AR059481A1 - Derivados de 1, 3-dihidro-imidazo[4, 5-c]piridin-2-ona como agonista del receptor tlr7, un metodo para su preparacion, intermediarios de sintesis de los mismos, una composicion farmaceutica que los comprende y su uso en la elaboracion de un medicamento para el tratamiento de infecciones viricas. - Google Patents
Derivados de 1, 3-dihidro-imidazo[4, 5-c]piridin-2-ona como agonista del receptor tlr7, un metodo para su preparacion, intermediarios de sintesis de los mismos, una composicion farmaceutica que los comprende y su uso en la elaboracion de un medicamento para el tratamiento de infecciones viricas.Info
- Publication number
- AR059481A1 AR059481A1 ARP070100607A ARP070100607A AR059481A1 AR 059481 A1 AR059481 A1 AR 059481A1 AR P070100607 A ARP070100607 A AR P070100607A AR P070100607 A ARP070100607 A AR P070100607A AR 059481 A1 AR059481 A1 AR 059481A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- cycloalkyl
- aryl
- alkylene
- heterocyclyl
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 108010060825 Toll-Like Receptor 7 Proteins 0.000 title 1
- 102000008236 Toll-Like Receptor 7 Human genes 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 208000015181 infectious disease Diseases 0.000 title 1
- 229940126601 medicinal product Drugs 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 239000000018 receptor agonist Substances 0.000 title 1
- 229940044601 receptor agonist Drugs 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000003118 aryl group Chemical group 0.000 abstract 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 8
- 125000000623 heterocyclic group Chemical group 0.000 abstract 6
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 125000006714 (C3-C10) heterocyclyl group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000002947 alkylene group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000005842 heteroatom Chemical group 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003112 inhibitor Substances 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- ZJSVBILSBHWRTN-UHFFFAOYSA-N 1,3-dihydroimidazo[4,5-c]pyridin-2-one Chemical class C1=NC=C2NC(=O)NC2=C1 ZJSVBILSBHWRTN-UHFFFAOYSA-N 0.000 abstract 1
- 208000035473 Communicable disease Diseases 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 208000036142 Viral infection Diseases 0.000 abstract 1
- 230000008484 agonism Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 208000006454 hepatitis Diseases 0.000 abstract 1
- 231100000283 hepatitis Toxicity 0.000 abstract 1
- 230000028993 immune response Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003607 modifier Substances 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 230000009385 viral infection Effects 0.000 abstract 1
Classifications
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- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- 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
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
-
- 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
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- 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
- 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
Derivados de 1,3-dihidro-imidazo[4,5-c]piridin-2-ona como modificadores de la respuesta inmune de formula (1), que actuan de forma selectiva por agonismo de receptores similares a ToII (TLR), a usos de los mismos, a procedimientos para la preparacion de los mismos, a intermedios usados en la preparacion de los mismos ya composiciones que contienen dichos inhibidores. Estos inhibidores tienen utilidad en una diversidad de áreas terapéuticas incluyendo el tratamiento de enfermedades infecciosas tales como hepatitis (por ejemplo, HCV, HBC), infecciones víricas genéticamente relacionadas y cáncer. Reivindicacion 1: Un compuesto de formula (1) o una sal o solvato farmacéuticamente aceptable de dicho compuesto o tautomero, en la que (a) Y es un enlace directo, y R3 se selecciona entre arilo, alquilo C1-6 y alquilen C1-4-O-alquilo C1-4; o (b) Y es alquileno C1-4, y R3 se selecciona entre arilo, cicloalquilo C3-7 y un heterociclilo de 3 a 10 miembros; Z es un oxigeno o está ausente; R1 se selecciona entre H, halogeno, OH, CN, alquilo C1-6, cicloalquilo C3-7, alcoxi C1-5, -NHSO2R6, -NR6R7, -C(O)R6, -CO2R6, -C(O)NR6R7, -C(O)NR6SO2R8, arilo y heterociclilo de 3 a 10 miembros; R2 se selecciona entre H, halogeno, OH, alquilo C1-6, cicloalquilo C3-7, alcoxi C1-6, -NR6R7, -CO2R6, -C(O)NR6R7, -C(O)NR6SO2R8,y heterociclilo de 3 a 10 miembros; o R1 y R2 pueden unirse para formar una union de tipo alquileno C2-5, incorporando dicha union opcionalmente 1 o 2 heteroátomos seleccionados cada uno de ellos independientemente entre N, O y S; R5 está ausente y R4 se selecciona entre H, cicloalquilo C3-7, arilo, (CH2)arilo, -C(O)R9, -CO2R9, -alquilen C1-6-O-C(O)R9, -alquilen C1-6-O-CO2R9, -C(O)NR9R10, - alquilen C1-6-O-C(O)NR9R10 y -alquilen C1-6-O-P(O)(OH)2; o R4 está ausente y R5 se selecciona entre R9, -C(O)R9, -CO2R9, -alquilen C1-6-O-C(O)R9, -alquilen C1-6-O-CO2R9, -C(O)NR9R10, -alquilen C1-6-O-C(O)NR9R10 y -alquilen C1-6-O-P(O)(OH)2, cada uno de R6 y R7 se selecciona independientemente entre H, alquilo C1-6, cicloalquilo C3-7, y -alquilen C1-6-cicloalquilo C3-7; o R6 y R7 tomados junto con el nitrogeno al que están unidos forman un heterociclo saturado de 3 a 6 miembros que contiene opcionalmente uno o dos heteroátomos adicionales seleccionados entre N, O y S; R8 se selecciona entre alquilo C1-6, cicloalquilo C3-7 y fenilo; cada uno de R9 y R10 se selecciona independientemente entre H, alquilo C1-6, cicloalquilo C3-7, arilo, - (CH2)arilo y heterociclilo de 3 a 10 miembros; o R9 y R10, tomados junto con el nitrogeno al que están unidos, forman un grupo heterociclilo de 3 a 10 miembros; R11 y R12 se seleccionan independientemente entre H y alquilo C1-6; o R11 y R12 junto con el N al que están unidos forman un heterociclilo saturado de 3 a 6 miembros que contiene opcionalmente uno o dos heteroátomos adicionales seleccionados entre N, O y S; estando dichos grupos alquilo, cicloalquilo, alcoxi, arilo y heterociclilo opcionalmente sustituidos con uno o más átomos o grupos seleccionados independientemente entre halogeno, OH, oxo, CF3, CN, alquilo C1-6, cicloalquilo C3-7, alcoxi C1-6, -alquileno C1-6-O-alquilo C1-6, -alquilen C1-6-OH, NR11R12, -alquilen C1-6- NR11R12, arilo y heterociclilo de 3 a 10 miembros; con la condicion de que cuando R1 y R2 son H, y Z y R5 están ausentes, entonces (a) R4 no es metilo cuando Y-R3 es etilo; y (b) R4 no es H o metilo cuando Y-R3 es metilo.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US77458006P | 2006-02-17 | 2006-02-17 | |
US82973006P | 2006-10-17 | 2006-10-17 | |
US87002006P | 2006-12-14 | 2006-12-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
AR059481A1 true AR059481A1 (es) | 2008-04-09 |
Family
ID=37945069
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP070100607A AR059481A1 (es) | 2006-02-17 | 2007-02-13 | Derivados de 1, 3-dihidro-imidazo[4, 5-c]piridin-2-ona como agonista del receptor tlr7, un metodo para su preparacion, intermediarios de sintesis de los mismos, una composicion farmaceutica que los comprende y su uso en la elaboracion de un medicamento para el tratamiento de infecciones viricas. |
Country Status (17)
Country | Link |
---|---|
US (1) | US7691877B2 (es) |
EP (1) | EP1987030B1 (es) |
JP (1) | JP2009528989A (es) |
KR (1) | KR20080085232A (es) |
AR (1) | AR059481A1 (es) |
AT (1) | ATE532784T1 (es) |
AU (1) | AU2007216247A1 (es) |
BR (1) | BRPI0707945A2 (es) |
CA (1) | CA2640672A1 (es) |
ES (1) | ES2374455T3 (es) |
IL (1) | IL193173A0 (es) |
MX (1) | MX2008010611A (es) |
NL (1) | NL2000480C2 (es) |
PE (1) | PE20070983A1 (es) |
TW (1) | TW200800995A (es) |
UY (1) | UY30169A1 (es) |
WO (1) | WO2007093901A1 (es) |
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BRPI0917013A2 (pt) | 2008-08-11 | 2016-02-16 | Glaxosmithkline Llc | métodos para tratar doenças alérgicas e outras condições inflamatórias, e para tratar ou prevenir doença, composto, composição farmacêutica, e, uso de um composto |
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NL2000480C2 (nl) | 2012-09-17 |
CA2640672A1 (en) | 2007-08-23 |
WO2007093901A1 (en) | 2007-08-23 |
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