JPWO2019141179A5 - - Google Patents
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- JPWO2019141179A5 JPWO2019141179A5 JP2020560532A JP2020560532A JPWO2019141179A5 JP WO2019141179 A5 JPWO2019141179 A5 JP WO2019141179A5 JP 2020560532 A JP2020560532 A JP 2020560532A JP 2020560532 A JP2020560532 A JP 2020560532A JP WO2019141179 A5 JPWO2019141179 A5 JP WO2019141179A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- hydrocarbon
- amine
- heterocyclic
- mercapto
- 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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- 239000004215 Carbon black (E152) Substances 0.000 claims description 139
- 229930195733 hydrocarbon Natural products 0.000 claims description 139
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 67
- 125000000623 heterocyclic group Chemical group 0.000 claims description 54
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 54
- -1 methoxyethyl group Chemical group 0.000 claims description 49
- 125000005343 heterocyclic alkyl group Chemical group 0.000 claims description 36
- 125000003118 aryl group Chemical group 0.000 claims description 34
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 32
- 125000004104 aryloxy group Chemical group 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 24
- 125000003368 amide group Chemical group 0.000 claims description 21
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 19
- 125000000565 sulfonamide group Chemical group 0.000 claims description 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 18
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 18
- 125000003545 alkoxy group Chemical group 0.000 claims description 17
- 125000004185 ester group Chemical group 0.000 claims description 16
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 15
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 15
- 150000002367 halogens Chemical class 0.000 claims description 15
- 125000003282 alkyl amino group Chemical group 0.000 claims description 14
- 125000003277 amino group Chemical group 0.000 claims description 13
- 125000001769 aryl amino group Chemical group 0.000 claims description 13
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 13
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims description 13
- 125000001174 sulfone group Chemical group 0.000 claims description 13
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 12
- 125000005167 cycloalkylaminocarbonyl group Chemical group 0.000 claims description 12
- 125000005169 cycloalkylcarbonylamino group Chemical group 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 125000005362 aryl sulfone group Chemical group 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 125000003003 spiro group Chemical group 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 150000004820 halides Chemical group 0.000 claims description 8
- 125000004657 aryl sulfonyl amino group Chemical group 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
- 125000005100 aryl amino carbonyl group Chemical group 0.000 claims description 5
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 150000008282 halocarbons Chemical group 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims 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 claims description 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 2
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims 24
- 239000013078 crystal Substances 0.000 claims 23
- 150000003839 salts Chemical class 0.000 claims 23
- 239000012453 solvate Substances 0.000 claims 22
- 239000003814 drug Substances 0.000 claims 12
- 229940079593 drug Drugs 0.000 claims 11
- 239000000203 mixture Substances 0.000 claims 9
- 239000003443 antiviral agent Substances 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 239000003112 inhibitor Substances 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- QECVIPBZOPUTRD-UHFFFAOYSA-N N=S(=O)=O Chemical group N=S(=O)=O QECVIPBZOPUTRD-UHFFFAOYSA-N 0.000 claims 2
- 208000036142 Viral infection Diseases 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 206010022000 influenza Diseases 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 239000000843 powder Substances 0.000 claims 2
- 229940124530 sulfonamide Drugs 0.000 claims 2
- 239000000725 suspension Substances 0.000 claims 2
- 230000009385 viral infection Effects 0.000 claims 2
- 125000004011 3 membered carbocyclic group Chemical group 0.000 claims 1
- 125000001845 4 membered carbocyclic group Chemical group 0.000 claims 1
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims 1
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims 1
- 102000004533 Endonucleases Human genes 0.000 claims 1
- 108010042407 Endonucleases Proteins 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003610 charcoal Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000006071 cream Substances 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 239000003599 detergent Substances 0.000 claims 1
- 229940042406 direct acting antivirals neuraminidase inhibitors Drugs 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 208000037797 influenza A Diseases 0.000 claims 1
- 208000037798 influenza B Diseases 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000002777 nucleoside Substances 0.000 claims 1
- 150000003833 nucleoside derivatives Chemical class 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 239000002911 sialidase inhibitor Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 239000000829 suppository Substances 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 150000001336 alkenes Chemical group 0.000 description 2
- 125000006598 aminocarbonylamino group Chemical group 0.000 description 2
- 125000004421 aryl sulphonamide group Chemical group 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000001145 hydrido group Chemical group *[H] 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000005254 oxyacyl group Chemical group 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810044308.4A CN110041327B (zh) | 2018-01-17 | 2018-01-17 | 吡啶酮衍生物、其组合物及作为抗流感病毒药物的应用 |
| CN201810044308.4 | 2018-01-17 | ||
| CN201811517425.4 | 2018-12-12 | ||
| CN201811517425.4A CN111303147B (zh) | 2018-12-12 | 2018-12-12 | 吡啶酮衍生物、其组合物及作为抗流感病毒药物的应用 |
| PCT/CN2019/071902 WO2019141179A1 (zh) | 2018-01-17 | 2019-01-16 | 吡啶酮衍生物、其组合物及作为抗流感病毒药物的应用 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2021511374A JP2021511374A (ja) | 2021-05-06 |
| JPWO2019141179A5 true JPWO2019141179A5 (https=) | 2022-03-15 |
| JP2021511374A5 JP2021511374A5 (https=) | 2022-03-15 |
| JP7352297B2 JP7352297B2 (ja) | 2023-09-28 |
Family
ID=67301986
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020560532A Active JP7352297B2 (ja) | 2018-01-17 | 2019-01-16 | ピリドン誘導体と、その組成物、並びにそれらが抗ウイルス薬物としての応用 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US11247993B2 (https=) |
| EP (1) | EP3753936B1 (https=) |
| JP (1) | JP7352297B2 (https=) |
| KR (1) | KR102477187B1 (https=) |
| CN (4) | CN111848615B (https=) |
| AU (1) | AU2019210414B2 (https=) |
| CA (1) | CA3088926A1 (https=) |
| PH (1) | PH12020551264A1 (https=) |
| SG (1) | SG11202011447UA (https=) |
| WO (1) | WO2019141179A1 (https=) |
| ZA (1) | ZA202007143B (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2881776T3 (es) | 2016-03-08 | 2021-11-30 | Novartis Ag | Compuestos tricíclicos útiles para tratar las infecciones por ortomixovirus |
| JOP20170169A1 (ar) | 2016-08-29 | 2019-01-30 | Novartis Ag | مركبات بيريدازين ثلاثية الحلقة مندمجة تفيد في علاج العدوى بفيروس أورثوميكسو |
| JP6924839B2 (ja) | 2017-10-06 | 2021-08-25 | 塩野義製薬株式会社 | 置換された多環性ピリドン誘導体の立体選択的な製造方法 |
| KR20230031990A (ko) | 2018-02-28 | 2023-03-07 | 노파르티스 아게 | 인플루엔자의 치료를 위한 오르토믹소바이러스 복제의 억제제로서의 10-(디(페닐)메틸)-4-히드록시-8,9,9a,10-테트라히드로-7h-피롤로[1',2':4,5]피라지노[1,2-b]피리다진-3,5-디온 유도체 및 관련 화합물 |
| WO2020205835A1 (en) * | 2019-04-01 | 2020-10-08 | Nikang Therapeutics, Inc. | Fused polycyclic pyridone compounds as influenza virus replication inhibitors |
| CN111909174B (zh) | 2019-05-08 | 2022-01-21 | 江西彩石医药科技有限公司 | 吡啶酮衍生物的晶型及制备方法和应用 |
| CN112574170A (zh) * | 2019-09-29 | 2021-03-30 | 江西东邦药业有限公司 | 一种二苯并七元环衍生物及其制备方法和应用 |
| CN118480041A (zh) * | 2019-12-23 | 2024-08-13 | 石家庄迪斯凯威医药科技有限公司 | 取代的多环化合物及其药物组合物和用途 |
| CN113045589B (zh) * | 2019-12-27 | 2024-08-23 | 广东东阳光药业股份有限公司 | 流感病毒复制抑制剂及其用途 |
| CN112898346B (zh) * | 2020-01-23 | 2023-11-10 | 南京知和医药科技有限公司 | 水溶性多环化合物及其药物组合物和用途 |
| CN113116899B (zh) * | 2020-03-06 | 2022-12-20 | 广东众生睿创生物科技有限公司 | 一种用于治疗流感的药物组合物及含有该药物组合物的制剂 |
| CN111943879A (zh) * | 2020-08-03 | 2020-11-17 | 南通大学 | 一种（3s，4r）3-氨基-4（甲氧基甲基）吡咯烷-1-甲酸叔丁酯及其合成方法 |
| CN120289488A (zh) * | 2020-08-11 | 2025-07-11 | 石家庄迪斯凯威医药科技有限公司 | 多环化合物及其药物组合物和用途 |
| WO2022247759A1 (zh) * | 2021-05-22 | 2022-12-01 | 江西彩石医药科技有限公司 | 吡啶酮衍生物的中间体及其制备方法 |
| WO2024074080A1 (zh) * | 2022-10-08 | 2024-04-11 | 石家庄迪斯凯威医药科技有限公司 | 一种抗流感病毒衍生物及其用途 |
| CN117924325A (zh) * | 2022-11-09 | 2024-04-26 | 石家庄迪斯凯威医药科技有限公司 | 一种抗流感病毒衍生物及其用途 |
| CN116789556A (zh) * | 2023-05-26 | 2023-09-22 | 康化（上海）新药研发有限公司 | 一种含环丙氧基乙胺的制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LT2444400T (lt) | 2009-06-15 | 2018-06-11 | Shionogi & Co., Ltd. | Pakeistasis policiklinis karbamoilpiridono darinys |
| MX2013003139A (es) | 2010-09-24 | 2013-06-18 | Shionogi & Co | Profarmaco de derivado de carbamoilpiridona policiclica substituida. |
| WO2015038655A1 (en) * | 2013-09-12 | 2015-03-19 | Alios Biopharma, Inc. | Aza-pyridone compounds and uses thereof |
| MX394421B (es) * | 2015-04-28 | 2025-03-24 | Shionogi & Co | Derivados de piridona policiclica sustituida y profarmaco de los mismos |
| BR112017022550B1 (pt) * | 2015-04-28 | 2021-02-23 | Shionogi & Co., Ltd | derivados policíclicos de piridona substituída |
| AU2016374416A1 (en) | 2015-12-15 | 2018-06-14 | Shionogi & Co., Ltd. | Medicine for treating influenza characterized by comprising combination of cap-dependent endonuclease inhibitor with anti-influenza drug |
| JP6806413B2 (ja) * | 2016-02-03 | 2021-01-06 | 塩野義製薬株式会社 | 多環性ピリドン誘導体およびそのプロドラッグ |
| RU2727962C1 (ru) | 2016-08-10 | 2020-07-28 | Сионоги Энд Ко., Лтд. | Фармацевтические композиции, содержащие замещенные полициклические пиридоновые производные и их пролекарство |
| JOP20170169A1 (ar) | 2016-08-29 | 2019-01-30 | Novartis Ag | مركبات بيريدازين ثلاثية الحلقة مندمجة تفيد في علاج العدوى بفيروس أورثوميكسو |
-
2019
- 2019-01-16 CN CN202010817434.6A patent/CN111848615B/zh active Active
- 2019-01-16 CN CN202010817435.0A patent/CN111848616B/zh active Active
- 2019-01-16 EP EP19741336.2A patent/EP3753936B1/en active Active
- 2019-01-16 SG SG11202011447UA patent/SG11202011447UA/en unknown
- 2019-01-16 US US16/487,088 patent/US11247993B2/en active Active
- 2019-01-16 KR KR1020207023803A patent/KR102477187B1/ko active Active
- 2019-01-16 JP JP2020560532A patent/JP7352297B2/ja active Active
- 2019-01-16 CN CN202010817035.XA patent/CN111848614B/zh active Active
- 2019-01-16 CN CN201980000078.4A patent/CN110637016B/zh active Active
- 2019-01-16 CA CA3088926A patent/CA3088926A1/en active Pending
- 2019-01-16 WO PCT/CN2019/071902 patent/WO2019141179A1/zh not_active Ceased
- 2019-01-16 AU AU2019210414A patent/AU2019210414B2/en active Active
-
2020
- 2020-08-17 PH PH12020551264A patent/PH12020551264A1/en unknown
- 2020-11-16 ZA ZA2020/07143A patent/ZA202007143B/en unknown
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