AR048413A1 - Compuestos prolina 3,4- (ciclopentil) - fusionados , como inhibidores de serina proteasa ns3 del virus de la hepatitis c - Google Patents
Compuestos prolina 3,4- (ciclopentil) - fusionados , como inhibidores de serina proteasa ns3 del virus de la hepatitis cInfo
- Publication number
- AR048413A1 AR048413A1 ARP050100678A ARP050100678A AR048413A1 AR 048413 A1 AR048413 A1 AR 048413A1 AR P050100678 A ARP050100678 A AR P050100678A AR P050100678 A ARP050100678 A AR P050100678A AR 048413 A1 AR048413 A1 AR 048413A1
- Authority
- AR
- Argentina
- Prior art keywords
- independently
- heterocyclyl
- cycloalkyl
- likewise
- membered
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 7
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Chemical compound OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 title abstract 2
- 241000711549 Hepacivirus C Species 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 10
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 8
- -1 heteroalkenyl Chemical group 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 5
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000000304 alkynyl group Chemical group 0.000 abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 125000004404 heteroalkyl group Chemical group 0.000 abstract 3
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 125000005330 8 membered heterocyclic group Chemical group 0.000 abstract 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 229930194542 Keto Natural products 0.000 abstract 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 abstract 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000005422 alkyl sulfonamido group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000005281 alkyl ureido group Chemical group 0.000 abstract 1
- 125000003368 amide group Chemical group 0.000 abstract 1
- 125000001769 aryl amino group Chemical group 0.000 abstract 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 abstract 1
- 125000005110 aryl thio group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000005518 carboxamido group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 108700012707 hepatitis C virus NS3 Proteins 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000003001 serine protease inhibitor Substances 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 abstract 1
Classifications
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- 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
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Enzymes And Modification Thereof (AREA)
Abstract
La presente se refiere a compuestos prolina 3,4-(ciclopentil)-fusionados, como inhibidores de serina proteasa NS3 del virus de la hepatitis C, compuestos farmacéuticos que los contienen, usos y métodos de preparacion. Reivindicacion 1: Un compuesto, enantiomeros, estereoisomeros, rotámeros, tautomeros, diaestereoisomeros, o racematos de dicho compuesto, o una sal, solvato o éster farmacéuticamente aceptable de dicho compuesto, donde dicho compuesto tiene la estructura general que se muestra en la formula estructural (1): en la cual: R1 es H, OR8, NR9R10, o CHR9R10, donde R8, R9 y R10 pueden ser iguales o diferentes, y cada uno está independientemente seleccionado del grupo que consiste en H, alquil-, alquenil-, alquinil-, aril- , heteroalquil-, heteroaril-, cicloalquil-, heterociclil-, arilalquil-, y heteroarilalquilo, o alternativamente R9 y R10 en NR9R10 están conectados entre sí de modo que NR9R10 forma un heterociclilo de 4 a 8 miembros, y así mismo, independientemente, alternativamente R9 y R10 en CHR9R10 están conectados entre sí de manera que CHR9R10 forma cicloalquilo de 4 a 8 miembros; R2 y R3 pueden ser iguales o diferentes, y cada uno está independientemente seleccionado del grupo que consiste en H, alquilo, heteroalquilo, alquenilo, heteroalquenilo, alquinilo, heteroalquinilo, cicloalquilo, heterociclilo, arilo, o arilalquilo, heteroarilo, y heteroarilalquilo; Y está seleccionado de las siguientes porciones de formulas (2) en las cuales G es NH o O; y R15, R16, R17, R18, R19, R20, R21, R22, R23, R24 y R25 pueden ser iguales o diferentes, y cada uno está independientemente seleccionado del grupo que consiste en H, alquilo, heteroalquilo, alquenilo, heteroalquenilo, alquinilo, heteroalquinilo, cicloalquilo, heterociclilo, arilo, arilalquilo, heteroarilo, y heteroarilalquilo; o alternativamente, (i) R17 y R18 están independientemente conectados entre sí para formar un cicloalquilo o heterociclilo de 3 a 8 miembros; (ii) así mismo, independientemente R15 y R19 están conectados entre sí para formar un heterociclilo de 4 a 8 miembros; (iii) así mismo independientemente R15 y R16 están conectados entre sí para formar un heterociclilo de 4 a 8 miembros; (iv) así mismo independientemente R15 y R20 están conectados entre sí para formar un heterociclilo de 4 a 8 miembros; (v) así mismo, independientemente R22 y R23 están conectados entre sí para formar un cicloalquilo de 3 a 8 miembros o un heterociclilo de 4 a 8 miembros; y (vi) así mismo independientemente R24 y R25 están conectados entre sí para formar un cicloalquilo de 3 a 8 miembros o un heterocilcilo de 4 a 8 mioembros; donde cada uno de dichos alquilo, arilo, heteroarilo, cicloalquilo, o heterociclilo pueden estar no sustituidos o pueden estar independientemente opcionalmente sustituidos con una o más porciones seleccionadas del grupo que consiste en hidroxi, alcoxi, ariloxi, tio, alquiltio, ariltio, amino, amido, alquilamino, arilamino, alquilsulfonilo, arilsulfonilo, sulfonamido, alquilo, arilo, heteroarilo, alquilsulfonamido, arilulfonamido, ceto, carboxi, carboalcoxi, carboxamido, alcoxicarbonilamino, alcoxicarboniloxi, alquilureido, arilureido, halo, ciano, y nitro.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54865504P | 2004-02-27 | 2004-02-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR048413A1 true AR048413A1 (es) | 2006-04-26 |
Family
ID=34961939
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP050100678A AR048413A1 (es) | 2004-02-27 | 2005-02-24 | Compuestos prolina 3,4- (ciclopentil) - fusionados , como inhibidores de serina proteasa ns3 del virus de la hepatitis c |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7342041B2 (es) |
| EP (1) | EP1737821B1 (es) |
| JP (1) | JP2007525512A (es) |
| CN (1) | CN1946692A (es) |
| AR (1) | AR048413A1 (es) |
| AT (1) | ATE438622T1 (es) |
| CA (1) | CA2557307A1 (es) |
| DE (1) | DE602005015834D1 (es) |
| ES (1) | ES2328589T3 (es) |
| TW (1) | TWI302835B (es) |
| WO (1) | WO2005087730A1 (es) |
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| SV2003000617A (es) | 2000-08-31 | 2003-01-13 | Lilly Co Eli | Inhibidores de la proteasa peptidomimetica ref. x-14912m |
| ITRE20010042A1 (it) * | 2001-04-24 | 2002-10-24 | Corghi Spa | Dispositivo sollevatore per macchine smontagomme |
| JP2003007697A (ja) * | 2001-06-21 | 2003-01-10 | Hitachi Kokusai Electric Inc | 半導体装置の製造方法、基板処理方法および基板処理装置 |
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| US7491794B2 (en) | 2003-10-14 | 2009-02-17 | Intermune, Inc. | Macrocyclic compounds as inhibitors of viral replication |
| CN1946691A (zh) * | 2004-02-27 | 2007-04-11 | 先灵公司 | 作为丙型肝炎病毒ns3丝氨酸蛋白酶抑制剂的化合物 |
| WO2005085242A1 (en) * | 2004-02-27 | 2005-09-15 | Schering Corporation | Novel ketoamides with cyclic p4's as inhibitors of ns3 serine protease of hepatitis c virus |
| ES2572980T3 (es) * | 2005-06-02 | 2016-06-03 | Merck Sharp & Dohme Corp. | Combinación de inhibidores de la proteasa del VHC con un tensioactivo |
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| EP1891089B1 (en) | 2005-06-02 | 2014-11-05 | Merck Sharp & Dohme Corp. | HCV protease inhibitors in combination with food |
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| KR101294467B1 (ko) | 2005-07-25 | 2013-09-09 | 인터뮨, 인크. | C형 간염 바이러스 복제의 신규 거대고리형 억제제 |
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| SG2014013338A (en) * | 2005-08-19 | 2014-06-27 | Vertex Pharma | Processes and intermediates |
| US7964624B1 (en) | 2005-08-26 | 2011-06-21 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases |
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| BRPI0617274A2 (pt) * | 2005-10-11 | 2011-07-19 | Intermune Inc | compostos e métodos para a inibição de replicação viral de hepatite c |
| US7705138B2 (en) | 2005-11-11 | 2010-04-27 | Vertex Pharmaceuticals Incorporated | Hepatitis C virus variants |
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| CA2643688A1 (en) | 2006-02-27 | 2007-08-30 | Vertex Pharmaceuticals Incorporated | Co-crystals and pharmaceutical compositions comprising the same |
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| UA100666C2 (uk) | 2006-04-11 | 2013-01-25 | Новартіс Аг | Інгібітори нсv/віл та їх застосування |
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| AR022061A1 (es) | 1998-08-10 | 2002-09-04 | Boehringer Ingelheim Ca Ltd | Peptidos inhibidores de la hepatitis c, una composicion farmaceutica que los contiene, el uso de los mismos para preparar una composicion farmaceutica, el uso de un producto intermedio para la preparacion de estos peptidos y un procedimiento para la preparacion de un peptido analogo de los mismos. |
| JP2000256396A (ja) | 1999-03-03 | 2000-09-19 | Dainippon Pharmaceut Co Ltd | 複素環式化合物およびその中間体ならびにエラスターゼ阻害剤 |
| 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 |
| US6608027B1 (en) | 1999-04-06 | 2003-08-19 | Boehringer Ingelheim (Canada) Ltd | Macrocyclic peptides active against the hepatitis C virus |
| DE60111509T2 (de) | 2000-04-03 | 2006-05-11 | Vertex Pharmaceuticals Inc., Cambridge | Inhibitoren von Serin-Proteasen, insbesondere der Hepatitis-C-Virus NS23-Protease |
| JP4748911B2 (ja) | 2000-04-05 | 2011-08-17 | シェーリング コーポレイション | N−環状p2部分を含むc型肝炎ウイルスの大環状ns3‐セリンプロテアーゼ阻害剤 |
| CN1432022A (zh) | 2000-04-19 | 2003-07-23 | 先灵公司 | 含有烷基和芳基丙氨酸p2部分的丙型肝炎病毒的大环ns3-丝氨酸蛋白酶抑制剂 |
| CZ303213B6 (cs) | 2000-07-21 | 2012-05-23 | Schering Corporation | Peptidové inhibitory serinové proteázy NS3 a farmaceutický prostredek |
| US20020068702A1 (en) | 2000-07-21 | 2002-06-06 | Marguerita Lim-Wilby | Novel peptides as NS3-serine protease inhibitors of hepatitis C virus |
| AR034127A1 (es) | 2000-07-21 | 2004-02-04 | Schering Corp | Imidazolidinonas como inhibidores de ns3-serina proteasa del virus de hepatitis c, composicion farmaceutica, un metodo para su preparacion, y el uso de las mismas para la manufactura de un medicamento |
| AR029851A1 (es) | 2000-07-21 | 2003-07-16 | Dendreon Corp | Nuevos peptidos como inhibidores de ns3-serina proteasa del virus de hepatitis c |
| US7244721B2 (en) * | 2000-07-21 | 2007-07-17 | Schering Corporation | Peptides as NS3-serine protease inhibitors of hepatitis C virus |
| RU2003105221A (ru) | 2000-07-21 | 2004-09-20 | Шеринг Корпорейшн (US) | Новые пептиды, как ингибиторы ns3-серинпротеазы вируса гепатита с |
| SV2003000617A (es) | 2000-08-31 | 2003-01-13 | Lilly Co Eli | Inhibidores de la proteasa peptidomimetica ref. x-14912m |
| CN1301994C (zh) | 2000-12-12 | 2007-02-28 | 先灵公司 | 作为c型肝炎病毒ns3-丝氨酸蛋白酶抑制剂的二芳基肽 |
| US7456629B2 (en) | 2006-07-11 | 2008-11-25 | Continental Automotive Systems Us, Inc. | Rotary angle sensing system |
-
2005
- 2005-02-24 ES ES05723594T patent/ES2328589T3/es not_active Expired - Lifetime
- 2005-02-24 WO PCT/US2005/005778 patent/WO2005087730A1/en not_active Ceased
- 2005-02-24 US US11/064,757 patent/US7342041B2/en not_active Expired - Fee Related
- 2005-02-24 CA CA002557307A patent/CA2557307A1/en not_active Abandoned
- 2005-02-24 DE DE602005015834T patent/DE602005015834D1/de not_active Expired - Lifetime
- 2005-02-24 JP JP2007500950A patent/JP2007525512A/ja active Pending
- 2005-02-24 AR ARP050100678A patent/AR048413A1/es not_active Application Discontinuation
- 2005-02-24 AT AT05723594T patent/ATE438622T1/de not_active IP Right Cessation
- 2005-02-24 CN CNA2005800128574A patent/CN1946692A/zh active Pending
- 2005-02-24 EP EP05723594A patent/EP1737821B1/en not_active Expired - Lifetime
- 2005-02-25 TW TW094105708A patent/TWI302835B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1737821B1 (en) | 2009-08-05 |
| US7342041B2 (en) | 2008-03-11 |
| JP2007525512A (ja) | 2007-09-06 |
| DE602005015834D1 (de) | 2009-09-17 |
| ES2328589T3 (es) | 2009-11-16 |
| ATE438622T1 (de) | 2009-08-15 |
| WO2005087730A1 (en) | 2005-09-22 |
| EP1737821A1 (en) | 2007-01-03 |
| CN1946692A (zh) | 2007-04-11 |
| CA2557307A1 (en) | 2005-09-22 |
| US20050197301A1 (en) | 2005-09-08 |
| TW200536530A (en) | 2005-11-16 |
| TWI302835B (en) | 2008-11-11 |
| HK1095820A1 (en) | 2007-05-18 |
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| FA | Abandonment or withdrawal |