JP2016516067A5 - - Google Patents
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- JP2016516067A5 JP2016516067A5 JP2016503202A JP2016503202A JP2016516067A5 JP 2016516067 A5 JP2016516067 A5 JP 2016516067A5 JP 2016503202 A JP2016503202 A JP 2016503202A JP 2016503202 A JP2016503202 A JP 2016503202A JP 2016516067 A5 JP2016516067 A5 JP 2016516067A5
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- JP
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- Prior art keywords
- compound
- optionally substituted
- pharmaceutically acceptable
- acceptable salt
- compound according
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims 116
- 150000003839 salts Chemical class 0.000 claims 30
- 201000010099 disease Diseases 0.000 claims 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 20
- 125000000623 heterocyclic group Chemical group 0.000 claims 11
- 230000001404 mediated effect Effects 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000001072 heteroaryl group Chemical group 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000004452 carbocyclyl group Chemical group 0.000 claims 7
- 150000002431 hydrogen Chemical class 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 239000000546 pharmaceutical excipient Substances 0.000 claims 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 101000757232 Homo sapiens Protein arginine N-methyltransferase 2 Proteins 0.000 claims 6
- 125000005842 heteroatom Chemical group 0.000 claims 6
- 102000046485 human PRMT2 Human genes 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000002950 monocyclic group Chemical group 0.000 claims 4
- 125000003107 substituted aryl group Chemical group 0.000 claims 4
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 125000004426 substituted alkynyl group Chemical group 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 2
- 102100025210 Histone-arginine methyltransferase CARM1 Human genes 0.000 claims 2
- 101000757216 Homo sapiens Protein arginine N-methyltransferase 1 Proteins 0.000 claims 2
- 101000924541 Homo sapiens Protein arginine N-methyltransferase 3 Proteins 0.000 claims 2
- 101000775582 Homo sapiens Protein arginine N-methyltransferase 6 Proteins 0.000 claims 2
- 101000796142 Homo sapiens Protein arginine N-methyltransferase 8 Proteins 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 102100022985 Protein arginine N-methyltransferase 1 Human genes 0.000 claims 2
- 102100034603 Protein arginine N-methyltransferase 3 Human genes 0.000 claims 2
- 102100032140 Protein arginine N-methyltransferase 6 Human genes 0.000 claims 2
- 102100031365 Protein arginine N-methyltransferase 8 Human genes 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 125000002619 bicyclic group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 108010030886 coactivator-associated arginine methyltransferase 1 Proteins 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 125000006574 non-aromatic ring group Chemical group 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 125000003367 polycyclic group Chemical group 0.000 claims 2
- 125000005017 substituted alkenyl group Chemical group 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000002837 carbocyclic group Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 230000014509 gene expression Effects 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 208000030159 metabolic disease Diseases 0.000 claims 1
- -1 methoxyethyl Chemical group 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 201000006938 muscular dystrophy Diseases 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 1
- 230000035897 transcription Effects 0.000 claims 1
- 238000013518 transcription Methods 0.000 claims 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims 1
- 208000019553 vascular disease Diseases 0.000 claims 1
- YHQXJYOLULPBBH-GLRZTSSQSA-N CC(C)(C1)CO[C@]1(CC1)CC[C@H]1c1n[nH]cc1CN(C)CCNC Chemical compound CC(C)(C1)CO[C@]1(CC1)CC[C@H]1c1n[nH]cc1CN(C)CCNC YHQXJYOLULPBBH-GLRZTSSQSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361781051P | 2013-03-14 | 2013-03-14 | |
| US61/781,051 | 2013-03-14 | ||
| US201361876034P | 2013-09-10 | 2013-09-10 | |
| US61/876,034 | 2013-09-10 | ||
| PCT/US2014/029710 WO2014153226A1 (en) | 2013-03-14 | 2014-03-14 | Arginine methyltransferase inhibitors and uses thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016516067A JP2016516067A (ja) | 2016-06-02 |
| JP2016516067A5 true JP2016516067A5 (enExample) | 2017-01-26 |
| JP6581076B2 JP6581076B2 (ja) | 2019-09-25 |
Family
ID=50483598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016503202A Active JP6581076B2 (ja) | 2013-03-14 | 2014-03-14 | アルギニンメチルトランスフェラーゼ阻害剤およびその使用 |
Country Status (24)
| Country | Link |
|---|---|
| US (5) | US9598374B2 (enExample) |
| EP (1) | EP2970132B1 (enExample) |
| JP (1) | JP6581076B2 (enExample) |
| KR (2) | KR102028793B1 (enExample) |
| CN (2) | CN105339351B (enExample) |
| AU (2) | AU2014236146B2 (enExample) |
| BR (1) | BR112015022785A2 (enExample) |
| CA (1) | CA2903394C (enExample) |
| CY (1) | CY1123637T1 (enExample) |
| DK (1) | DK2970132T3 (enExample) |
| EA (1) | EA030481B1 (enExample) |
| ES (1) | ES2837034T3 (enExample) |
| HR (1) | HRP20202008T1 (enExample) |
| HU (1) | HUE052926T2 (enExample) |
| IL (2) | IL241368B (enExample) |
| LT (1) | LT2970132T (enExample) |
| MX (1) | MX382991B (enExample) |
| PL (1) | PL2970132T3 (enExample) |
| PT (1) | PT2970132T (enExample) |
| RS (1) | RS61231B1 (enExample) |
| SG (1) | SG11201506972PA (enExample) |
| SI (1) | SI2970132T1 (enExample) |
| WO (1) | WO2014153226A1 (enExample) |
| ZA (1) | ZA201507441B (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY199894A (en) | 2012-12-21 | 2023-11-27 | Epizyme Inc | Prmt5 inhibitors and uses thereof |
| CA2894157A1 (en) | 2012-12-21 | 2014-06-26 | Epizyme, Inc. | Prmt5 inhibitors and uses thereof |
| WO2014100716A1 (en) | 2012-12-21 | 2014-06-26 | Epizyme, Inc. | Prmt5 inhibitors and uses thereof |
| JP2016505000A (ja) | 2012-12-21 | 2016-02-18 | エピザイム，インコーポレイティド | Ｐｒｍｔ５阻害剤およびその使用 |
| JP2016505002A (ja) | 2012-12-21 | 2016-02-18 | エピザイム，インコーポレイティド | ジヒドロイソキノリンまたはテトラヒドロイソキノリンを含有するｐｒｍｔ５阻害剤およびその使用 |
| US9120757B2 (en) | 2013-03-14 | 2015-09-01 | Epizyme, Inc. | Arginine methyltransferase inhibitors and uses thereof |
| EP2970134B1 (en) | 2013-03-14 | 2018-02-28 | Epizyme, Inc. | Pyrazole derivatives as prmt1 inhibitors and uses thereof |
| SG11201506972PA (en) * | 2013-03-14 | 2015-10-29 | Epizyme Inc | Arginine methyltransferase inhibitors and uses thereof |
| WO2014153208A1 (en) | 2013-03-14 | 2014-09-25 | Epizyme, Inc. | Arginine methyltransferase inhibitors and uses thereof |
| EP2970136A1 (en) | 2013-03-14 | 2016-01-20 | Epizyme, Inc. | Arginine methyl transferase inhibtors and uses thereof |
| US9394258B2 (en) | 2013-03-14 | 2016-07-19 | Epizyme, Inc. | Arginine methyltransferase inhibitors and uses thereof |
| EP2970133B1 (en) | 2013-03-14 | 2018-10-24 | Epizyme, Inc. | Pyrazole derivatives as prmt1 inhibitors and uses thereof |
| AU2014260433A1 (en) | 2013-03-14 | 2015-09-10 | Epizyme, Inc. | Pyrazole derivatives as arginine methyltransferase inhibitors and uses thereof |
| WO2014144659A1 (en) | 2013-03-14 | 2014-09-18 | Epizyme, Inc. | Pyrazole derivatives as prmt1 inhibitors and uses thereof |
| US20160031839A1 (en) | 2013-03-14 | 2016-02-04 | Epizyme, Inc. | Arginine methyltransferase inhibitors and uses thereof |
| EP2970266B1 (en) | 2013-03-15 | 2018-01-31 | Epizyme, Inc. | 1-phenoxy-3-(alkylamino)-propan-2-ol derivatives as carm1 inhibitors and uses thereof |
| KR20160003647A (ko) | 2013-03-15 | 2016-01-11 | 에피자임, 인코포레이티드 | Carm1 억제제 및 이의 용도 |
| US9346802B2 (en) | 2013-03-15 | 2016-05-24 | Epizyme, Inc. | CARM1 inhibitors and uses thereof |
| CA2953572A1 (en) | 2014-08-04 | 2016-02-11 | Epizyme, Inc. | Prmt5 inhibitors and uses thereof |
| WO2016044576A1 (en) * | 2014-09-17 | 2016-03-24 | Epizyme, Inc. | Salts, co-crystals, amorphous forms, and crystalline forms of an arginine methyltransferase inhibitor |
| AU2017367300A1 (en) | 2016-12-01 | 2019-06-13 | Glaxosmithkline Intellectual Property Development Limited | Combination therapy |
| CN110225983A (zh) * | 2016-12-01 | 2019-09-10 | 葛兰素史密斯克莱知识产权发展有限公司 | 治疗癌症的方法 |
| US20190343803A1 (en) * | 2016-12-01 | 2019-11-14 | Glaxosmithkline Intellectual Property Development Limited | Combination therapy |
| CA3092579A1 (en) | 2018-03-01 | 2019-09-06 | Board Of Regents, The University Of Texas System | Ethanediamine-heterocycle derivatives as inhibitors of protein arginine methyltransferases |
| BR112020023459A2 (pt) * | 2018-05-31 | 2021-02-23 | Glaxosmithkline Intellectual Property Development Limited | terapia combinada com proteínas de ligação a icos e inibidores de arginina metiltransferase |
| WO2020182018A1 (zh) * | 2019-03-12 | 2020-09-17 | 四川科伦博泰生物医药股份有限公司 | 氮杂环化合物、其制备方法及用途 |
| IL318073A (en) * | 2019-03-25 | 2025-02-01 | California Inst Of Techn | PRMT5 inhibitors and their uses |
| WO2021023609A1 (en) * | 2019-08-02 | 2021-02-11 | Glaxosmithkline Intellectual Property Development Limited | Combination of a type i protein arginine methyltransferase (type i prmt) inhibitor and a methionine adenosyltransferase ii alpha (mat2a) inhibitor |
| CN110950841A (zh) * | 2019-11-22 | 2020-04-03 | 济南大学 | 一类新型三唑类化合物的合成及应用 |
| KR102219251B1 (ko) | 2020-03-03 | 2021-02-22 | 김명수 | 전문가 추천 플랫폼을 제공하는 서버 및 그 운용방법 |
| CN111481532B (zh) * | 2020-06-28 | 2020-09-22 | 南京中澳转化医学研究院有限公司 | 化合物28d在制备提高γ-珠蛋白表达量的药物中的应用 |
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-
2014
- 2014-03-14 SG SG11201506972PA patent/SG11201506972PA/en unknown
- 2014-03-14 BR BR112015022785A patent/BR112015022785A2/pt not_active Application Discontinuation
- 2014-03-14 KR KR1020157029130A patent/KR102028793B1/ko active Active
- 2014-03-14 MX MX2015012850A patent/MX382991B/es unknown
- 2014-03-14 AU AU2014236146A patent/AU2014236146B2/en active Active
- 2014-03-14 PT PT147173710T patent/PT2970132T/pt unknown
- 2014-03-14 US US14/775,794 patent/US9598374B2/en active Active
- 2014-03-14 WO PCT/US2014/029710 patent/WO2014153226A1/en not_active Ceased
- 2014-03-14 SI SI201431734T patent/SI2970132T1/sl unknown
- 2014-03-14 EA EA201591531A patent/EA030481B1/ru unknown
- 2014-03-14 LT LTEP14717371.0T patent/LT2970132T/lt unknown
- 2014-03-14 JP JP2016503202A patent/JP6581076B2/ja active Active
- 2014-03-14 EP EP14717371.0A patent/EP2970132B1/en active Active
- 2014-03-14 PL PL14717371T patent/PL2970132T3/pl unknown
- 2014-03-14 CA CA2903394A patent/CA2903394C/en active Active
- 2014-03-14 CN CN201480020631.8A patent/CN105339351B/zh active Active
- 2014-03-14 HR HRP20202008TT patent/HRP20202008T1/hr unknown
- 2014-03-14 ES ES14717371T patent/ES2837034T3/es active Active
- 2014-03-14 KR KR1020197028270A patent/KR102158756B1/ko active Active
- 2014-03-14 DK DK14717371.0T patent/DK2970132T3/da active
- 2014-03-14 RS RS20201553A patent/RS61231B1/sr unknown
- 2014-03-14 HU HUE14717371A patent/HUE052926T2/hu unknown
- 2014-03-14 CN CN201811160725.1A patent/CN109265400B/zh active Active
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2015
- 2015-09-09 IL IL241368A patent/IL241368B/en active IP Right Grant
- 2015-10-07 ZA ZA2015/07441A patent/ZA201507441B/en unknown
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2017
- 2017-02-01 US US15/421,699 patent/US10081603B2/en active Active
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2018
- 2018-05-02 AU AU2018203056A patent/AU2018203056B2/en active Active
- 2018-09-07 US US16/124,936 patent/US10800743B2/en active Active
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- 2020-08-27 US US17/004,881 patent/US11512053B2/en active Active
- 2020-12-17 CY CY20201101194T patent/CY1123637T1/el unknown
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2023
- 2023-10-06 US US18/482,475 patent/US20240182426A1/en not_active Abandoned
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