RU2016148863A - Гетероциклические гидроксамовые кислоты в качестве ингибиторов протеин-деацетилазы и двойных ингибиторов протеин-деацетилазы-протеин-киназы и способы их применения - Google Patents
Гетероциклические гидроксамовые кислоты в качестве ингибиторов протеин-деацетилазы и двойных ингибиторов протеин-деацетилазы-протеин-киназы и способы их применения Download PDFInfo
- Publication number
- RU2016148863A RU2016148863A RU2016148863A RU2016148863A RU2016148863A RU 2016148863 A RU2016148863 A RU 2016148863A RU 2016148863 A RU2016148863 A RU 2016148863A RU 2016148863 A RU2016148863 A RU 2016148863A RU 2016148863 A RU2016148863 A RU 2016148863A
- Authority
- RU
- Russia
- Prior art keywords
- aryl
- heteroaryl
- alkyl
- cycloalkyl
- optionally substituted
- Prior art date
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- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical class C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 title 1
- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 239000003909 protein kinase inhibitor Substances 0.000 title 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 76
- 125000003118 aryl group Chemical group 0.000 claims 69
- 229910052739 hydrogen Inorganic materials 0.000 claims 58
- 125000000753 cycloalkyl group Chemical group 0.000 claims 56
- 229910052799 carbon Inorganic materials 0.000 claims 50
- 150000001875 compounds Chemical class 0.000 claims 44
- -1 (CH 2 ) n -aryl Chemical group 0.000 claims 39
- 150000003839 salts Chemical class 0.000 claims 38
- 125000000623 heterocyclic group Chemical group 0.000 claims 32
- 229910005965 SO 2 Inorganic materials 0.000 claims 29
- 125000000217 alkyl group Chemical group 0.000 claims 26
- 125000001188 haloalkyl group Chemical group 0.000 claims 21
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 16
- 229910052760 oxygen Inorganic materials 0.000 claims 15
- 229910052717 sulfur Inorganic materials 0.000 claims 14
- 229910052757 nitrogen Inorganic materials 0.000 claims 13
- 125000003545 alkoxy group Chemical group 0.000 claims 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims 10
- 125000004432 carbon atom Chemical group C* 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
- 125000002947 alkylene group Chemical group 0.000 claims 7
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 7
- 125000004450 alkenylene group Chemical group 0.000 claims 6
- 125000004419 alkynylene group Chemical group 0.000 claims 6
- 125000002837 carbocyclic group Chemical group 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 5
- 125000003373 pyrazinyl group Chemical group 0.000 claims 5
- 125000004076 pyridyl group Chemical group 0.000 claims 5
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 5
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 claims 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000003107 substituted aryl group Chemical group 0.000 claims 3
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 3
- AMFYRKOUWBAGHV-UHFFFAOYSA-N 1h-pyrazolo[4,3-b]pyridine Chemical compound C1=CN=C2C=NNC2=C1 AMFYRKOUWBAGHV-UHFFFAOYSA-N 0.000 claims 2
- KDOPAZIWBAHVJB-UHFFFAOYSA-N 5h-pyrrolo[3,2-d]pyrimidine Chemical compound C1=NC=C2NC=CC2=N1 KDOPAZIWBAHVJB-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- OGEBRHQLRGFBNV-RZDIXWSQSA-N chembl2036808 Chemical compound C12=NC(NCCCC)=NC=C2C(C=2C=CC(F)=CC=2)=NN1C[C@H]1CC[C@H](N)CC1 OGEBRHQLRGFBNV-RZDIXWSQSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000651 prodrug Substances 0.000 claims 2
- 229940002612 prodrug Drugs 0.000 claims 2
- UFZNZKGKBWOSJG-UHFFFAOYSA-N purin-2-one Chemical compound O=C1N=CC2=NC=NC2=N1 UFZNZKGKBWOSJG-UHFFFAOYSA-N 0.000 claims 2
- DXVAQZJPPDWTNY-UHFFFAOYSA-N pyrrolo[3,2-d]pyrimidin-2-one Chemical compound O=C1N=CC2=NC=CC2=N1 DXVAQZJPPDWTNY-UHFFFAOYSA-N 0.000 claims 2
- 150000008634 thiazolopyrimidines Chemical class 0.000 claims 2
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 230000000172 allergic effect Effects 0.000 claims 1
- VMWNQDUVQKEIOC-CYBMUJFWSA-N apomorphine Chemical compound C([C@H]1N(C)CC2)C3=CC=C(O)C(O)=C3C3=C1C2=CC=C3 VMWNQDUVQKEIOC-CYBMUJFWSA-N 0.000 claims 1
- 208000010668 atopic eczema Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 230000001900 immune effect Effects 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—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
- A61K31/495—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
- A61K31/52—Purines, e.g. adenine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/16—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Pulmonology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461996702P | 2014-05-14 | 2014-05-14 | |
| US201461996691P | 2014-05-14 | 2014-05-14 | |
| US61/996,691 | 2014-05-14 | ||
| US61/996,702 | 2014-05-14 | ||
| PCT/US2015/030842 WO2015175813A1 (en) | 2014-05-14 | 2015-05-14 | Heterocyclic hydroxamic acids as protein deacetylase inhibitors and dual protein deacetylase-protein kinase inhibitors and methods of use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2016148863A true RU2016148863A (ru) | 2018-06-18 |
| RU2016148863A3 RU2016148863A3 (https=) | 2018-12-17 |
Family
ID=54480695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2016148863A RU2016148863A (ru) | 2014-05-14 | 2015-05-14 | Гетероциклические гидроксамовые кислоты в качестве ингибиторов протеин-деацетилазы и двойных ингибиторов протеин-деацетилазы-протеин-киназы и способы их применения |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US9840520B2 (https=) |
| EP (1) | EP3142652B1 (https=) |
| JP (1) | JP6803235B2 (https=) |
| KR (1) | KR20170003688A (https=) |
| CN (1) | CN106456580B (https=) |
| BR (1) | BR112016026518A2 (https=) |
| CA (1) | CA2949163A1 (https=) |
| MX (1) | MX2016014911A (https=) |
| RU (1) | RU2016148863A (https=) |
| TW (1) | TW201625620A (https=) |
| WO (1) | WO2015175813A1 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2014308616B2 (en) | 2013-08-23 | 2018-12-06 | Neupharma, Inc. | Certain chemical entities, compositions, and methods |
| JP6803235B2 (ja) | 2014-05-14 | 2020-12-23 | ザ リージェンツ オブ ザ ユニバーシティ オブ コロラド,ア ボディー コーポレイトTHE REGENTS OF THE UNIVERSITY OF COLORADO,a body corporate | タンパク質脱アセチル化酵素阻害剤およびタンパク質脱アセチル化酵素−タンパク質キナーゼ二重阻害剤としての複素環式ヒドロキサム酸ならびにその使用方法 |
| EP3233860B1 (en) * | 2014-12-15 | 2020-01-29 | Univerzita Palackého V Olomouci | Substituted 6-anilino-9-heterocyclylpurine derivatives for inhibition of plant stress |
| CN107613769A (zh) * | 2015-02-17 | 2018-01-19 | 润新生物公司 | 某些化学实体、组合物和方法 |
| CN106831780A (zh) * | 2015-12-03 | 2017-06-13 | 南开大学 | 具有cdk4/6和hdac抑制活性的新型杂环衍生物 |
| CN109843858B (zh) | 2016-08-15 | 2023-05-05 | 润新生物公司 | 某些化学实体、组合物及方法 |
| MA46620A (fr) * | 2016-10-28 | 2021-05-26 | Bristol Myers Squibb Co | Composés hétérobicycliques utiles en tant que modulateurs de réponses à il-12, il-23 et/ou ifn alpha |
| IT201700041723A1 (it) * | 2017-04-14 | 2018-10-14 | Italfarmaco Spa | Nuovi inibitori selettivi di HDAC6 |
| CN107513064B (zh) * | 2017-09-27 | 2019-07-09 | 南昌大学 | 一种嘌呤异羟肟酸衍生物及其制备方法和应用 |
| KR20190043437A (ko) | 2017-10-18 | 2019-04-26 | 씨제이헬스케어 주식회사 | 단백질 키나제 억제제로서의 헤테로고리 화합물 |
| KR102195348B1 (ko) | 2018-11-15 | 2020-12-24 | 에이치케이이노엔 주식회사 | 단백질 키나제 억제제로서의 신규 화합물 및 이를 포함하는 약제학적 조성물 |
| KR102847312B1 (ko) * | 2021-12-30 | 2025-08-19 | 한국화학연구원 | 피라졸로피리미딘 유도체 및 이를 유효성분으로 함유하는 항암용 약학적 조성물 |
| JP7807025B2 (ja) * | 2021-12-30 | 2026-01-27 | コリア リサーチ インスティチュート オブ ケミカル テクノロジー | ピラゾロピリミジン誘導体及びこれを有効成分として含有する抗癌用薬学的組成物 |
| CN114685507B (zh) * | 2022-04-06 | 2024-01-12 | 山东大学 | 嘌呤胺衍生物类cdk2抑制剂及其制备方法和应用 |
| KR102792443B1 (ko) * | 2022-05-13 | 2025-04-08 | 서울대학교산학협력단 | Cdk를 저해하는 신규 피롤로피리미디논 카복사미드 화합물, 이의 입체이성질체 또는 이의 약학적으로 허용가능한 염 및 이를 유효성분으로 함유하는 암 치료용 약학적 조성물 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US6380258B2 (en) | 1997-03-04 | 2002-04-30 | G. D. Searle, L.L.C. | Sulfonyl divalent aryl or heteroaryl hydroxamic acid compounds |
| US6362183B1 (en) | 1997-03-04 | 2002-03-26 | G. D. Searle & Company | Aromatic sulfonyl alpha-hydroxy hydroxamic acid compounds |
| WO1998039315A1 (en) | 1997-03-04 | 1998-09-11 | Monsanto Company | Aromatic sulfonyl alpha-cycloamino hydroxamic acid compounds |
| EP1042290A1 (en) * | 1997-11-14 | 2000-10-11 | G.D. SEARLE & CO. | Aromatic sulfone hydroxamic acid metalloprotease inhibitor |
| US20020049237A1 (en) | 1998-03-17 | 2002-04-25 | Newton Roger Schofield | Statin-MMP inhibitor combinations |
| US6642255B2 (en) | 2001-01-11 | 2003-11-04 | Bristol-Myers Squibb Pharma Company | 1,2,-Disubstituted cyclic inhibitors of matrix metalloproteases and TNF-alpha |
| JPWO2002074298A1 (ja) * | 2001-03-21 | 2004-07-08 | 小野薬品工業株式会社 | Il−6産生阻害剤 |
| PE20030701A1 (es) * | 2001-12-20 | 2003-08-21 | Schering Corp | Compuestos para el tratamiento de trastornos inflamatorios |
| AU2003900608A0 (en) * | 2003-02-11 | 2003-02-27 | Fujisawa Pharmaceutical Co., Ltd. | Hdac inhibitor |
| SI1611088T1 (sl) * | 2003-04-07 | 2009-12-31 | Pharmacyclics Inc | Hidroksamati kot terapevtska sredstva |
| EP1648867B1 (en) | 2003-07-17 | 2013-09-04 | Plexxikon Inc. | Ppar active compounds |
| US7834011B2 (en) * | 2006-01-19 | 2010-11-16 | Janssen Pharmaceutica N.V. | Heterocyclylalkyl derivatives as novel inhibitors of histone deacetylase |
| US8962825B2 (en) | 2006-10-30 | 2015-02-24 | Glaxosmithkline Intellectual Property Development Limited | Hydroxamates as inhibitors of histone deacetylase |
| US20100298557A1 (en) * | 2006-12-28 | 2010-11-25 | Taisho Pharmaceutical Co., Ltd | Pyrazolopyrimidine compound |
| WO2009036066A1 (en) * | 2007-09-10 | 2009-03-19 | Curis, Inc. | Vegfr inhibitors containing a zinc binding moiety |
| WO2009036020A1 (en) | 2007-09-10 | 2009-03-19 | Curis, Inc. | Mek inhibitors containing a zinc binding moiety |
| KR101168801B1 (ko) * | 2009-03-27 | 2012-07-25 | 주식회사종근당 | 신규한 하이드록사메이트 유도체, 이의 제조방법, 및 이를 함유하는 약제학적 조성물 |
| TWI600638B (zh) * | 2010-01-22 | 2017-10-01 | 艾斯特隆製藥公司 | 作爲蛋白質去乙醯酶抑制劑之反式醯胺化合物及其使用方法 |
| WO2011146591A1 (en) * | 2010-05-19 | 2011-11-24 | Millennium Pharmaceuticals, Inc. | Substituted hydroxamic acids and uses thereof |
| WO2012170827A2 (en) * | 2011-06-08 | 2012-12-13 | Cylene Pharmaceuticals, Inc. | Pyrazolopyrimidines and related heterocycles as ck2 inhibitors |
| WO2013041407A1 (en) * | 2011-09-19 | 2013-03-28 | Cellzome Ag | Hydroxamic acids as hdac6 inhibitors |
| KR20140118575A (ko) * | 2013-03-29 | 2014-10-08 | 한미약품 주식회사 | 신규한 하이드록사메이트 유도체 |
| JP6803235B2 (ja) | 2014-05-14 | 2020-12-23 | ザ リージェンツ オブ ザ ユニバーシティ オブ コロラド,ア ボディー コーポレイトTHE REGENTS OF THE UNIVERSITY OF COLORADO,a body corporate | タンパク質脱アセチル化酵素阻害剤およびタンパク質脱アセチル化酵素−タンパク質キナーゼ二重阻害剤としての複素環式ヒドロキサム酸ならびにその使用方法 |
-
2015
- 2015-05-14 JP JP2016567524A patent/JP6803235B2/ja not_active Expired - Fee Related
- 2015-05-14 WO PCT/US2015/030842 patent/WO2015175813A1/en not_active Ceased
- 2015-05-14 US US15/310,743 patent/US9840520B2/en not_active Ceased
- 2015-05-14 BR BR112016026518A patent/BR112016026518A2/pt not_active IP Right Cessation
- 2015-05-14 EP EP15792349.1A patent/EP3142652B1/en active Active
- 2015-05-14 CA CA2949163A patent/CA2949163A1/en not_active Abandoned
- 2015-05-14 MX MX2016014911A patent/MX2016014911A/es unknown
- 2015-05-14 KR KR1020167035003A patent/KR20170003688A/ko not_active Withdrawn
- 2015-05-14 US US15/968,188 patent/USRE47690E1/en active Active
- 2015-05-14 RU RU2016148863A patent/RU2016148863A/ru unknown
- 2015-05-14 CN CN201580024748.8A patent/CN106456580B/zh active Active
- 2015-05-14 TW TW104115502A patent/TW201625620A/zh unknown
-
2017
- 2017-07-19 US US15/654,662 patent/US10508122B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2017515848A (ja) | 2017-06-15 |
| US10508122B2 (en) | 2019-12-17 |
| CN106456580A (zh) | 2017-02-22 |
| BR112016026518A2 (pt) | 2017-08-15 |
| RU2016148863A3 (https=) | 2018-12-17 |
| WO2015175813A1 (en) | 2015-11-19 |
| US20170081343A1 (en) | 2017-03-23 |
| USRE47690E1 (en) | 2019-11-05 |
| MX2016014911A (es) | 2017-04-06 |
| CN106456580B (zh) | 2020-09-04 |
| EP3142652B1 (en) | 2021-08-25 |
| US20180044352A1 (en) | 2018-02-15 |
| US9840520B2 (en) | 2017-12-12 |
| JP6803235B2 (ja) | 2020-12-23 |
| KR20170003688A (ko) | 2017-01-09 |
| CA2949163A1 (en) | 2015-11-19 |
| EP3142652A4 (en) | 2017-11-29 |
| EP3142652A1 (en) | 2017-03-22 |
| TW201625620A (zh) | 2016-07-16 |
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