CA2376965A1 - Inhibiteurs de la protease du virus de l'hepatite c a base d'acide boronique peptide - Google Patents
Inhibiteurs de la protease du virus de l'hepatite c a base d'acide boronique peptide Download PDFInfo
- Publication number
- CA2376965A1 CA2376965A1 CA002376965A CA2376965A CA2376965A1 CA 2376965 A1 CA2376965 A1 CA 2376965A1 CA 002376965 A CA002376965 A CA 002376965A CA 2376965 A CA2376965 A CA 2376965A CA 2376965 A1 CA2376965 A1 CA 2376965A1
- Authority
- CA
- Canada
- Prior art keywords
- substituted
- amino
- alkyl
- acid
- heterocyclic ring
- 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.)
- Abandoned
Links
- 0 C*B(*)C(*C)N(*)** Chemical compound C*B(*)C(*C)N(*)** 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/005—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/69—Boron compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
- C07F5/02—Boron compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- 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
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- 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
- C07K5/0827—Tripeptides containing heteroatoms different from O, S, or N
-
- 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
- C07K5/10—Tetrapeptides
- C07K5/1027—Tetrapeptides containing heteroatoms different from O, S, or N
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/48—Hydrolases (3) acting on peptide bonds (3.4)
- C12N9/50—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25)
- C12N9/503—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from viruses
- C12N9/506—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from viruses derived from RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N2770/00—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA ssRNA viruses positive-sense
- C12N2770/00011—Details
- C12N2770/24011—Flaviviridae
- C12N2770/24211—Hepacivirus, e.g. hepatitis C virus, hepatitis G virus
- C12N2770/24222—New viral proteins or individual genes, new structural or functional aspects of known viral proteins or genes
Abstract
La présente invention concerne d'une façon générale de nouveaux acides .alpha.-aminoboroniques et des analogues peptides correspondants représentés par la formule de structure (I) ou l'une de ses formes salines pharmaceutiquement acceptable. Dans cette formule, R?1¿, R?2¿, R?3¿, Y?1¿, Y?2¿, et A sont tels que décrits dans les spécifications. L'invention concerne également, d'une part des formulations pharmaceutiques dont les principes actifs sont les composés de l'invention, et d'autre part l'utilisation de ces composés et de leurs formulations dans le traitement des infections virales de l'hépatite C. Les composés de l'invention sont des inhibiteurs de la protéase virale de l'hépatite C.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14256199P | 1999-07-07 | 1999-07-07 | |
US60/142,561 | 1999-07-07 | ||
PCT/US2000/018655 WO2001002424A2 (fr) | 1999-07-07 | 2000-07-07 | Inhibiteurs de la protease du virus de l'hepatite c a base d'acide boronique peptide |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2376965A1 true CA2376965A1 (fr) | 2001-01-11 |
Family
ID=22500325
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002376965A Abandoned CA2376965A1 (fr) | 1999-07-07 | 2000-07-07 | Inhibiteurs de la protease du virus de l'hepatite c a base d'acide boronique peptide |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1196436A2 (fr) |
AU (2) | AU5920400A (fr) |
CA (1) | CA2376965A1 (fr) |
WO (2) | WO2001002601A2 (fr) |
Families Citing this family (51)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6653295B2 (en) | 2000-12-13 | 2003-11-25 | Bristol-Myers Squibb Company | Inhibitors of hepatitis C virus NS3 protease |
WO2002048116A2 (fr) * | 2000-12-13 | 2002-06-20 | Bristol-Myers Squibb Pharma Company | Inhibiteurs de la protease ns3 du virus de l'hepatite c |
AU2002243508A1 (en) | 2001-01-10 | 2002-07-24 | Bristol-Myers Squibb Company Patent Department | Alpha-aminoboronic acids prepared by novel synthetic methods |
WO2002059131A1 (fr) | 2001-01-25 | 2002-08-01 | Millennium Pharmaceuticals, Inc. | Formulation de composes d'acide boronique |
US7119072B2 (en) | 2002-01-30 | 2006-10-10 | Boehringer Ingelheim (Canada) Ltd. | Macrocyclic peptides active against the hepatitis C virus |
US7091184B2 (en) | 2002-02-01 | 2006-08-15 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
US6642204B2 (en) | 2002-02-01 | 2003-11-04 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
US20050288253A1 (en) | 2002-09-09 | 2005-12-29 | Trigen Limited | Boronic acid salts |
SI1400245T1 (sl) | 2002-09-09 | 2006-10-31 | Trigen Ltd | Soli boronske kisline, uporabne v parenteralnih formulacijah za selektivno inhibiranje trombina |
US20050075279A1 (en) | 2002-10-25 | 2005-04-07 | Boehringer Ingelheim International Gmbh | Macrocyclic peptides active against the hepatitis C virus |
AU2011203054B2 (en) * | 2003-04-11 | 2012-04-26 | Vertex Pharmaceuticals, Incorporated | Inhibitors of Serine Proteases, Particularly HCV NS3-NS4A Protease |
US20050090450A1 (en) * | 2003-04-11 | 2005-04-28 | Farmer Luc J. | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
US7405210B2 (en) | 2003-05-21 | 2008-07-29 | Osi Pharmaceuticals, Inc. | Pyrrolopyridine-2-carboxylic acid amide inhibitors of glycogen phosphorylase |
PL1654261T3 (pl) | 2003-05-21 | 2008-04-30 | Boehringer Ingelheim Int | Związki hamujące aktywność wirusa zapalenia wątroby typu C |
US20050136394A1 (en) * | 2003-06-23 | 2005-06-23 | Hong Fang | Cell-based assay for identifying peptidase inhibitors |
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 |
AR045596A1 (es) * | 2003-09-05 | 2005-11-02 | Vertex Pharma | Inhibidores de proteasas de serina en particular proteasa ns3-ns4a del vhc |
PE20050431A1 (es) | 2003-09-22 | 2005-07-19 | Boehringer Ingelheim Int | Peptidos macrociclicos activos contra el virus de la hepatitis c |
EP1730167B1 (fr) | 2004-01-21 | 2011-01-12 | Boehringer Ingelheim International GmbH | Peptides macrocycliques actifs contre le virus de l'hepatite c |
ATE483708T1 (de) | 2004-03-08 | 2010-10-15 | Prosidion Ltd | Pyrrolopyridin-2-carbonsäurehydrazide als inhibitoren von glykogenphosphorylase |
WO2006085932A2 (fr) | 2004-06-14 | 2006-08-17 | Anacor Pharmaceuticals, Inc. | Utilisations antivirales de complexes d'acide borinique |
UY29016A1 (es) | 2004-07-20 | 2006-02-24 | Boehringer Ingelheim Int | Analogos de dipeptidos inhibidores de la hepatitis c |
CA2573346C (fr) | 2004-07-20 | 2011-09-20 | Boehringer Ingelheim International Gmbh | Analogues peptidiques inhibiteurs de l'hepatite c |
DE602005013275D1 (de) | 2004-12-02 | 2009-04-23 | Prosidion Ltd | Pyrrolopyridin-2-karbonsäureamide |
US7468383B2 (en) | 2005-02-11 | 2008-12-23 | Cephalon, Inc. | Proteasome inhibitors and methods of using the same |
US20060264415A1 (en) * | 2005-04-01 | 2006-11-23 | Methylgene Inc. | Inhibitors of histone deacetylase |
EP1915382A2 (fr) * | 2005-08-01 | 2008-04-30 | Phenomix Corporation | Inhibiteurs de la sérine protéase de l'hépatite c et emploi desdits inhibiteurs |
WO2007137080A2 (fr) | 2006-05-23 | 2007-11-29 | Irm Llc | Composés et compositions en tant qu'inhibiteurs de protéases activatrices de canal |
EP1886685A1 (fr) | 2006-08-11 | 2008-02-13 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Méthodes, utilisations et compositions pour la modulation de la réplication du HCV par activation ou inhibition du récepteur farnesoid X |
US20100120716A1 (en) * | 2006-12-06 | 2010-05-13 | Phenomix Corporation | Macrocyclic hepatitis c serine protease inhibitors and uses therefor |
MX2009008518A (es) | 2007-02-09 | 2009-08-20 | Irm Llc | Compuestos y composiciones como inhibidores de la proteasa activadora de canal. |
US7442830B1 (en) | 2007-08-06 | 2008-10-28 | Millenium Pharmaceuticals, Inc. | Proteasome inhibitors |
US7838673B2 (en) | 2007-10-16 | 2010-11-23 | Millennium Pharmaceuticals, Inc. | Proteasome inhibitors |
SI2318419T1 (sl) | 2008-06-17 | 2015-07-31 | Millennium Pharmaceuticals, Inc. | Spojine boronat estra in njihovi farmacevtski sestavki |
AR075090A1 (es) | 2008-09-29 | 2011-03-09 | Millennium Pharm Inc | Derivados de acido 1-amino-2-ciclobutiletilboronico inhibidores de proteosoma,utiles como agentes anticancerigenos, y composiciones farmaceuticas que los comprenden. |
WO2011087822A1 (fr) | 2009-12-22 | 2011-07-21 | Cephalon, Inc. | Inhibiteurs du protéasome et leurs procédés de préparation, d'épuration et d'utilisation |
WO2011103063A1 (fr) * | 2010-02-19 | 2011-08-25 | Glaxo Group Limited | Composés thérapeutiques |
RU2012146101A (ru) | 2010-03-31 | 2014-05-10 | Милленниум Фармасьютикалз, Инк. | Производные 1-амино-2-циклопропилэтилбороновой кислоты |
AU2011329485A1 (en) * | 2010-11-18 | 2013-04-18 | Glaxo Group Limited | Compounds |
WO2012107589A1 (fr) | 2011-02-11 | 2012-08-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Méthodes et compositions pharmaceutiques pour le traitement et la prévention des infections à vhc |
KR101975233B1 (ko) * | 2011-08-17 | 2019-05-07 | 글락소스미스클라인 엘엘씨 | 치료 방법 |
HUE030300T2 (en) * | 2011-08-19 | 2017-04-28 | Glaxo Group Ltd | Benzofuran Compounds for the treatment of hepatitis C virus infections |
US10092574B2 (en) | 2012-09-26 | 2018-10-09 | Valorisation-Recherche, Limited Partnership | Inhibitors of polynucleotide repeat-associated RNA foci and uses thereof |
UA121389C2 (uk) | 2014-05-20 | 2020-05-25 | Мілленніум Фармасьютікалз, Інк. | Борвмісні інгібітори протеасом для застосування після первинної протиракової терапії |
EP3201208B1 (fr) * | 2014-10-01 | 2021-03-24 | Merck Patent GmbH | Dérivés d'acide boronique |
AU2015327345B9 (en) * | 2014-10-01 | 2020-06-18 | Merck Patent Gmbh | Boronic acid derivatives |
AU2015327346B2 (en) * | 2014-10-01 | 2019-12-05 | Merck Patent Gmbh | Boronic acid derivatives |
WO2017222914A1 (fr) | 2016-06-21 | 2017-12-28 | Inception 4, Inc. | Dérivés de prolinamide carbocycliques |
PT3472149T (pt) | 2016-06-21 | 2023-11-23 | Orion Opthalmology Llc | Derivados de prolinamida heterocíclicos |
BR112023018321A2 (pt) | 2021-03-15 | 2024-01-02 | Maze Therapeutics Inc | Inibidores de glicogênio sintase 1 (gys1) e métodos de uso dos mesmos |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5599906A (en) * | 1990-04-13 | 1997-02-04 | Schering Corporation | Protease assays |
IT1272179B (it) * | 1994-02-23 | 1997-06-16 | Angeletti P Ist Richerche Bio | Metodologia per riprodurre in vitro l'attivita' proteolitica della proteasi ns3 del virus hcv. |
US5861267A (en) * | 1995-05-01 | 1999-01-19 | Vertex Pharmaceuticals Incorporated | Methods, nucleotide sequences and host cells for assaying exogenous and endogenous protease activity |
KR100209095B1 (ko) * | 1996-06-28 | 1999-07-15 | 성재갑 | C형 간염 바이러스의 프로테아제의 활성을 측정할 수 있는 c형 간염 대체 바이러스, 그 재조합 유전자 및 그 용도 |
CZ298749B6 (cs) * | 1996-10-18 | 2008-01-16 | Vertex Pharmaceuticals Incorporated | Inhibitory serinových proteáz a farmaceutické prostředky s jejich obsahem |
GB9623908D0 (en) * | 1996-11-18 | 1997-01-08 | Hoffmann La Roche | Amino acid derivatives |
WO1998037180A2 (fr) * | 1997-02-22 | 1998-08-27 | Abbott Laboratories | Protease hybride du vhc et polynucleotide codant cette derniere |
ES2241157T3 (es) * | 1997-08-11 | 2005-10-16 | Boehringer Ingelheim (Canada) Ltd. | Peptidos inhibidores de la hepatitis c. |
US6280940B1 (en) * | 1998-08-05 | 2001-08-28 | Agouron Pharmaceuticals, Inc. | Reporter gene system for use in cell-based assessment of inhibitors of the Hepatitis C virus protease |
DK1177211T3 (da) * | 1999-05-04 | 2008-06-02 | Boehringer Ingelheim Ca Ltd | Surrogatcellebaseret system og fremgangsmåde til at analysere aktiviteten for Hepatitis C-virus NS3-protease |
-
2000
- 2000-07-07 WO PCT/US2000/018590 patent/WO2001002601A2/fr active Application Filing
- 2000-07-07 WO PCT/US2000/018655 patent/WO2001002424A2/fr not_active Application Discontinuation
- 2000-07-07 CA CA002376965A patent/CA2376965A1/fr not_active Abandoned
- 2000-07-07 AU AU59204/00A patent/AU5920400A/en not_active Abandoned
- 2000-07-07 AU AU57888/00A patent/AU5788800A/en not_active Abandoned
- 2000-07-07 EP EP00943413A patent/EP1196436A2/fr not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
WO2001002424A2 (fr) | 2001-01-11 |
AU5788800A (en) | 2001-01-22 |
WO2001002424A3 (fr) | 2001-07-19 |
WO2001002601A2 (fr) | 2001-01-11 |
WO2001002601A3 (fr) | 2001-07-26 |
AU5920400A (en) | 2001-01-22 |
EP1196436A2 (fr) | 2002-04-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FZDE | Dead |