JPWO2020097266A5 - - Google Patents
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- JPWO2020097266A5 JPWO2020097266A5 JP2021524227A JP2021524227A JPWO2020097266A5 JP WO2020097266 A5 JPWO2020097266 A5 JP WO2020097266A5 JP 2021524227 A JP2021524227 A JP 2021524227A JP 2021524227 A JP2021524227 A JP 2021524227A JP WO2020097266 A5 JPWO2020097266 A5 JP WO2020097266A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- optionally substituted
- alkyl
- item
- salt
- 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.)
- Granted
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- 150000003839 salts Chemical class 0.000 claims description 151
- 150000001875 compounds Chemical class 0.000 claims description 142
- 125000000623 heterocyclic group Chemical group 0.000 claims description 131
- 125000000217 alkyl group Chemical group 0.000 claims description 107
- 229910052736 halogen Inorganic materials 0.000 claims description 89
- 150000002367 halogens Chemical class 0.000 claims description 89
- 125000001424 substituent group Chemical group 0.000 claims description 80
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 60
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 27
- 229910052799 carbon Inorganic materials 0.000 claims description 24
- 229910052757 nitrogen Inorganic materials 0.000 claims description 21
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 125000004076 pyridyl group Chemical group 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 150000002431 hydrogen Chemical class 0.000 claims description 12
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 12
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 11
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical group C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims description 11
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 10
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 10
- 125000001188 haloalkyl group Chemical group 0.000 claims description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 10
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 10
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical group C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 9
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 9
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 9
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims description 8
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 6
- 150000003536 tetrazoles Chemical class 0.000 claims description 6
- 150000003852 triazoles Chemical class 0.000 claims description 6
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 5
- SBPIDKODQVLBGV-UHFFFAOYSA-N 1h-imidazole;pyridine Chemical compound C1=CNC=N1.C1=CC=NC=C1 SBPIDKODQVLBGV-UHFFFAOYSA-N 0.000 claims description 5
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 5
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 5
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 5
- 230000002232 neuromuscular Effects 0.000 claims description 5
- 150000004892 pyridazines Chemical class 0.000 claims description 5
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims description 4
- 150000003230 pyrimidines Chemical class 0.000 claims description 4
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims description 3
- DPOPAJRDYZGTIR-UHFFFAOYSA-N Tetrazine Chemical compound C1=CN=NN=N1 DPOPAJRDYZGTIR-UHFFFAOYSA-N 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical class [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 claims description 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- OQZGLXOADHKTDN-UHFFFAOYSA-N 1-oxidopyrimidin-1-ium Chemical class [O-][N+]1=CC=CN=C1 OQZGLXOADHKTDN-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 description 29
- 125000006193 alkinyl group Chemical group 0.000 description 16
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 8
- 239000003814 drug Substances 0.000 description 6
- 229940124597 therapeutic agent Drugs 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 150000000183 1,3-benzoxazoles Chemical class 0.000 description 3
- 206010013801 Duchenne Muscular Dystrophy Diseases 0.000 description 3
- 208000016285 Movement disease Diseases 0.000 description 3
- 208000008238 Muscle Spasticity Diseases 0.000 description 3
- 208000029549 Muscle injury Diseases 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001415 gene therapy Methods 0.000 description 3
- 206010061533 Myotonia Diseases 0.000 description 2
- 150000001204 N-oxides Chemical class 0.000 description 2
- 239000003246 corticosteroid Substances 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000004118 muscle contraction Effects 0.000 description 2
- 230000002107 myocardial effect Effects 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 150000003222 pyridines Chemical class 0.000 description 2
- 210000002460 smooth muscle Anatomy 0.000 description 2
- ITOFPJRDSCGOSA-KZLRUDJFSA-N (2s)-2-[[(4r)-4-[(3r,5r,8r,9s,10s,13r,14s,17r)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H](CC[C@]13C)[C@@H]2[C@@H]3CC[C@@H]1[C@H](C)CCC(=O)N[C@H](C(O)=O)CC1=CNC2=CC=CC=C12 ITOFPJRDSCGOSA-KZLRUDJFSA-N 0.000 description 1
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 201000006935 Becker muscular dystrophy Diseases 0.000 description 1
- 208000022306 Cerebral injury Diseases 0.000 description 1
- 108010069091 Dystrophin Proteins 0.000 description 1
- 206010021143 Hypoxia Diseases 0.000 description 1
- 201000009906 Meningitis Diseases 0.000 description 1
- 208000018737 Parkinson disease Diseases 0.000 description 1
- 201000011252 Phenylketonuria Diseases 0.000 description 1
- 208000006011 Stroke Diseases 0.000 description 1
- 208000000491 Tendinopathy Diseases 0.000 description 1
- 206010043255 Tendonitis Diseases 0.000 description 1
- 208000030886 Traumatic Brain injury Diseases 0.000 description 1
- 206010008129 cerebral palsy Diseases 0.000 description 1
- 229940125810 compound 20 Drugs 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 229960001145 deflazacort Drugs 0.000 description 1
- FBHSPRKOSMHSIF-GRMWVWQJSA-N deflazacort Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(C)=N[C@@]3(C(=O)COC(=O)C)[C@@]1(C)C[C@@H]2O FBHSPRKOSMHSIF-GRMWVWQJSA-N 0.000 description 1
- 206010014599 encephalitis Diseases 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 230000007954 hypoxia Effects 0.000 description 1
- 150000002473 indoazoles Chemical class 0.000 description 1
- 201000010901 lateral sclerosis Diseases 0.000 description 1
- 208000005264 motor neuron disease Diseases 0.000 description 1
- 201000006417 multiple sclerosis Diseases 0.000 description 1
- 201000006938 muscular dystrophy Diseases 0.000 description 1
- 230000001016 myotrophic effect Effects 0.000 description 1
- 229960004618 prednisone Drugs 0.000 description 1
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
- 150000003216 pyrazines Chemical class 0.000 description 1
- -1 pyridyl N-oxide Chemical class 0.000 description 1
- 208000000943 scapulohumeral muscular dystrophy Diseases 0.000 description 1
- 208000018198 spasticity Diseases 0.000 description 1
- 208000020431 spinal cord injury Diseases 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 201000004415 tendinitis Diseases 0.000 description 1
- 230000009529 traumatic brain injury Effects 0.000 description 1
- 230000000472 traumatic effect Effects 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022166276A JP7429750B2 (ja) | 2018-11-06 | 2022-10-17 | ピリダジノン化合物およびその使用 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201862756553P | 2018-11-06 | 2018-11-06 | |
| US62/756,553 | 2018-11-06 | ||
| PCT/US2019/060157 WO2020097266A1 (en) | 2018-11-06 | 2019-11-06 | Pyridazinone compounds and uses thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022166276A Division JP7429750B2 (ja) | 2018-11-06 | 2022-10-17 | ピリダジノン化合物およびその使用 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2022506687A JP2022506687A (ja) | 2022-01-17 |
| JP2022506687A5 JP2022506687A5 (https=) | 2022-05-17 |
| JPWO2020097266A5 true JPWO2020097266A5 (https=) | 2022-05-17 |
| JP7162132B2 JP7162132B2 (ja) | 2022-10-27 |
Family
ID=69160036
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021524227A Active JP7162132B2 (ja) | 2018-11-06 | 2019-11-06 | ピリダジノン化合物およびその使用 |
| JP2022166276A Active JP7429750B2 (ja) | 2018-11-06 | 2022-10-17 | ピリダジノン化合物およびその使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022166276A Active JP7429750B2 (ja) | 2018-11-06 | 2022-10-17 | ピリダジノン化合物およびその使用 |
Country Status (25)
| Country | Link |
|---|---|
| US (4) | US11091464B2 (https=) |
| EP (2) | EP4248973A3 (https=) |
| JP (2) | JP7162132B2 (https=) |
| KR (1) | KR20210100094A (https=) |
| CN (2) | CN113272291B (https=) |
| AU (1) | AU2019376065B2 (https=) |
| BR (1) | BR112021008905A2 (https=) |
| CA (1) | CA3118934A1 (https=) |
| DK (1) | DK3877376T3 (https=) |
| EA (1) | EA202191084A1 (https=) |
| ES (1) | ES2958954T3 (https=) |
| FI (1) | FI3877376T3 (https=) |
| HR (1) | HRP20231389T1 (https=) |
| HU (1) | HUE063586T2 (https=) |
| IL (1) | IL282998A (https=) |
| LT (1) | LT3877376T (https=) |
| MX (2) | MX2021005350A (https=) |
| PL (1) | PL3877376T3 (https=) |
| PT (1) | PT3877376T (https=) |
| RS (1) | RS64828B1 (https=) |
| SG (1) | SG11202104713RA (https=) |
| SI (1) | SI3877376T1 (https=) |
| SM (1) | SMT202300355T1 (https=) |
| WO (1) | WO2020097266A1 (https=) |
| ZA (1) | ZA202103260B (https=) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019164852A1 (en) * | 2018-02-20 | 2019-08-29 | Edgewise Therapeutics, Inc. | Methods and compositions for treating movement disorders |
| HU231285B1 (hu) | 2018-04-18 | 2022-08-28 | Printnet Kereskedelmi És Szolgáltató Kft. | A miozin-2-izoformákat szelektíven gátló, gyógyászatilag hatásos vegyületek |
| CA3118908A1 (en) | 2018-11-06 | 2020-05-14 | Edgewise Therapeutics, Inc. | Pyridazinone compounds and uses thereof |
| DK3877376T3 (da) | 2018-11-06 | 2023-10-02 | Edgewise Therapeutics Inc | Pyridazinonforbindelser og anvendelser deraf |
| AU2019374812B2 (en) | 2018-11-06 | 2025-03-06 | Edgewise Therapeutics, Inc. | Pyridazinone compounds and uses thereof |
| EP4149621B1 (en) * | 2020-05-13 | 2024-10-30 | Edgewise Therapeutics, Inc. | Pyridazinone compounds for the treatment of neuromuscular diseases |
| EP4149467A1 (en) * | 2020-05-13 | 2023-03-22 | Edgewise Therapeutics, Inc. | Substituted pyridazinone for use in the treatment of neuromuscular diseases |
| WO2021231565A1 (en) * | 2020-05-13 | 2021-11-18 | Edgewise Therapeutics, Inc. | Pyridazinone compounds for the treatment of neuromuscular diseases |
| EP4149465A1 (en) * | 2020-05-13 | 2023-03-22 | Edgewise Therapeutics, Inc. | Substituted pyridazinone for use in the treatment of neuromuscular diseases |
| EP4149466A1 (en) * | 2020-05-13 | 2023-03-22 | Edgewise Therapeutics, Inc. | Substituted pyridazinone for use in the treatment of neuromuscular diseases |
| EP4433473A1 (en) * | 2021-11-17 | 2024-09-25 | Edgewise Therapeutics, Inc. | Pyridazinone compounds and uses thereof |
| CN119317621A (zh) * | 2022-05-11 | 2025-01-14 | 艾知怀斯治疗学公司 | 制备哒嗪酮化合物的方法 |
| CN120302976A (zh) | 2022-09-09 | 2025-07-11 | 艾知怀斯治疗学公司 | 用于治疗神经肌肉病状的哒嗪酮组合物 |
| KR20250121977A (ko) * | 2023-01-04 | 2025-08-12 | 시젱 하이스코 파마수티칼 씨오., 엘티디. | 피리다지논 헤테로사이클릭 화합물 Myosin II 억제제 및 이의 용도 |
| WO2025167826A1 (zh) * | 2024-02-06 | 2025-08-14 | 西藏海思科制药有限公司 | 三环化合物作为Myosin II抑制剂及其用途 |
| WO2025242154A1 (zh) * | 2024-05-23 | 2025-11-27 | 西藏海思科制药有限公司 | 哒嗪酮衍生物及其用途 |
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- 2019-11-06 PL PL19835997.8T patent/PL3877376T3/pl unknown
- 2019-11-06 SG SG11202104713RA patent/SG11202104713RA/en unknown
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- 2019-11-06 MX MX2021005350A patent/MX2021005350A/es unknown
- 2019-11-06 CA CA3118934A patent/CA3118934A1/en active Pending
- 2019-11-06 HU HUE19835997A patent/HUE063586T2/hu unknown
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- 2019-11-06 JP JP2021524227A patent/JP7162132B2/ja active Active
- 2019-11-06 EP EP23189000.5A patent/EP4248973A3/en active Pending
- 2019-11-06 KR KR1020217016684A patent/KR20210100094A/ko active Pending
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