AR079690A1 - Derivados heterociclicos de pirrol[2,3-b]piridina, composiciones farmaceuticas que los contienen, procedimiento para prepararlos y uso de los mismos como agentes anticancer. - Google Patents
Derivados heterociclicos de pirrol[2,3-b]piridina, composiciones farmaceuticas que los contienen, procedimiento para prepararlos y uso de los mismos como agentes anticancer.Info
- Publication number
- AR079690A1 AR079690A1 ARP100104871A ARP100104871A AR079690A1 AR 079690 A1 AR079690 A1 AR 079690A1 AR P100104871 A ARP100104871 A AR P100104871A AR P100104871 A ARP100104871 A AR P100104871A AR 079690 A1 AR079690 A1 AR 079690A1
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- fluorine
- lower alkyl
- alkylamino
- independently
- Prior art date
Links
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 title 1
- 239000002246 antineoplastic agent Substances 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 51
- 239000011737 fluorine Substances 0.000 abstract 51
- 125000000217 alkyl group Chemical group 0.000 abstract 41
- 125000001153 fluoro group Chemical group F* 0.000 abstract 36
- 125000004414 alkyl thio group Chemical group 0.000 abstract 30
- 125000003545 alkoxy group Chemical group 0.000 abstract 28
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 15
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 15
- 125000001072 heteroaryl group Chemical group 0.000 abstract 14
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 14
- 125000006310 cycloalkyl amino group Chemical group 0.000 abstract 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 9
- 229910052801 chlorine Inorganic materials 0.000 abstract 9
- 239000000460 chlorine Substances 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000002971 oxazolyl group Chemical group 0.000 abstract 1
- 125000003373 pyrazinyl group Chemical group 0.000 abstract 1
- 125000003226 pyrazolyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000000335 thiazolyl group Chemical group 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
-
- 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
-
- 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
- A61K31/495—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
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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
- A61K31/498—Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
-
- 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
- A61K31/495—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
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- 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
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Reivindicacion 1: Un compuesto que tiene la estructura química de la formula (1), o una sal farmacéuticamente aceptable o un tautomero o un estereoisomero del mismo, donde: R1 es el alquilo o arilo inferior sustituido con uno o dos miembros seleccionados del trifluorometil, trifluorometoxi, alquilo o halogeno inferior; Ar se selecciona del grupo que consiste de heteroarilo bicíclico opcionalmente independientemente sustituido con uno o más R2, tiofenoil opcionalmente independientemente sustituido con uno o más R3, tiazolil opcionalmente independientemente sustituido con uno o más R4, oxazolil opcionalmente independientemente sustituido con uno o más R5, pirazolil opcionalmente independientemente sustituido con uno o más R6, piridil opcionalmente independientemente sustituido con uno o más R7, pirimidinil opcionalmente independientemente sustituido con uno o más R8, fenil sustituido con uno o más R9 y pirazinil opcionalmente independientemente sustituido con uno o más R10; cada R2 se selecciona independientemente del grupo que consiste de -CN, -NO2, -C(O)-R11, -S(O)2-R12, -O-R13, -N(R14)-R15, fluor, cloro, alquilo inferior, alquiltio inferior, fluor sustituido con alquiltio inferior, cicloalquilamino, y heterocicloalquilamino, donde el alquilo inferior se sustituye opcional independientemente con uno o más fluor, alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino, o heterocicloalquilamino; cada R3 se selecciona independientemente del grupo que consiste de -CN, -OH, -NH2, -NO2, -C(O)-R11, -S(O)2-R12, fluor, cloro, alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior, alquiltio inferior sustituido con fluor, mono-alquilamino, di-alquilamino, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior o alquiltio inferior sustituido con fluor; cada R4 se selecciona independientemente del grupo que consiste de -CN, -OH, -NH2, -NO2, -C(O)-R11, -S(O)2-R12, fluor, cloro, alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior, alquiltio inferior sustituido con fluor, mono-alquilamino, di-alquilamino, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior, o alquiltio inferior sustituido con fluor; cada R5 se selecciona independientemente del grupo que consiste de -CN, -OH, -NH2, -NO2, -C(O)-R11, -S(O)2-R12, fluor, cloro, alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior, alquiltio inferior sustituido con fluor, mono-alquilamino, di-alquilamino, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior, o alquiltio inferior sustituido con fluor; cada R6 se selecciona independientemente del grupo que consiste de -CN, -C(O)-R11, fluor, cloro, y alquilo inferior, donde el alquilo inferior se sustituyen opcional independientemente con uno o más fluor, alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino o heterocicloalquilamino; cada R7 se selecciona independientemente del grupo que consiste de -C(O)-R11, -S(O)2-R12, -C(O)-N(H)-O-R16, -O-R13, -N(R14)-R15, fluor, cloro, alquilo inferior, alquiltio inferior, alquiltio inferior sustituido con fluor, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el alquilo inferior se sustituye opcional independientemente con uno o más fluor, alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino y heterocicloalquilamino, y donde cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior o alquiltio inferior sustituido con fluor; cada R8 se selecciona independientemente del grupo que consiste de -C(O)-R11, -S(O)2-R12, -C(O)-N(H)-O-R16, -O-R13, -N(R14)-R15, fluor, cloro, alquilo inferior, alquiltio inferior, alquiltio inferior sustituido con fluor, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el alquilo inferior se sustituye opcional independientemente con uno o más fluor, alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino o heterocicloalquilamino, y donde cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior o alquiltio inferior sustituido con fluor; cada R9 se selecciona independientemente del grupo que consiste de -CN, -NO2, -C(O)-R11, -S(O)2-R12, -C(O)-N(H)-O-R16, -O-R13, -N(R14)-R15, fluor, cloro, alquilo inferior, alquiltio inferior, alquiltio inferior sustituido con fluor, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el alquilo inferior se sustituye opcional independientemente con uno o más fluor, alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino y heterocicloalquilamino, y donde cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior o alquiltio inferior sustituido con fluor; cada R10 se selecciona independientemente del grupo que consiste de -CN, -NO2, -C(O)-R11, -S(O)2-R12, -C(O)-N(H)-O-R16, -O-R13, -N(R14)-R15, fluor, cloro, alquilo inferior, alquiltio inferior, alquiltio inferior sustituido con fluor, cicloalquilo, heterocicloalquilo, fenil y heteroarilo, donde el alquilo inferior se sustituye opcional independientemente con uno o más fluor, alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino y heterocicloalquilamino, y donde cicloalquilo, heterocicloalquilo, fenil y heteroarilo se sustituyen opcional independientemente con uno o más alquilo inferior, alquilo inferior sustituido con fluor, alcoxi inferior, alcoxi inferior sustituido con fluor, alquiltio inferior o alquiltio inferior sustituido con fluor; cada R11 se selecciona independientemente del grupo que consiste de alquilo inferior, -OR13, -NH2, mono-alquilamino, di-alquilamino, cicloalquilamino y heterocicloalquilamino; cada R12 se selecciona independientemente del grupo que consiste de -NH2, alquilo inferior, mono-alquilamino, di-alquilamino, cicloalquilamino y heterocicloalquilamino; cada R13 es seleccionado independientemente de hidrogeno o alquilo inferior y sustituido opcionalmente con uno o más fluor o cuyo R13 es alquilo C2-6, el R13 se sustituyen opcional independientemente con alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino o heterocicloalquilamino; y cada R14, R15 y R16 es independientemente hidrogeno, alquilo inferior o cicloalquilo, donde el alquilo inferior se sustituye opcionalmente con uno o más fluor o cuyo R14, R15 o R16 es alquilo C2-6, R14, R15 y R16 se sustituyen independientemente con alcoxi inferior, mono-alquilamino, di-alquilamino, cicloalquilamino o heterocicloalquilamino.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28993009P | 2009-12-23 | 2009-12-23 | |
| US38331810P | 2010-09-15 | 2010-09-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR079690A1 true AR079690A1 (es) | 2012-02-15 |
Family
ID=44196390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100104871A AR079690A1 (es) | 2009-12-23 | 2010-12-22 | Derivados heterociclicos de pirrol[2,3-b]piridina, composiciones farmaceuticas que los contienen, procedimiento para prepararlos y uso de los mismos como agentes anticancer. |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US20110183988A1 (es) |
| EP (1) | EP2516438A4 (es) |
| JP (1) | JP5815558B2 (es) |
| KR (1) | KR20120112623A (es) |
| CN (1) | CN102753549A (es) |
| AR (1) | AR079690A1 (es) |
| AU (1) | AU2010336524B2 (es) |
| BR (1) | BR112012015745A2 (es) |
| CA (1) | CA2784393A1 (es) |
| MX (1) | MX2012007429A (es) |
| RU (1) | RU2012131373A (es) |
| TW (1) | TW201132639A (es) |
| UY (1) | UY33159A (es) |
| WO (1) | WO2011079133A2 (es) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008063888A2 (en) | 2006-11-22 | 2008-05-29 | Plexxikon, Inc. | Compounds modulating c-fms and/or c-kit activity and uses therefor |
| MX2010000617A (es) | 2007-07-17 | 2010-05-17 | Plexxikon Inc | Compuestos y metodos para modulacion de cinasa, e indicaciones de estos. |
| US8158636B2 (en) | 2008-05-19 | 2012-04-17 | Plexxikon Inc. | Compounds and methods for kinase modulation, and indications therefor |
| EA031116B1 (ru) | 2009-04-03 | 2018-11-30 | Ф. Хоффманн-Ля Рош Аг | КРИСТАЛЛИЧЕСКИЕ ПОЛИМОРФНЫЕ ФОРМЫ {3-[5-(4-ХЛОРФЕНИЛ)-1H-ПИРРОЛО[2,3-b]ПИРИДИН-3-КАРБОНИЛ]-2,4-ДИФТОРФЕНИЛ}АМИДА ПРОПАН-1-СУЛЬФОНОВОЙ КИСЛОТЫ |
| UA105813C2 (uk) | 2009-11-06 | 2014-06-25 | Плексікон, Інк. | Сполуки-інгібітори кіназ та фармацевтична композиція (варіанти) |
| KR20120097512A (ko) | 2009-11-18 | 2012-09-04 | 플렉시콘, 인코퍼레이티드 | 키나제 조절을 위한 화합물 및 방법, 및 그에 대한 적응증 |
| CN102753549A (zh) | 2009-12-23 | 2012-10-24 | 普莱希科公司 | 用于激酶调节的化合物和方法及其适应症 |
| TWI619713B (zh) | 2010-04-21 | 2018-04-01 | 普雷辛肯公司 | 用於激酶調節的化合物和方法及其適應症 |
| PL2672967T3 (pl) * | 2011-02-07 | 2019-04-30 | Plexxikon Inc | Związki i sposoby modulacji kinaz i wskazania ku temu |
| WO2012135631A1 (en) | 2011-03-30 | 2012-10-04 | Arrien Pharmaeuticals Llc | Substituted 5-(pyrazin-2-yl)-1h-pyrazolo [3, 4-b] pyridine and pyrazolo [3, 4-b] pyridine derivatives as protein kinase inhibitors |
| WO2012138809A1 (en) * | 2011-04-05 | 2012-10-11 | Dawei Zhang | Heterocyclic compounds as kinase inhibitors |
| SG194847A1 (en) | 2011-05-17 | 2013-12-30 | Plexxikon Inc | Kinase modulation and indications therefor |
| US9358235B2 (en) | 2012-03-19 | 2016-06-07 | Plexxikon Inc. | Kinase modulation, and indications therefor |
| US9150570B2 (en) * | 2012-05-31 | 2015-10-06 | Plexxikon Inc. | Synthesis of heterocyclic compounds |
| TWI601725B (zh) | 2012-08-27 | 2017-10-11 | 加拓科學公司 | 取代的氮雜吲哚化合物及其鹽、組合物和用途 |
| AU2013312477B2 (en) | 2012-09-06 | 2018-05-31 | Plexxikon Inc. | Compounds and methods for kinase modulation, and indications therefor |
| KR102212923B1 (ko) | 2012-12-21 | 2021-02-04 | 플렉시콘 인코퍼레이티드 | 키나제 조절을 위한 화합물 및 방법, 및 그에 대한 적응증 |
| TWI498325B (zh) * | 2013-01-18 | 2015-09-01 | Hoffmann La Roche | 3-取代吡唑及其用途 |
| JP6325078B2 (ja) | 2013-03-15 | 2018-05-16 | プレキシコン インコーポレーテッドPlexxikon Inc. | ヘテロ環式化合物およびその使用 |
| US20140303121A1 (en) | 2013-03-15 | 2014-10-09 | Plexxikon Inc. | Heterocyclic compounds and uses thereof |
| JP6434496B2 (ja) * | 2013-04-22 | 2018-12-05 | アッヴィ・インコーポレイテッド | チアゾールおよびその使用 |
| KR20160013028A (ko) | 2013-05-30 | 2016-02-03 | 플렉시콘, 인코퍼레이티드 | 키나제 조정을 위한 화합물 및 그에 대한 적응증 |
| WO2015134536A1 (en) | 2014-03-04 | 2015-09-11 | Plexxikon Inc. | Compounds and methods for kinase modulation, and indications therefor |
| US9856259B2 (en) | 2014-09-15 | 2018-01-02 | Plexxikon Inc. | Heterocyclic compounds and uses thereof |
| WO2016164641A1 (en) | 2015-04-08 | 2016-10-13 | Plexxikon Inc. | Compounds and methods for kinase modulation, and indications therefor |
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