JPWO2021187486A5 - - Google Patents
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- Publication number
- JPWO2021187486A5 JPWO2021187486A5 JP2022508381A JP2022508381A JPWO2021187486A5 JP WO2021187486 A5 JPWO2021187486 A5 JP WO2021187486A5 JP 2022508381 A JP2022508381 A JP 2022508381A JP 2022508381 A JP2022508381 A JP 2022508381A JP WO2021187486 A5 JPWO2021187486 A5 JP WO2021187486A5
- Authority
- JP
- Japan
- Prior art keywords
- oxadiazol
- group
- alkyl
- cycloalkyl
- alkoxy
- 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
Links
- 125000000217 alkyl group Chemical group 0.000 claims 26
- 125000003545 alkoxy group Chemical group 0.000 claims 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 20
- 229910052731 fluorine Inorganic materials 0.000 claims 19
- 239000011737 fluorine Substances 0.000 claims 19
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 14
- 229910052736 halogen Inorganic materials 0.000 claims 13
- 150000002367 halogens Chemical group 0.000 claims 13
- 125000004432 carbon atom Chemical group C* 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 11
- 125000001153 fluoro group Chemical group F* 0.000 claims 10
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims 9
- 125000000623 heterocyclic group Chemical group 0.000 claims 9
- 229910052799 carbon Inorganic materials 0.000 claims 8
- -1 2-[3-(3,4-dichlorophenyl)-1,2,4-oxadiazol-5-yl]-2-methylpropanamide Chemical compound 0.000 claims 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 125000005842 heteroatom Chemical group 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 5
- 125000004429 atom Chemical group 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- JLIAMHGTQQMFAD-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NC(C(C=C2)=CC=C2Br)=NO1 Chemical compound CC(C)(C(N)=O)C1=NC(C(C=C2)=CC=C2Br)=NO1 JLIAMHGTQQMFAD-UHFFFAOYSA-N 0.000 claims 2
- GPLWMBSCMHAUHS-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NC(C(C=C2)=CC=C2Cl)=NO1 Chemical compound CC(C)(C(N)=O)C1=NC(C(C=C2)=CC=C2Cl)=NO1 GPLWMBSCMHAUHS-UHFFFAOYSA-N 0.000 claims 2
- OYJIMJHTMMGHLC-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NOC(C(C=C2)=CC=C2Cl)=N1 Chemical compound CC(C)(C(N)=O)C1=NOC(C(C=C2)=CC=C2Cl)=N1 OYJIMJHTMMGHLC-UHFFFAOYSA-N 0.000 claims 2
- SCPMVQOVKWQMDY-UHFFFAOYSA-N CC(C)(C1=NOC(C(C=C2)=CC=C2Cl)=N1)S(N)(=O)=O Chemical compound CC(C)(C1=NOC(C(C=C2)=CC=C2Cl)=N1)S(N)(=O)=O SCPMVQOVKWQMDY-UHFFFAOYSA-N 0.000 claims 2
- SFPCJVKSICJFAU-UHFFFAOYSA-N CN(C(CC1)C2=NC(C(C=C3)=CC=C3Cl)=NO2)C1=O Chemical compound CN(C(CC1)C2=NC(C(C=C3)=CC=C3Cl)=NO2)C1=O SFPCJVKSICJFAU-UHFFFAOYSA-N 0.000 claims 2
- LSUHDGBXXSQFPX-JTQLQIEISA-N CN([C@@H](CC1)C2=NC(C(C=C3)=CC=C3F)=NO2)C1=O Chemical compound CN([C@@H](CC1)C2=NC(C(C=C3)=CC=C3F)=NO2)C1=O LSUHDGBXXSQFPX-JTQLQIEISA-N 0.000 claims 2
- LSUHDGBXXSQFPX-SNVBAGLBSA-N CN([C@H](CC1)C2=NC(C(C=C3)=CC=C3F)=NO2)C1=O Chemical compound CN([C@H](CC1)C2=NC(C(C=C3)=CC=C3F)=NO2)C1=O LSUHDGBXXSQFPX-SNVBAGLBSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- LSUHDGBXXSQFPX-UHFFFAOYSA-N FC1=CC=C(C2=NOC(=N2)C2N(C(=O)CC2)C)C=C1 Chemical compound FC1=CC=C(C2=NOC(=N2)C2N(C(=O)CC2)C)C=C1 LSUHDGBXXSQFPX-UHFFFAOYSA-N 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- DTWWPCXVUFRLGF-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NC(C(C=C2)=CC=C2F)=NO1 Chemical compound CC(C)(C(N)=O)C1=NC(C(C=C2)=CC=C2F)=NO1 DTWWPCXVUFRLGF-UHFFFAOYSA-N 0.000 claims 1
- RVMXAPXUVJFJPG-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NN=C(C(C=C2)=CC=C2Br)O1 Chemical compound CC(C)(C(N)=O)C1=NN=C(C(C=C2)=CC=C2Br)O1 RVMXAPXUVJFJPG-UHFFFAOYSA-N 0.000 claims 1
- FVVKRUCCHAENKF-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NN=C(O1)C1=CC=C(Cl)C=C1 Chemical compound CC(C)(C(N)=O)C1=NN=C(O1)C1=CC=C(Cl)C=C1 FVVKRUCCHAENKF-UHFFFAOYSA-N 0.000 claims 1
- DQECQNWSOWPOIX-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NOC(C(C=C2)=CC=C2Br)=N1 Chemical compound CC(C)(C(N)=O)C1=NOC(C(C=C2)=CC=C2Br)=N1 DQECQNWSOWPOIX-UHFFFAOYSA-N 0.000 claims 1
- BFZNFLYLLPZHQV-UHFFFAOYSA-N CC(C)(C(N)=O)C1=NOC(C(C=C2)=CC=C2F)=N1 Chemical compound CC(C)(C(N)=O)C1=NOC(C(C=C2)=CC=C2F)=N1 BFZNFLYLLPZHQV-UHFFFAOYSA-N 0.000 claims 1
- NPQAKZLIMNVNRW-UHFFFAOYSA-N CC(C)(C1=NC(C(C=C2)=CC=C2Br)=NO1)S(N)(=O)=O Chemical compound CC(C)(C1=NC(C(C=C2)=CC=C2Br)=NO1)S(N)(=O)=O NPQAKZLIMNVNRW-UHFFFAOYSA-N 0.000 claims 1
- TZMGVHGZPCIJAQ-UHFFFAOYSA-N CC(C)(C1=NC(C(C=C2)=CC=C2Cl)=NO1)S(N)(=O)=O Chemical compound CC(C)(C1=NC(C(C=C2)=CC=C2Cl)=NO1)S(N)(=O)=O TZMGVHGZPCIJAQ-UHFFFAOYSA-N 0.000 claims 1
- AAKBPKDIHBKHDZ-UHFFFAOYSA-N CC(C)(C1=NC(C(C=C2)=CC=C2F)=NO1)S(N)(=O)=O Chemical compound CC(C)(C1=NC(C(C=C2)=CC=C2F)=NO1)S(N)(=O)=O AAKBPKDIHBKHDZ-UHFFFAOYSA-N 0.000 claims 1
- NGFKELYSVQWISJ-UHFFFAOYSA-N CC(C)(C1=NN=C(C(C=C2)=CC=C2Br)O1)S(N)(=O)=O Chemical compound CC(C)(C1=NN=C(C(C=C2)=CC=C2Br)O1)S(N)(=O)=O NGFKELYSVQWISJ-UHFFFAOYSA-N 0.000 claims 1
- UENBIYBTXJJGSF-UHFFFAOYSA-N CC(C)(C1=NN=C(C(C=C2)=CC=C2Cl)O1)S(N)(=O)=O Chemical compound CC(C)(C1=NN=C(C(C=C2)=CC=C2Cl)O1)S(N)(=O)=O UENBIYBTXJJGSF-UHFFFAOYSA-N 0.000 claims 1
- GMGQOGJCEKOWEZ-UHFFFAOYSA-N CC(C)(C1=NN=C(C(C=C2)=CC=C2F)O1)S(N)(=O)=O Chemical compound CC(C)(C1=NN=C(C(C=C2)=CC=C2F)O1)S(N)(=O)=O GMGQOGJCEKOWEZ-UHFFFAOYSA-N 0.000 claims 1
- NVNMPWSGGSMACI-UHFFFAOYSA-N CC(C)(C1=NOC(C(C=C2)=CC=C2Br)=N1)S(N)(=O)=O Chemical compound CC(C)(C1=NOC(C(C=C2)=CC=C2Br)=N1)S(N)(=O)=O NVNMPWSGGSMACI-UHFFFAOYSA-N 0.000 claims 1
- CXINYPBHGHUNNO-UHFFFAOYSA-N CC(CC1)(C2=NC(C(C=C3)=CC=C3F)=NO2)N(C)C1=O Chemical compound CC(CC1)(C2=NC(C(C=C3)=CC=C3F)=NO2)N(C)C1=O CXINYPBHGHUNNO-UHFFFAOYSA-N 0.000 claims 1
- PEXPCHVFQVQOFW-UHFFFAOYSA-N CCC(CC)(C(N)=O)C1=NC(C(C=C2)=CC=C2Cl)=NO1 Chemical compound CCC(CC)(C(N)=O)C1=NC(C(C=C2)=CC=C2Cl)=NO1 PEXPCHVFQVQOFW-UHFFFAOYSA-N 0.000 claims 1
- LBIQJKBIOPXVAE-UHFFFAOYSA-N CN(C(CC1)C2=NC(C(C=C3)=CC(F)=C3F)=NO2)C1=O Chemical compound CN(C(CC1)C2=NC(C(C=C3)=CC(F)=C3F)=NO2)C1=O LBIQJKBIOPXVAE-UHFFFAOYSA-N 0.000 claims 1
- FMBUDAQMTCYWKH-UHFFFAOYSA-N CN(C(CC1)C2=NC(C(C=C3)=CC=C3Br)=NO2)C1=O Chemical compound CN(C(CC1)C2=NC(C(C=C3)=CC=C3Br)=NO2)C1=O FMBUDAQMTCYWKH-UHFFFAOYSA-N 0.000 claims 1
- XGTXJUOAOHWDQA-UHFFFAOYSA-N CN(C(CC1)C2=NC(C(C=CC(F)=C3)=C3F)=NO2)C1=O Chemical compound CN(C(CC1)C2=NC(C(C=CC(F)=C3)=C3F)=NO2)C1=O XGTXJUOAOHWDQA-UHFFFAOYSA-N 0.000 claims 1
- RELGKEDWPAYFSM-UHFFFAOYSA-N NC(C(C1)(CC1(F)F)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O Chemical compound NC(C(C1)(CC1(F)F)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O RELGKEDWPAYFSM-UHFFFAOYSA-N 0.000 claims 1
- RABGGNMIUOUFMS-UHFFFAOYSA-N NC(C(C1)(CC1F)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O Chemical compound NC(C(C1)(CC1F)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O RABGGNMIUOUFMS-UHFFFAOYSA-N 0.000 claims 1
- JDEDXDSCKDQQAZ-UHFFFAOYSA-N NC(C1(CC1)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O Chemical compound NC(C1(CC1)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O JDEDXDSCKDQQAZ-UHFFFAOYSA-N 0.000 claims 1
- GQNHWUPARRUOBJ-UHFFFAOYSA-N NC(C1(CC1)C1=NC(C(C=C2)=CC=C2F)=NO1)=O Chemical compound NC(C1(CC1)C1=NC(C(C=C2)=CC=C2F)=NO1)=O GQNHWUPARRUOBJ-UHFFFAOYSA-N 0.000 claims 1
- SUBRWAFTEYOBKS-UHFFFAOYSA-N NC(C1(CCC1)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O Chemical compound NC(C1(CCC1)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O SUBRWAFTEYOBKS-UHFFFAOYSA-N 0.000 claims 1
- SNUJRFKVKRMFGW-UHFFFAOYSA-N NC(C1(CCCC1)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O Chemical compound NC(C1(CCCC1)C1=NC(C(C=C2)=CC=C2Cl)=NO1)=O SNUJRFKVKRMFGW-UHFFFAOYSA-N 0.000 claims 1
- BDPZZMIBPIIRER-UHFFFAOYSA-N NC(C1(CCOCC1)C1=NC(C(C=C2)=CC=C2F)=NO1)=O Chemical compound NC(C1(CCOCC1)C1=NC(C(C=C2)=CC=C2F)=NO1)=O BDPZZMIBPIIRER-UHFFFAOYSA-N 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- SQQWBSBBCSFQGC-JLHYYAGUSA-N ubiquinone-2 Chemical compound COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O SQQWBSBBCSFQGC-JLHYYAGUSA-N 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2025022409A JP2025081449A (ja) | 2020-03-17 | 2025-02-14 | オキサジアゾール誘導体 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020046138 | 2020-03-17 | ||
| JP2020046138 | 2020-03-17 | ||
| PCT/JP2021/010628 WO2021187486A1 (ja) | 2020-03-17 | 2021-03-16 | オキサジアゾール誘導体 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025022409A Division JP2025081449A (ja) | 2020-03-17 | 2025-02-14 | オキサジアゾール誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPWO2021187486A1 JPWO2021187486A1 (https=) | 2021-09-23 |
| JPWO2021187486A5 true JPWO2021187486A5 (https=) | 2024-03-21 |
| JP7637121B2 JP7637121B2 (ja) | 2025-02-27 |
Family
ID=77768228
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022508381A Active JP7637121B2 (ja) | 2020-03-17 | 2021-03-16 | オキサジアゾール誘導体 |
| JP2025022409A Pending JP2025081449A (ja) | 2020-03-17 | 2025-02-14 | オキサジアゾール誘導体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025022409A Pending JP2025081449A (ja) | 2020-03-17 | 2025-02-14 | オキサジアゾール誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US20230265061A1 (https=) |
| EP (1) | EP4122923B1 (https=) |
| JP (2) | JP7637121B2 (https=) |
| KR (1) | KR20220154208A (https=) |
| CN (1) | CN115515943B (https=) |
| AU (1) | AU2021239631A1 (https=) |
| BR (1) | BR112022017530A2 (https=) |
| CA (1) | CA3170273A1 (https=) |
| DK (1) | DK4122923T3 (https=) |
| ES (1) | ES3041051T3 (https=) |
| FI (1) | FI4122923T3 (https=) |
| MX (1) | MX2022011483A (https=) |
| PH (1) | PH12022552373A1 (https=) |
| PT (1) | PT4122923T (https=) |
| TW (1) | TWI879917B (https=) |
| WO (1) | WO2021187486A1 (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK4122923T3 (da) * | 2020-03-17 | 2025-12-15 | Sumitomo Pharma Co Ltd | Oxadiazolderivat |
| JP7653399B2 (ja) | 2021-09-22 | 2025-03-28 | 住友ファーマ株式会社 | オキサジアゾール誘導体を含有する医薬組成物 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1227978A (https=) * | 1968-09-13 | 1971-04-15 | ||
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| JP5015172B2 (ja) * | 2005-12-23 | 2012-08-29 | エフ．ホフマン−ラ ロシュ アーゲー | アリール−イソオキサゾロ−４−イル−オキサジアゾール誘導体 |
| SG177221A1 (en) * | 2006-12-15 | 2012-01-30 | Abbott Lab | Novel oxadiazole compounds |
| GB0723814D0 (en) * | 2007-12-05 | 2008-01-16 | Glaxo Group Ltd | Compounds |
| RU2010142655A (ru) * | 2008-03-19 | 2012-04-27 | Ауриммед Фарма, Инк. (Us) | Соединение, пригодное для лечения болезней и нарушений центральной нервной системы, и способ его получения |
| US8691824B2 (en) * | 2008-08-04 | 2014-04-08 | Chdi Foundation, Inc. | Certain kynurenine-3-monooxygenase inhibitors, pharmaceutical compositions, and methods of use thereof |
| RU2011123777A (ru) * | 2008-11-14 | 2012-12-20 | ДАЙНИППОН СУМИТОМО ФАРМА Ко., ЛТД. | Бифенилацетамидные производные |
| JP2012001537A (ja) * | 2010-05-19 | 2012-01-05 | Dainippon Sumitomo Pharma Co Ltd | ビフェニルアセトアミド誘導体からなる医薬 |
| WO2011145669A1 (ja) * | 2010-05-19 | 2011-11-24 | 大日本住友製薬株式会社 | アミド誘導体 |
| US9199981B2 (en) | 2011-09-01 | 2015-12-01 | Novartis Ag | Compounds and compositions as C-kit kinase inhibitors |
| PL2772482T3 (pl) | 2011-10-27 | 2016-08-31 | Taisho Pharmaceutical Co Ltd | Pochodna azolu |
| JP2013221025A (ja) * | 2012-04-19 | 2013-10-28 | Dainippon Sumitomo Pharma Co Ltd | ビフェニルアセトアミド誘導体の製造方法及びその中間体 |
| US20150299178A1 (en) * | 2012-11-12 | 2015-10-22 | Lupin Limited | Thiazole Derivatives as Alpha 7 NACHR Modulators |
| JP6387669B2 (ja) * | 2013-04-26 | 2018-09-12 | 大正製薬株式会社 | アゾール誘導体を含有する医薬 |
| WO2015161014A1 (en) * | 2014-04-17 | 2015-10-22 | Merck Sharp & Dohme Corp. | Heterocyclic cgrp receptor antagonists |
| TW201642855A (zh) * | 2015-03-10 | 2016-12-16 | 健臻公司 | 用於治療蛋白質病變之方法 |
| WO2017066103A1 (en) * | 2015-10-16 | 2017-04-20 | Aurimmed Pharma, Inc. | Novel compounds advantageous in the treatment of central nervous system diseases and disorders |
| CN108348527A (zh) * | 2015-10-30 | 2018-07-31 | Ptc医疗公司 | 用于治疗癫痫的方法 |
| DK4122923T3 (da) * | 2020-03-17 | 2025-12-15 | Sumitomo Pharma Co Ltd | Oxadiazolderivat |
-
2021
- 2021-03-16 DK DK21770862.7T patent/DK4122923T3/da active
- 2021-03-16 TW TW110109295A patent/TWI879917B/zh active
- 2021-03-16 FI FIEP21770862.7T patent/FI4122923T3/fi active
- 2021-03-16 CN CN202180036916.0A patent/CN115515943B/zh active Active
- 2021-03-16 MX MX2022011483A patent/MX2022011483A/es unknown
- 2021-03-16 EP EP21770862.7A patent/EP4122923B1/en active Active
- 2021-03-16 WO PCT/JP2021/010628 patent/WO2021187486A1/ja not_active Ceased
- 2021-03-16 KR KR1020227035750A patent/KR20220154208A/ko active Pending
- 2021-03-16 JP JP2022508381A patent/JP7637121B2/ja active Active
- 2021-03-16 ES ES21770862T patent/ES3041051T3/es active Active
- 2021-03-16 AU AU2021239631A patent/AU2021239631A1/en active Pending
- 2021-03-16 BR BR112022017530A patent/BR112022017530A2/pt unknown
- 2021-03-16 CA CA3170273A patent/CA3170273A1/en active Pending
- 2021-03-16 PT PT217708627T patent/PT4122923T/pt unknown
- 2021-03-16 US US17/905,847 patent/US20230265061A1/en active Pending
- 2021-03-16 PH PH1/2022/552373A patent/PH12022552373A1/en unknown
-
2022
- 2022-09-16 US US17/932,871 patent/US11718592B2/en active Active
-
2025
- 2025-02-14 JP JP2025022409A patent/JP2025081449A/ja active Pending
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