JP2017515848A5 - - Google Patents
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- Publication number
- JP2017515848A5 JP2017515848A5 JP2016567524A JP2016567524A JP2017515848A5 JP 2017515848 A5 JP2017515848 A5 JP 2017515848A5 JP 2016567524 A JP2016567524 A JP 2016567524A JP 2016567524 A JP2016567524 A JP 2016567524A JP 2017515848 A5 JP2017515848 A5 JP 2017515848A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- heteroaryl
- cycloalkyl
- optionally substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 125000001072 heteroaryl group Chemical group 0.000 claims 78
- 125000003118 aryl group Chemical group 0.000 claims 63
- 125000000623 heterocyclic group Chemical group 0.000 claims 56
- 125000000217 alkyl group Chemical group 0.000 claims 54
- 125000000753 cycloalkyl group Chemical group 0.000 claims 51
- 229910052799 carbon Inorganic materials 0.000 claims 37
- 229910052739 hydrogen Inorganic materials 0.000 claims 31
- 229910005965 SO 2 Inorganic materials 0.000 claims 30
- 150000001875 compounds Chemical class 0.000 claims 19
- 150000003839 salts Chemical class 0.000 claims 19
- -1 CR 2 Inorganic materials 0.000 claims 14
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 13
- 125000003710 aryl alkyl group Chemical group 0.000 claims 12
- 229910052760 oxygen Inorganic materials 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 125000002837 carbocyclic group Chemical group 0.000 claims 9
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 5
- 125000002947 alkylene group Chemical group 0.000 claims 4
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000003373 pyrazinyl group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- LZQJTHXBIIUVAE-UHFFFAOYSA-N 7-[4-[[4-(cyclohexylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC=1C2=C(N=C(N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1)NC=C2 LZQJTHXBIIUVAE-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 125000004450 alkenylene group Chemical group 0.000 claims 2
- 125000004419 alkynylene group Chemical group 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- PLDYBNOCXKKWMX-UHFFFAOYSA-N 4-[4-[[6-(cyclohexylamino)-7H-purin-2-yl]amino]phenoxy]-N-hydroxybutanamide Chemical compound ONC(=O)CCCOC1=CC=C(NC2=NC3=C(N=CN3)C(NC3CCCCC3)=N2)C=C1 PLDYBNOCXKKWMX-UHFFFAOYSA-N 0.000 claims 1
- PRNRGCUHINTJDQ-UHFFFAOYSA-N 5-[4-[[6-(cyclohexylamino)-7H-purin-2-yl]amino]phenoxy]-N-hydroxypentanamide Chemical compound ONC(=O)CCCCOc1ccc(Nc2nc(NC3CCCCC3)c3[nH]cnc3n2)cc1 PRNRGCUHINTJDQ-UHFFFAOYSA-N 0.000 claims 1
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- CNHCJEGADJTWLI-UHFFFAOYSA-N 6-[4-[[6-(cyclohexylamino)-7H-purin-2-yl]amino]phenoxy]-N-hydroxyhexanamide Chemical compound ONC(=O)CCCCCOC1=CC=C(NC2=NC3=C(N=CN3)C(NC3CCCCC3)=N2)C=C1 CNHCJEGADJTWLI-UHFFFAOYSA-N 0.000 claims 1
- MDZNWIBUSRDNQY-UHFFFAOYSA-N 7-[4-[(6-benzyl-7H-purin-2-yl)amino]phenoxy]-N-hydroxyheptanamide Chemical compound C(C1=CC=CC=C1)C1=C2N=CNC2=NC(=N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1 MDZNWIBUSRDNQY-UHFFFAOYSA-N 0.000 claims 1
- BAHWAFMZVUYZJO-UHFFFAOYSA-N 7-[4-[[4-(cyclohexylamino)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC1=C2C(=NC(=N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1)NN=C2 BAHWAFMZVUYZJO-UHFFFAOYSA-N 0.000 claims 1
- RYYJQDSPRGRHMH-UHFFFAOYSA-N 7-[4-[[6-(cyclohexylamino)-7-methylpurin-2-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC1=C2N(C=NC2=NC(=N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1)C RYYJQDSPRGRHMH-UHFFFAOYSA-N 0.000 claims 1
- DDAFFCWVRZLDLX-UHFFFAOYSA-N 7-[4-[[6-(cyclohexylamino)-7H-purin-2-yl]amino]phenyl]sulfanyl-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC1=C2N=CNC2=NC(=N1)NC1=CC=C(C=C1)SCCCCCCC(=O)NO DDAFFCWVRZLDLX-UHFFFAOYSA-N 0.000 claims 1
- DLUPISXFOPMTAR-UHFFFAOYSA-N 7-[4-[[6-(cyclohexylamino)-7H-purin-2-yl]amino]phenyl]sulfonyl-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC1=C2N=CNC2=NC(=N1)NC1=CC=C(C=C1)S(=O)(=O)CCCCCCC(=O)NO DLUPISXFOPMTAR-UHFFFAOYSA-N 0.000 claims 1
- WCTAJOMRVHPCRG-UHFFFAOYSA-N 7-[4-[[6-(cyclohexylamino)-9-methylpurin-2-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC1=C2N=CN(C2=NC(=N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1)C WCTAJOMRVHPCRG-UHFFFAOYSA-N 0.000 claims 1
- VZJKXTHVXPFTST-UHFFFAOYSA-N 7-[4-[[6-(tert-butylamino)-7H-purin-2-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C(C)(C)(C)NC1=C2N=CNC2=NC(=N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1 VZJKXTHVXPFTST-UHFFFAOYSA-N 0.000 claims 1
- PZKKZJBMLKEDKE-UHFFFAOYSA-N 7-[4-[[6-[cyclohexyl(methyl)amino]-7H-purin-2-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C1(CCCCC1)N(C1=C2N=CNC2=NC(=N1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1)C PZKKZJBMLKEDKE-UHFFFAOYSA-N 0.000 claims 1
- ITEDAUMHAYBOIB-UHFFFAOYSA-N 7-[4-[[7-(cyclohexylamino)-1H-imidazo[4,5-b]pyridin-5-yl]amino]phenoxy]-N-hydroxyheptanamide Chemical compound C1(CCCCC1)NC1=C2C(=NC(=C1)NC1=CC=C(OCCCCCCC(=O)NO)C=C1)NC=N2 ITEDAUMHAYBOIB-UHFFFAOYSA-N 0.000 claims 1
- GWICCEWTBDJKMA-UHFFFAOYSA-N 8-[4-[[6-(cyclohexylamino)-7H-purin-2-yl]amino]phenoxy]-N-hydroxyoctanamide Chemical compound ONC(=O)CCCCCCCOC1=CC=C(NC2=NC3=C(N=CN3)C(NC3CCCCC3)=N2)C=C1 GWICCEWTBDJKMA-UHFFFAOYSA-N 0.000 claims 1
- 101100203601 Caenorhabditis elegans sor-3 gene Proteins 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 125000003342 alkenyl 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
- 208000010668 atopic eczema Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 230000001900 immune effect Effects 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- 0 **(c1ccc(*IC(NO)=O)cc1)c1cc(CCC2)c2c(*)c1 Chemical compound **(c1ccc(*IC(NO)=O)cc1)c1cc(CCC2)c2c(*)c1 0.000 description 1
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 (3)
| Publication Number | Publication Date |
|---|---|
| JP2017515848A JP2017515848A (ja) | 2017-06-15 |
| JP2017515848A5 true JP2017515848A5 (https=) | 2019-02-14 |
| JP6803235B2 JP6803235B2 (ja) | 2020-12-23 |
Family
ID=54480695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016567524A Expired - Fee Related JP6803235B2 (ja) | 2014-05-14 | 2015-05-14 | 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 |
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 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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
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