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 |
|---|---|---|---|
| KR20150106177 | 2015-07-27 | ||
| KR10-2015-0106177 | 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 (https=) | 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 (https=) |
| EP (1) | EP3328844B1 (https=) |
| JP (1) | JP6538266B2 (https=) |
| KR (1) | KR101799005B1 (https=) |
| CN (1) | CN107980040B (https=) |
| AU (1) | AU2016299486B2 (https=) |
| BR (1) | BR112017027798B1 (https=) |
| CA (1) | CA2987570C (https=) |
| DK (1) | DK3328844T3 (https=) |
| ES (1) | ES2774510T3 (https=) |
| HR (1) | HRP20200280T1 (https=) |
| HU (1) | HUE048534T2 (https=) |
| MX (1) | MX376585B (https=) |
| MY (1) | MY194018A (https=) |
| NZ (1) | NZ736432A (https=) |
| PH (1) | PH12017501939B1 (https=) |
| PL (1) | PL3328844T3 (https=) |
| PT (1) | PT3328844T (https=) |
| RU (1) | RU2695227C9 (https=) |
| TW (1) | TWI694074B (https=) |
| WO (1) | WO2017018805A1 (https=) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX378983B (es) | 2015-05-07 | 2025-03-10 | Chdi Foundation Inc | Inhibidores de histona deacetilasa y composiciones y metodos para el uso de los mismos. |
| AU2016256917B2 (en) | 2015-05-07 | 2021-08-26 | Chdi Foundation, Inc. | Histone deacetylase inhibitors and compositions and methods of use thereof |
| 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 |
| 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 |
| CN108026056B (zh) | 2015-07-27 | 2021-08-03 | 株式会社钟根堂 | 作为组蛋白脱乙酰酶6抑制剂的1,3,4-噁二唑酰胺衍生物化合物及其药物组合物 |
| JP6491393B2 (ja) | 2015-08-04 | 2019-03-27 | チョン クン ダン ファーマシューティカル コーポレーション | ヒストン脱アセチル化酵素６阻害剤としての１，３，４−オキサジアゾール誘導体化合物及びこれを含有する薬剤学的組成物 |
| JP6697074B2 (ja) | 2015-10-12 | 2020-05-20 | チョン クン ダン ファーマシューティカル コーポレーション | ヒストン脱アセチル化酵素６阻害剤としてのオキサジアゾールアミン誘導体化合物及びこれを含有する薬剤学的組成物 |
| WO2018165520A1 (en) | 2017-03-10 | 2018-09-13 | Vps-3, Inc. | Metalloenzyme inhibitor compounds |
| CN111032651A (zh) * | 2017-07-31 | 2020-04-17 | 武田药品工业株式会社 | 杂环化合物 |
| 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 |
| US12084436B2 (en) | 2019-01-30 | 2024-09-10 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| AU2020259100B2 (en) * | 2019-04-17 | 2024-12-12 | Fundación Kertor | 1,3,4-oxadiazole derivatives as histone deacetylase inhibitors |
| 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 |
| JP2022538284A (ja) | 2019-06-27 | 2022-09-01 | ザ ジョージ ワシントン ユニバーシティ， ア コングレッショナリー チャータード ノット－フォー－プロフィット コーポレイション | Ｈｄａｃ６活性化マクロファージ、その組成物および使用 |
| AU2020321955A1 (en) | 2019-07-30 | 2022-03-17 | Eikonizo Therapapeutics, Inc. | HDAC6 inhibitors and uses thereof |
| WO2021060567A1 (en) | 2019-09-27 | 2021-04-01 | Takeda Pharmaceutical Company Limited | 2-isoindol-1,3,4-oxadiazole derivatives useful as hdac6 inhibitors |
| MX2022007376A (es) | 2019-12-20 | 2022-09-02 | Tenaya Therapeutics Inc | Fluoroalqull-oxadiazoles y sus usos. |
| 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 |
| 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 |
| JP7571276B2 (ja) * | 2020-07-14 | 2024-10-22 | チョン クン ダン ファーマシューティカル コーポレイション | ヒストン脱アセチル化酵素６阻害剤としての新規な構造の化合物およびこれを含む薬剤学的組成物 |
| KR20230049675A (ko) | 2020-08-07 | 2023-04-13 | 이탈파마코 에스.피.에이. | 신규한 옥사디아졸-기반 선택적 hdac6 억제제 |
| 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 |
| US20240252502A1 (en) | 2021-05-04 | 2024-08-01 | Tenaya Therapeutics, Inc. | Hdac6 inhibitors for treatment of metabolic disease and hfpef |
| US20250171433A1 (en) * | 2022-02-08 | 2025-05-29 | Georgetown University | A1h-benzo[c][1,2]thiadiazine-2,2-dioxides bearing heterocyclic linkers as selective histone deacetylase 6 inhibitors |
| KR102904231B1 (ko) * | 2022-04-07 | 2025-12-29 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이의 용도 |
| TW202345813A (zh) | 2022-04-08 | 2023-12-01 | 美商艾科尼佐療法股份有限公司 | 㗁二唑ｈｄａｃ６抑制劑及其用途 |
| 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 |
| CA3262628A1 (en) | 2022-08-08 | 2024-02-15 | Italfarmaco S.P.A. | HYDRAZIDES DIFLOORO- AND TRIFLUORO-ACETYLE USED 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 |
| PE20251844A1 (es) * | 2022-10-14 | 2025-07-17 | Chong Kun Dang Pharmaceutical Corp | Compuestos de sulfoximina como inhibidores de la histona desacetilasa 6, y composicion farmaceutica que comprende los mismos |
| 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 |
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