 |
| US20190256559A1 (en) | 2019-08-22 |
| KR20170129879A (ko) | 2017-11-27 |
| EP3294318A4 (en) | 2019-04-03 |
| IL254444A0 (en) | 2017-11-30 |
| AU2016235424A1 (en) | 2017-10-05 |
| WO2016154058A1 (en) | 2016-09-29 |
| SG11201707750YA (en) | 2017-10-30 |
| MX2017011834A (es) | 2018-04-11 |
| US10253067B2 (en) | 2019-04-09 |
| EP3294318A1 (en) | 2018-03-21 |
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