JP2014524888A5 - - Google Patents
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- Publication number
- JP2014524888A5 JP2014524888A5 JP2014511830A JP2014511830A JP2014524888A5 JP 2014524888 A5 JP2014524888 A5 JP 2014524888A5 JP 2014511830 A JP2014511830 A JP 2014511830A JP 2014511830 A JP2014511830 A JP 2014511830A JP 2014524888 A5 JP2014524888 A5 JP 2014524888A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- alkyl
- substituted
- precatalyst
- disproportionated
- 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- 0 C*(C)C(C1N)(*(C2)C1(C(C1N)C(C)=C)C21C1N)C1N Chemical compound C*(C)C(C1N)(*(C2)C1(C(C1N)C(C)=C)C21C1N)C1N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000012041 precatalyst Substances 0.000 description 1
- 150000003303 ruthenium Chemical class 0.000 description 1
- 239000011997 shvo catalyst Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11305634.5 | 2011-05-23 | ||
| EP11305634 | 2011-05-23 | ||
| PCT/EP2012/059344 WO2012160015A1 (en) | 2011-05-23 | 2012-05-21 | Process for the preparation of deuterated compounds containing n-alkyl groups |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014524888A JP2014524888A (ja) | 2014-09-25 |
| JP2014524888A5 true JP2014524888A5 (https=) | 2015-07-02 |
| JP5925301B2 JP5925301B2 (ja) | 2016-05-25 |
Family
ID=46146876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014511830A Expired - Fee Related JP5925301B2 (ja) | 2011-05-23 | 2012-05-21 | N−アルキル基を含有するジュウテリウム化化合物の製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9340489B2 (https=) |
| EP (1) | EP2714624B1 (https=) |
| JP (1) | JP5925301B2 (https=) |
| KR (1) | KR20140030267A (https=) |
| CN (1) | CN103702961A (https=) |
| CA (1) | CA2834920A1 (https=) |
| IL (1) | IL229037A0 (https=) |
| RU (1) | RU2013156864A (https=) |
| SG (1) | SG194625A1 (https=) |
| WO (1) | WO2012160015A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX387055B (es) | 2014-06-06 | 2025-03-19 | Res Triangle Inst | Agonistas del receptor de apelina (apj) y usos de los mismos. |
| EP3218373B1 (en) * | 2014-11-10 | 2020-07-22 | Evrys Bio, LLC | Anti-hcmv compositions and methods |
| WO2017100558A1 (en) | 2015-12-09 | 2017-06-15 | Research Triangle Institute | Improved apelin receptor (apj) agonists and uses thereof |
| JP7048572B6 (ja) | 2016-09-16 | 2023-12-20 | リサーチ トライアングル インスティテュート | テトラヒドロイソキノリンカッパーオピオイドアンタゴニスト |
| MX394907B (es) | 2016-10-12 | 2025-03-24 | Res Triangle Inst | Agonistas heterociclicos del receptor de apelina (apj) y usos de los mismos |
| JOP20190072A1 (ar) | 2016-10-13 | 2019-04-07 | Glaxosmithkline Ip Dev Ltd | مشتقات 1، 3 سيكلوبوتان ثنائي الاستبدال أو آزيتيدين كمثبطات للإنزيم المخلق للبروستاجلاندين d المكون للدم |
| CA3036382A1 (en) | 2016-12-21 | 2018-06-28 | Research Triangle Institute | Diaryl purine derivatives with improved bioavailability |
| CA3059585A1 (en) | 2017-04-27 | 2018-11-01 | Deuteria Beverages, Llc | Process for the preparation of deuterated ethanol from d2o |
| AU2018260728B2 (en) * | 2017-04-27 | 2022-07-21 | Deuteria Beverages, Llc | Process for the preparation of deuterated ethanol from D2 |
| AU2018346597B2 (en) | 2017-10-06 | 2023-07-13 | Forma Therapeutics, Inc. | Inhibiting Ubiquitin Specific Peptidase 30 |
| CN109748767A (zh) * | 2017-11-07 | 2019-05-14 | 朱允涛 | 一种利用微波反应装置制备氘代胺类化合物的方法 |
| JP7449242B2 (ja) | 2018-05-17 | 2024-03-13 | フォーマ セラピューティクス,インコーポレイテッド | ユビキチン特異的ペプチダーゼ30(usp30)阻害剤として有用な縮合二環化合物 |
| CA3109809A1 (en) | 2018-08-20 | 2020-02-27 | Duke University | Methods and compositions for drugs to treat ophthalmic diseases |
| JP7530889B2 (ja) | 2018-10-05 | 2024-08-08 | フォーマ セラピューティクス,インコーポレイテッド | ユビキチン特異的プロテアーゼ30(usp30)阻害剤として作用する縮合ピロリン |
| TWI767148B (zh) | 2018-10-10 | 2022-06-11 | 美商弗瑪治療公司 | 抑制脂肪酸合成酶(fasn) |
| SG11202106692UA (en) * | 2018-12-21 | 2021-07-29 | Concert Pharmaceuticals Inc | Deuterated forms and derivatives of volinanserin |
| US12441707B2 (en) | 2019-12-30 | 2025-10-14 | Tyra Biosciences, Inc. | Indazole compounds |
| KR20230152654A (ko) | 2020-12-30 | 2023-11-03 | 타이라 바이오사이언시스, 인크. | 키나아제 억제제로서의 인다졸 화합물 |
| WO2022182547A1 (en) | 2021-02-25 | 2022-09-01 | Research Triangle Institute | Heteroaryl derivatives as apelin receptor agonists |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4254129A (en) | 1979-04-10 | 1981-03-03 | Richardson-Merrell Inc. | Piperidine derivatives |
| WO1989001342A2 (en) * | 1987-08-07 | 1989-02-23 | Mallinckrodt, Inc. | Diagnostic or radiotherapeutic composition comprising a hydrogen containing compound |
| US5075337A (en) * | 1989-07-26 | 1991-12-24 | G. D. Searle & Co. | Alpha-deuterated 2-alkylaminoacetamide derivatives having reduced toxicity for treatment of CNS disorders |
| CA2083698C (en) | 1990-06-01 | 1997-11-04 | Albert A. Carr | (+)-alpha-(2,3-dimethoxyphenyl)-1- [2-(4-fluorophenyl) ethyl]-4-piperidinemethanol |
| ES2293638T3 (es) | 1994-03-25 | 2008-03-16 | Isotechnika, Inc. | Mejora de la eficacia de farmacos por deuteracion. |
| JP4497815B2 (ja) | 2001-02-16 | 2010-07-07 | アベンティス・ファーマスーティカルズ・インコーポレイテツド | 新規な複素環式アミド誘導体およびドーパミンd3受容体リガンドとしてのその使用 |
| TW200413273A (en) | 2002-11-15 | 2004-08-01 | Wako Pure Chem Ind Ltd | Heavy hydrogenation method of heterocyclic rings |
| TW200413274A (en) * | 2002-12-27 | 2004-08-01 | Wako Pure Chem Ind Ltd | Deuteration or tritiation method |
| KR20060129284A (ko) * | 2004-01-23 | 2006-12-15 | 와코 쥰야꾸 고교 가부시키가이샤 | 혼합촉매를 사용한 중수소화방법 |
| CA2701638A1 (en) * | 2007-04-02 | 2008-10-09 | Concert Pharmaceuticals Inc. | Pharmaceutical calcimimetics |
| JP5454140B2 (ja) * | 2007-07-05 | 2014-03-26 | 和光純薬工業株式会社 | ルテニウム触媒を用いた重水素化方法 |
| US20100143287A1 (en) * | 2008-12-09 | 2010-06-10 | Auspex Pharmaceuticals, Inc. | Trifluoromethylphenyl modulators of calcium-sensing receptor |
-
2012
- 2012-05-21 SG SG2013079298A patent/SG194625A1/en unknown
- 2012-05-21 WO PCT/EP2012/059344 patent/WO2012160015A1/en not_active Ceased
- 2012-05-21 KR KR1020137034057A patent/KR20140030267A/ko not_active Withdrawn
- 2012-05-21 EP EP12722367.5A patent/EP2714624B1/en not_active Not-in-force
- 2012-05-21 CA CA2834920A patent/CA2834920A1/en not_active Abandoned
- 2012-05-21 US US14/118,705 patent/US9340489B2/en not_active Expired - Fee Related
- 2012-05-21 CN CN201280036588.5A patent/CN103702961A/zh active Pending
- 2012-05-21 JP JP2014511830A patent/JP5925301B2/ja not_active Expired - Fee Related
- 2012-05-21 RU RU2013156864/04A patent/RU2013156864A/ru not_active Application Discontinuation
-
2013
- 2013-10-23 IL IL229037A patent/IL229037A0/en unknown
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