WO1999037666A1 - α-KETOAMIDE INHIBITORS OF 20S PROTEASOME - Google Patents
α-KETOAMIDE INHIBITORS OF 20S PROTEASOME Download PDFInfo
- Publication number
- WO1999037666A1 WO1999037666A1 PCT/US1999/001097 US9901097W WO9937666A1 WO 1999037666 A1 WO1999037666 A1 WO 1999037666A1 US 9901097 W US9901097 W US 9901097W WO 9937666 A1 WO9937666 A1 WO 9937666A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- indole
- composition
- ch2co
- substituted
- carbon
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0202—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-X-X-C(=0)-, X being an optionally substituted carbon atom or a heteroatom, e.g. beta-amino acids
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0205—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-(X)3-C(=0)-, e.g. statine or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0207—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-(X)4-C(=0), e.g. 'isosters', replacing two amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
- C07K5/06043—Leu-amino acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Abstract
Description
Claims
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU23267/99A AU747835B2 (en) | 1998-01-26 | 1999-01-19 | Alpha-ketoamide inhibitors of 20s proteasome |
IL13747599A IL137475A0 (en) | 1998-01-26 | 1999-01-19 | α-KETOAMIDE INHIBITORS OF 205 PROTEASOME |
UA2000074508A UA71559C2 (en) | 1998-01-26 | 1999-01-19 | a-KETOAMIDES BEING 20S PROTEASOME INHIBITORS |
NZ505892A NZ505892A (en) | 1998-01-26 | 1999-01-19 | Alpha-ketoamide inhibitors of 2os proteasome |
CA002319150A CA2319150C (en) | 1998-01-26 | 1999-01-19 | .alpha.-ketoamide inhibitors of 20s proteasome |
BR9907256-4A BR9907256A (en) | 1998-01-26 | 1999-01-19 | Proteasome 20s beta-ketoamide inhibitors |
JP2000528587A JP3863370B2 (en) | 1998-01-26 | 1999-01-19 | Α-ketoamide inhibitor of 20S proteasome |
EP99903185A EP1058689A1 (en) | 1998-01-26 | 1999-01-19 | Alpha-ketoamide inhibitors of 20s proteasome |
HU0100901A HUP0100901A3 (en) | 1998-01-26 | 1999-01-19 | Peptide derivatives being alpha-ketoamide inhibitors of 20s proteasome, pharmaceutical compositions comprising thereof and their use |
IL137475A IL137475A (en) | 1998-01-26 | 2000-07-24 | ?? - ketoamide inhibitors of 20s proteasome |
NO20003807A NO327049B1 (en) | 1998-01-26 | 2000-07-25 | alpha-ketoamide compounds as well as pharmaceutical compositions containing them |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/013,365 | 1998-01-26 | ||
US09/013,365 US6075150A (en) | 1998-01-26 | 1998-01-26 | α-ketoamide inhibitors of 20S proteasome |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999037666A1 true WO1999037666A1 (en) | 1999-07-29 |
Family
ID=21759598
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1999/001097 WO1999037666A1 (en) | 1998-01-26 | 1999-01-19 | α-KETOAMIDE INHIBITORS OF 20S PROTEASOME |
Country Status (20)
Country | Link |
---|---|
US (2) | US6075150A (en) |
EP (1) | EP1058689A1 (en) |
JP (1) | JP3863370B2 (en) |
KR (1) | KR100417888B1 (en) |
CN (1) | CN1289340A (en) |
AR (1) | AR012781A1 (en) |
AU (1) | AU747835B2 (en) |
BR (1) | BR9907256A (en) |
CA (1) | CA2319150C (en) |
GE (1) | GEP20032869B (en) |
HU (1) | HUP0100901A3 (en) |
IL (2) | IL137475A0 (en) |
NO (1) | NO327049B1 (en) |
NZ (1) | NZ505892A (en) |
PL (1) | PL202504B1 (en) |
RU (1) | RU2192429C2 (en) |
TW (1) | TW593339B (en) |
UA (1) | UA71559C2 (en) |
WO (1) | WO1999037666A1 (en) |
ZA (1) | ZA99161B (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002070467A1 (en) * | 2001-02-26 | 2002-09-12 | 4Sc Ag | Derivatives of diphenylurea, diphenyloxalic acid diamide and diphenylsulfuric acid diamide and their use as medicaments |
WO2003087092A2 (en) * | 2002-04-11 | 2003-10-23 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly hepatitis c virus ns3 - ns4 protease |
US7282512B2 (en) | 2002-01-17 | 2007-10-16 | Smithkline Beecham Corporation | Cycloalkyl ketoamides derivatives useful as cathepsin K inhibitors |
US7745444B2 (en) | 2003-09-05 | 2010-06-29 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
EP2343293A1 (en) | 2004-09-20 | 2011-07-13 | 4Sc Ag | Novel piperidin-4-yl-thiazole-carboxamide analogues as inhibitors of t-cell proliferation and uses thereof |
US8183277B2 (en) | 2005-07-29 | 2012-05-22 | Tibotec Pharmaceuticals Ltd. | Macrocylic inhibitors of hepatitis C virus |
US8227407B2 (en) | 2005-07-29 | 2012-07-24 | Medivir Ab | Macrocyclic inhibitors of hepatitis C virus |
Families Citing this family (52)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20050227925A1 (en) * | 2004-04-08 | 2005-10-13 | Robbert Benner | Compositions capable of reducing elevated blood urea concentration |
US20040202645A1 (en) * | 2003-04-08 | 2004-10-14 | Khan Nisar Ahmed | Administration of gene-regulatory peptides |
US6844315B2 (en) | 1998-05-20 | 2005-01-18 | Erasmus Universiteit Rotterdam | Immunoregulator |
US8680059B2 (en) * | 1998-05-20 | 2014-03-25 | Biotempt B.V. | Oligopeptide acetate and formulations thereof |
US20030220258A1 (en) * | 2001-12-21 | 2003-11-27 | Robbert Benner | Treatment of ischemic events |
US6921751B1 (en) * | 1998-05-20 | 2005-07-26 | Erasmus Universiteit Rotterdam | Immunoregulator |
US6902721B1 (en) * | 1998-07-10 | 2005-06-07 | Osteoscreen, Inc. | Inhibitors of proteasomal activity for stimulating bone growth |
US7358330B2 (en) | 2001-03-29 | 2008-04-15 | Biotempt B.V. | Immunoregulatory compositions |
EP1300418A1 (en) * | 2001-10-04 | 2003-04-09 | Erasmus Universiteit Rotterdam | Gene regulation by oligopeptides |
US7786084B2 (en) * | 2001-12-21 | 2010-08-31 | Biotempt B.V. | Treatment of burns |
US7560433B2 (en) | 2001-12-21 | 2009-07-14 | Biotempt B.V. | Treatment of multiple sclerosis (MS) |
US7501391B2 (en) * | 2001-12-21 | 2009-03-10 | Biotempt B.V. | Treatment of transplant survival |
US20080242837A1 (en) * | 2001-12-21 | 2008-10-02 | Khan Nisar A | Peptide compositions |
US20040013661A1 (en) * | 2001-12-21 | 2004-01-22 | Gert Wensvoort | Stratification |
US20030220260A1 (en) * | 2001-12-21 | 2003-11-27 | Khan Nisar Ahmed | Peptide compositions |
US20030220257A1 (en) * | 2001-12-21 | 2003-11-27 | Robbert Benner | Treatment of trauma |
US20080318871A1 (en) * | 2001-12-21 | 2008-12-25 | Khan Nisar A | Treatment of neurological disorders |
US20030220261A1 (en) * | 2001-12-21 | 2003-11-27 | Khan Nisar Ahmed | Treatment of iatrogenic disease |
US7576206B2 (en) | 2003-08-14 | 2009-08-18 | Cephalon, Inc. | Proteasome inhibitors and methods of using the same |
US7223745B2 (en) * | 2003-08-14 | 2007-05-29 | Cephalon, Inc. | Proteasome inhibitors and methods of using the same |
US20090227505A1 (en) * | 2004-01-07 | 2009-09-10 | Biotempt B.V. | Methods and uses for protein breakdown products |
US7468383B2 (en) * | 2005-02-11 | 2008-12-23 | Cephalon, Inc. | Proteasome inhibitors and methods of using the same |
WO2006124494A1 (en) * | 2005-05-13 | 2006-11-23 | Virginia Tech Intellectual Properties, Inc. | TRANSITION-STATE INHIBITORS OF PIN1, α-KETOAMIDE-CONTAINING PEPTIDOMIMETICS, AND SYNTHESES THEREOF |
JP4846799B2 (en) * | 2005-07-05 | 2011-12-28 | バイオテンプト ベー.フェー. | Tumor treatment |
CN105237621A (en) | 2005-11-09 | 2016-01-13 | 欧尼斯治疗公司 | Compounds for enzyme inhibition |
US8594771B2 (en) * | 2005-12-28 | 2013-11-26 | General Electric Company | Devices and methods for self-administered ECG examinations |
EP1864692A1 (en) * | 2006-06-07 | 2007-12-12 | Biotempt B.V. | Use of peptides for the control of radiation injury |
EP2041158B1 (en) | 2006-06-19 | 2013-04-17 | Onyx Therapeutics, Inc. | Peptide epoxyketones for proteasome inhibition |
SG178780A1 (en) * | 2007-02-12 | 2012-03-29 | Biotempt Bv | Treatment of trauma-hemorrhage with short oligopeptides |
US8859021B2 (en) * | 2007-05-14 | 2014-10-14 | Sytheon | Skin appearance through gene manipulation |
US7442830B1 (en) | 2007-08-06 | 2008-10-28 | Millenium Pharmaceuticals, Inc. | Proteasome inhibitors |
CL2008002966A1 (en) | 2007-10-04 | 2010-06-25 | Onyx Therapeutics Inc | Crystalline keto epoxide tetrapeptide compound; crystalline citrate salt of the compound; methods of preparation; crystalline intermediate compound; Preparation method; and use to treat cancer, autoimmune disease, transplant-related condition, neurodegenerative disease, condition associated with fibrosis, among others. |
MX349769B (en) | 2008-06-17 | 2017-08-11 | Millennium Pharm Inc | Boronate ester compounds and pharmaceutical compositions thereof. |
EA035100B1 (en) | 2008-10-21 | 2020-04-28 | Оникс Терапьютикс, Инк. | Combination therapy with peptide epoxyketones |
EP3021120A1 (en) | 2009-02-20 | 2016-05-18 | Michael P. Lisanti | Diagnosis, prognosis, therapeutics and methods for treating neoplastic deiseases comprising determining the level of caveolin-1 in a stromal cell sample |
TWI504598B (en) | 2009-03-20 | 2015-10-21 | Onyx Therapeutics Inc | Crystalline tripeptide epoxy ketone protease inhibitors |
WO2011060179A1 (en) | 2009-11-13 | 2011-05-19 | Onyx Therapeutics, Inc | Use of peptide epoxyketones for metastasis suppression |
CN102725300B (en) | 2009-12-22 | 2015-03-11 | 赛福伦公司 | Proteasome inhibitors and processes for their preparation, purification and use |
US9359398B2 (en) | 2010-03-01 | 2016-06-07 | Onyx Therapeutics, Inc. | Compounds for immunoproteasome inhibition |
BR112012025264A2 (en) | 2010-04-07 | 2019-09-24 | Onyx Therapeutics Inc | crystalline peptide epoxy ketone immunoproteasome inhibitor. |
JP6002222B2 (en) | 2011-08-11 | 2016-10-05 | ヤンセン ファーマシューティカ エヌ.ベー. | Cancer treatment predictors |
EP2771489B1 (en) | 2011-10-28 | 2018-07-04 | Millennium Pharmaceuticals, Inc. | Biomarkers of response to nae inhibitors |
JP6286358B2 (en) | 2011-11-11 | 2018-02-28 | ミレニアム ファーマシューティカルズ, インコーポレイテッドMillennium Pharmaceuticals, Inc. | Biomarkers that respond to proteasome inhibitors |
EP2810066B1 (en) | 2012-01-24 | 2019-07-31 | Millennium Pharmaceuticals, Inc. | Methods of treatment of cancer |
GB2523211B (en) | 2012-01-27 | 2020-03-18 | Univ Jefferson | MCT protein inhibitor-related prognostic and therapeutic methods |
UY34897A (en) | 2012-07-09 | 2014-01-31 | Onyx Therapeutics Inc | PROFESSIONALS OF PEPTIDIC INHIBITORS OF EXPOXI CETONA PROTEASA |
CA2886783A1 (en) | 2012-10-01 | 2014-04-10 | Millennium Pharmaceuticals, Inc. | Biomarkers and methods to predict response to inhibitors and uses thereof |
EP2906581A1 (en) * | 2012-10-11 | 2015-08-19 | F. Hoffmann-La Roche AG | Ketoamide immunoproteasome inhibitors |
US10022372B2 (en) | 2013-04-19 | 2018-07-17 | Thomas Jefferson University | Caveolin-1 related methods for treating glioblastoma with temozolomide |
JP2017524652A (en) | 2014-05-20 | 2017-08-31 | ミレニアム ファーマシューティカルズ, インコーポレイテッドMillennium Pharmaceuticals, Inc. | Boron-containing proteasome inhibitors for use after primary cancer therapy |
JP6859559B2 (en) * | 2017-03-16 | 2021-04-14 | 二村 芳弘 | Phenyl peptide derivative with anti-allergic effect |
WO2019044736A1 (en) * | 2017-08-28 | 2019-03-07 | 静岡県公立大学法人 | Detection method and detection probe for colibactin and colibactin-producing bacteria |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1988009789A2 (en) * | 1987-06-03 | 1988-12-15 | Polifarma S.P.A. | 3-indolepyruvic acid derivatives and pharmaceutical use thereof |
EP0468339A2 (en) * | 1990-07-27 | 1992-01-29 | Nippon Kayaku Kabushiki Kaisha | Alpha-keto-amide derivatives having protease inhibiting activity |
WO1995024914A1 (en) * | 1994-03-15 | 1995-09-21 | Myogenics, Inc. | Inhibitors of the 26s proteolytic complex and the 20s proteasome contained therein |
WO1995025533A1 (en) * | 1994-03-18 | 1995-09-28 | The President And Fellows Of Harvard College | PROTEASOME REGULATION OF NF-λB ACTIVITY |
WO1996013266A1 (en) * | 1994-10-28 | 1996-05-09 | Proscript, Inc. | Boronic ester and acid compounds, synthesis and uses |
US5656604A (en) * | 1990-05-14 | 1997-08-12 | Fujisawa Pharmaceutical Co., Ltd. | Peptide compound and its preparation |
WO1998013061A1 (en) * | 1996-09-24 | 1998-04-02 | Cv Therapeutics, Inc. | Inhibition of 26s and 20s proteasome by indanones |
-
1998
- 1998-01-26 US US09/013,365 patent/US6075150A/en not_active Expired - Fee Related
-
1999
- 1999-01-11 ZA ZA9900161A patent/ZA99161B/en unknown
- 1999-01-19 IL IL13747599A patent/IL137475A0/en active IP Right Grant
- 1999-01-19 AU AU23267/99A patent/AU747835B2/en not_active Ceased
- 1999-01-19 EP EP99903185A patent/EP1058689A1/en not_active Ceased
- 1999-01-19 KR KR10-2000-7008135A patent/KR100417888B1/en not_active IP Right Cessation
- 1999-01-19 RU RU2000122474/04A patent/RU2192429C2/en not_active IP Right Cessation
- 1999-01-19 WO PCT/US1999/001097 patent/WO1999037666A1/en active IP Right Grant
- 1999-01-19 CN CN99802421A patent/CN1289340A/en active Pending
- 1999-01-19 PL PL343269A patent/PL202504B1/en not_active IP Right Cessation
- 1999-01-19 UA UA2000074508A patent/UA71559C2/en unknown
- 1999-01-19 HU HU0100901A patent/HUP0100901A3/en unknown
- 1999-01-19 NZ NZ505892A patent/NZ505892A/en unknown
- 1999-01-19 JP JP2000528587A patent/JP3863370B2/en not_active Expired - Fee Related
- 1999-01-19 CA CA002319150A patent/CA2319150C/en not_active Expired - Fee Related
- 1999-01-19 BR BR9907256-4A patent/BR9907256A/en not_active Application Discontinuation
- 1999-01-19 GE GEAP19995526A patent/GEP20032869B/en unknown
- 1999-01-20 AR ARP990100205A patent/AR012781A1/en active IP Right Grant
- 1999-01-22 TW TW088101002A patent/TW593339B/en not_active IP Right Cessation
- 1999-07-19 US US09/356,842 patent/US6781000B1/en not_active Expired - Fee Related
-
2000
- 2000-07-24 IL IL137475A patent/IL137475A/en not_active IP Right Cessation
- 2000-07-25 NO NO20003807A patent/NO327049B1/en not_active IP Right Cessation
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US5656604A (en) * | 1990-05-14 | 1997-08-12 | Fujisawa Pharmaceutical Co., Ltd. | Peptide compound and its preparation |
EP0468339A2 (en) * | 1990-07-27 | 1992-01-29 | Nippon Kayaku Kabushiki Kaisha | Alpha-keto-amide derivatives having protease inhibiting activity |
WO1995024914A1 (en) * | 1994-03-15 | 1995-09-21 | Myogenics, Inc. | Inhibitors of the 26s proteolytic complex and the 20s proteasome contained therein |
WO1995025533A1 (en) * | 1994-03-18 | 1995-09-28 | The President And Fellows Of Harvard College | PROTEASOME REGULATION OF NF-λB ACTIVITY |
WO1996013266A1 (en) * | 1994-10-28 | 1996-05-09 | Proscript, Inc. | Boronic ester and acid compounds, synthesis and uses |
WO1998013061A1 (en) * | 1996-09-24 | 1998-04-02 | Cv Therapeutics, Inc. | Inhibition of 26s and 20s proteasome by indanones |
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Title |
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ANAL. BIOCHEM. (ANBCA2,00032697);1978; VOL.86 (1); PP.127-32, Univ. Texas Dent. Branch;Dep. Biochem.; Galveston; Tex. * |
CHEMICAL ABSTRACTS, vol. 089, no. 15, 9 October 1978, Columbus, Ohio, US; abstract no. 129909, LARSEN B R ET AL: "Products from the reaction of ninhydrin with triphenylalanine" XP002102781 * |
DA SETTIMO A ET AL: "Synthesis and benzodiazepine receptor affinity of N-(indol-3-ylglyoxylyl)-dipeptide derivatives. Structural requirements for inverse agonist/antagonist receptor interactions", DRUG DES. DISCOVERY (DDDIEV,10559612);1993; VOL.10 (3); PP.199-211, Univ. Pisa;Ist. Chim. Farm.; Pisa; 56126; Italy (IT), XP002103282 * |
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LUM R T ET AL: "Selective inhibition of the chymotrypsin-like activity of the 20S proteasome by 5-methoxy-1-indanone dipeptide benzamides", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 8, no. 3, 3 February 1998 (1998-02-03), pages 209-214, XP004136850 * |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002070467A1 (en) * | 2001-02-26 | 2002-09-12 | 4Sc Ag | Derivatives of diphenylurea, diphenyloxalic acid diamide and diphenylsulfuric acid diamide and their use as medicaments |
US6949567B2 (en) | 2001-02-26 | 2005-09-27 | 4Sc Ag | Compounds for the treatment of protozoal diseases |
US7282512B2 (en) | 2002-01-17 | 2007-10-16 | Smithkline Beecham Corporation | Cycloalkyl ketoamides derivatives useful as cathepsin K inhibitors |
WO2003087092A2 (en) * | 2002-04-11 | 2003-10-23 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly hepatitis c virus ns3 - ns4 protease |
WO2003087092A3 (en) * | 2002-04-11 | 2004-09-10 | Vertex Pharma | Inhibitors of serine proteases, particularly hepatitis c virus ns3 - ns4 protease |
US7273885B2 (en) | 2002-04-11 | 2007-09-25 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
US7745444B2 (en) | 2003-09-05 | 2010-06-29 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
EP2343293A1 (en) | 2004-09-20 | 2011-07-13 | 4Sc Ag | Novel piperidin-4-yl-thiazole-carboxamide analogues as inhibitors of t-cell proliferation and uses thereof |
US8183277B2 (en) | 2005-07-29 | 2012-05-22 | Tibotec Pharmaceuticals Ltd. | Macrocylic inhibitors of hepatitis C virus |
US8227407B2 (en) | 2005-07-29 | 2012-07-24 | Medivir Ab | Macrocyclic inhibitors of hepatitis C virus |
US8754116B2 (en) | 2005-07-29 | 2014-06-17 | Janssen R&D Ireland | Macrocyclic inhibitors of hepatitis C virus |
Also Published As
Publication number | Publication date |
---|---|
US6075150A (en) | 2000-06-13 |
KR100417888B1 (en) | 2004-02-11 |
NZ505892A (en) | 2002-10-25 |
CN1289340A (en) | 2001-03-28 |
PL202504B1 (en) | 2009-06-30 |
NO20003807D0 (en) | 2000-07-25 |
AU2326799A (en) | 1999-08-09 |
ZA99161B (en) | 1999-07-28 |
NO327049B1 (en) | 2009-04-14 |
UA71559C2 (en) | 2004-12-15 |
JP3863370B2 (en) | 2006-12-27 |
BR9907256A (en) | 2001-10-09 |
CA2319150A1 (en) | 1999-07-29 |
PL343269A1 (en) | 2001-08-13 |
US6781000B1 (en) | 2004-08-24 |
GEP20032869B (en) | 2003-01-27 |
HUP0100901A3 (en) | 2001-11-28 |
HUP0100901A2 (en) | 2001-08-28 |
TW593339B (en) | 2004-06-21 |
KR20010034381A (en) | 2001-04-25 |
NO20003807L (en) | 2000-09-25 |
AR012781A1 (en) | 2000-11-08 |
RU2192429C2 (en) | 2002-11-10 |
EP1058689A1 (en) | 2000-12-13 |
AU747835B2 (en) | 2002-05-23 |
IL137475A (en) | 2006-10-05 |
IL137475A0 (en) | 2001-07-24 |
JP2002501080A (en) | 2002-01-15 |
CA2319150C (en) | 2004-08-31 |
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