AR054881A1 - Inhibidores macrociclicos de la replicacion del virus de la hepatitis c, un proceso para su preparacion, una composicion farmaceutica que lo comprende y su uso para la elaboracion de un medicamento para el tratamiento de la hepatitis c - Google Patents
Inhibidores macrociclicos de la replicacion del virus de la hepatitis c, un proceso para su preparacion, una composicion farmaceutica que lo comprende y su uso para la elaboracion de un medicamento para el tratamiento de la hepatitis cInfo
- Publication number
- AR054881A1 AR054881A1 ARP060103302A ARP060103302A AR054881A1 AR 054881 A1 AR054881 A1 AR 054881A1 AR P060103302 A ARP060103302 A AR P060103302A AR P060103302 A ARP060103302 A AR P060103302A AR 054881 A1 AR054881 A1 AR 054881A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- reaction
- preparation
- hepatitis
- 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
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06139—Dipeptides with the first amino acid being heterocyclic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- 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
- A61K31/13—Amines
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
-
- 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
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
-
- 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
- C07K5/06139—Dipeptides with the first amino acid being heterocyclic
- C07K5/06165—Dipeptides with the first amino acid being heterocyclic and Pro-amino acid; Derivatives thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
Se proveen inhibidores de HCV de formula (1), y sus N-oxidos, sales y estereoisomeros, donde la línea de puntos representa un doble enlace opcional entre los átomos C7 y C8; R1 es hidrogeno o alquilo C1-6; R2 es hidrogeno o alquilo C1-6; y n es 3; 4; 5 o 6; composiciones farmacéuticas que contienen compuesto de formula (1), y procesos para la preparacion de compuestos de formulas (1). Se proveen también combinaciones biodisponibles de los inhibidores de HCV de formula (1) con ritonavir. Reivindicacion 14: Un proceso para la preparacion de un compuesto como se reivindica en cualquiera de las reivindicaciones 1 a 9, donde dicho proceso comprende: a) la preparacion de un compuesto de formula (1), donde el enlace C7-8 es un doble enlace, que es un compuesto de formula (2), como se define en la reivindicacion 2, mediante la formacion de un doble enlace C7-8, en particular, por medio de un reaccion de metahesis de olefina, con el ciclado concomitante para obtener el macrociclo, como se representa en el esquema de reaccion, b) la conversion de un compuesto de formula (2) en un compuesto de formula (1), donde la union C7-8 en el macrociclo es un enlace simple, esto es, un compuesto de formula (3) como se define en la reivindicacion 3, mediante la reduccion del doble enlace C7-8 en el compuesto de formula (2), c) la reaccion de una ciclopropilsulfonamida de formula (4) con un intermediario de formula (3) mediante una reaccion de formacion de amida, como se representa en el esquema de reaccion, d) la eterificacion de un intermediario de formula (5) con una quinolina de formula (6), como se representa en el esquema de reaccion, donde X en la formula (6) representa hidroxi o un grupo de salida; donde dicha reaccion, en particular, es una reaccion de O-arilacion donde X representa un grupo de salida, o una reaccion de Mitsunobu donde X es hidroxi, e) la preparacion de un compuesto de formula (1) donde R1 es hidrogeno, donde dicho compuesto se representa por medio de la formula (7), a partir de un correspondiente intermediario con proteccion de nitrogeno (8), donde PG representa un grupo protector de nitrogeno, f) la conversion de compuestos de formula (1) entre sí, mediante una reaccion de transformacion de grupos funcionales, o g) la preparacion de una forma de sal mediante la reaccion de las forma libre de un compuesto de formula (1) con un ácido o una base.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05107066 | 2005-07-29 | ||
| EP06101278 | 2006-02-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR054881A1 true AR054881A1 (es) | 2007-07-25 |
Family
ID=37102945
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP060103302A AR054881A1 (es) | 2005-07-29 | 2006-07-28 | Inhibidores macrociclicos de la replicacion del virus de la hepatitis c, un proceso para su preparacion, una composicion farmaceutica que lo comprende y su uso para la elaboracion de un medicamento para el tratamiento de la hepatitis c |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US8008251B2 (es) |
| EP (1) | EP1913014B1 (es) |
| JP (1) | JP5508713B2 (es) |
| KR (1) | KR101321392B1 (es) |
| CN (1) | CN101233147B (es) |
| AR (1) | AR054881A1 (es) |
| AT (1) | ATE496934T1 (es) |
| AU (1) | AU2006274857B2 (es) |
| BR (1) | BRPI0614515A2 (es) |
| CA (1) | CA2616954C (es) |
| CY (1) | CY1112001T1 (es) |
| DE (1) | DE602006019879D1 (es) |
| DK (1) | DK1913014T3 (es) |
| EA (1) | EA200800485A1 (es) |
| GT (1) | GT200600340A (es) |
| HK (1) | HK1116503A1 (es) |
| HR (1) | HRP20110289T1 (es) |
| IL (1) | IL188281A (es) |
| ME (1) | ME01233B (es) |
| MX (1) | MX2008001394A (es) |
| MY (1) | MY139987A (es) |
| NO (1) | NO20081074L (es) |
| NZ (1) | NZ564542A (es) |
| PE (1) | PE20070210A1 (es) |
| PL (1) | PL1913014T3 (es) |
| PT (1) | PT1913014E (es) |
| RS (1) | RS51776B (es) |
| SG (1) | SG163610A1 (es) |
| SI (1) | SI1913014T1 (es) |
| TW (1) | TWI437993B (es) |
| UY (1) | UY29702A1 (es) |
| WO (1) | WO2007014918A1 (es) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY140680A (en) | 2002-05-20 | 2010-01-15 | Bristol Myers Squibb Co | Hepatitis c virus inhibitors |
| AR048401A1 (es) | 2004-01-30 | 2006-04-26 | Medivir Ab | Inhibidores de la serina-proteasa ns3 del vhc |
| WO2006116053A1 (en) * | 2005-04-22 | 2006-11-02 | Sciclone Pharmaceuticals, Inc. | Immunomodulator compounds as vaccine enhancers |
| PE20070211A1 (es) | 2005-07-29 | 2007-05-12 | Medivir Ab | Compuestos macrociclicos como inhibidores del virus de hepatitis c |
| US7741281B2 (en) | 2005-11-03 | 2010-06-22 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| WO2008008776A2 (en) | 2006-07-11 | 2008-01-17 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| US8343477B2 (en) | 2006-11-01 | 2013-01-01 | Bristol-Myers Squibb Company | Inhibitors of hepatitis C virus |
| US7772180B2 (en) | 2006-11-09 | 2010-08-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8003604B2 (en) | 2006-11-16 | 2011-08-23 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7888464B2 (en) | 2006-11-16 | 2011-02-15 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7763584B2 (en) | 2006-11-16 | 2010-07-27 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| WO2008059046A1 (en) * | 2006-11-17 | 2008-05-22 | Tibotec Pharmaceuticals Ltd. | Macrocyclic inhibitors of hepatitis c virus |
| US8383583B2 (en) | 2007-10-26 | 2013-02-26 | Enanta Pharmaceuticals, Inc. | Macrocyclic, pyridazinone-containing hepatitis C serine protease inhibitors |
| US8202996B2 (en) | 2007-12-21 | 2012-06-19 | Bristol-Myers Squibb Company | Crystalline forms of N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-((7-chloro-4-methoxy-1-isoquinolinyl)oxy)-N- ((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)-L-prolinamide |
| EP2250174B1 (en) | 2008-02-04 | 2013-08-28 | IDENIX Pharmaceuticals, Inc. | Macrocyclic serine protease inhibitors |
| CN102015652A (zh) | 2008-03-20 | 2011-04-13 | 益安药业 | 作为丙型肝炎病毒抑制剂的氟化大环化合物 |
| US8163921B2 (en) | 2008-04-16 | 2012-04-24 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| JP5529120B2 (ja) | 2008-05-29 | 2014-06-25 | ブリストル−マイヤーズ スクイブ カンパニー | Ｃ型肝炎ウイルス阻害剤 |
| US7964560B2 (en) | 2008-05-29 | 2011-06-21 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8207341B2 (en) | 2008-09-04 | 2012-06-26 | Bristol-Myers Squibb Company | Process or synthesizing substituted isoquinolines |
| US8563505B2 (en) | 2008-09-29 | 2013-10-22 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8044087B2 (en) | 2008-09-29 | 2011-10-25 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8283310B2 (en) | 2008-12-15 | 2012-10-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8377962B2 (en) | 2009-04-08 | 2013-02-19 | Idenix Pharmaceuticals, Inc. | Macrocyclic serine protease inhibitors |
| AR077712A1 (es) | 2009-08-05 | 2011-09-14 | Idenix Pharmaceuticals Inc | Inhibidores de serina proteasa macrociclica |
| WO2012109398A1 (en) | 2011-02-10 | 2012-08-16 | Idenix Pharmaceuticals, Inc. | Macrocyclic serine protease inhibitors, pharmaceutical compositions thereof, and their use for treating hcv infections |
| US8957203B2 (en) | 2011-05-05 | 2015-02-17 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8691757B2 (en) | 2011-06-15 | 2014-04-08 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9207002B2 (en) | 2011-10-12 | 2015-12-08 | International Business Machines Corporation | Contaminant separator for a vapor-compression refrigeration apparatus |
| MX360452B (es) | 2012-10-19 | 2018-11-01 | Bristol Myers Squibb Co | Inhibidores del virus de la hepatitis c. |
| US9598433B2 (en) | 2012-11-02 | 2017-03-21 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| WO2014071007A1 (en) | 2012-11-02 | 2014-05-08 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| US9643999B2 (en) | 2012-11-02 | 2017-05-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| WO2014070974A1 (en) | 2012-11-05 | 2014-05-08 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| WO2014137869A1 (en) | 2013-03-07 | 2014-09-12 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0727419T3 (da) | 1992-12-29 | 2002-06-10 | Abbott Lab | Mellemprodukter til fremstilling af forbindelser, som inhiberer retroviral protease |
| IL110752A (en) | 1993-09-13 | 2000-07-26 | Abbott Lab | Liquid semi-solid or solid pharmaceutical composition for an HIV protease inhibitor |
| US5559158A (en) | 1993-10-01 | 1996-09-24 | Abbott Laboratories | Pharmaceutical composition |
| IL111991A (en) | 1994-01-28 | 2000-07-26 | Abbott Lab | Liquid pharmaceutical composition of HIV protease inhibitors in organic solvent |
| US6037157A (en) | 1995-06-29 | 2000-03-14 | Abbott Laboratories | Method for improving pharmacokinetics |
| US6054472A (en) | 1996-04-23 | 2000-04-25 | Vertex Pharmaceuticals, Incorporated | Inhibitors of IMPDH enzyme |
| US5807876A (en) | 1996-04-23 | 1998-09-15 | Vertex Pharmaceuticals Incorporated | Inhibitors of IMPDH enzyme |
| CN1116288C (zh) | 1996-04-23 | 2003-07-30 | 沃泰克斯药物股份有限公司 | 用作肌苷－5'－一磷酸脱氢酶抑制剂的脲衍生物 |
| JP4080541B2 (ja) | 1996-10-18 | 2008-04-23 | バーテックス ファーマシューティカルズ インコーポレイテッド | セリンプロテアーゼ、特にｃ型肝炎ウイルスｎｓ３プロテアーゼの阻害因子 |
| GB9623908D0 (en) | 1996-11-18 | 1997-01-08 | Hoffmann La Roche | Amino acid derivatives |
| DE69816280T2 (de) | 1997-03-14 | 2004-05-27 | Vertex Pharmaceuticals Inc., Cambridge | Inhibitoren des impdh-enzyms |
| EP1012180B1 (en) | 1997-08-11 | 2004-12-01 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis c inhibitor peptide analogues |
| US6323180B1 (en) | 1998-08-10 | 2001-11-27 | Boehringer Ingelheim (Canada) Ltd | Hepatitis C inhibitor tri-peptides |
| IL145475A0 (en) | 1999-03-19 | 2002-06-30 | Vertex Pharma | Compounds that inhibit impdh enzyme and pharmaceutical compositions containing the same |
| UA74546C2 (en) | 1999-04-06 | 2006-01-16 | Boehringer Ingelheim Ca Ltd | Macrocyclic peptides having activity relative to hepatitis c virus, a pharmaceutical composition and use of the pharmaceutical composition |
| SV2003000617A (es) | 2000-08-31 | 2003-01-13 | Lilly Co Eli | Inhibidores de la proteasa peptidomimetica ref. x-14912m |
| US6867185B2 (en) * | 2001-12-20 | 2005-03-15 | Bristol-Myers Squibb Company | Inhibitors of hepatitis C virus |
| NZ561851A (en) | 2002-04-11 | 2009-05-31 | Vertex Pharma | Inhibitors of serine proteases, particularly hepatitis C virus NS3 - NS4 protease |
| US20050075279A1 (en) * | 2002-10-25 | 2005-04-07 | Boehringer Ingelheim International Gmbh | Macrocyclic peptides active against the hepatitis C virus |
| ATE422895T1 (de) * | 2003-04-16 | 2009-03-15 | Bristol Myers Squibb Co | Makrocyclische isochinolinpeptidinhibitoren des hepatitis-c-virus |
| US7125845B2 (en) * | 2003-07-03 | 2006-10-24 | Enanta Pharmaceuticals, Inc. | Aza-peptide macrocyclic hepatitis C serine protease inhibitors |
| DE602004031645D1 (de) * | 2003-09-22 | 2011-04-14 | Boehringer Ingelheim Pharma | Makrozyklische peptide mit wirkung gegen das hepatitis-c-virus |
| AR048401A1 (es) | 2004-01-30 | 2006-04-26 | Medivir Ab | Inhibidores de la serina-proteasa ns3 del vhc |
| CN101273042B (zh) * | 2005-07-29 | 2013-11-06 | 泰博特克药品有限公司 | 丙型肝炎病毒的大环抑制剂 |
| PE20070211A1 (es) * | 2005-07-29 | 2007-05-12 | Medivir Ab | Compuestos macrociclicos como inhibidores del virus de hepatitis c |
| CN101273030B (zh) * | 2005-07-29 | 2012-07-18 | 泰博特克药品有限公司 | 丙型肝炎病毒的大环抑制剂 |
| RU2419619C2 (ru) * | 2005-07-29 | 2011-05-27 | Медивир Аб | Макроциклические ингибиторы вируса гепатита с |
-
2006
- 2006-07-26 PE PE2006000905A patent/PE20070210A1/es not_active Application Discontinuation
- 2006-07-28 PT PT06764263T patent/PT1913014E/pt unknown
- 2006-07-28 AU AU2006274857A patent/AU2006274857B2/en not_active Ceased
- 2006-07-28 CN CN2006800275421A patent/CN101233147B/zh not_active Expired - Fee Related
- 2006-07-28 UY UY29702A patent/UY29702A1/es unknown
- 2006-07-28 TW TW095127583A patent/TWI437993B/zh not_active IP Right Cessation
- 2006-07-28 WO PCT/EP2006/064812 patent/WO2007014918A1/en active Application Filing
- 2006-07-28 AR ARP060103302A patent/AR054881A1/es unknown
- 2006-07-28 AT AT06764263T patent/ATE496934T1/de active
- 2006-07-28 NZ NZ564542A patent/NZ564542A/en not_active IP Right Cessation
- 2006-07-28 KR KR1020087004157A patent/KR101321392B1/ko not_active IP Right Cessation
- 2006-07-28 DK DK06764263.7T patent/DK1913014T3/da active
- 2006-07-28 EP EP06764263A patent/EP1913014B1/en active Active
- 2006-07-28 BR BRPI0614515-9A patent/BRPI0614515A2/pt not_active IP Right Cessation
- 2006-07-28 RS RS20110174A patent/RS51776B/en unknown
- 2006-07-28 ME MEP-2011-73A patent/ME01233B/me unknown
- 2006-07-28 EA EA200800485A patent/EA200800485A1/ru unknown
- 2006-07-28 MY MYPI20063667A patent/MY139987A/en unknown
- 2006-07-28 DE DE602006019879T patent/DE602006019879D1/de active Active
- 2006-07-28 GT GT200600340A patent/GT200600340A/es unknown
- 2006-07-28 MX MX2008001394A patent/MX2008001394A/es active IP Right Grant
- 2006-07-28 JP JP2008523374A patent/JP5508713B2/ja not_active Expired - Fee Related
- 2006-07-28 PL PL06764263T patent/PL1913014T3/pl unknown
- 2006-07-28 US US11/995,888 patent/US8008251B2/en not_active Expired - Fee Related
- 2006-07-28 SG SG201005076-3A patent/SG163610A1/en unknown
- 2006-07-28 SI SI200630993T patent/SI1913014T1/sl unknown
- 2006-07-28 CA CA2616954A patent/CA2616954C/en not_active Expired - Fee Related
-
2007
- 2007-12-20 IL IL188281A patent/IL188281A/en not_active IP Right Cessation
-
2008
- 2008-02-29 NO NO20081074A patent/NO20081074L/no not_active Application Discontinuation
- 2008-06-20 HK HK08106902.6A patent/HK1116503A1/xx not_active IP Right Cessation
-
2011
- 2011-04-19 HR HR20110289T patent/HRP20110289T1/hr unknown
- 2011-04-26 CY CY20111100415T patent/CY1112001T1/el unknown
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