CA2612375C - Synthetic processes for the preparation of aminocyclohexyl ether compounds - Google Patents
Synthetic processes for the preparation of aminocyclohexyl ether compounds Download PDFInfo
- Publication number
- CA2612375C CA2612375C CA2612375A CA2612375A CA2612375C CA 2612375 C CA2612375 C CA 2612375C CA 2612375 A CA2612375 A CA 2612375A CA 2612375 A CA2612375 A CA 2612375A CA 2612375 C CA2612375 C CA 2612375C
- Authority
- CA
- Canada
- Prior art keywords
- formula
- compound
- oxygen
- hydrogen
- group
- 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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Links
Classifications
-
- 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
- C07D207/10—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/12—Oxygen or sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/14—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- 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
- C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
- C07D207/34—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 two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrrole Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69098905P | 2005-06-15 | 2005-06-15 | |
| US60/690,989 | 2005-06-15 | ||
| US74824805P | 2005-12-07 | 2005-12-07 | |
| US60/748,248 | 2005-12-07 | ||
| PCT/US2006/023668 WO2006138673A2 (en) | 2005-06-15 | 2006-06-15 | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2612375A1 CA2612375A1 (en) | 2006-12-28 |
| CA2612375C true CA2612375C (en) | 2013-08-06 |
Family
ID=37395936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2612375A Active CA2612375C (en) | 2005-06-15 | 2006-06-15 | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
Country Status (7)
| Country | Link |
|---|---|
| US (4) | US7754897B2 (https=) |
| EP (1) | EP1915340B1 (https=) |
| JP (1) | JP5159616B2 (https=) |
| BR (1) | BRPI0612138B8 (https=) |
| CA (1) | CA2612375C (https=) |
| MX (2) | MX346530B (https=) |
| WO (1) | WO2006138673A2 (https=) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7705036B2 (en) | 2004-04-01 | 2010-04-27 | Cardiome Pharma Corp. | Deuterated aminocyclohexyl ether compounds and processes for preparing same |
| JP4991037B2 (ja) * | 2004-04-01 | 2012-08-01 | カーディオム ファーマ コーポレイション | イオンチャネル調節化合物を含む薬物結合体 |
| US7754897B2 (en) | 2005-06-15 | 2010-07-13 | Cardiome Pharma Corp. | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
| EP1828099B1 (en) | 2004-11-18 | 2020-01-22 | Correvio International Sàrl | Synthetic process for aminocyclohexyl ether compounds |
| WO2008137778A2 (en) * | 2007-05-04 | 2008-11-13 | Cardiome Pharma Corp. | Controlled release oral formulations of ion channel modulating compounds and related methods for preventing arrhythmia |
| EP2445504A4 (en) | 2009-06-23 | 2012-11-14 | Medicinova Inc | 2-AMINO-1- (2-ISOPROPYLPYRAZOLO [1,5-A] PYRIDINE-3-YL) PROPAN-1-ONE ENANTIOMER COMPOSITIONS AND METHODS THEREOF |
| WO2012024100A2 (en) | 2010-08-16 | 2012-02-23 | Merck Sharp & Dohme Corp. | Process for preparing aminocyclohexyl ether compounds |
| US8932836B2 (en) | 2010-08-16 | 2015-01-13 | Codexis, Inc. | Biocatalysts and methods for the synthesis of (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine |
| BR112014017833A2 (pt) | 2012-01-20 | 2021-03-23 | Dennis Brown | Uso de hexitóis substituídos incluindo dianidrogalactitol e análogos para tratar doença neoplástica e células-tronco de câncer incluindo glioblastoma multiforme e meduloblastoma |
| US20150087687A1 (en) | 2012-03-23 | 2015-03-26 | Dennis Brown | Compositions and methods to improve the therapeutic benefit of indirubin and analogs thereof, including meisoindigo |
| JP6280546B2 (ja) | 2012-06-26 | 2018-02-14 | デル マー ファーマシューティカルズ | ジアンヒドロガラクチトール、ジアセチルジアンヒドロガラクチトール、ジブロモズルシトール、又はこれらの類似体若しくは誘導体を用いた、遺伝子多型又はahi1の調節不全若しくは変異を有する患者におけるチロシンキナーゼインヒビター抵抗性悪性腫瘍を処置するための方法 |
| EP2983674A4 (en) | 2013-04-08 | 2017-05-10 | Dennis M. Brown | Therapeutic benefit of suboptimally administered chemical compounds |
| KR102359214B1 (ko) | 2014-04-04 | 2022-02-07 | 델 마 파마슈티컬스 | 폐의 비소세포 암종 및 난소암을 치료하기 위한 디안하이드로갈락티톨 및 이의 유사체 또는 유도체 |
| JP7262118B2 (ja) | 2016-10-06 | 2023-04-21 | オーバス セラピューティクス インコーポレイテッド | 医薬組成物およびその使用 |
| WO2018200381A1 (en) | 2017-04-25 | 2018-11-01 | Temple Otorongo Llc | Pharmaceutical composition comprising tryptophan and phyllokinin derivative for use in treating psychiatric and psychological conditions |
| US12605349B2 (en) | 2024-09-05 | 2026-04-21 | Orbus Therapeutics, Inc. | Methods of treating grade 3 astrocytoma |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA710830A (en) | 1965-06-01 | Moser Paul | Disodium and calcium salt of the calcium complex of 2-aminocyclohexyl 2'-aminoethyl ether-n,n,n',n'-tetraacetic acid | |
| DE2753556A1 (de) | 1977-12-01 | 1979-06-07 | Bayer Ag | Benzylaether von cyclischen 1,2-diolen, verfahren zu ihrer herstellung sowie ihre verwendung als herbizide |
| EP0002214B1 (de) | 1977-12-01 | 1981-05-13 | Bayer Ag | Benzyläther von cyclischen 1,2-Diolen, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Herbizide |
| US4684728A (en) * | 1979-01-12 | 1987-08-04 | Bayer Aktiengesellschaft | Solubilizing biologically active compounds with reactive hydrogen atoms |
| ATE76292T1 (de) | 1987-11-25 | 1992-06-15 | American Cyanamid Co | System fuer die verzoegerte (kontrollierte) freisetzung von substituierten dihydropyridincalciumantagonisten. |
| DE3836917A1 (de) * | 1988-10-29 | 1990-05-17 | Bayer Ag | Verfahren zur herstellung von cyclopropylamin |
| US5215919A (en) * | 1991-02-25 | 1993-06-01 | Takeda Chemical Industries, Ltd. | Process for producing optically active 2-hydroxycycloalkanecarboxylic acid esters using microbially derived reductase |
| CN1087725C (zh) * | 1994-03-25 | 2002-07-17 | 同位素技术有限公司 | 用氘代方法增强药物效果 |
| US6214608B1 (en) | 1995-02-03 | 2001-04-10 | Basf Aktiengesellschaft | Resolution of racemates of primary and secondary heteroatom-substitued amines by enzyme-catalyzed acylation |
| DE19523868A1 (de) * | 1995-06-30 | 1997-01-02 | Huels Chemische Werke Ag | Verfahren zur Herstellung von Cyclopropanamin |
| US6441025B2 (en) * | 1996-03-12 | 2002-08-27 | Pg-Txl Company, L.P. | Water soluble paclitaxel derivatives |
| DE69735057T2 (de) | 1996-03-12 | 2006-08-31 | PG-TXL Co., L.P., Houston | Wasserlösliche paclitaxel-prodrogen |
| US6342507B1 (en) * | 1997-09-05 | 2002-01-29 | Isotechnika, Inc. | Deuterated rapamycin compounds, method and uses thereof |
| EP0991660B8 (en) * | 1997-10-08 | 2006-04-05 | Isotechnika,Inc. | DEUTERATED and undeuterated CYCLOSPORINE ANALOGS AND THEIR USE AS IMMUNOMODULATING AGENTS |
| CA2326777C (en) | 1998-04-01 | 2011-12-20 | Nortran Pharmaceuticals Inc. | Aminocyclohexyl ether compounds and uses thereof |
| EP1143896B1 (en) | 1998-10-20 | 2006-12-13 | The University of North Carolina at Chapel Hill | Methods of hydrating the nasal mucosal surface |
| AU2899400A (en) * | 1999-03-04 | 2000-09-21 | Nortran Pharmaceuticals Inc. | Aminocycloalkyl cinnamide compounds for arrhythmia and as analgesics and anesthetics |
| CA2311483A1 (en) | 2000-06-12 | 2001-12-12 | Gregory N Beatch | IMIDAZO [1,2-A] PYRIDINIC ETHERS AND USES THEREOF |
| JP2004501191A (ja) * | 2000-06-28 | 2004-01-15 | テバ ファーマシューティカル インダストリーズ リミティド | カルベジロール |
| US7524879B2 (en) | 2000-10-06 | 2009-04-28 | Cardiome Pharma Corp. | Ion channel modulating compounds and uses thereof |
| US7057053B2 (en) | 2000-10-06 | 2006-06-06 | Cardiome Pharma Corp. | Ion channel modulating compounds and uses thereof |
| EP1291336A3 (en) * | 2001-09-05 | 2003-10-08 | Solvias AG | Preparation of optically active alpha-hydroxyethers |
| JP2003250577A (ja) * | 2001-12-27 | 2003-09-09 | Sumitomo Chem Co Ltd | 2‐ヒドロキシシクロアルカンカルボン酸エステルの製造方法 |
| US20040049049A1 (en) | 2002-06-14 | 2004-03-11 | Johnson Matthey Pharmaceutical Materials, Inc. | Stereoselective synthesis of 1,2-disubstituted cycloalkyls |
| WO2004014973A2 (en) | 2002-08-13 | 2004-02-19 | Sirus Pharmaceuticals Ltd | Biodegradable polymer |
| US7056540B2 (en) * | 2002-10-29 | 2006-06-06 | Council Of Scientific And Industrial Research | Enzymatic process for the preparation of optically active alcohols from ketones using tuberous root Daucus carota |
| WO2004098525A2 (en) | 2003-05-02 | 2004-11-18 | Cardiome Pharma Corp. | Uses of ion channel modulating compounds |
| CA2524323C (en) | 2003-05-02 | 2012-05-15 | Cardiome Pharma Corp. | Aminocyclohexyl ether compounds and uses thereof |
| WO2005016242A2 (en) | 2003-06-04 | 2005-02-24 | Cardiome Pharma Corp. | Synthetic process for trans-aminocyclohexyl ether compounds |
| US7345087B2 (en) * | 2003-10-31 | 2008-03-18 | Cardiome Pharma Corp. | Aminocyclohexyl ether compounds and uses thereof |
| US7754897B2 (en) * | 2005-06-15 | 2010-07-13 | Cardiome Pharma Corp. | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
| MXPA06011419A (es) * | 2004-04-01 | 2007-04-20 | Cardiome Pharma Corp | Profarmacos de compuestos moduladores de canales ionicos y usos de los mismos. |
| WO2005097087A2 (en) | 2004-04-01 | 2005-10-20 | Cardiome Pharma Corp. | Merged ion channel modulating compounds and uses thereof |
| JP4991037B2 (ja) * | 2004-04-01 | 2012-08-01 | カーディオム ファーマ コーポレイション | イオンチャネル調節化合物を含む薬物結合体 |
| US7705036B2 (en) * | 2004-04-01 | 2010-04-27 | Cardiome Pharma Corp. | Deuterated aminocyclohexyl ether compounds and processes for preparing same |
| EP1828099B1 (en) | 2004-11-18 | 2020-01-22 | Correvio International Sàrl | Synthetic process for aminocyclohexyl ether compounds |
| US20090069404A1 (en) * | 2007-09-09 | 2009-03-12 | Protia, Llc | Deuterium-enriched vernakalant |
-
2006
- 2006-06-15 US US11/455,280 patent/US7754897B2/en active Active
- 2006-06-15 CA CA2612375A patent/CA2612375C/en active Active
- 2006-06-15 JP JP2008517192A patent/JP5159616B2/ja active Active
- 2006-06-15 MX MX2014009461A patent/MX346530B/es unknown
- 2006-06-15 BR BRPI0612138A patent/BRPI0612138B8/pt active IP Right Grant
- 2006-06-15 WO PCT/US2006/023668 patent/WO2006138673A2/en not_active Ceased
- 2006-06-15 MX MX2007016248A patent/MX2007016248A/es active IP Right Grant
- 2006-06-15 EP EP06785062.8A patent/EP1915340B1/en active Active
-
2010
- 2010-02-19 US US12/709,355 patent/US8080673B2/en active Active
-
2011
- 2011-11-16 US US13/297,846 patent/US8344162B2/en active Active
-
2012
- 2012-09-12 US US13/612,539 patent/US8618311B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP1915340B1 (en) | 2013-08-07 |
| US8080673B2 (en) | 2011-12-20 |
| BRPI0612138A2 (pt) | 2010-10-19 |
| US20120065408A1 (en) | 2012-03-15 |
| US8618311B2 (en) | 2013-12-31 |
| JP5159616B2 (ja) | 2013-03-06 |
| US20120271057A9 (en) | 2012-10-25 |
| BRPI0612138B1 (pt) | 2021-03-16 |
| CA2612375A1 (en) | 2006-12-28 |
| WO2006138673A3 (en) | 2007-03-22 |
| US7754897B2 (en) | 2010-07-13 |
| MX2007016248A (es) | 2008-03-07 |
| US20130090483A1 (en) | 2013-04-11 |
| EP1915340A2 (en) | 2008-04-30 |
| BRPI0612138B8 (pt) | 2021-05-25 |
| US8344162B2 (en) | 2013-01-01 |
| WO2006138673A2 (en) | 2006-12-28 |
| MX346530B (es) | 2017-03-22 |
| JP2008543874A (ja) | 2008-12-04 |
| US20100217014A1 (en) | 2010-08-26 |
| US20070015924A1 (en) | 2007-01-18 |
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