JP2020512343A5 - - Google Patents
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- JP2020512343A5 JP2020512343A5 JP2019552983A JP2019552983A JP2020512343A5 JP 2020512343 A5 JP2020512343 A5 JP 2020512343A5 JP 2019552983 A JP2019552983 A JP 2019552983A JP 2019552983 A JP2019552983 A JP 2019552983A JP 2020512343 A5 JP2020512343 A5 JP 2020512343A5
- Authority
- JP
- Japan
- Prior art keywords
- use according
- heterocyclyl
- alkyl
- halo
- pharmaceutical composition
- 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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- 125000000623 heterocyclic group Chemical group 0.000 claims description 130
- 125000000217 alkyl group Chemical group 0.000 claims description 101
- -1 isooxazolyl Chemical group 0.000 claims description 80
- 229910052739 hydrogen Inorganic materials 0.000 claims description 79
- 239000001257 hydrogen Substances 0.000 claims description 79
- 150000002431 hydrogen Chemical class 0.000 claims description 67
- 125000001424 substituent group Chemical group 0.000 claims description 61
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 59
- 150000003839 salts Chemical class 0.000 claims description 45
- 150000001875 compounds Chemical class 0.000 claims description 39
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 34
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 34
- 125000003545 alkoxy group Chemical group 0.000 claims description 29
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 27
- 229910052760 oxygen Inorganic materials 0.000 claims description 21
- 229910052717 sulfur Inorganic materials 0.000 claims description 21
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 125000003386 piperidinyl group Chemical group 0.000 claims description 20
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 17
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 17
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 16
- 125000002757 morpholinyl group Chemical group 0.000 claims description 15
- 230000035772 mutation Effects 0.000 claims description 15
- 125000002252 acyl group Chemical group 0.000 claims description 14
- 125000004193 piperazinyl group Chemical group 0.000 claims description 14
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 13
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 125000004076 pyridyl group Chemical group 0.000 claims description 11
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims description 10
- 102100020718 Receptor-type tyrosine-protein kinase FLT3 Human genes 0.000 claims description 10
- 101710151245 Receptor-type tyrosine-protein kinase FLT3 Proteins 0.000 claims description 10
- 125000002393 azetidinyl group Chemical group 0.000 claims description 10
- 125000002541 furyl group Chemical group 0.000 claims description 10
- 125000002971 oxazolyl group Chemical group 0.000 claims description 8
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 8
- 125000003107 substituted aryl group Chemical group 0.000 claims description 8
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 8
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 7
- 125000002883 imidazolyl group Chemical group 0.000 claims description 7
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 7
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000000335 thiazolyl group Chemical group 0.000 claims description 7
- 125000001544 thienyl group Chemical group 0.000 claims description 7
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 6
- 125000001425 triazolyl group Chemical group 0.000 claims description 6
- VAELWSLNTRVXQS-UHFFFAOYSA-N 1,3-oxazole-4-carboxamide Chemical compound NC(=O)C1=COC=N1 VAELWSLNTRVXQS-UHFFFAOYSA-N 0.000 claims description 5
- 125000005940 1,4-dioxanyl group Chemical group 0.000 claims description 5
- FSPQCTGGIANIJZ-UHFFFAOYSA-N 2-[[(3,4-dimethoxyphenyl)-oxomethyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NC1=C(C(N)=O)C(CCCC2)=C2S1 FSPQCTGGIANIJZ-UHFFFAOYSA-N 0.000 claims description 5
- 125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims description 5
- 230000004545 gene duplication Effects 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 5
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 5
- 125000003566 oxetanyl group Chemical group 0.000 claims description 4
- 125000005043 dihydropyranyl group Chemical group O1C(CCC=C1)* 0.000 claims description 3
- 125000003072 pyrazolidinyl group Chemical group 0.000 claims description 3
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 3
- 125000001475 halogen functional group Chemical group 0.000 claims 52
- 239000008194 pharmaceutical composition Substances 0.000 claims 50
- 201000003793 Myelodysplastic syndrome Diseases 0.000 claims 10
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- PIINXYKJQGMIOZ-UHFFFAOYSA-N 1,2-dipyridin-2-ylethane-1,2-dione Chemical compound C=1C=CC=NC=1C(=O)C(=O)C1=CC=CC=N1 PIINXYKJQGMIOZ-UHFFFAOYSA-N 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 description 26
- 229910052736 halogen Inorganic materials 0.000 description 14
- 150000002367 halogens Chemical class 0.000 description 14
- 125000004093 cyano group Chemical group *C#N 0.000 description 7
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- 125000000547 substituted alkyl group Chemical group 0.000 description 6
- 125000004415 heterocyclylalkyl group Chemical group 0.000 description 5
- 125000001188 haloalkyl group Chemical group 0.000 description 4
- 125000003831 tetrazolyl group Chemical group 0.000 description 4
- 125000004438 haloalkoxy group Chemical group 0.000 description 3
- 125000001072 heteroaryl group Chemical group 0.000 description 3
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 3
- 125000006085 pyrrolopyridyl group Chemical group 0.000 description 3
- 125000001113 thiadiazolyl group Chemical group 0.000 description 3
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 description 2
- BPMFPOGUJAAYHL-UHFFFAOYSA-N 9H-Pyrido[2,3-b]indole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=N1 BPMFPOGUJAAYHL-UHFFFAOYSA-N 0.000 description 2
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 2
- 125000002632 imidazolidinyl group Chemical group 0.000 description 2
- 125000000160 oxazolidinyl group Chemical group 0.000 description 2
- 125000001984 thiazolidinyl group Chemical group 0.000 description 2
- 125000006582 (C5-C6) heterocycloalkyl group Chemical group 0.000 description 1
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 description 1
- SJHNWSAWWOAWJH-MRXNPFEDSA-N Cc1nccc(-c2nc(C(Nc3c(N(CC4)C[C@@H]4O)nc4nc(N5CCOCC5)[o]c4c3)=O)c[o]2)c1 Chemical compound Cc1nccc(-c2nc(C(Nc3c(N(CC4)C[C@@H]4O)nc4nc(N5CCOCC5)[o]c4c3)=O)c[o]2)c1 SJHNWSAWWOAWJH-MRXNPFEDSA-N 0.000 description 1
- 0 OCCNc([s]c1c2)nc1nc(N1CCCCC1)c2NC(c1cccc(N2C*CC2)n1)=O Chemical compound OCCNc([s]c1c2)nc1nc(N1CCCCC1)c2NC(c1cccc(N2C*CC2)n1)=O 0.000 description 1
- GTKVXHNHLXCCTB-UHFFFAOYSA-N [1-[1-(2-methoxyethyl)-5-[2-(2-methylpyridin-4-yl)-2H-1,3-oxazol-3-yl]indazol-6-yl]piperidin-4-yl]methanamine Chemical compound COCCn1ncc2cc(N3C=COC3c3ccnc(C)c3)c(cc12)N1CCC(CN)CC1 GTKVXHNHLXCCTB-UHFFFAOYSA-N 0.000 description 1
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 description 1
- 125000003725 azepanyl group Chemical group 0.000 description 1
- 125000003943 azolyl group Chemical group 0.000 description 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- 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 description 1
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 description 1
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023129903A JP2023154005A (ja) | 2017-03-31 | 2023-08-09 | 血液疾患を処置するための化合物及び組成物 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN201741011785 | 2017-03-31 | ||
| IN201741011785 | 2017-03-31 | ||
| PCT/IB2018/052232 WO2018178947A2 (en) | 2017-03-31 | 2018-03-30 | Compounds and compositions for treating hematological disorders |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023129903A Division JP2023154005A (ja) | 2017-03-31 | 2023-08-09 | 血液疾患を処置するための化合物及び組成物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020512343A JP2020512343A (ja) | 2020-04-23 |
| JP2020512343A5 true JP2020512343A5 (enExample) | 2021-05-06 |
| JP7333136B2 JP7333136B2 (ja) | 2023-08-24 |
Family
ID=63677680
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019552983A Active JP7333136B2 (ja) | 2017-03-31 | 2018-03-30 | 血液疾患を処置するための化合物及び組成物 |
| JP2023129903A Withdrawn JP2023154005A (ja) | 2017-03-31 | 2023-08-09 | 血液疾患を処置するための化合物及び組成物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023129903A Withdrawn JP2023154005A (ja) | 2017-03-31 | 2023-08-09 | 血液疾患を処置するための化合物及び組成物 |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US11419875B2 (enExample) |
| EP (2) | EP3600270B1 (enExample) |
| JP (2) | JP7333136B2 (enExample) |
| KR (3) | KR20240019391A (enExample) |
| CN (3) | CN120267671A (enExample) |
| AU (2) | AU2018242623B2 (enExample) |
| BR (1) | BR112019018991A2 (enExample) |
| CA (1) | CA3056893A1 (enExample) |
| DK (1) | DK3600270T3 (enExample) |
| EA (1) | EA201992322A3 (enExample) |
| ES (1) | ES2950764T3 (enExample) |
| FI (1) | FI3600270T3 (enExample) |
| HR (1) | HRP20230657T8 (enExample) |
| HU (1) | HUE062648T2 (enExample) |
| IL (4) | IL316364A (enExample) |
| LT (1) | LT3600270T (enExample) |
| MX (2) | MX389825B (enExample) |
| PH (1) | PH12019502138A1 (enExample) |
| PL (1) | PL3600270T3 (enExample) |
| PT (1) | PT3600270T (enExample) |
| RS (1) | RS64411B1 (enExample) |
| SG (1) | SG11201908171TA (enExample) |
| SI (1) | SI3600270T1 (enExample) |
| SM (1) | SMT202300236T1 (enExample) |
| WO (1) | WO2018178947A2 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL311677B2 (en) | 2014-01-13 | 2025-06-01 | Aurigene Oncology Ltd | Bicyclic heterocyclyl derivatives as irak4 inhibitors |
| CN120267671A (zh) | 2017-03-31 | 2025-07-08 | 奥锐金肿瘤有限公司 | 用于治疗血液病的化合物和组合物 |
| WO2019111218A1 (en) | 2017-12-08 | 2019-06-13 | Cadila Healthcare Limited | Novel heterocyclic compounds as irak4 inhibitors |
| WO2021004533A1 (zh) * | 2019-07-10 | 2021-01-14 | 南京明德新药研发有限公司 | 作为irak4和btk多靶点抑制剂的噁唑类化合物 |
| WO2021047677A1 (zh) * | 2019-09-12 | 2021-03-18 | 中国科学院上海药物研究所 | 一类irak4激酶抑制剂及其制备和应用 |
| PT4097099T (pt) | 2020-02-07 | 2024-07-19 | Gasherbrum Bio Inc | Agonistas heterocíclicos de glp-1 |
| EP4132938A1 (en) | 2020-04-07 | 2023-02-15 | Bayer Aktiengesellschaft | Substituted thiazolopyridines, salts thereof and their use as herbicidally active substances |
| AU2021321350A1 (en) * | 2020-08-03 | 2023-03-16 | Curis, Inc. | Compositions and methods for treating diseases and disorders |
| WO2022052958A1 (en) | 2020-09-10 | 2022-03-17 | Gasherbrum Bio, Inc. | Heterocyclic glp-1 agonists |
| CA3199157A1 (en) * | 2020-11-18 | 2022-05-27 | Reinhard Von Roemeling | Methods of treating diseases and disorders |
| WO2022135338A1 (zh) * | 2020-12-25 | 2022-06-30 | 南京明德新药研发有限公司 | 酰胺噁唑类化合物 |
| CN114773331B (zh) * | 2021-01-22 | 2026-06-30 | 武汉人福创新药物研发中心有限公司 | 苯并咪唑化合物及其用途 |
| CA3214747A1 (en) | 2021-04-08 | 2022-10-13 | Reinhard Von Roemeling | Combination therapies for the treatment of cancer |
| CN113402499B (zh) | 2021-06-21 | 2022-05-13 | 上海勋和医药科技有限公司 | 一种亚磺酰亚胺取代的吲唑类irak4激酶抑制剂、制备方法及用途 |
| TW202328150A (zh) | 2021-09-07 | 2023-07-16 | 德商拜耳廠股份有限公司 | 經取代之噻唑并吡啶、其鹽及其作為除草活性物質之用途 |
| TW202328151A (zh) | 2021-09-07 | 2023-07-16 | 德商拜耳廠股份有限公司 | 經取代之2,3-二氫[1,3]噻唑并[4,5-b]吡啶、其鹽及其作為除草活性物質之用途 |
| WO2023088435A1 (zh) * | 2021-11-19 | 2023-05-25 | 成都奥睿药业有限公司 | 三取代吡啶衍生物的制备及作为芳香烃受体调节物的应用 |
| CN117177965B (zh) | 2021-12-23 | 2024-04-30 | 杭州多域生物技术有限公司 | 一种五元并六元化合物、制备方法、药物组合物和应用 |
| CA3251930A1 (en) * | 2022-05-11 | 2023-11-16 | Curis, Inc. | TREATMENT OF DISEASES AND DISORDERS WITH MIRACLES MODIFYING COMPOUNDS 4 |
| KR20250168210A (ko) | 2023-02-16 | 2025-12-02 | 가셔브룸 바이오, 인크. | 헤테로시클릭 glp-1 효능제 |
| KR20260103996A (ko) * | 2024-12-26 | 2026-07-03 | 동화약품주식회사 | 신규한 카르복사마이드 유도체 화합물 및 이를 포함하는 약학적 조성물 |
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