JP2019514948A5 - - Google Patents
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- Publication number
- JP2019514948A5 JP2019514948A5 JP2018557408A JP2018557408A JP2019514948A5 JP 2019514948 A5 JP2019514948 A5 JP 2019514948A5 JP 2018557408 A JP2018557408 A JP 2018557408A JP 2018557408 A JP2018557408 A JP 2018557408A JP 2019514948 A5 JP2019514948 A5 JP 2019514948A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- general formula
- methyl
- triazol
- 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
- 150000001875 compounds Chemical class 0.000 claims 21
- -1 phenylhydrazine compound Chemical class 0.000 claims 10
- 238000000034 method Methods 0.000 claims 7
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 238000005580 one pot reaction Methods 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 238000002955 isolation Methods 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229940067157 phenylhydrazine Drugs 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 208000001647 Renal Insufficiency Diseases 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 1
- 230000002526 effect on cardiovascular system Effects 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 201000006370 kidney failure Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021098486A JP2021143193A (ja) | 2016-05-03 | 2021-06-14 | ５−ヒドロキシアルキル置換１−フェニル−１，２，４−トリアゾール誘導体を生産する方法 |
Applications Claiming Priority (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16168163.0 | 2016-05-03 | ||
| EP16168165.5 | 2016-05-03 | ||
| EP16168166.3 | 2016-05-03 | ||
| EP16168163 | 2016-05-03 | ||
| EP16168166 | 2016-05-03 | ||
| EP16168165 | 2016-05-03 | ||
| EP16168172.1 | 2016-05-03 | ||
| EP16168172 | 2016-05-03 | ||
| EP16168169.7 | 2016-05-03 | ||
| EP16168169 | 2016-05-03 | ||
| EP17160086 | 2017-03-09 | ||
| EP17160086.9 | 2017-03-09 | ||
| PCT/EP2017/060367 WO2017191104A1 (de) | 2016-05-03 | 2017-05-02 | Verfahren zur herstellung von 5-hydroxyalkyl-substituierten 1-phenyl-1,2,4-triazolderivativen |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021098486A Division JP2021143193A (ja) | 2016-05-03 | 2021-06-14 | ５−ヒドロキシアルキル置換１−フェニル−１，２，４−トリアゾール誘導体を生産する方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019514948A JP2019514948A (ja) | 2019-06-06 |
| JP2019514948A5 true JP2019514948A5 (enExample) | 2020-06-18 |
| JP6921863B2 JP6921863B2 (ja) | 2021-08-18 |
Family
ID=58633014
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018557408A Expired - Fee Related JP6921863B2 (ja) | 2016-05-03 | 2017-05-02 | ５−ヒドロキシアルキル置換１−フェニル−１，２，４−トリアゾール誘導体を生産する方法 |
| JP2021098486A Withdrawn JP2021143193A (ja) | 2016-05-03 | 2021-06-14 | ５−ヒドロキシアルキル置換１−フェニル−１，２，４−トリアゾール誘導体を生産する方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021098486A Withdrawn JP2021143193A (ja) | 2016-05-03 | 2021-06-14 | ５−ヒドロキシアルキル置換１−フェニル−１，２，４−トリアゾール誘導体を生産する方法 |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US10703742B2 (enExample) |
| EP (1) | EP3452467A1 (enExample) |
| JP (2) | JP6921863B2 (enExample) |
| KR (1) | KR20190003536A (enExample) |
| CN (2) | CN109071500B (enExample) |
| AU (2) | AU2017259872B2 (enExample) |
| BR (1) | BR112018072528A2 (enExample) |
| CA (1) | CA3022789A1 (enExample) |
| CL (1) | CL2018003107A1 (enExample) |
| CO (1) | CO2018011948A2 (enExample) |
| IL (1) | IL262534B (enExample) |
| JO (1) | JOP20170103A1 (enExample) |
| MX (2) | MX391356B (enExample) |
| PE (1) | PE20190202A1 (enExample) |
| RU (1) | RU2742885C2 (enExample) |
| SG (1) | SG11201809672YA (enExample) |
| TW (1) | TWI755393B (enExample) |
| UY (1) | UY37222A (enExample) |
| WO (1) | WO2017191104A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JOP20170103A1 (ar) * | 2016-05-03 | 2017-11-03 | Bayer Pharma AG | عملية لتحضير مشتقات 1-فنيل-1، 2، 4-تريازول مستبدلة بـ 5-هيدروكسي ألكيل |
| JP6911052B2 (ja) * | 2016-05-03 | 2021-07-28 | バイエル ファーマ アクチエンゲゼルシャフト | オキソアルキル置換フェニルトリアゾール誘導体およびその使用 |
| US9988367B2 (en) * | 2016-05-03 | 2018-06-05 | Bayer Pharma Aktiengesellschaft | Amide-substituted pyridinyltriazole derivatives and uses thereof |
| WO2021259852A1 (en) | 2020-06-25 | 2021-12-30 | Bayer Aktiengesellschaft | Process for preparing 5-(alkoxycarbonyl)-and 5-(carboxamide)-1-aryl-1,2,4-triazole derivatives |
| CN118894815A (zh) * | 2024-07-12 | 2024-11-05 | 西北师范大学 | 一种含三氟甲基的1,2,4-三氮唑啉类衍生物及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI490212B (zh) * | 2006-05-25 | 2015-07-01 | Synta Pharmaceuticals Corp | 調節ｈｓｐ９０活性之三唑化合物 |
| WO2010033626A1 (en) * | 2008-09-19 | 2010-03-25 | Institute For Oneworld Health | Compounds, compositions and methods comprising imidazole and triazole derivatives |
| DE102010001064A1 (de) * | 2009-03-18 | 2010-09-23 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 2-Acetamido-5-Aryl-1,2,4-triazolone und deren Verwendung |
| PL2539326T3 (pl) * | 2010-02-27 | 2017-10-31 | Bayer Ip Gmbh | Połączone bis-arylem arylotriazolony i ich zastosowanie |
| AU2013258107B2 (en) * | 2012-05-08 | 2017-06-22 | Bayer Pharma Aktiengesellschaft | Method for the preparation of triazole compounds |
| KR20170081178A (ko) * | 2014-11-03 | 2017-07-11 | 바이엘 파마 악티엔게젤샤프트 | 히드록시알킬-치환된 페닐트리아졸 유도체 및 그의 용도 |
| JOP20170103A1 (ar) * | 2016-05-03 | 2017-11-03 | Bayer Pharma AG | عملية لتحضير مشتقات 1-فنيل-1، 2، 4-تريازول مستبدلة بـ 5-هيدروكسي ألكيل |
| JP6911052B2 (ja) * | 2016-05-03 | 2021-07-28 | バイエル ファーマ アクチエンゲゼルシャフト | オキソアルキル置換フェニルトリアゾール誘導体およびその使用 |
| US9988367B2 (en) * | 2016-05-03 | 2018-06-05 | Bayer Pharma Aktiengesellschaft | Amide-substituted pyridinyltriazole derivatives and uses thereof |
-
2017
- 2017-05-01 JO JOJO/P/2017/0103A patent/JOP20170103A1/ar unknown
- 2017-05-02 CN CN201780027607.0A patent/CN109071500B/zh not_active Expired - Fee Related
- 2017-05-02 RU RU2018142264A patent/RU2742885C2/ru active
- 2017-05-02 CN CN202110424553.XA patent/CN113105403A/zh active Pending
- 2017-05-02 TW TW106114435A patent/TWI755393B/zh not_active IP Right Cessation
- 2017-05-02 MX MX2020010365A patent/MX391356B/es unknown
- 2017-05-02 US US16/098,238 patent/US10703742B2/en not_active Expired - Fee Related
- 2017-05-02 WO PCT/EP2017/060367 patent/WO2017191104A1/de not_active Ceased
- 2017-05-02 UY UY0001037222A patent/UY37222A/es not_active Application Discontinuation
- 2017-05-02 CA CA3022789A patent/CA3022789A1/en active Pending
- 2017-05-02 EP EP17719636.7A patent/EP3452467A1/de not_active Withdrawn
- 2017-05-02 JP JP2018557408A patent/JP6921863B2/ja not_active Expired - Fee Related
- 2017-05-02 AU AU2017259872A patent/AU2017259872B2/en not_active Ceased
- 2017-05-02 MX MX2018013336A patent/MX379555B/es unknown
- 2017-05-02 PE PE2018002254A patent/PE20190202A1/es unknown
- 2017-05-02 SG SG11201809672YA patent/SG11201809672YA/en unknown
- 2017-05-02 BR BR112018072528-5A patent/BR112018072528A2/pt active Search and Examination
- 2017-05-02 KR KR1020187031568A patent/KR20190003536A/ko not_active Ceased
-
2018
- 2018-10-23 IL IL262534A patent/IL262534B/en active IP Right Grant
- 2018-10-31 CL CL2018003107A patent/CL2018003107A1/es unknown
- 2018-11-02 CO CONC2018/0011948A patent/CO2018011948A2/es unknown
-
2020
- 2020-05-21 US US16/880,933 patent/US20200299271A1/en not_active Abandoned
-
2021
- 2021-06-14 JP JP2021098486A patent/JP2021143193A/ja not_active Withdrawn
- 2021-09-22 AU AU2021236502A patent/AU2021236502A1/en not_active Abandoned
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