JP2018510175A5 - - Google Patents
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- JP2018510175A5 JP2018510175A5 JP2017550897A JP2017550897A JP2018510175A5 JP 2018510175 A5 JP2018510175 A5 JP 2018510175A5 JP 2017550897 A JP2017550897 A JP 2017550897A JP 2017550897 A JP2017550897 A JP 2017550897A JP 2018510175 A5 JP2018510175 A5 JP 2018510175A5
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- JP
- Japan
- Prior art keywords
- item
- composition
- substituted
- aryl
- alkyl
- Prior art date
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- 125000000217 alkyl group Chemical group 0.000 claims description 79
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 60
- 125000003118 aryl group Chemical group 0.000 claims description 55
- 150000001875 compounds Chemical class 0.000 claims description 49
- 125000001072 heteroaryl group Chemical group 0.000 claims description 49
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 41
- 125000003545 alkoxy group Chemical group 0.000 claims description 40
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 39
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 39
- 206010028980 Neoplasm Diseases 0.000 claims description 37
- 201000011510 cancer Diseases 0.000 claims description 37
- 125000000623 heterocyclic group Chemical group 0.000 claims description 34
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 28
- 125000004104 aryloxy group Chemical group 0.000 claims description 27
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 27
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 26
- 125000005326 heteroaryloxy alkyl group Chemical group 0.000 claims description 26
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 26
- -1 rather than the H Chemical compound 0.000 claims description 25
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 22
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 22
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 21
- 125000003342 alkenyl group Chemical group 0.000 claims description 19
- 125000004945 acylaminoalkyl group Chemical group 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 206010006187 Breast cancer Diseases 0.000 claims description 15
- 208000026310 Breast neoplasm Diseases 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 14
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 14
- 230000036210 malignancy Effects 0.000 claims description 12
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- 125000004442 acylamino group Chemical group 0.000 claims description 10
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- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 208000014767 Myeloproliferative disease Diseases 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 208000036142 Viral infection Diseases 0.000 claims description 7
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- 208000025966 Neurological disease Diseases 0.000 claims description 6
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- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 6
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- 208000029559 malignant endocrine neoplasm Diseases 0.000 claims description 6
- 235000012054 meals Nutrition 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
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- 125000002252 acyl group Chemical group 0.000 claims description 5
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
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- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims description 4
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- 201000010982 kidney cancer Diseases 0.000 claims description 4
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- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 102000002029 Claudin Human genes 0.000 claims description 3
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- 208000003721 Triple Negative Breast Neoplasms Diseases 0.000 claims description 3
- 210000000270 basal cell Anatomy 0.000 claims description 3
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 3
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- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims description 2
- 208000015234 adrenal cortex adenoma Diseases 0.000 claims description 2
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- 201000003354 adrenal cortical adenoma Diseases 0.000 claims description 2
- 201000003352 adrenal gland pheochromocytoma Diseases 0.000 claims description 2
- 208000007128 adrenocortical carcinoma Diseases 0.000 claims description 2
- 201000005202 lung cancer Diseases 0.000 claims description 2
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- 208000014643 parathyroid gland adenoma Diseases 0.000 claims description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 238000000034 method Methods 0.000 description 140
- 0 CC(*)C(*1)=NN=C1N(*)C(C)=O Chemical compound CC(*)C(*1)=NN=C1N(*)C(C)=O 0.000 description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 16
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- 125000004475 heteroaralkyl group Chemical group 0.000 description 9
- 150000002431 hydrogen Chemical class 0.000 description 9
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- GOTYRUGSSMKFNF-UHFFFAOYSA-N lenalidomide Chemical compound C1C=2C(N)=CC=CC=2C(=O)N1C1CCC(=O)NC1=O GOTYRUGSSMKFNF-UHFFFAOYSA-N 0.000 description 7
- UVSMNLNDYGZFPF-UHFFFAOYSA-N pomalidomide Chemical compound O=C1C=2C(N)=CC=CC=2C(=O)N1C1CCC(=O)NC1=O UVSMNLNDYGZFPF-UHFFFAOYSA-N 0.000 description 7
- UEJJHQNACJXSKW-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C1CCC(=O)NC1=O UEJJHQNACJXSKW-UHFFFAOYSA-N 0.000 description 6
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- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 description 5
- 239000005551 L01XE03 - Erlotinib Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- AAKJLRGGTJKAMG-UHFFFAOYSA-N erlotinib Chemical compound C=12C=C(OCCOC)C(OCCOC)=CC2=NC=NC=1NC1=CC=CC(C#C)=C1 AAKJLRGGTJKAMG-UHFFFAOYSA-N 0.000 description 5
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- 229940124597 therapeutic agent Drugs 0.000 description 5
- IAKHMKGGTNLKSZ-INIZCTEOSA-N (S)-colchicine Chemical compound C1([C@@H](NC(C)=O)CC2)=CC(=O)C(OC)=CC=C1C1=C2C=C(OC)C(OC)=C1OC IAKHMKGGTNLKSZ-INIZCTEOSA-N 0.000 description 4
- NMUSYJAQQFHJEW-KVTDHHQDSA-N 5-azacytidine Chemical compound O=C1N=C(N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 NMUSYJAQQFHJEW-KVTDHHQDSA-N 0.000 description 4
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 description 4
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- 125000003282 alkyl amino group Chemical group 0.000 description 4
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- IMOZEMNVLZVGJZ-QGZVFWFLSA-N apremilast Chemical group C1=C(OC)C(OCC)=CC([C@@H](CS(C)(=O)=O)N2C(C3=C(NC(C)=O)C=CC=C3C2=O)=O)=C1 IMOZEMNVLZVGJZ-QGZVFWFLSA-N 0.000 description 4
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- ZBXHNCURDISBRO-UHFFFAOYSA-N n-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]cyclopropanecarboxamide Chemical compound C1CC1C(=O)NCC(C=1C2=O)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O ZBXHNCURDISBRO-UHFFFAOYSA-N 0.000 description 4
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| CN113633642A (zh) * | 2021-08-26 | 2021-11-12 | 山东第一医科大学附属青岛眼科医院(山东省眼科研究所、青岛眼科医院) | Abt-263在制备抑制角膜移植免疫排斥反应的药物中的应用 |
| CN114748482B (zh) * | 2022-04-29 | 2023-09-26 | 广东龙帆生物科技有限公司 | 一种pf-04691502在制备用于抗腺病毒感染的药物中的用途 |
| WO2024192151A2 (en) * | 2023-03-13 | 2024-09-19 | Altesa BioSciences, Inc. | Method of dosing vapendavir to treat enterovirus infections |
| WO2025080100A1 (ko) * | 2023-10-11 | 2025-04-17 | 한국화학연구원 | 신규한 디-아미드 화합물, 이의 제조방법, 이를 유효성분으로 포함하는 암 또는 자가면역질환의 예방 또는 치료용 약학적 조성물 |
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| CN103030597B (zh) * | 2011-09-30 | 2014-10-01 | 南昌滨西科技有限公司 | 肾脏型谷氨酰胺酶抑制剂及其制备方法和用途 |
| ES2761866T3 (es) * | 2011-11-21 | 2020-05-21 | Calithera Biosciences Inc | Inhibidores heterocíclicos de glutaminasa |
| US8604016B2 (en) * | 2011-11-21 | 2013-12-10 | Calithera Biosciences Inc. | Heterocyclic inhibitors of glutaminase |
| BR112015010955A2 (pt) * | 2012-11-16 | 2017-07-11 | Calithera Biosciences Inc | inibidores de glutaminase heterocíclica |
| SG11201504022RA (en) * | 2012-11-21 | 2015-06-29 | Agios Pharmaceuticals Inc | Glutamase inhibitors and method of use |
| US9029531B2 (en) * | 2012-11-22 | 2015-05-12 | Agios Pharmaceuticals, Inc. | Compounds and their methods of use |
| BR112015012536A2 (pt) * | 2012-12-03 | 2017-07-11 | Calithera Biosciences Inc | tratamento de câncer com inibidores heterocíclicos da glutaminase |
| WO2015061432A1 (en) * | 2013-10-25 | 2015-04-30 | Calithera Biosciences, Inc. | Treatment of viral infections with inhibitors of glutaminase |
| EP3116872A4 (en) * | 2014-03-14 | 2017-08-30 | Calithera Biosciences, Inc. | Combination therapy with glutaminase inhibitors |
| US10221459B2 (en) * | 2014-05-13 | 2019-03-05 | Case Western Reserve University | Compositions and methods of treating cancer harboring PIKC3A mutations |
| KR20170012562A (ko) * | 2014-06-13 | 2017-02-02 | 칼리테라 바이오사이언시즈 인코포레이티드 | 글루타미나제 억제제를 사용하는 병용 요법 |
| WO2016004418A1 (en) * | 2014-07-03 | 2016-01-07 | Board Of Regents, University Of Texas System | Glutaminase inhibitor therapy |
| WO2016014890A1 (en) * | 2014-07-24 | 2016-01-28 | Calithera Biosciences, Inc. | Treatment of multiple myeloma with heterocyclic inhibitors of glutaminase |
| CA2957225A1 (en) * | 2014-08-07 | 2016-02-11 | Calithera Biosciences, Inc. | Crystal forms of glutaminase inhibitors |
| US10245254B2 (en) * | 2014-10-03 | 2019-04-02 | University of Pittsburgh—of the Commonwealth System of Higher Education | Glutaminase inhibitors |
| WO2016077632A2 (en) * | 2014-11-13 | 2016-05-19 | Buck Institute For Research On Aging | Inhibition of proline catabolism for the treatment of cancer and other therapeutic applications |
-
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- 2016-03-30 KR KR1020177031129A patent/KR20170131650A/ko not_active Ceased
- 2016-03-30 SG SG11201708034SA patent/SG11201708034SA/en unknown
- 2016-03-30 HK HK18113200.9A patent/HK1254129A1/zh unknown
- 2016-03-30 US US15/085,451 patent/US20160287564A1/en not_active Abandoned
- 2016-03-30 EA EA201792162A patent/EA037152B1/ru not_active IP Right Cessation
- 2016-03-30 CA CA2981499A patent/CA2981499A1/en not_active Abandoned
- 2016-03-30 BR BR112017020780A patent/BR112017020780A2/pt not_active IP Right Cessation
- 2016-03-30 JP JP2017550897A patent/JP6768693B2/ja not_active Expired - Fee Related
- 2016-03-30 MX MX2017012408A patent/MX379263B/es unknown
- 2016-03-30 AU AU2016243631A patent/AU2016243631B2/en not_active Ceased
- 2016-03-30 EP EP16774100.8A patent/EP3277276B1/en active Active
- 2016-03-30 WO PCT/US2016/024998 patent/WO2016160980A1/en not_active Ceased
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2017
- 2017-09-28 IL IL254779A patent/IL254779A0/en unknown
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