MX346530B - Procedimiento sintético para la preparación de compuestos de éter aminociclohexílico. - Google Patents
Procedimiento sintético para la preparación de compuestos de éter aminociclohexílico.Info
- Publication number
- MX346530B MX346530B MX2014009461A MX2014009461A MX346530B MX 346530 B MX346530 B MX 346530B MX 2014009461 A MX2014009461 A MX 2014009461A MX 2014009461 A MX2014009461 A MX 2014009461A MX 346530 B MX346530 B MX 346530B
- Authority
- MX
- Mexico
- Prior art keywords
- preparation
- ether compounds
- formula
- synthetic processes
- aminocyclohexyl ether
- Prior art date
Links
- MHWUUEBDNXLKJI-UHFFFAOYSA-N 1-(1-aminocyclohexyl)oxycyclohexan-1-amine Chemical class C1CCCCC1(N)OC1(N)CCCCC1 MHWUUEBDNXLKJI-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 1
- 206010003119 arrhythmia Diseases 0.000 abstract 1
- 230000006793 arrhythmia Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000013522 chelant Substances 0.000 abstract 1
- -1 clathrate Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000002207 metabolite Substances 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 230000000707 stereoselective effect Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrrole Compounds (AREA)
Abstract
Esta invención está dirigida a síntesis estereoselectiva de los compuestos de la fórmula (I) o fórmula (II): (ver Fórmulas) o una sal, éster, amida, complejo, quelato, clatrato, solvato, polimorfo, estereoisómero, metabolito o profármaco farmacéuticamente aceptable de los mismos; en donde R3, R4 y R5 son como se define aquí; se sabe que los compuestos de la fórmula (I) y la fórmula (II) son útiles en el tratamiento de arritmias.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US69098905P | 2005-06-15 | 2005-06-15 | |
US74824805P | 2005-12-07 | 2005-12-07 | |
PCT/US2006/023668 WO2006138673A2 (en) | 2005-06-15 | 2006-06-15 | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
MX346530B true MX346530B (es) | 2017-03-22 |
Family
ID=37395936
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2007016248A MX2007016248A (es) | 2005-06-15 | 2006-06-15 | Procedimiento sintetico para la preparacion de compuestos de eter aminociclohexilico. |
MX2014009461A MX346530B (es) | 2005-06-15 | 2006-06-15 | Procedimiento sintético para la preparación de compuestos de éter aminociclohexílico. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2007016248A MX2007016248A (es) | 2005-06-15 | 2006-06-15 | Procedimiento sintetico para la preparacion de compuestos de eter aminociclohexilico. |
Country Status (7)
Country | Link |
---|---|
US (4) | US7754897B2 (es) |
EP (1) | EP1915340B1 (es) |
JP (1) | JP5159616B2 (es) |
BR (1) | BRPI0612138B8 (es) |
CA (1) | CA2612375C (es) |
MX (2) | MX2007016248A (es) |
WO (1) | WO2006138673A2 (es) |
Families Citing this family (15)
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 |
CA2561733A1 (en) * | 2004-04-01 | 2005-10-13 | Cardiome Pharma Corp. | Pegylated ion channel modulating compounds |
JP5159314B2 (ja) * | 2004-11-18 | 2013-03-06 | カーディオム ファーマ コーポレイション | アミノシクロヘキシルエーテル化合物の合成方法 |
EP1915340B1 (en) | 2005-06-15 | 2013-08-07 | Cardiome Pharma Corp. | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
EP2462933A1 (en) * | 2007-05-04 | 2012-06-13 | Cardiome Pharma Corp. | Controlled release oral formulations of ion channel modulating compounds and related methods for preventing arrhythmia |
WO2010151551A1 (en) * | 2009-06-23 | 2010-12-29 | Medicinova, Inc. | ENANTIOMERIC COMPOSITIONS OF 2-AMINO-1-(2-ISOPROPYLPYRAZOLO[1,5-a]PYRIDIN-3-YL)PROPAN-1-ONE AND RELATED METHODS |
EP2605772B1 (en) | 2010-08-16 | 2016-06-22 | Cardiome International AG | Process for preparing aminocyclohexyl ether compounds |
EP2606139B1 (en) | 2010-08-16 | 2015-07-15 | Codexis, Inc. | Biocatalysts and methods for the synthesis of (1r,2r)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine |
CN115813902A (zh) | 2012-01-20 | 2023-03-21 | 德玛公司 | 经取代的己糖醇类用于治疗恶性肿瘤的用途 |
WO2013142817A2 (en) | 2012-03-23 | 2013-09-26 | Dennis Brown | Compositions and methods to improve the therapeutic benefit of indirubin and analogs thereof, including meisoindigo |
MX367055B (es) | 2012-06-26 | 2019-08-02 | Del Mar Pharmaceuticals | El uso de una composición que comprende dianhidrogalactitol, diacetildianhidrogalactitol, y dibromodulcitol, y análogos o derivados de cada uno para el tratamiento de malignidades resistentes a inhibidores de tirosina cinasa. |
US11491154B2 (en) | 2013-04-08 | 2022-11-08 | Dennis M. Brown | Therapeutic benefit of suboptimally administered chemical compounds |
MX2016013027A (es) | 2014-04-04 | 2017-05-23 | Del Mar Pharmaceuticals | Uso de dianhidrogalactitol y analogos o derivados del mismo para tratar cancer de celulas no pequeñas del pulmon y cancer de ovario. |
US10786470B2 (en) | 2016-10-06 | 2020-09-29 | Orbus Therapeutics, Inc. | Formulations for administration of eflornithine |
CA3061340A1 (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 |
Family Cites Families (37)
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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 | |
DE2860703D1 (en) | 1977-12-01 | 1981-08-20 | Bayer Ag | Benzyl ethers of cyclic 1,2-diols, methods for their preparation and their use as herbicides |
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 |
US4684728A (en) | 1979-01-12 | 1987-08-04 | Bayer Aktiengesellschaft | Solubilizing biologically active compounds with reactive hydrogen atoms |
DE3871343D1 (de) | 1987-11-25 | 1992-06-25 | American Cyanamid Co | System fuer die verzoegerte (kontrollierte) freisetzung von substituierten dihydropyridin-calciumantagonisten. |
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 |
DE69535592T2 (de) * | 1994-03-25 | 2008-06-12 | Isotechnika, Inc., Edmonton | Verbesserung der effektivität von arzneimitteln duren deuterierung |
PT801683E (pt) | 1995-02-03 | 2002-09-30 | Basf Ag | Separacao de racematos de animais primarias e secundarias substituidas por heteroatomos por acilacao catalisada por enzimas |
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 |
PL189698B1 (pl) | 1996-03-12 | 2005-09-30 | Pg Txl Co | Kompozycja farmaceutyczna zawierająca lek przeciwnowotworowy i jej zastosowania |
US6342507B1 (en) * | 1997-09-05 | 2002-01-29 | Isotechnika, Inc. | Deuterated rapamycin compounds, method and uses thereof |
ATE423130T1 (de) * | 1997-10-08 | 2009-03-15 | Isotechnika Inc | Deuterierte cyclosporin-analoga und ihre verwendung als immunmodulierende agenzien |
ATE260240T1 (de) | 1998-04-01 | 2004-03-15 | Nortran Pharmaceuticals Inc | Aminocyclohexylverbindungen und deren verwendung |
CA2346656A1 (en) | 1998-10-20 | 2000-04-27 | The University Of North Carolina At Chapel Hill | Methods of hydrating mucosal surfaces |
WO2000051981A1 (en) * | 1999-03-04 | 2000-09-08 | 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 |
PL365694A1 (en) * | 2000-06-28 | 2005-01-10 | Teva Pharmaceutical Industries Ltd. | Carvedilol |
US7057053B2 (en) | 2000-10-06 | 2006-06-06 | Cardiome Pharma Corp. | Ion channel modulating compounds and uses thereof |
US7524879B2 (en) | 2000-10-06 | 2009-04-28 | 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 |
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ATE325789T1 (de) * | 2003-05-02 | 2006-06-15 | Cardiome Pharma Corp | Aminocyclohexylether-verbindungen und deren verwendung |
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 |
US7977373B2 (en) * | 2004-04-01 | 2011-07-12 | Cardiome Pharma Corp. | Prodrugs of ion channel modulating compounds and uses thereof |
CA2561733A1 (en) * | 2004-04-01 | 2005-10-13 | Cardiome Pharma Corp. | Pegylated ion channel modulating compounds |
US8058304B2 (en) * | 2004-04-01 | 2011-11-15 | Cardiome Pharma Corp. | Merged ion channel modulating compounds and uses thereof |
US7705036B2 (en) * | 2004-04-01 | 2010-04-27 | Cardiome Pharma Corp. | Deuterated aminocyclohexyl ether compounds and processes for preparing same |
JP5159314B2 (ja) * | 2004-11-18 | 2013-03-06 | カーディオム ファーマ コーポレイション | アミノシクロヘキシルエーテル化合物の合成方法 |
EP1915340B1 (en) * | 2005-06-15 | 2013-08-07 | Cardiome Pharma Corp. | Synthetic processes for the preparation of aminocyclohexyl ether compounds |
US20090069404A1 (en) * | 2007-09-09 | 2009-03-12 | Protia, Llc | Deuterium-enriched vernakalant |
-
2006
- 2006-06-15 EP EP06785062.8A patent/EP1915340B1/en active Active
- 2006-06-15 US US11/455,280 patent/US7754897B2/en active Active
- 2006-06-15 JP JP2008517192A patent/JP5159616B2/ja active Active
- 2006-06-15 BR BRPI0612138A patent/BRPI0612138B8/pt active IP Right Grant
- 2006-06-15 WO PCT/US2006/023668 patent/WO2006138673A2/en active Application Filing
- 2006-06-15 MX MX2007016248A patent/MX2007016248A/es active IP Right Grant
- 2006-06-15 MX MX2014009461A patent/MX346530B/es unknown
- 2006-06-15 CA CA2612375A patent/CA2612375C/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 |
---|---|
US20120065408A1 (en) | 2012-03-15 |
EP1915340B1 (en) | 2013-08-07 |
WO2006138673A3 (en) | 2007-03-22 |
US8344162B2 (en) | 2013-01-01 |
EP1915340A2 (en) | 2008-04-30 |
CA2612375A1 (en) | 2006-12-28 |
BRPI0612138B1 (pt) | 2021-03-16 |
WO2006138673A2 (en) | 2006-12-28 |
US20120271057A9 (en) | 2012-10-25 |
US20100217014A1 (en) | 2010-08-26 |
MX2007016248A (es) | 2008-03-07 |
US20130090483A1 (en) | 2013-04-11 |
BRPI0612138A2 (pt) | 2010-10-19 |
BRPI0612138B8 (pt) | 2021-05-25 |
US20070015924A1 (en) | 2007-01-18 |
JP2008543874A (ja) | 2008-12-04 |
US8618311B2 (en) | 2013-12-31 |
US7754897B2 (en) | 2010-07-13 |
US8080673B2 (en) | 2011-12-20 |
CA2612375C (en) | 2013-08-06 |
JP5159616B2 (ja) | 2013-03-06 |
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