CN103702961A - 含有n-烷基的氘代化合物的制备方法 - Google Patents
含有n-烷基的氘代化合物的制备方法 Download PDFInfo
- Publication number
- CN103702961A CN103702961A CN201280036588.5A CN201280036588A CN103702961A CN 103702961 A CN103702961 A CN 103702961A CN 201280036588 A CN201280036588 A CN 201280036588A CN 103702961 A CN103702961 A CN 103702961A
- Authority
- CN
- China
- Prior art keywords
- alkyl
- phenyl
- chemical bond
- alkylene
- structural element
- 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.)
- Pending
Links
- 0 CCCN(C(C1N)C(*)=C([C@@](C2N)N)N)C12*(C)(C)C Chemical compound CCCN(C(C1N)C(*)=C([C@@](C2N)N)N)C12*(C)(C)C 0.000 description 3
- JKYWGUBETINUPZ-UHFFFAOYSA-N CCN(CC)CCNC(c(cc(C)c(N)c1)c1OC)=O Chemical compound CCN(CC)CCNC(c(cc(C)c(N)c1)c1OC)=O JKYWGUBETINUPZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/46—Ruthenium, rhodium, osmium or iridium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/03—Monoamines
- C07C211/07—Monoamines containing one, two or three alkyl groups, each having the same number of carbon atoms in excess of three
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/03—Monoamines
- C07C211/08—Monoamines containing alkyl groups having a different number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/04—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11305634 | 2011-05-23 | ||
| EP11305634.5 | 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 (1)
| Publication Number | Publication Date |
|---|---|
| CN103702961A true CN103702961A (zh) | 2014-04-02 |
Family
ID=46146876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201280036588.5A Pending CN103702961A (zh) | 2011-05-23 | 2012-05-21 | 含有n-烷基的氘代化合物的制备方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9340489B2 (enExample) |
| EP (1) | EP2714624B1 (enExample) |
| JP (1) | JP5925301B2 (enExample) |
| KR (1) | KR20140030267A (enExample) |
| CN (1) | CN103702961A (enExample) |
| CA (1) | CA2834920A1 (enExample) |
| IL (1) | IL229037A0 (enExample) |
| RU (1) | RU2013156864A (enExample) |
| SG (1) | SG194625A1 (enExample) |
| WO (1) | WO2012160015A1 (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107438435A (zh) * | 2014-11-10 | 2017-12-05 | 锻造生命科学有限责任公司 | 抗‑hcmv组合物和方法 |
| 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 |
| CN110545911A (zh) * | 2017-04-27 | 2019-12-06 | 杜特里亚饮料有限责任公司 | 用于由d2制备氘代乙醇的方法 |
| CN110545912A (zh) * | 2017-04-27 | 2019-12-06 | 杜特里亚饮料有限责任公司 | 用于由d2o制备氘代乙醇的方法 |
| CN113747870A (zh) * | 2018-12-21 | 2021-12-03 | 泰兰生物科技有限公司 | 氟利色林的氘化形式和衍生物 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MA39999A (fr) | 2014-06-06 | 2015-12-10 | Res Triangle Inst | Agonistes du récepteur de l'apeline (apj) et leurs utilisations |
| EP3386976A1 (en) | 2015-12-09 | 2018-10-17 | Research Triangle Institute, International | Improved apelin receptor (apj) agonists and uses thereof |
| AU2017325870B2 (en) | 2016-09-16 | 2021-07-22 | Research Traingle Institute | Tetrahydroisoquinoline kappa opioid antagonists |
| RU2764039C2 (ru) | 2016-10-12 | 2022-01-14 | Рисерч Трайэнгл Инститьют | Гетероциклические агонисты рецептора апелина (apj) и их применение |
| 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 |
| US10696677B2 (en) | 2016-12-21 | 2020-06-30 | Research Triangle Institute | Diaryl purine derivatives with improved bioavailability |
| US11247987B2 (en) | 2017-10-06 | 2022-02-15 | Forma Therapeutics, Inc. | Inhibiting ubiquitin specific peptidase 30 |
| ES2988920T3 (es) | 2018-05-17 | 2024-11-22 | Forma Therapeutics Inc | Compuestos bicíclicos fusionados útiles como inhibidores de la peptidasa 30 específica de ubiquitina |
| CA3109809A1 (en) | 2018-08-20 | 2020-02-27 | Duke University | Methods and compositions for drugs to treat ophthalmic diseases |
| MX2021002981A (es) | 2018-10-05 | 2021-05-14 | Forma Therapeutics Inc | Pirrolinas fusionadas que actuan como inhibidores de la proteasa 30 especifica de la ubiquitina (usp30). |
| 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) |
| US12441707B2 (en) | 2019-12-30 | 2025-10-14 | Tyra Biosciences, Inc. | Indazole compounds |
| US12264149B2 (en) | 2020-12-30 | 2025-04-01 | Tyra Biosciences, Inc. | Indazole compounds as kinase inhibitors |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1148843A (zh) * | 1994-03-25 | 1997-04-30 | 同位素技术有限公司 | 用氘代方法增强药物效果 |
| CN1906143A (zh) * | 2004-01-23 | 2007-01-31 | 和光纯药工业株式会社 | 使用混合催化剂的重氢化方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4254129A (en) | 1979-04-10 | 1981-03-03 | Richardson-Merrell Inc. | Piperidine derivatives |
| EP0335918A1 (en) * | 1987-08-07 | 1989-10-11 | Mallinckrodt Diagnostica (Holland) B.V. | 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 |
| DE69105501T2 (de) | 1990-06-01 | 1995-04-13 | Merrell Dow Pharma | (+)-alpha-(2,3 dimethoxyphenyl)-1-[2-(fluorophenyl)ethyl]-4-piperidinmethanol. |
| WO2002066469A2 (en) | 2001-02-16 | 2002-08-29 | Aventis Pharmaceuticals Inc. | Novel heterocyclic amide derivatives and their use as dopamine d3 receptor ligands |
| 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 |
| 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 CA CA2834920A patent/CA2834920A1/en not_active Abandoned
- 2012-05-21 KR KR1020137034057A patent/KR20140030267A/ko not_active Withdrawn
- 2012-05-21 CN CN201280036588.5A patent/CN103702961A/zh active Pending
- 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 US US14/118,705 patent/US9340489B2/en not_active Expired - Fee Related
- 2012-05-21 RU RU2013156864/04A patent/RU2013156864A/ru not_active Application Discontinuation
- 2012-05-21 JP JP2014511830A patent/JP5925301B2/ja not_active Expired - Fee Related
- 2012-05-21 EP EP12722367.5A patent/EP2714624B1/en not_active Not-in-force
-
2013
- 2013-10-23 IL IL229037A patent/IL229037A0/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1148843A (zh) * | 1994-03-25 | 1997-04-30 | 同位素技术有限公司 | 用氘代方法增强药物效果 |
| CN1906143A (zh) * | 2004-01-23 | 2007-01-31 | 和光纯药工业株式会社 | 使用混合催化剂的重氢化方法 |
Non-Patent Citations (3)
| Title |
|---|
| CHARLES P.CASEY ET.AL.: "Hydrogen transfer to carbonyls and imines from a hydroxycyclopentadienyl ruthenium hydride:Evidence for concerted", 《J.AM.CHEM.SOC》 * |
| E .MANUELA GARRIDO ET.AL: "Fluoxetine and Norfluoxetine revisited:New insights into the electrochemical and spectroscopic properties", 《J.PHYS.CHEM.A》 * |
| W.J.S.LOCKLEY ET AL: "Rhodium- and ruthenium-catalysed hydrogen isotope exchange", 《J. LABEL COMPD. RADIOPHARM》 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107438435A (zh) * | 2014-11-10 | 2017-12-05 | 锻造生命科学有限责任公司 | 抗‑hcmv组合物和方法 |
| CN107438435B (zh) * | 2014-11-10 | 2020-12-04 | 埃弗里斯生物有限责任公司 | 抗-hcmv组合物和方法 |
| CN110545911A (zh) * | 2017-04-27 | 2019-12-06 | 杜特里亚饮料有限责任公司 | 用于由d2制备氘代乙醇的方法 |
| CN110545912A (zh) * | 2017-04-27 | 2019-12-06 | 杜特里亚饮料有限责任公司 | 用于由d2o制备氘代乙醇的方法 |
| CN110545912B (zh) * | 2017-04-27 | 2022-10-04 | 杜特里亚饮料有限责任公司 | 用于由d2o制备氘代乙醇的方法 |
| CN110545911B (zh) * | 2017-04-27 | 2022-12-27 | 杜特里亚饮料有限责任公司 | 用于由d2制备氘代乙醇的方法 |
| 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 |
| CN113747870A (zh) * | 2018-12-21 | 2021-12-03 | 泰兰生物科技有限公司 | 氟利色林的氘化形式和衍生物 |
| CN113747870B (zh) * | 2018-12-21 | 2025-08-01 | 泰兰生物科技有限公司 | 氟利色林的氘化形式和衍生物 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2714624A1 (en) | 2014-04-09 |
| US20140081019A1 (en) | 2014-03-20 |
| CA2834920A1 (en) | 2012-11-29 |
| WO2012160015A1 (en) | 2012-11-29 |
| JP5925301B2 (ja) | 2016-05-25 |
| SG194625A1 (en) | 2013-12-30 |
| RU2013156864A (ru) | 2015-06-27 |
| JP2014524888A (ja) | 2014-09-25 |
| KR20140030267A (ko) | 2014-03-11 |
| IL229037A0 (en) | 2013-12-31 |
| US9340489B2 (en) | 2016-05-17 |
| EP2714624B1 (en) | 2017-12-27 |
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| Date | Code | Title | Description |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C05 | Deemed withdrawal (patent law before 1993) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20140402 |