AR088925A1 - Derivados de 3-cianaril-1h-pirrolo[2,3-b]piridina - Google Patents
Derivados de 3-cianaril-1h-pirrolo[2,3-b]piridinaInfo
- Publication number
- AR088925A1 AR088925A1 ARP120104361A ARP120104361A AR088925A1 AR 088925 A1 AR088925 A1 AR 088925A1 AR P120104361 A ARP120104361 A AR P120104361A AR P120104361 A ARP120104361 A AR P120104361A AR 088925 A1 AR088925 A1 AR 088925A1
- Authority
- AR
- Argentina
- Prior art keywords
- phet1
- hal
- nhcoo
- nhconh
- atoms
- Prior art date
Links
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title 1
- -1 tetrahidropirazolilo Chemical group 0.000 abstract 9
- 125000002393 azetidinyl group Chemical group 0.000 abstract 2
- 125000005052 dihydropyrazolyl group Chemical group N1(NCC=C1)* 0.000 abstract 2
- 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 abstract 2
- 125000005054 dihydropyrrolyl group Chemical group [H]C1=C([H])C([H])([H])C([H])([H])N1* 0.000 abstract 2
- 125000002757 morpholinyl group Chemical group 0.000 abstract 2
- 125000004193 piperazinyl group Chemical group 0.000 abstract 2
- 125000003386 piperidinyl group Chemical group 0.000 abstract 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 abstract 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 abstract 2
- 125000005942 tetrahydropyridyl group Chemical group 0.000 abstract 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000005871 1,3-benzodioxolyl group Chemical group 0.000 abstract 1
- 101000665442 Homo sapiens Serine/threonine-protein kinase TBK1 Proteins 0.000 abstract 1
- 101100452374 Mus musculus Ikbke gene Proteins 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 102100038192 Serine/threonine-protein kinase TBK1 Human genes 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 abstract 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005043 dihydropyranyl group Chemical group O1C(CCC=C1)* 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 125000005945 imidazopyridyl group Chemical group 0.000 abstract 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 208000027866 inflammatory disease Diseases 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 abstract 1
- 125000000842 isoxazolyl group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000002971 oxazolyl group Chemical group 0.000 abstract 1
- 125000003566 oxetanyl group Chemical group 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003226 pyrazolyl group Chemical group 0.000 abstract 1
- 125000002098 pyridazinyl 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
- 125000000168 pyrrolyl group Chemical group 0.000 abstract 1
- 125000005493 quinolyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 125000003831 tetrazolyl group Chemical group 0.000 abstract 1
- 125000000335 thiazolyl group Chemical group 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 125000001425 triazolyl group Chemical group 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
-
- 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
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- 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
- A61K31/535—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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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- 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
- A61P1/04—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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- A—HUMAN NECESSITIES
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- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- Diabetes (AREA)
- Hematology (AREA)
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Abstract
Los compuestos de la fórmula (1) en donde X es CH o N; R¹ es H, A o Cyc; R² es O[C(R⁶)₂]ₙHet¹, NR⁶[C(R⁶)₂]ₙHet¹, O[C(R⁶)₂]ₙCyc o NR⁶[C(R⁶)₂]ₙCyc; R³ es H, Hal, A, OR⁶, N(R⁶)₂, O[C(R⁶)₂]ₘN(R⁶)₂, O[C(R⁶)₂]ₙHet², NR⁶[C(R⁶)₂]ₘN(R⁶)₂, NR⁶[C(R⁶)₂]ₙHet², Ar o Het²; R⁴ es H u OR⁶; R⁵ es H u OR⁶; R⁶ es H o alquilo C₁₋₆ no ramificado o ramificado, en donde 1 - 7 átomos de H pueden estar reemplazados por F; Het¹ es dihidropirrolilo, pirrolidinilo, azetidinilo, oxetanilo, tetrahidroimidazolilo, dihidropirazolilo, tetrahidropirazolilo, tetrahidrofuranilo, dihidropiridilo, tetrahidropiridilo, piperidinilo, morfolinilo, hexahidropiridazinilo, hexahidropirimidinilo, [1,3]dioxolanilo, tetrahidropiranilo o piperazinilo no sustituido o monosustituido con Hal, CN, OH, OA, COOA, CONH₂, S(O)ₙA, S(O)ₙAr, COA, A u =O; Het² es dihidropirrolilo, pirrolidinilo, azetidinilo, tetrahidroimidazolilo, tetrahidrofuranilo, dihidropirazolilo, tetrahidropirazolilo, dihidropiridilo, tetrahidropiridilo, dihidropiranilo, tetrahidropiranilo, piperidinilo, morfolinilo, hexahidropiridazinilo, hexahidropirimidinilo, [1,3]dioxolanilo, piperazinilo, furilo, tienilo, pirrolilo, imidazolilo, pirazolilo, oxazolilo, isoxazolilo, tiazolilo, triazolilo, tetrazolilo, piridilo, pirimidilo, piridazinilo, indolilo, isoindolilo, bencimidazolilo, indazolilo, quinolilo, 1,3-benzodioxolilo, benzotiofenilo, benzofuranilo, imidazopiridilo o furo[3,2-b]piridilo no sustituido o mono- o disustituido con Hal, A, [C(R⁶)₂]ₚOR⁶, [C(R⁶)₂]ₚN(R⁶)₂, [C(R⁶)₂]ₚHet¹, NO₂, CN, [C(R⁶)₂]ₚCOOR⁶, CON(R⁶)₂, NR⁶COA, NR⁶SO₂A, SO₂N(R⁶)₂, S(O)ₙA, COHet¹, O[C(R⁶)₂]ₚN(R⁶)₂, O[C(R⁶)₂]ₚHet¹, NHCOOA, NHCON(R⁶)₂, NHCOO[C(R⁶)₂]ₚN(R⁶)₂, NHCOO[C(R⁶)₂]ₚHet¹, NHCONH[C(R⁶)₂]ₚN(R⁶)₂, NHCONH[C(R⁶)₂]ₚHet¹, OCONH[C(R⁶)₂]ₚN(R⁶)₂, OCONH[C(R⁶)₂]ₚHet¹, CHO, COA, =S, =NR⁶ y/u =O; Ar es fenilo o naftilo no sustituido o mono-, disustituido o trisustituido con Hal, A, [C(R⁶)₂]ₚOR⁶, [C(R⁶)₂]ₚN(R⁶)₂, [C(R⁶)₂]ₚHet¹, NO₂, CN, [C(R⁶)₂]ₚCOOR⁶, CON(R⁶)₂, NR⁶COA, NR⁶SO₂A, SO₂N(R⁶)₂, S(O)ₙA, COHet¹, O[C(R⁶)₂]ₚN(R⁶)₂, O[C(R⁶)₂]ₚHet¹, NHCOOA, NHCON(R⁶)₂, NHCOO[C(R⁶)₂]ₚN(R⁶)₂, NHCOO[C(R⁶)₂]ₚHet¹, NHCONH[C(R⁶)₂]ₚN(R⁶)₂, NHCONH[C(R⁶)₂]ₚHet¹, OCONH[C(R⁶)₂]ₚN(R⁶)₂, OCO-H[C(R⁶)₂]ₚHet¹, CHO y/o COA; A es alquilo C₁₋₁₀ no ramificado o ramificado, en donde uno o dos grupos CH y/o CH₂ no adyacentes pueden estar reemplazados por átomos de N, O y/o S y/o también 1 - 7 átomos de H pueden estar reemplazados por F y/o Cl; Cyc es alquilo cíclico no sustituido o monosustituido con CN o sustituido con A con 3, 4, 5, 6 o 7 átomos de C; Hal es F, Cl, Br o I; m es 1, 2 ó 3; n es 0, 1 ó 2; p es 0, 1, 2, 3 ó 4; así como sus sales, tautómeros y estereoisómeros farmacéuticamente aceptables, incluyendo sus mezclas en todas las proporciones. Son inhibidores de TBK1 e IKKe y se pueden usar, por ejemplo, para el tratamiento de cáncer y enfermedades inflamatorias.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102011119127A DE102011119127A1 (de) | 2011-11-22 | 2011-11-22 | 3-Cyanaryl-1H-pyrrolo[2.3-b]pyridin-Derivate |
Publications (1)
Publication Number | Publication Date |
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AR088925A1 true AR088925A1 (es) | 2014-07-16 |
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ARP120104361A AR088925A1 (es) | 2011-11-22 | 2012-11-21 | Derivados de 3-cianaril-1h-pirrolo[2,3-b]piridina |
Country Status (11)
Country | Link |
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US (1) | US9102675B2 (es) |
EP (1) | EP2794602B1 (es) |
JP (1) | JP6096797B2 (es) |
CN (1) | CN103946223B (es) |
AR (1) | AR088925A1 (es) |
AU (1) | AU2012342891B2 (es) |
CA (1) | CA2856357C (es) |
DE (1) | DE102011119127A1 (es) |
ES (1) | ES2661256T3 (es) |
IL (1) | IL232717B (es) |
WO (1) | WO2013075785A1 (es) |
Families Citing this family (10)
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GB201303109D0 (en) | 2013-02-21 | 2013-04-10 | Domainex Ltd | Novel pyrimidine compounds |
TW201613916A (en) * | 2014-06-03 | 2016-04-16 | Gilead Sciences Inc | TANK-binding kinase inhibitor compounds |
CN106715419A (zh) | 2014-09-26 | 2017-05-24 | 吉利德科学公司 | 用作tank‑结合激酶抑制剂化合物的氨基三嗪衍生物 |
WO2017003995A1 (en) * | 2015-06-29 | 2017-01-05 | Merck Patent Gmbh | TBK/IKKε INHIBITOR COMPOUNDS AND USES THEREOF |
CA3006772A1 (en) | 2015-12-17 | 2017-06-22 | Gilead Sciences, Inc. | Tank-binding kinase inhibitor compounds |
WO2017102091A1 (en) | 2015-12-18 | 2017-06-22 | Bayer Pharma Aktiengesellschaft | Heteroarylbenzimidazole compounds |
WO2017207534A1 (en) | 2016-06-03 | 2017-12-07 | Bayer Pharma Aktiengesellschaft | Substituted heteroarylbenzimidazole compounds |
DE102016113714A1 (de) | 2016-07-26 | 2018-02-01 | Rosa Karl | Transfektionsverfahren mit nicht-viralen Genliefersystemen |
GB201702947D0 (en) | 2017-02-23 | 2017-04-12 | Domainex Ltd | Novel compounds |
CA3136224A1 (en) * | 2019-04-09 | 2020-10-15 | Plexxikon Inc. | Condensed azines for ep300 or cbp modulation and indications therefor |
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US5747469A (en) | 1991-03-06 | 1998-05-05 | Board Of Regents, The University Of Texas System | Methods and compositions comprising DNA damaging agents and p53 |
GB9718913D0 (en) * | 1997-09-05 | 1997-11-12 | Glaxo Group Ltd | Substituted oxindole derivatives |
GB9904387D0 (en) | 1999-02-25 | 1999-04-21 | Pharmacia & Upjohn Spa | Antitumour synergistic composition |
SE0203754D0 (sv) | 2002-12-17 | 2002-12-17 | Astrazeneca Ab | New compounds |
MY145634A (en) * | 2003-12-29 | 2012-03-15 | Bristol Myers Squibb Co | Pyrrolotriazine compounds as kinase inhibitors |
EP2332940B1 (en) | 2004-03-30 | 2012-10-31 | Vertex Pharmaceuticals Incorporated | Azaindoles useful as inhibitors of JAK and other protein kinases |
CA2573362A1 (en) | 2004-07-27 | 2006-02-09 | Sgx Pharmaceuticals, Inc. | Pyrrolo-pyridine kinase modulators |
TW200804386A (en) * | 2005-11-10 | 2008-01-16 | Schering Corp | Imidazopyrazines as protein kinase inhibitors |
CN101484452A (zh) | 2006-05-03 | 2009-07-15 | 阿斯利康(瑞典)有限公司 | 噻唑衍生物及其作为抗肿瘤药物的用途 |
EA200901157A1 (ru) * | 2007-04-10 | 2010-04-30 | ЭсДжиИкс ФАРМАСЬЮТИКАЛЗ, ИНК. | Конденсированные кольцевые гетероциклические модуляторы киназы |
WO2009030890A1 (en) | 2007-09-03 | 2009-03-12 | University Court Of The University Of Dundee | Pyrimidine compounds for the treatment of cancer, septic shock and/or primary open angle glaucoma |
CA2703125C (en) | 2007-10-25 | 2012-08-28 | David J. Guerin | Pyrazinyl-substituted pyrrolo[2,3-b]pyridines, compositions thereof, and their use in the treatment of cancer |
AU2008315746A1 (en) | 2007-10-25 | 2009-04-30 | Astrazeneca Ab | Pyridine and pyrazine derivatives useful in the treatment of cell proliferative disorders |
US20100056524A1 (en) | 2008-04-02 | 2010-03-04 | Mciver Edward Giles | Compound |
GB0903759D0 (en) | 2009-03-04 | 2009-04-15 | Medical Res Council | Compound |
CA2767089A1 (en) | 2009-07-15 | 2011-01-20 | Abbott Laboratories | Pyrrolopyridine inhibitors of kinases |
CA2777762A1 (en) | 2009-10-12 | 2011-04-21 | Myrexis, Inc. | Amino - pyrimidine compounds as inhibitors of tbk1 and/or ikk epsilon |
-
2011
- 2011-11-22 DE DE102011119127A patent/DE102011119127A1/de not_active Withdrawn
-
2012
- 2012-10-30 ES ES12780423.5T patent/ES2661256T3/es active Active
- 2012-10-30 US US14/359,705 patent/US9102675B2/en not_active Expired - Fee Related
- 2012-10-30 AU AU2012342891A patent/AU2012342891B2/en not_active Ceased
- 2012-10-30 CN CN201280056772.6A patent/CN103946223B/zh not_active Expired - Fee Related
- 2012-10-30 JP JP2014542726A patent/JP6096797B2/ja not_active Expired - Fee Related
- 2012-10-30 WO PCT/EP2012/004543 patent/WO2013075785A1/de active Application Filing
- 2012-10-30 CA CA2856357A patent/CA2856357C/en not_active Expired - Fee Related
- 2012-10-30 EP EP12780423.5A patent/EP2794602B1/de not_active Not-in-force
- 2012-11-21 AR ARP120104361A patent/AR088925A1/es not_active Application Discontinuation
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2014
- 2014-05-20 IL IL232717A patent/IL232717B/en active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
EP2794602B1 (de) | 2017-11-29 |
CA2856357C (en) | 2019-10-01 |
US9102675B2 (en) | 2015-08-11 |
IL232717A0 (en) | 2014-08-03 |
DE102011119127A1 (de) | 2013-05-23 |
CN103946223A (zh) | 2014-07-23 |
US20140323481A1 (en) | 2014-10-30 |
IL232717B (en) | 2018-08-30 |
WO2013075785A1 (de) | 2013-05-30 |
CA2856357A1 (en) | 2013-05-30 |
CN103946223B (zh) | 2017-01-18 |
EP2794602A1 (de) | 2014-10-29 |
JP6096797B2 (ja) | 2017-03-15 |
ES2661256T3 (es) | 2018-03-28 |
AU2012342891A1 (en) | 2014-07-03 |
AU2012342891B2 (en) | 2016-10-13 |
AU2012342891A8 (en) | 2014-07-31 |
JP2014534246A (ja) | 2014-12-18 |
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