ES2723437T3 - Procesos y productos intermedios para la preparación de un inhibidor de PDE10 - Google Patents
Procesos y productos intermedios para la preparación de un inhibidor de PDE10 Download PDFInfo
- Publication number
- ES2723437T3 ES2723437T3 ES15785376T ES15785376T ES2723437T3 ES 2723437 T3 ES2723437 T3 ES 2723437T3 ES 15785376 T ES15785376 T ES 15785376T ES 15785376 T ES15785376 T ES 15785376T ES 2723437 T3 ES2723437 T3 ES 2723437T3
- Authority
- ES
- Spain
- Prior art keywords
- converting
- formula
- acid
- compound
- metal
- 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.)
- Active
Links
- 238000000034 method Methods 0.000 title abstract 3
- 239000003112 inhibitor Substances 0.000 title 1
- 239000013067 intermediate product Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 3
- GPWNWKWQOLEVEQ-UHFFFAOYSA-N 2,4-diaminopyrimidine-5-carbaldehyde Chemical compound NC1=NC=C(C=O)C(N)=N1 GPWNWKWQOLEVEQ-UHFFFAOYSA-N 0.000 abstract 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 abstract 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000007171 acid catalysis Methods 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 239000007825 activation reagent Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 238000007333 cyanation reaction Methods 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4245—Oxadiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/433—Thidiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/02—Lithium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F19/00—Metal compounds according to more than one of main groups C07F1/00 - C07F17/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/02—Magnesium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461985400P | 2014-04-28 | 2014-04-28 | |
| PCT/US2015/027647 WO2015167969A1 (en) | 2014-04-28 | 2015-04-24 | Processes and intermediates for the preparation of a pde10 inhibitor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2723437T3 true ES2723437T3 (es) | 2019-08-27 |
Family
ID=54359190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES15785376T Active ES2723437T3 (es) | 2014-04-28 | 2015-04-24 | Procesos y productos intermedios para la preparación de un inhibidor de PDE10 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US9650368B2 (enExample) |
| EP (1) | EP3137462B1 (enExample) |
| JP (1) | JP6474430B2 (enExample) |
| KR (1) | KR102496552B1 (enExample) |
| CN (1) | CN106459026B (enExample) |
| AU (1) | AU2015253464B2 (enExample) |
| BR (1) | BR112016025287B1 (enExample) |
| CA (1) | CA2946756C (enExample) |
| ES (1) | ES2723437T3 (enExample) |
| IL (1) | IL248585B (enExample) |
| NZ (2) | NZ716494A (enExample) |
| RU (1) | RU2718863C2 (enExample) |
| WO (1) | WO2015167969A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2011224287B2 (en) * | 2010-03-12 | 2015-03-26 | Omeros Corporation | PDE10 inhibitors and related compositions and methods |
| NZ630803A (en) * | 2014-04-28 | 2016-03-31 | Omeros Corp | Optically active pde10 inhibitor |
| WO2017079678A1 (en) | 2015-11-04 | 2017-05-11 | Omeros Corporation | Solid state forms of a pde10 inhibitor |
Family Cites Families (71)
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| DK178590D0 (da) | 1990-07-26 | 1990-07-26 | Novo Nordisk As | 1,4-disubstituerede piperaziner |
| PT100905A (pt) | 1991-09-30 | 1994-02-28 | Eisai Co Ltd | Compostos heterociclicos azotados biciclicos contendo aneis de benzeno, ciclo-hexano ou piridina e de pirimidina, piridina ou imidazol substituidos e composicoes farmaceuticas que os contem |
| WO1994012461A1 (en) | 1992-12-02 | 1994-06-09 | Pfizer Inc. | Catechol diethers as selective pdeiv inhibitors |
| DE4323192A1 (de) | 1993-07-10 | 1995-01-12 | Basf Ag | Verfahren zur Herstellung von Homo- und Copolymerisaten von Alk-1-enen |
| DE4325846C1 (de) | 1993-07-31 | 1995-01-19 | Herberts Gmbh | Verwendung von Furan-modifizierten aromatischen Pinakolderivaten als Initiatoren und Furan-modifizierte aromatische Pinakolderivate als solche |
| DE4343286A1 (de) | 1993-12-17 | 1995-06-22 | Hoechst Ag | Heteroaromatische Verbindungen und ihre Verwendung in flüssigkristallinen Mischungen |
| DE4409501A1 (de) | 1994-03-19 | 1995-09-21 | Didier Werke Ag | Verschleißfutter eines Schachtofens und Stein hierfür |
| DE69526790T2 (de) | 1994-06-24 | 2003-03-06 | Euroceltique S.A., Luxemburg/Luxembourg | Verbindungen zur hemmung von phosphodiesrerase iv |
| US5789434A (en) | 1994-11-15 | 1998-08-04 | Bayer Corporation | Derivatives of substituted 4-biarylbutyric acid as matrix metalloprotease inhibitors |
| TW424087B (en) | 1995-04-06 | 2001-03-01 | Janssen Pharmaceutica Nv | 1,3-dihydro-1-(phenylalkenyl)-2H-imidazol-2-one derivatives |
| TW332201B (en) | 1995-04-06 | 1998-05-21 | Janssen Pharmaceutica Nv | 1,3-Dihydro-1-(phenylalkyl)-2H-imidazol-2-one derivatives |
| US6037370A (en) | 1995-06-08 | 2000-03-14 | Vertex Pharmaceuticals Incorporated | Methods and compositions for stimulating neurite growth |
| KR19990076788A (ko) | 1996-01-22 | 1999-10-15 | 후지야마 아키라 | 티아졸릴벤조푸란 유도체 및 그를 함유하는 약제학적 조성물 |
| AU4015497A (en) | 1996-08-26 | 1998-03-19 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Thiazole derivatives useful as selective inhibitors of pde-iv |
| JPH1087543A (ja) | 1996-09-17 | 1998-04-07 | Chisso Corp | アルコキシベンゼン誘導体、液晶組成物および液晶表示素子 |
| US6548490B1 (en) | 1997-10-28 | 2003-04-15 | Vivus, Inc. | Transmucosal administration of phosphodiesterase inhibitors for the treatment of erectile dysfunction |
| WO1999045914A1 (en) | 1998-03-13 | 1999-09-16 | Maruho Kabushikikaisha | Alkyl amine derivative and local anesthetic agent using the same |
| GB9807354D0 (en) | 1998-04-07 | 1998-06-03 | Glaxo Group Ltd | Antiviral compound |
| SE9804212D0 (sv) | 1998-12-04 | 1998-12-04 | Astra Pharma Prod | Compounds |
| PL350357A1 (en) | 1999-03-12 | 2002-12-02 | Boehringer Ingelheim Pharma | Heterocyclic urea and related compounds useful as anti−inflammatory agents |
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| GB9929552D0 (en) | 1999-12-14 | 2000-02-09 | Proteus Molecular Design | Compounds |
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| US20030032579A1 (en) | 2001-04-20 | 2003-02-13 | Pfizer Inc. | Therapeutic use of selective PDE10 inhibitors |
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| EP1499662A1 (en) * | 2002-04-18 | 2005-01-26 | Avecia Limited | Prepation of a conjugated molecule and materials for use therein |
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| BRPI0409888A (pt) | 2003-04-18 | 2006-05-23 | Memory Pharm Corp | derivados de pirazol como inibidores de fosfodiesterase 4, composto, composição farmacêutica, método para efetuar a inibição da enzima pde4, incrementar a cognição e/ou tratar a psicose em um paciente, método para o tratamento de um paciente que tem uma doença que envolve nìveis de camp diminuìdos, método para o tratamento de um paciente que sofre de uma doença alérgica ou inflamatória e método para o tratamento de um paciente que sofre de neurodegeneração resultante de uma doença ou de um ferimento |
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| EP2083819B1 (en) * | 2006-11-21 | 2017-02-22 | Omeros Corporation | Pde10 inhibitors and related compositions and methods |
| PE20081506A1 (es) | 2006-12-12 | 2008-12-09 | Infinity Discovery Inc | Formulaciones de ansamicina |
| WO2009008906A2 (en) | 2007-02-06 | 2009-01-15 | The Trustees Of The University Of Pennsylvania | Therapeutic compounds for blocking dna synthesis of pox viruses |
| AU2008253803A1 (en) | 2007-05-22 | 2008-11-27 | Ultimorphix Technolgies B.V. | Tenofovir disoproxil hemi-fumaric acid Co-crystal |
| EP2017264A1 (de) | 2007-07-16 | 2009-01-21 | Bayer Cropscience Ag | Substituierte Phenylpropargylverbindungen, Verfahren zu deren Herstellung und deren Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
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| WO2009143178A2 (en) | 2008-05-20 | 2009-11-26 | Omeros Corporation | Pde10 inhibitors and related compositions and methods |
| TWI501965B (zh) | 2008-06-20 | 2015-10-01 | Lundbeck & Co As H | 作為ｐｄｅ１０ａ酵素抑制劑之新穎苯基咪唑衍生物 |
| CN102143752B (zh) * | 2008-08-05 | 2014-12-10 | 奥默罗斯公司 | Pde10抑制剂以及相关组合物和方法 |
| AU2011224287B2 (en) * | 2010-03-12 | 2015-03-26 | Omeros Corporation | PDE10 inhibitors and related compositions and methods |
| NZ630803A (en) * | 2014-04-28 | 2016-03-31 | Omeros Corp | Optically active pde10 inhibitor |
-
2014
- 2014-09-10 NZ NZ716494A patent/NZ716494A/en unknown
- 2014-09-10 NZ NZ630810A patent/NZ630810A/en unknown
-
2015
- 2015-04-24 CN CN201580023525.XA patent/CN106459026B/zh active Active
- 2015-04-24 ES ES15785376T patent/ES2723437T3/es active Active
- 2015-04-24 CA CA2946756A patent/CA2946756C/en active Active
- 2015-04-24 JP JP2016564031A patent/JP6474430B2/ja active Active
- 2015-04-24 EP EP15785376.3A patent/EP3137462B1/en active Active
- 2015-04-24 BR BR112016025287-0A patent/BR112016025287B1/pt active IP Right Grant
- 2015-04-24 AU AU2015253464A patent/AU2015253464B2/en active Active
- 2015-04-24 WO PCT/US2015/027647 patent/WO2015167969A1/en not_active Ceased
- 2015-04-24 RU RU2016146118A patent/RU2718863C2/ru active
- 2015-04-24 KR KR1020167032983A patent/KR102496552B1/ko active Active
- 2015-04-24 US US14/696,287 patent/US9650368B2/en active Active
-
2016
- 2016-10-27 IL IL248585A patent/IL248585B/en active IP Right Grant
-
2017
- 2017-04-07 US US15/482,604 patent/US20180057484A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| NZ630810A (en) | 2016-03-31 |
| RU2016146118A3 (enExample) | 2018-12-24 |
| JP6474430B2 (ja) | 2019-02-27 |
| RU2718863C2 (ru) | 2020-04-15 |
| IL248585B (en) | 2020-03-31 |
| US20180057484A1 (en) | 2018-03-01 |
| AU2015253464A1 (en) | 2016-10-27 |
| EP3137462A4 (en) | 2017-12-27 |
| US9650368B2 (en) | 2017-05-16 |
| EP3137462B1 (en) | 2019-01-30 |
| US20160024069A1 (en) | 2016-01-28 |
| RU2016146118A (ru) | 2018-05-30 |
| WO2015167969A1 (en) | 2015-11-05 |
| BR112016025287A2 (pt) | 2017-08-15 |
| CN106459026B (zh) | 2019-07-05 |
| EP3137462A1 (en) | 2017-03-08 |
| KR20160147275A (ko) | 2016-12-22 |
| IL248585A0 (en) | 2016-12-29 |
| KR102496552B1 (ko) | 2023-02-06 |
| CA2946756A1 (en) | 2015-11-05 |
| CA2946756C (en) | 2022-03-29 |
| CN106459026A (zh) | 2017-02-22 |
| NZ716494A (en) | 2017-07-28 |
| BR112016025287B1 (pt) | 2022-10-11 |
| AU2015253464B2 (en) | 2018-11-22 |
| JP2017513885A (ja) | 2017-06-01 |
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