JP2018521092A5 - - Google Patents
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- JP2018521092A5 JP2018521092A5 JP2018504096A JP2018504096A JP2018521092A5 JP 2018521092 A5 JP2018521092 A5 JP 2018521092A5 JP 2018504096 A JP2018504096 A JP 2018504096A JP 2018504096 A JP2018504096 A JP 2018504096A JP 2018521092 A5 JP2018521092 A5 JP 2018521092A5
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- Prior art keywords
- alkyl
- independently
- aryl
- heterocycloalkyl
- compound represented
- Prior art date
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- 125000000217 alkyl group Chemical group 0.000 claims description 50
- 150000001875 compounds Chemical class 0.000 claims description 37
- 150000003839 salts Chemical class 0.000 claims description 35
- 125000003118 aryl group Chemical group 0.000 claims description 32
- 239000000126 substance Substances 0.000 claims description 27
- -1 1,3,4-oxadiazole sulfamide derivative compound Chemical class 0.000 claims description 25
- 125000001072 heteroaryl group Chemical group 0.000 claims description 23
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 20
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 18
- 201000010099 disease Diseases 0.000 claims description 18
- 102000003964 Histone deacetylase Human genes 0.000 claims description 10
- 108090000353 Histone deacetylase Proteins 0.000 claims description 10
- 230000001404 mediated effect Effects 0.000 claims description 8
- 125000004434 sulfur atom Chemical group 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 230000002265 prevention Effects 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 4
- 208000029411 Adnexal disease Diseases 0.000 claims description 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
- 206010008805 Chromosomal abnormalities Diseases 0.000 claims description 2
- 208000031404 Chromosome Aberrations Diseases 0.000 claims description 2
- 208000035473 Communicable disease Diseases 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- 208000012902 Nervous system disease Diseases 0.000 claims description 2
- 208000025966 Neurological disease Diseases 0.000 claims description 2
- 230000003542 behavioural effect Effects 0.000 claims description 2
- 208000035269 cancer or benign tumor Diseases 0.000 claims description 2
- 230000029087 digestion Effects 0.000 claims description 2
- 208000035475 disorder Diseases 0.000 claims description 2
- 230000002124 endocrine Effects 0.000 claims description 2
- 208000030172 endocrine system disease Diseases 0.000 claims description 2
- 208000030533 eye disease Diseases 0.000 claims description 2
- 230000036244 malformation Effects 0.000 claims description 2
- 230000003340 mental effect Effects 0.000 claims description 2
- 208000030159 metabolic disease Diseases 0.000 claims description 2
- 235000016709 nutrition Nutrition 0.000 claims description 2
- 230000035764 nutrition Effects 0.000 claims description 2
- 208000030212 nutrition disease Diseases 0.000 claims description 2
- 206010033675 panniculitis Diseases 0.000 claims description 2
- 208000023504 respiratory system disease Diseases 0.000 claims description 2
- 210000004304 subcutaneous tissue Anatomy 0.000 claims description 2
- 206010062344 Congenital musculoskeletal anomaly Diseases 0.000 claims 1
- 208000029027 Musculoskeletal and connective tissue disease Diseases 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 16
- 102100022537 Histone deacetylase 6 Human genes 0.000 description 14
- 108010023925 Histone Deacetylase 6 Proteins 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 0 *C*N(*C**)S(*)(=O)=O Chemical compound *C*N(*C**)S(*)(=O)=O 0.000 description 5
- 101000899330 Homo sapiens Histone deacetylase 6 Proteins 0.000 description 5
- WWGBHDIHIVGYLZ-UHFFFAOYSA-N N-[4-[3-[[[7-(hydroxyamino)-7-oxoheptyl]amino]-oxomethyl]-5-isoxazolyl]phenyl]carbamic acid tert-butyl ester Chemical compound C1=CC(NC(=O)OC(C)(C)C)=CC=C1C1=CC(C(=O)NCCCCCCC(=O)NO)=NO1 WWGBHDIHIVGYLZ-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000006242 amine protecting group Chemical group 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000003937 drug carrier Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000006187 pill Substances 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- IQSZFXHNUQSSRA-UHFFFAOYSA-N C1C2C3C4C5C3C2CCC2C4C5C2C1 Chemical compound C1C2C3C4C5C3C2CCC2C4C5C2C1 IQSZFXHNUQSSRA-UHFFFAOYSA-N 0.000 description 1
- 206010010356 Congenital anomaly Diseases 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 102100039996 Histone deacetylase 1 Human genes 0.000 description 1
- 108010033040 Histones Proteins 0.000 description 1
- 101001035024 Homo sapiens Histone deacetylase 1 Proteins 0.000 description 1
- 239000005913 Maltodextrin Substances 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008335 axon cargo transport Effects 0.000 description 1
- 239000000022 bacteriostatic agent Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000007975 buffered saline Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 210000002808 connective tissue Anatomy 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000004404 heteroalkyl group Chemical group 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229940035034 maltodextrin Drugs 0.000 description 1
- 230000002438 mitochondrial effect Effects 0.000 description 1
- 210000002346 musculoskeletal system Anatomy 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2015-0106177 | 2015-07-27 | ||
| KR20150106177 | 2015-07-27 | ||
| PCT/KR2016/008218 WO2017018805A1 (en) | 2015-07-27 | 2016-07-27 | 1,3,4-oxadiazole sulfamide derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018521092A JP2018521092A (ja) | 2018-08-02 |
| JP2018521092A5 true JP2018521092A5 (enExample) | 2019-05-16 |
| JP6538266B2 JP6538266B2 (ja) | 2019-07-03 |
Family
ID=57885712
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018504096A Active JP6538266B2 (ja) | 2015-07-27 | 2016-07-27 | ヒストン脱アセチル化酵素６阻害剤としての１，３，４−オキサジアゾールスルファミド誘導体化合物及びこれを含有する薬剤学的組成物（１，３，４−Ｏｘａｄｉａｚｏｌｅ Ｓｕｌｆａｍｉｄｅ Ｄｅｒｉｖａｔｉｖｅ Ｃｏｍｐｏｕｎｄｓ ａｓ Ｈｉｓｔｏｎｅ Ｄｅａｃｅｔｙｌａｓｅ ６ Ｉｎｈｉｂｉｔｏｒ， ａｎｄ ｔｈｅ Ｐｈａｒｍａｃｅｕｔｉｃａｌ Ｃｏｍｐｏｓｉｔｉｏｎ Ｃｏｍｐｒｉｓｉｎｇ ｔｈｅ ｓａｍｅ） |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US10464911B2 (enExample) |
| EP (1) | EP3328844B1 (enExample) |
| JP (1) | JP6538266B2 (enExample) |
| KR (1) | KR101799005B1 (enExample) |
| CN (1) | CN107980040B (enExample) |
| AU (1) | AU2016299486B2 (enExample) |
| BR (1) | BR112017027798B1 (enExample) |
| CA (1) | CA2987570C (enExample) |
| DK (1) | DK3328844T3 (enExample) |
| ES (1) | ES2774510T3 (enExample) |
| HR (1) | HRP20200280T1 (enExample) |
| HU (1) | HUE048534T2 (enExample) |
| MX (1) | MX376585B (enExample) |
| MY (1) | MY194018A (enExample) |
| NZ (1) | NZ736432A (enExample) |
| PH (1) | PH12017501939B1 (enExample) |
| PL (1) | PL3328844T3 (enExample) |
| PT (1) | PT3328844T (enExample) |
| RU (1) | RU2695227C9 (enExample) |
| TW (1) | TWI694074B (enExample) |
| WO (1) | WO2017018805A1 (enExample) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3291809B1 (en) | 2015-05-07 | 2021-08-25 | CHDI Foundation, Inc. | Histone deacetylase inhibitors and compositions and methods of use thereof |
| WO2016179554A1 (en) | 2015-05-07 | 2016-11-10 | Chdi Foundation, Inc. | Histone deacetylase inhibitors and compositions and methods of use thereof |
| PL3328843T3 (pl) | 2015-07-27 | 2023-02-27 | Chong Kun Dang Pharmaceutical Corp. | Związki będące pochodnymi 1,3,4 oksadiazolosulfonamidów jako inhibitor deacetylazy histonowej 6, oraz kompozycja farmaceutyczna je zawierająca |
| RU2695227C9 (ru) | 2015-07-27 | 2020-03-04 | Чонг Кун Данг Фармасьютикал Корп. | Производные 1,3,4-оксадиазолсульфамида в качестве ингибитора гистондеацетилазы 6 и содержащая их фармацевтическая композиция |
| NZ739211A (en) | 2015-07-27 | 2019-05-31 | Chong Kun Dang Pharmaceutical Corp | 1,3,4-oxadiazole amide derivative compound as histone deacetylase 6 inhibitor, and pharmaceutical composition containing same |
| PT3331864T (pt) | 2015-08-04 | 2022-01-18 | Chong Kun Dang Pharmaceutical Corp | Compostos derivados de 1,3,4-oxadiazol como inibidor de histona desacetilase 6 e a composição farmacêutica compreendendo os mesmos |
| CA3001666C (en) | 2015-10-12 | 2021-03-30 | Chong Kun Dang Pharmaceutical Corp. | Oxadiazole amine derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
| WO2018165520A1 (en) | 2017-03-10 | 2018-09-13 | Vps-3, Inc. | Metalloenzyme inhibitor compounds |
| EP3661931A1 (en) | 2017-07-31 | 2020-06-10 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| KR102059027B1 (ko) * | 2018-01-12 | 2019-12-24 | 주식회사 비엔에이치리서치 | Hdac6 억제제를 유효성분으로 포함하는 가려움증 예방 또는 치료용 약제학적 조성물 |
| KR102316234B1 (ko) * | 2018-07-26 | 2021-10-22 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이를 포함하는 약제학적 조성물 |
| JP7470058B2 (ja) * | 2019-01-30 | 2024-04-17 | 武田薬品工業株式会社 | 複素環化合物 |
| ES2984772T3 (es) | 2019-04-17 | 2024-10-31 | Quimatryx S L | Derivados de 1,3,4-oxadiazol como inhibidores de histona desacetilasas |
| MY207444A (en) | 2019-05-31 | 2025-02-27 | Chong Kun Dang Pharmaceutical Corp | 1,3,4-oxadiazole homophthalimide derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
| BR112021026334A2 (pt) | 2019-06-27 | 2022-05-10 | Medstar Health | Macrófagos ativados por hdac6, composições, e usos dos mesmos |
| WO2021021979A2 (en) | 2019-07-30 | 2021-02-04 | Eikonizo Therapapeutics, Inc. | Hdac6 inhibitors and uses thereof |
| AU2020353984B2 (en) | 2019-09-27 | 2025-09-25 | Takeda Pharmaceutical Company Limited | 2-isoindol-1,3,4-oxadiazole derivatives useful as HDAC6 inhibitors |
| CN114980887A (zh) | 2019-12-20 | 2022-08-30 | 特纳亚治疗股份有限公司 | 氟代烷基-噁二唑及其用途 |
| KR102537616B1 (ko) * | 2020-02-25 | 2023-05-26 | 주식회사 종근당 | 히스톤 탈아세틸화 효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이를 포함하는 약제학적 조성물 |
| KR102537615B1 (ko) | 2020-02-25 | 2023-05-30 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이를 포함하는 약제학적 조성물 |
| WO2022013728A1 (en) * | 2020-07-14 | 2022-01-20 | Chong Kun Dang Pharmaceutical Corp. | Novel compounds as histone deacetylase 6 inhibitor, and pharmaceutical composition comprising the same |
| PE20231744A1 (es) | 2020-08-07 | 2023-10-31 | Italfarmaco Spa | Nuevos inhibidores selectivos de hdac6 basados en oxadiazol |
| KR102685058B1 (ko) | 2020-09-02 | 2024-07-15 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 새로운 구조의 화합물 및 이를 포함하는 약제학적 조성물 |
| KR102905373B1 (ko) * | 2021-04-08 | 2025-12-29 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 싸이오카보닐 화합물 및 이를 포함하는 약제학적 조성물 |
| IL307883A (en) | 2021-04-23 | 2023-12-01 | Tenaya Therapeutics Inc | HDAC6 inhibitors for use in the treatment of dilated myocardial disease |
| WO2022235842A1 (en) * | 2021-05-04 | 2022-11-10 | Tenaya Therapeutics, Inc. | 2-fluoroalkyl-1,3,4-oxadiazol-5-yl-thiazol, hdac6 inhibitors for use in the treatment of metabolic disease and hfpef |
| EP4475845A4 (en) * | 2022-02-08 | 2025-12-31 | Univ Georgetown | A1H-BENZO[C][1,2]THIADIAZINE-2,2-DIOXIDES BEARING HETEROCYCLIC BONDS AS SELECTIVE HISTONE DEACETYLASE INHIBITORS 6 |
| KR102904231B1 (ko) * | 2022-04-07 | 2025-12-29 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이의 용도 |
| EP4504190A4 (en) | 2022-04-08 | 2026-03-25 | Eikonizo Therapeutics Inc | OXADIAZOLE HDAC6 INHIBITORS AND THEIR USES |
| TW202412772A (zh) | 2022-07-19 | 2024-04-01 | 義大利商義大利藥品股份有限公司 | 作為選擇性組蛋白去乙醯酶６抑制劑之１，３，４－㗁二唑衍生物 |
| WO2024033293A1 (en) | 2022-08-08 | 2024-02-15 | Italfarmaco S.P.A. | Difluoro- and trifluoro-acetyl hydrazides as selective hdac6 inhibitors |
| KR20240035172A (ko) * | 2022-09-08 | 2024-03-15 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이의 용도 |
| TW202426439A (zh) * | 2022-10-14 | 2024-07-01 | 韓商鐘根堂股份有限公司 | 作為組蛋白去乙醯酶6抑制劑之磺醯亞胺化合物以及含彼之醫藥組合物 |
| WO2025215092A1 (en) | 2024-04-10 | 2025-10-16 | Institut National de la Santé et de la Recherche Médicale | Selective hdac6 inhibitors for use in the treatment of myotonic dystrophy type 1 |
| WO2026018065A1 (en) * | 2024-07-18 | 2026-01-22 | Eurofarma Laboratórios S.A. | Hdac-6 inhibiting compounds and treatment of diseases with the same |
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2016
- 2016-07-27 RU RU2018106904A patent/RU2695227C9/ru active
- 2016-07-27 WO PCT/KR2016/008218 patent/WO2017018805A1/en not_active Ceased
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- 2016-07-27 JP JP2018504096A patent/JP6538266B2/ja active Active
- 2016-07-27 MY MYPI2017703935A patent/MY194018A/en unknown
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- 2016-07-27 BR BR112017027798-0A patent/BR112017027798B1/pt active IP Right Grant
- 2016-07-27 HR HRP20200280TT patent/HRP20200280T1/hr unknown
- 2016-07-27 CN CN201680025249.5A patent/CN107980040B/zh active Active
- 2016-07-27 TW TW105123853A patent/TWI694074B/zh active
- 2016-07-27 DK DK16830838.5T patent/DK3328844T3/da active
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