AR082768A1 - Derivados de indolizina, su procedimiento de preparacion y composiciones farmaceuticas que los contienen - Google Patents
Derivados de indolizina, su procedimiento de preparacion y composiciones farmaceuticas que los contienenInfo
- Publication number
- AR082768A1 AR082768A1 ARP110102399A ARP110102399A AR082768A1 AR 082768 A1 AR082768 A1 AR 082768A1 AR P110102399 A ARP110102399 A AR P110102399A AR P110102399 A ARP110102399 A AR P110102399A AR 082768 A1 AR082768 A1 AR 082768A1
- Authority
- AR
- Argentina
- Prior art keywords
- alk
- group
- coor5
- alkyl
- groups
- Prior art date
Links
- HOBCFUWDNJPFHB-UHFFFAOYSA-N indolizine Chemical class C1=CC=CN2C=CC=C21 HOBCFUWDNJPFHB-UHFFFAOYSA-N 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 11
- 125000001072 heteroaryl group Chemical group 0.000 abstract 7
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000001188 haloalkyl group Chemical group 0.000 abstract 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- -1 -COOR5 Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000006165 cyclic alkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
Classifications
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- 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
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- 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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A—HUMAN NECESSITIES
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- 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
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
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- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
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- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
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- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members 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
- C07D207/36—Oxygen or sulfur atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/82—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
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- Diabetes (AREA)
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- Heart & Thoracic Surgery (AREA)
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- Biomedical Technology (AREA)
Abstract
Reivindicación 1: Compuesto de fórmula (1) en la que R1 representa un átomo de hidrógeno o de halógeno, un grupo alquilo sustituido opcionalmente con -COOR5, alquenilo sustituido opcionalmente con -COOR5, un grupo -COOR5, -CONR5R6, -NR5COR6, -NR5-SO2R6, -OR5, -O-Alk-OR5, -O-Alk-COOR5, -O-Alk-OR5, -O-Alk-NR5R6, -O-Alk-NR7R8, o un grupo arilo, en particular fenilo, o heteroarilo, estando dicho grupo arilo o heteroarilo sustituido opcionalmente con uno o varios grupos elegidos entre los átomos de halógeno, los grupos alquilo, los grupos cicloalquilo, -COOR5, -CF3, -OCF3, -CN, -C(NH2)NOH, -OR5, -O-Alk-COOR5, -O-Alk-NR5R6, -O-Alk-NR7R8, -Alk-OR5, -Alk-COOR5, -CONR5R6, -CO-NR5-OR6, -CO-NR5-SO2R7, -CONR5-Alk-NR5R6, -CONR5-Alk-NR7R8, -Alk-NR5R6, -NR5R6, -NC(O)N(CH3)2, -CO-Alk, -CO(OAlk)nOH, -COO-AIkNR5R6, COOAlk-NR7R8 y los grupos heteroarilo de 5 eslabones, estando dichos grupos heteroarilo sustituidos opcionalmente con uno o varios grupos elegidos entre los átomos de halógeno y los grupos alquilo, -CF3, -CN, -COOR5, -Alk-OR5, -Alk-COOR5, -CONR5R6, -CONR7R8, -CO-NR5-OR6, -CO-NR5-SO2R7 y -NR5R5, -Alk-NR5R6, o con un grupo hidroxilo o con un átomo de oxígeno; n es un número entero que va de 1 a 3; R2 representa un átomo de hidrógeno, un grupo alquilo, un grupo fenilo sustituido opcionalmente con uno o varios grupos alquilo, R3 y R4 forman conjuntamente, con los átomos de carbono del núcleo fenilo al que están unidos, un heterociclo nitrogenado de 6 eslabones que responde a una de las fórmulas (A), (B) ó (C) en las que los trazos ondulados representan el núcleo fenilo al que están unidos R3 y R4; y Ra representa un átomo de hidrógeno o un grupo alquilo, halógenoalquilo, -Alk-CF3, -Alk-COOR5, -Alk’-COOR5, -Alk-CONR5R6, -Alk’-CONR5R6, -Alk-CONR7R8, -Alk-NR5R6, -AIkCONR5-OR6, -Alk-NR7R8, -Alk-cicloalquilo, -Alk-OR5, -Alk-S-R5, -Alk-CN, -OR5, -OAIkCOOR5, -NR5R6, -NR5-COOR6, -Alk-arilo, -Alk-O-arilo, -Alk-O-heteroarilo, -Alk-heteroarilo o heteroarilo en el que el grupo arilo o heteroarilo está sustituido opcionalmente con uno o varios átomos de halógeno y/o grupos alquilo, cicloalquilo, -CF3, -OCF3, -O-R5 o -S-R5; Ra’ representa un átomo de hidrógeno o un grupo alquilo, lineal, ramificado, cíclico o parcialmente cíclico, o un grupo -Alk-OR5 o -Alk-NR5R6, -Alk-NR7R8, estando Ra’ sustituido opcionalmente con uno o varios átomos de halógeno; Rb representa un átomo de hidrógeno o un grupo alquilo o -Alk-COOR5; Rb’ representa un átomo de hidrógeno o un grupo alquilo, halógenoalquilo, cicloalquilo, fenilo o -Alk-COOR5; Rc representa un átomo de hidrógeno o un grupo alquilo, -CN, -COOR5, -CO-NR5R5, -CONR7R8, -CO-NR5-Alk-NR5R6, -CONR5-Alk-OR5, CONR5SO2R5, o -Alk-arilo, -Alk-heteroarilo, en el que el grupo arilo o heteroarilo está sustituido opcionalmente con uno o varios átomos de halógeno y/o grupos alquilo, cicloalquilo, -CF3, -OCF3, -O-alquilo o -S-alquilo; Rc’ representa un átomo de hidrógeno o un grupo alquilo; Rc’’ representa un átomo de hidrógeno o un grupo alquilo, alquenilo, halógenoalquilo, cicloalquilo, -Alk-NR5R6, -Alk-NR7R8, -Alk-OR5, -Alk-SR5; R5 y R6, idénticos o diferentes, representan átomos de hidrógeno, grupos halógenoalquilo o grupos alquilo, grupos cicloalquilo, un grupo Ms; R7 y R8, idénticos o diferentes, representan átomos de hidrógeno o grupos alquilo o fenilo, o bien R7 y R8 forman conjuntamente un ciclo saturado de 3 a 8 eslabones que puede contener opcionalmente un heteroátomo; Alk representa una cadena alquileno lineal o ramificada; y Alk’ representa una cadena alquileno lineal, ramificada, cíclica o parcialmente cíclica; opcionalmente en la forma de una de sus sales farmacéuticamente aceptables.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1055477A FR2962438B1 (fr) | 2010-07-06 | 2010-07-06 | Derives d'indolizines, procedes de preparation et application en therapeutique |
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| AR082768A1 true AR082768A1 (es) | 2013-01-09 |
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| ARP110102399A AR082768A1 (es) | 2010-07-06 | 2011-07-05 | Derivados de indolizina, su procedimiento de preparacion y composiciones farmaceuticas que los contienen |
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| KR (1) | KR101797795B1 (es) |
| CN (1) | CN103080112B (es) |
| AR (1) | AR082768A1 (es) |
| AU (1) | AU2011275426B2 (es) |
| BR (1) | BR112013000306A2 (es) |
| CA (1) | CA2805065C (es) |
| CL (1) | CL2013000018A1 (es) |
| CO (1) | CO6650361A2 (es) |
| CR (1) | CR20130001A (es) |
| CY (1) | CY1116945T1 (es) |
| DK (1) | DK2590975T3 (es) |
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| EA (1) | EA024160B1 (es) |
| EC (1) | ECSP13012362A (es) |
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| GT (1) | GT201300001A (es) |
| HR (1) | HRP20151162T1 (es) |
| HU (1) | HUE026067T2 (es) |
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| SG (2) | SG186436A1 (es) |
| SI (1) | SI2590975T1 (es) |
| TN (1) | TN2012000609A1 (es) |
| TW (1) | TWI494310B (es) |
| UA (1) | UA109013C2 (es) |
| UY (1) | UY33489A (es) |
| WO (1) | WO2012004731A1 (es) |
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| FR2985258A1 (fr) * | 2011-12-28 | 2013-07-05 | Sanofi Sa | Composes dimeres agonistes des recepteurs des fgfs (fgfrs), leur procede de preparation et leur application en therapeutique |
| CN107652289B (zh) | 2012-06-13 | 2020-07-21 | 因塞特控股公司 | 作为fgfr抑制剂的取代的三环化合物 |
| US9388185B2 (en) | 2012-08-10 | 2016-07-12 | Incyte Holdings Corporation | Substituted pyrrolo[2,3-b]pyrazines as FGFR inhibitors |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| KR102269032B1 (ko) | 2013-04-19 | 2021-06-24 | 인사이트 홀딩스 코포레이션 | Fgfr 저해제로서 이환식 헤테로사이클 |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| EP3242878B1 (en) * | 2015-01-08 | 2020-10-14 | Impetis Biosciences Ltd. | Bicyclic compounds, compositions and medicinal applications thereof |
| PE20171514A1 (es) | 2015-02-20 | 2017-10-20 | Incyte Corp | Heterociclos biciclicos como inhibidores de fgfr |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| WO2016134294A1 (en) | 2015-02-20 | 2016-08-25 | Incyte Corporation | Bicyclic heterocycles as fgfr4 inhibitors |
| AU2016325601C1 (en) * | 2015-09-25 | 2022-03-31 | Ludwig Institute For Cancer Research Ltd. | 3-hydroxy-quinazoline-2,4-dione derivatives and their use as nuclease modulators |
| CN106045994A (zh) * | 2016-06-12 | 2016-10-26 | 上海大学 | 全氟烷基吲嗪衍生物及其合成方法 |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| BR112020022373A2 (pt) | 2018-05-04 | 2021-02-02 | Incyte Corporation | sais de um inibidor de fgfr |
| SG11202010636VA (en) | 2018-05-04 | 2020-11-27 | Incyte Corp | Solid forms of an fgfr inhibitor and processes for preparing the same |
| WO2020185532A1 (en) | 2019-03-08 | 2020-09-17 | Incyte Corporation | Methods of treating cancer with an fgfr inhibitor |
| WO2021007269A1 (en) | 2019-07-09 | 2021-01-14 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| WO2021076602A1 (en) | 2019-10-14 | 2021-04-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| WO2021076728A1 (en) | 2019-10-16 | 2021-04-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| JP7720840B2 (ja) | 2019-12-04 | 2025-08-08 | インサイト・コーポレイション | Fgfr阻害剤としての三環式複素環 |
| CN115151539A (zh) | 2019-12-04 | 2022-10-04 | 因赛特公司 | Fgfr抑制剂的衍生物 |
| WO2021146424A1 (en) | 2020-01-15 | 2021-07-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| US12065494B2 (en) | 2021-04-12 | 2024-08-20 | Incyte Corporation | Combination therapy comprising an FGFR inhibitor and a Nectin-4 targeting agent |
| AR126102A1 (es) | 2021-06-09 | 2023-09-13 | Incyte Corp | Heterociclos tricíclicos como inhibidores de fgfr |
| CA3220155A1 (en) | 2021-06-09 | 2022-12-15 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
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| US20040116462A1 (en) | 2002-12-12 | 2004-06-17 | Mitsunori Ono | Indolizine compounds |
| ATE370145T1 (de) | 2002-04-03 | 2007-09-15 | Bristol Myers Squibb Co | Tricyclische verbindungen auf thiophengrundlage und pharmazeutische zusammensetzungen, die diese enthalten |
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| FR2859997B1 (fr) | 2003-09-18 | 2006-02-03 | Sanofi Synthelabo | Nouveaux derives d'indolizine 1,2,3,6,7,8 substituee, inhibiteurs des fgfs, leur procede de preparation et les compositions pharmaceutiques les contenant. |
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| FR2893616B1 (fr) | 2005-11-23 | 2008-01-04 | Sanofi Aventis Sa | Nouveaux derives d'indolizine, leur procede de preparation et les compositions therapeutiques les comprenant |
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| EP1891955A1 (en) * | 2006-07-24 | 2008-02-27 | Sanofi-Aventis | Use of 1,2,3-substituted indolizine derivatives, inhibitors of FGFs, for the preparation of a medicament intended for the treatment of degenerative joint diseases |
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2010
- 2010-07-06 FR FR1055477A patent/FR2962438B1/fr not_active Expired - Fee Related
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2011
- 2011-07-04 CN CN201180042948.8A patent/CN103080112B/zh active Active
- 2011-07-04 SG SG2012094579A patent/SG186436A1/en unknown
- 2011-07-04 PL PL11743363T patent/PL2590975T3/pl unknown
- 2011-07-04 EP EP11743363.1A patent/EP2590975B1/en active Active
- 2011-07-04 JP JP2013517655A patent/JP5863788B2/ja active Active
- 2011-07-04 KR KR1020137002986A patent/KR101797795B1/ko not_active Expired - Fee Related
- 2011-07-04 PE PE2013000019A patent/PE20130386A1/es not_active Application Discontinuation
- 2011-07-04 PH PH1/2013/500005A patent/PH12013500005A1/en unknown
- 2011-07-04 AU AU2011275426A patent/AU2011275426B2/en not_active Ceased
- 2011-07-04 PT PT117433631T patent/PT2590975E/pt unknown
- 2011-07-04 UA UAA201301382A patent/UA109013C2/en unknown
- 2011-07-04 EA EA201291409A patent/EA024160B1/ru not_active IP Right Cessation
- 2011-07-04 SI SI201130644T patent/SI2590975T1/sl unknown
- 2011-07-04 HR HRP20151162TT patent/HRP20151162T1/hr unknown
- 2011-07-04 BR BR112013000306-5A patent/BR112013000306A2/pt not_active Application Discontinuation
- 2011-07-04 ES ES11743363.1T patent/ES2552850T3/es active Active
- 2011-07-04 DK DK11743363.1T patent/DK2590975T3/en active
- 2011-07-04 MY MYPI2012005603A patent/MY163202A/en unknown
- 2011-07-04 WO PCT/IB2011/052953 patent/WO2012004731A1/en not_active Ceased
- 2011-07-04 HU HUE11743363A patent/HUE026067T2/en unknown
- 2011-07-04 MX MX2012015306A patent/MX2012015306A/es active IP Right Grant
- 2011-07-04 US US13/808,483 patent/US8859544B2/en active Active
- 2011-07-04 CA CA2805065A patent/CA2805065C/en not_active Expired - Fee Related
- 2011-07-04 SG SG10201505282YA patent/SG10201505282YA/en unknown
- 2011-07-05 AR ARP110102399A patent/AR082768A1/es not_active Application Discontinuation
- 2011-07-06 TW TW100123928A patent/TWI494310B/zh not_active IP Right Cessation
- 2011-07-06 UY UY0001033489A patent/UY33489A/es not_active Application Discontinuation
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2012
- 2012-12-19 TN TNP2012000609A patent/TN2012000609A1/en unknown
- 2012-12-20 NI NI201200191A patent/NI201200191A/es unknown
- 2012-12-20 DO DO2012000321A patent/DOP2012000321A/es unknown
- 2012-12-24 IL IL223844A patent/IL223844A/en active IP Right Grant
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2013
- 2013-01-02 EC ECSP13012362 patent/ECSP13012362A/es unknown
- 2013-01-02 GT GT201300001A patent/GT201300001A/es unknown
- 2013-01-03 CL CL2013000018A patent/CL2013000018A1/es unknown
- 2013-01-04 CO CO13001349A patent/CO6650361A2/es not_active Application Discontinuation
- 2013-01-04 ZA ZA2013/00100A patent/ZA201300100B/en unknown
- 2013-01-07 CR CR20130001A patent/CR20130001A/es unknown
- 2013-02-05 MA MA35638A patent/MA34451B1/fr unknown
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2015
- 2015-11-18 CY CY20151101036T patent/CY1116945T1/el unknown
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