CA2772080C - Synthesis of a neurostimulative piperazine - Google Patents
Synthesis of a neurostimulative piperazine Download PDFInfo
- Publication number
- CA2772080C CA2772080C CA2772080A CA2772080A CA2772080C CA 2772080 C CA2772080 C CA 2772080C CA 2772080 A CA2772080 A CA 2772080A CA 2772080 A CA2772080 A CA 2772080A CA 2772080 C CA2772080 C CA 2772080C
- Authority
- CA
- Canada
- Prior art keywords
- formula
- compound
- reaction
- alkyl
- ambient temperature
- 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
- WTTNIUIOJGSISW-UHFFFAOYSA-N CCCN(CCNC(c1cccnc1C)=O)Cc1ccccc1 Chemical compound CCCN(CCNC(c1cccnc1C)=O)Cc1ccccc1 WTTNIUIOJGSISW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- 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
- C07D401/12—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 linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23647709P | 2009-08-24 | 2009-08-24 | |
| US61/236,477 | 2009-08-24 | ||
| PCT/US2010/046537 WO2011028548A1 (en) | 2009-08-24 | 2010-08-24 | Synthesis of a neurostimulative piperazine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2772080A1 CA2772080A1 (en) | 2011-03-10 |
| CA2772080C true CA2772080C (en) | 2017-05-30 |
Family
ID=43649584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2772080A Active CA2772080C (en) | 2009-08-24 | 2010-08-24 | Synthesis of a neurostimulative piperazine |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US9278933B2 (enExample) |
| EP (1) | EP2470182B1 (enExample) |
| JP (1) | JP5727482B2 (enExample) |
| KR (1) | KR101701362B1 (enExample) |
| CN (2) | CN105693601A (enExample) |
| AU (1) | AU2010289802C1 (enExample) |
| BR (1) | BR112012004161B1 (enExample) |
| CA (1) | CA2772080C (enExample) |
| CL (1) | CL2012000493A1 (enExample) |
| DK (1) | DK2470182T3 (enExample) |
| ES (1) | ES2475721T3 (enExample) |
| HR (1) | HRP20140621T1 (enExample) |
| IL (1) | IL218298A (enExample) |
| IN (1) | IN2012DN02370A (enExample) |
| MX (1) | MX2012002335A (enExample) |
| NZ (1) | NZ598891A (enExample) |
| PL (1) | PL2470182T3 (enExample) |
| PT (1) | PT2470182E (enExample) |
| RU (1) | RU2567390C2 (enExample) |
| SG (1) | SG178867A1 (enExample) |
| SI (1) | SI2470182T1 (enExample) |
| WO (1) | WO2011028548A1 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN2012DN02370A (enExample) * | 2009-08-24 | 2015-08-21 | Neuralstem Inc | |
| WO2018048927A1 (en) * | 2016-09-12 | 2018-03-15 | Neuralstem, Inc. | Amelioration of neural deficits associated with diabetes |
| US20180104240A1 (en) * | 2016-10-18 | 2018-04-19 | Neuralstem, Inc. | Amelioration of radiation-induced cognitive dysfunction |
| US10042957B2 (en) | 2017-01-12 | 2018-08-07 | Innovationdock, Inc. | Devices and methods for implementing dynamic collaborative workflow systems |
| WO2018148733A1 (en) * | 2017-02-13 | 2018-08-16 | Neuralstem, Inc. | Amelioration of certain deficiencies due to stroke |
| CN117377664A (zh) * | 2020-12-23 | 2024-01-09 | 贝勒医学院 | 孤儿核受体tlx的小分子调节剂 |
| JP2024520722A (ja) | 2021-06-03 | 2024-05-24 | オルト・ニューロサイエンス・インコーポレイテッド | 不良な認知を有するうつ病患者の治療方法及びベンジルピペラジン－アミノピリジン剤の恩恵を受ける他の患者の選択 |
| US12208096B2 (en) | 2022-12-05 | 2025-01-28 | Alto Neuroscience, Inc. | Effective treatment of depression in patients having impaired learning and/or memory or certain EEG characteristics with a benzylpiperazine-aminopyridine agent |
| AU2023391488A1 (en) | 2022-12-05 | 2025-05-22 | Alto Neuroscience, Inc. | Effective treatment of depression in patients having impaired learning and/or memory or certain eeg characteristics with a benzylpiperazine-aminopyridine agent |
| US12233059B2 (en) | 2022-12-05 | 2025-02-25 | Alto Neuroscience, Inc. | Effective treatment of depression in patients having impaired learning and/or memory or certain EEG characteristics with a benzylpiperazine-aminopyridine agent |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU175075B (hu) * | 1977-06-30 | 1980-05-28 | Egyt Gyogyszervegyeszeti Gyar | Sposob poluchenija piperazidov piridin-karbonovoj kisloty |
| JPS54122283A (en) * | 1978-03-13 | 1979-09-21 | Sumitomo Chem Co Ltd | Novel quinazoline derivative and its preparation |
| US6995162B2 (en) * | 2001-01-12 | 2006-02-07 | Amgen Inc. | Substituted alkylamine derivatives and methods of use |
| DE60330323D1 (de) * | 2002-03-29 | 2010-01-14 | Schering Corp | Stereoselektive alkylierung von chirale 2-methyl-4-geschützte piperazinen |
| GB0222493D0 (en) * | 2002-09-27 | 2002-11-06 | Glaxo Group Ltd | Compounds |
| EP1576134B1 (en) * | 2002-12-09 | 2013-03-06 | Judith Kelleher-Andersson | Method for discovering neurogenic agents |
| BRPI0414209B8 (pt) * | 2003-09-09 | 2021-05-25 | Hoffmann La Roche | derivados de 1-(2-amino-benzol)-piperazina, seus processos de preparação e seu uso, e medicamento |
| EP1828165B1 (en) | 2004-10-29 | 2013-03-20 | Msd K.K. | Novel aminopyridine derivatives having aurora a selective inhibitory action |
| US7754724B2 (en) * | 2005-06-30 | 2010-07-13 | Dow Agrosciences Llc | N-substituted piperazines |
| AU2006329007A1 (en) * | 2005-12-20 | 2007-06-28 | Novartis Ag | Nicotinic acid derivatives as modulators of metabotropic glutamate receptors |
| IN2012DN02370A (enExample) * | 2009-08-24 | 2015-08-21 | Neuralstem Inc |
-
2010
- 2010-08-24 IN IN2370DEN2012 patent/IN2012DN02370A/en unknown
- 2010-08-24 JP JP2012526928A patent/JP5727482B2/ja active Active
- 2010-08-24 NZ NZ598891A patent/NZ598891A/en not_active IP Right Cessation
- 2010-08-24 CN CN201511009541.1A patent/CN105693601A/zh active Pending
- 2010-08-24 HR HRP20140621AT patent/HRP20140621T1/hr unknown
- 2010-08-24 PL PL10814260T patent/PL2470182T3/pl unknown
- 2010-08-24 RU RU2012111227/04A patent/RU2567390C2/ru not_active IP Right Cessation
- 2010-08-24 WO PCT/US2010/046537 patent/WO2011028548A1/en not_active Ceased
- 2010-08-24 AU AU2010289802A patent/AU2010289802C1/en active Active
- 2010-08-24 PT PT108142605T patent/PT2470182E/pt unknown
- 2010-08-24 US US13/392,489 patent/US9278933B2/en active Active
- 2010-08-24 SG SG2012012878A patent/SG178867A1/en unknown
- 2010-08-24 CA CA2772080A patent/CA2772080C/en active Active
- 2010-08-24 BR BR112012004161A patent/BR112012004161B1/pt active IP Right Grant
- 2010-08-24 ES ES10814260.5T patent/ES2475721T3/es active Active
- 2010-08-24 CN CN2010800465155A patent/CN102711764A/zh active Pending
- 2010-08-24 DK DK10814260.5T patent/DK2470182T3/da active
- 2010-08-24 KR KR1020127007653A patent/KR101701362B1/ko active Active
- 2010-08-24 SI SI201030669T patent/SI2470182T1/sl unknown
- 2010-08-24 EP EP10814260.5A patent/EP2470182B1/en active Active
- 2010-08-24 MX MX2012002335A patent/MX2012002335A/es active IP Right Grant
-
2012
- 2012-02-23 IL IL218298A patent/IL218298A/en active IP Right Grant
- 2012-02-24 CL CL2012000493A patent/CL2012000493A1/es unknown
-
2015
- 2015-12-09 US US14/964,397 patent/US9481649B2/en active Active
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20150515 |