AR074066A1 - Compuestos heterociclos, inhibidores de la polimerasa viral de rna dependiente de rna - Google Patents
Compuestos heterociclos, inhibidores de la polimerasa viral de rna dependiente de rnaInfo
- Publication number
- AR074066A1 AR074066A1 ARP090104149A ARP090104149A AR074066A1 AR 074066 A1 AR074066 A1 AR 074066A1 AR P090104149 A ARP090104149 A AR P090104149A AR P090104149 A ARP090104149 A AR P090104149A AR 074066 A1 AR074066 A1 AR 074066A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- hydrogen
- 3alkyl
- alkoxy
- amino
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 239000003112 inhibitor Substances 0.000 title abstract 2
- 230000001419 dependent effect Effects 0.000 title 1
- 230000003612 virological effect Effects 0.000 title 1
- -1 pyridinoyl Chemical group 0.000 abstract 15
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 13
- 229910052739 hydrogen Inorganic materials 0.000 abstract 11
- 239000001257 hydrogen Substances 0.000 abstract 11
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 8
- 150000002431 hydrogen Chemical group 0.000 abstract 7
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 4
- 125000002947 alkylene group Chemical group 0.000 abstract 4
- 229910052736 halogen Chemical group 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- 125000002252 acyl group Chemical group 0.000 abstract 3
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000003435 aroyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000006594 (C1-C3) alkylsulfony group Chemical group 0.000 abstract 1
- 125000006698 (C1-C3) dialkylamino group Chemical group 0.000 abstract 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- GMWFCJXSQQHBPI-UHFFFAOYSA-N azetidin-3-ol Chemical compound OC1CNC1 GMWFCJXSQQHBPI-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 108700008776 hepatitis C virus NS-5 Proteins 0.000 abstract 1
- 208000015181 infectious disease Diseases 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 abstract 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 230000010076 replication Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic 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
- A61K31/33—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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4422—1,4-Dihydropyridines, e.g. nifedipine, nicardipine
-
- 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
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Virology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
Son inhibidores de la polimerasa NS5b del virus de la hepatitis C. Se describen también composiciones y métodos para tratar una infeccion del HCV y para inhibir la replicacion del HCV. Reivindicacion 1: Un compuesto de la formula 1, en la que: R1 es (alquileno)0-6COX, (alquileno)0-6NRaRb, (alquileno)0-6CN, hidroxialquilo C1-6 o (alquilsulfonil C1-3)-(alquileno)0-3; X es hidrogeno, hidroxi, alcoxi C1-6, NRcRd; R2 es hidrogeno, alcoxi C1-6, alquilo C1-3 o halogeno; Ra es (a) hidrogeno, (b) alquilo C1-6, (c) acilo C1-6, (d) aroílo, (e) -SO2-alquilo C1-6, (f) -SO2-arilo, (g) -SO2-, aril-alquilo C1-3, (h) aril-alquilo C1-3 o (i) SO2NReRf en el que Re y Rf son con independencia hidrogeno o alquilo C1-3, (j) piridinoílo, (k) (cicloalquil 03-7)-carbonilo o (l) CONHReRf o (m) -SO2-cicloalquilo C3-7 o (n) 4-metano-sulfonilamino-pirrolidina-2-carbonilo, en los que dicho resto cicloalquilo está sustituido por alquilsulfonil-amino C1-3 y en los que dicho arilo, dicho aroílo y dicho piridinoílo está opcionalmente sustituidos con independencia entre sí de una a tres veces por grupos elegidos con independencia entre hidroxi, alcoxi C1-6, (alcoxi C1-6)-amino, (alquilo C1-3)-amino, di(alquil C1-3)-amino, (acil C1-6)-amino, (alquil C1-6)-sulfonilamino, bis-(alquil-sulfonil C1-6)-amino, alquilo C1-6 y halogeno; Rb es hidrogeno, alquilo C1-6, arilo opcionalmente sustituido, hidroxialquilo C1-6, (aciloxi C1-3)-alquilo C1-6, heterociclil-alquilo C1-3; (cicloalquil C3-6)-alquilo C1 3, pirrolidin-3-ilmetilo, 1-acetil-pirrolidin-3-ilmetilo, piperidin-4-ilo o piridinilo; o Ra y Rb juntos son C(=O)C(Me)2NHC(=O), (CH2)3-5S(=O)2, (CH2)2-5-C(=O), C(=O)CH2C(Me)2CH2C(=O), HC=CC(Br)=CHC(=O), C(=O)-(CH2)2-4C(=O), HC=CC(=O)CEt2(O), S(=O)2NR6(CH2)3-5, en los que R6 es hidrogeno, alquilo C1-6 o Boc; o Ra y Rb junto con el átomo de nitrogeno al que están unidos forman (a) ftaloílo (b) 1-metil-1,3-dihidro-2-oxo-benzo-imidazol-3-ilo, (c) 5-oxo-pirrolidin-1-ilo opcionalmente sustituido por carbo-alcoxilo C1-6 o (carboxi C1-3)-hidroximetilo, (d) 3-hidroximetil-pirrolidin-1-ilo, (e) 2-oxo-oxazolidin-3-ilo opcionalmente sustituido por alquilo C1-6 o (f) 3-oxo-2,3-dihidro-1H-isoindolilo opcionalmente sustituido por (alquil C1-6)-sulfonilamino o (cicloalquil C3-6)-sulfonilamino; Rc es hidrogeno o alquilo C1-6; Rd es hidrogeno, alquilo C1-6; piridinil-alquilo C1-3, ciano-alquilo C1-3, 4-(alcoxi C1-3)-alquilo C1-6, aril-alquilo C1-3 opcionalmente sustituido por halogeno; o Rc y Rd juntos son (CH2)2X1(CH2)2 en el que X1 es O, SO2 o NR7, en el que R7 es hidrogeno, alquilo C1-6, (alcoxi C1-3)-alquilo C1-3 o acilo C1-3, o Rc y Rd junto con el átomo de nitrogeno al que están unidos forman un 4,4-difluor-piperidin-1-ilo, 4-fenoxi-piperidin-1-ilo, 3-hidroxi-azetidina, 4-ciano-piperidin-1-ilo, 3-(hidroxilmetil)pirrolidin-1-ilo o 2-hidroximetil-morfolin-4-ilo; R3a, R3b y R3c (i) si se toman por separado se eligen con independencia entre alquilo C1-3, alcoxi C1-2 o fluoralquilo C1-2 o (ii) si se toman juntos, R3a y R3b juntos son (metileno)2-4 y R3c es alquilo C1-3; R4 es hidrogeno o alquilo C1-6; R5 es hidrogeno, halogeno o alquilo C1-3 o sus sales farmacéuticamente aceptables.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19794308P | 2008-10-30 | 2008-10-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR074066A1 true AR074066A1 (es) | 2010-12-22 |
Family
ID=41509812
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP090104149A AR074066A1 (es) | 2008-10-30 | 2009-10-28 | Compuestos heterociclos, inhibidores de la polimerasa viral de rna dependiente de rna |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8232271B2 (es) |
| EP (1) | EP2350007A1 (es) |
| JP (1) | JP2012506888A (es) |
| KR (1) | KR20110074941A (es) |
| CN (1) | CN102186823A (es) |
| AR (1) | AR074066A1 (es) |
| AU (1) | AU2009309813A1 (es) |
| BR (1) | BRPI0919973A2 (es) |
| CA (1) | CA2741325A1 (es) |
| IL (1) | IL211984A0 (es) |
| MX (1) | MX2011004133A (es) |
| RU (1) | RU2011121511A (es) |
| TW (1) | TW201020246A (es) |
| WO (1) | WO2010049331A1 (es) |
| ZA (1) | ZA201102607B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2768924A1 (en) * | 2009-09-21 | 2011-03-24 | F. Hoffmann-La Roche Ag | Heterocyclic antiviral compounds |
| KR101322617B1 (ko) | 2013-07-30 | 2013-10-29 | 이화전기공업 주식회사 | 배터리를 구비한 무정전전원장치의 에너지저장시스템 및 그 운전방법 |
| EP3284734B1 (en) * | 2015-04-13 | 2021-12-01 | Sumitomo Seika Chemicals Co., Ltd. | Method for producing 2-halogenated benzoic acids |
| JOP20170045B1 (ar) * | 2016-02-19 | 2021-08-17 | Novartis Ag | مركبات بيريدون رباعية الحلقة كمضادات فيروسية |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0885885B1 (en) * | 1996-02-02 | 2006-01-04 | KumaiI Chemical Industry Co., Ltd. | Pyridone derivatives and herbicides |
| JPH11140054A (ja) * | 1997-07-31 | 1999-05-25 | Kumiai Chem Ind Co Ltd | ２−ピリドン誘導体及び除草剤 |
| US6323180B1 (en) | 1998-08-10 | 2001-11-27 | Boehringer Ingelheim (Canada) Ltd | Hepatitis C inhibitor tri-peptides |
| WO2001085172A1 (en) | 2000-05-10 | 2001-11-15 | Smithkline Beecham Corporation | Novel anti-infectives |
| RU2007110531A (ru) | 2004-08-23 | 2008-09-27 | Ф.Хоффманн-Ля Рош Аг (Ch) | Гетероциклические противовирусные соединения |
| WO2008104473A2 (en) * | 2007-02-28 | 2008-09-04 | F. Hoffmann-La Roche Ag | Pyrazolopyriidine derivatives and their use as kinase inhibitors |
| ATE512954T1 (de) | 2007-09-17 | 2011-07-15 | Abbott Lab | Als inhibitoren des hepatitis-c-virus (hcv) geeignete n-phenyldioxohydropyrimidine |
| TWI468407B (zh) | 2008-02-06 | 2015-01-11 | Du Pont | 中離子農藥 |
| PE20110409A1 (es) * | 2008-07-23 | 2011-06-22 | Hoffmann La Roche | Compuestos heterociclicos antiviricos |
| WO2010111437A1 (en) | 2009-03-25 | 2010-09-30 | Abbott Laboratories | Antiviral compounds and uses thereof |
| MX2011010058A (es) | 2009-03-25 | 2011-10-11 | Abbott Lab | Compuestos antivirales y usos de los mismos. |
-
2009
- 2009-10-21 AU AU2009309813A patent/AU2009309813A1/en not_active Abandoned
- 2009-10-21 CA CA2741325A patent/CA2741325A1/en not_active Abandoned
- 2009-10-21 BR BRPI0919973A patent/BRPI0919973A2/pt not_active Application Discontinuation
- 2009-10-21 CN CN2009801406556A patent/CN102186823A/zh active Pending
- 2009-10-21 EP EP09736990A patent/EP2350007A1/en not_active Withdrawn
- 2009-10-21 MX MX2011004133A patent/MX2011004133A/es not_active Application Discontinuation
- 2009-10-21 KR KR1020117012117A patent/KR20110074941A/ko not_active Application Discontinuation
- 2009-10-21 WO PCT/EP2009/063811 patent/WO2010049331A1/en active Application Filing
- 2009-10-21 JP JP2011533680A patent/JP2012506888A/ja active Pending
- 2009-10-21 RU RU2011121511/04A patent/RU2011121511A/ru unknown
- 2009-10-28 AR ARP090104149A patent/AR074066A1/es unknown
- 2009-10-28 TW TW098136558A patent/TW201020246A/zh unknown
- 2009-10-30 US US12/609,160 patent/US8232271B2/en not_active Expired - Fee Related
-
2011
- 2011-03-29 IL IL211984A patent/IL211984A0/en unknown
- 2011-04-07 ZA ZA2011/02607A patent/ZA201102607B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2010049331A1 (en) | 2010-05-06 |
| TW201020246A (en) | 2010-06-01 |
| BRPI0919973A2 (pt) | 2015-12-08 |
| RU2011121511A (ru) | 2012-12-10 |
| EP2350007A1 (en) | 2011-08-03 |
| MX2011004133A (es) | 2011-05-24 |
| AU2009309813A1 (en) | 2010-05-06 |
| CA2741325A1 (en) | 2010-05-06 |
| CN102186823A (zh) | 2011-09-14 |
| KR20110074941A (ko) | 2011-07-04 |
| IL211984A0 (en) | 2011-06-30 |
| JP2012506888A (ja) | 2012-03-22 |
| ZA201102607B (en) | 2011-12-28 |
| US20100111900A1 (en) | 2010-05-06 |
| US8232271B2 (en) | 2012-07-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |