CA2678630C - Synthesis of glyt-1 inhibitors - Google Patents
Synthesis of glyt-1 inhibitors Download PDFInfo
- Publication number
- CA2678630C CA2678630C CA2678630A CA2678630A CA2678630C CA 2678630 C CA2678630 C CA 2678630C CA 2678630 A CA2678630 A CA 2678630A CA 2678630 A CA2678630 A CA 2678630A CA 2678630 C CA2678630 C CA 2678630C
- Authority
- CA
- Canada
- Prior art keywords
- formula
- compound
- alkyl
- halogen
- alkoxy
- 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
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
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07103485.4 | 2007-03-05 | ||
| EP07103485 | 2007-03-05 | ||
| PCT/EP2008/052244 WO2008107334A2 (en) | 2007-03-05 | 2008-02-25 | Process for the synthesis of glyt-1 inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2678630A1 CA2678630A1 (en) | 2008-09-12 |
| CA2678630C true CA2678630C (en) | 2015-04-14 |
Family
ID=39469606
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2678630A Active CA2678630C (en) | 2007-03-05 | 2008-02-25 | Synthesis of glyt-1 inhibitors |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7812161B2 (enExample) |
| EP (1) | EP2131843B1 (enExample) |
| JP (1) | JP4745446B2 (enExample) |
| KR (1) | KR101143073B1 (enExample) |
| CN (1) | CN101622000B (enExample) |
| AT (1) | ATE532516T1 (enExample) |
| AU (1) | AU2008223915B2 (enExample) |
| BR (1) | BRPI0808570B8 (enExample) |
| CA (1) | CA2678630C (enExample) |
| ES (1) | ES2375585T3 (enExample) |
| IL (1) | IL200323A (enExample) |
| MX (1) | MX2009009065A (enExample) |
| WO (1) | WO2008107334A2 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5656474B2 (ja) | 2010-06-28 | 2015-01-21 | 関東化学株式会社 | 脂肪族光学活性フルオロアルコールの製造方法 |
| CN104628679B (zh) * | 2013-11-08 | 2018-02-09 | 江苏恩华药业股份有限公司 | Bitopertin的合成方法及其中间体 |
| CN106397312B (zh) * | 2015-07-31 | 2020-03-24 | 广东东阳光药业有限公司 | 一种制备glyt-1抑制剂的方法 |
| KR20220125326A (ko) | 2020-01-09 | 2022-09-14 | 디스크 메디슨, 인크. | 적혈구형성 프로토포르피린증, x-연계된 프로토포르피린증, 또는 선천성 적혈구 조혈포르피린증을 글리신 운반 억제제로 치료하는 방법 |
| CA3195702A1 (en) | 2020-10-13 | 2022-04-21 | Boehringer Ingelheim International Gmbh | Process of reworking |
| EP4577540A1 (en) | 2022-08-24 | 2025-07-02 | Boehringer Ingelheim International GmbH | A scalable process for the preparation of a glyt-1 inhibitor |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3992441A (en) * | 1972-12-26 | 1976-11-16 | Pfizer Inc. | Sulfamylbenzoic acids |
| US4480102A (en) * | 1982-07-23 | 1984-10-30 | The Dow Chemical Company | 2,3-Difluoro-5-(trifluoromethyl)pyridine and methods of making and using the same |
| DE68912282T2 (de) * | 1988-11-24 | 1994-04-28 | Akzo Nv | 1-[Mono- oder bis(trifluormethyl)-2-pyridinyl]piperazine enthaltende pharmazeutische Zusammensetzungen. |
| DE4235155A1 (de) * | 1992-10-19 | 1994-04-21 | Basf Ag | Verfahren zur Herstellung von Methylsulfonylbenzoesäuren |
| US6384080B1 (en) * | 1998-04-20 | 2002-05-07 | Fujisawa Pharmaceutical Co., Ltd. | Anthranilic acid derivatives as inhibitors of the cGMP-phosphodiesterase |
| DE10112040A1 (de) | 2001-03-14 | 2002-10-02 | Aventis Pharma Gmbh | Verbessertes Verfahren zur Herstellung von Sulfonylcarboxamidderivaten |
| GB0227240D0 (en) * | 2002-11-21 | 2002-12-31 | Glaxo Group Ltd | Compounds |
| AU2004263306B2 (en) * | 2003-08-11 | 2010-04-22 | F. Hoffmann-La Roche Ag | Piperazine with or-substituted phenyl group and their use as GLYT1 inhibitors |
| KR100880093B1 (ko) * | 2004-12-09 | 2009-01-23 | 에프. 호프만-라 로슈 아게 | 페닐-피페라진 메탄온 유도체 |
| KR20070094955A (ko) * | 2005-01-06 | 2007-09-27 | 에프. 호프만-라 로슈 아게 | 신경 질환 및 신경정신 질환을 치료하기 위한 글라이신수송자 1(ｇｌｙｔ-1) 저해제로서의 설파닐 치환 페닐메타논 |
| RU2396270C2 (ru) * | 2005-01-07 | 2010-08-10 | Ф.Хоффманн-Ля Рош Аг | Производные [4-(гетероарил)пиперазин-1-ил]-(2,5-замещенный фенил)метанона в качестве ингибиторов переносчика глицина-1 (glyt-1) для лечения неврологических и психоневрологических заболеваний |
| JP4219976B2 (ja) * | 2005-07-08 | 2009-02-04 | エフ．ホフマン−ラ ロシュ アーゲー | １，１，１−トリフルオロアセトンの不斉還元 |
-
2008
- 2008-02-25 JP JP2009552166A patent/JP4745446B2/ja active Active
- 2008-02-25 KR KR1020097018418A patent/KR101143073B1/ko active Active
- 2008-02-25 MX MX2009009065A patent/MX2009009065A/es active IP Right Grant
- 2008-02-25 BR BRPI0808570A patent/BRPI0808570B8/pt active IP Right Grant
- 2008-02-25 CA CA2678630A patent/CA2678630C/en active Active
- 2008-02-25 CN CN200880006900XA patent/CN101622000B/zh active Active
- 2008-02-25 EP EP08709206A patent/EP2131843B1/en active Active
- 2008-02-25 AU AU2008223915A patent/AU2008223915B2/en active Active
- 2008-02-25 WO PCT/EP2008/052244 patent/WO2008107334A2/en not_active Ceased
- 2008-02-25 ES ES08709206T patent/ES2375585T3/es active Active
- 2008-02-25 AT AT08709206T patent/ATE532516T1/de active
- 2008-02-27 US US12/038,006 patent/US7812161B2/en active Active
-
2009
- 2009-08-10 IL IL200323A patent/IL200323A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| JP4745446B2 (ja) | 2011-08-10 |
| AU2008223915A1 (en) | 2008-09-12 |
| MX2009009065A (es) | 2009-08-31 |
| IL200323A0 (en) | 2010-04-29 |
| US7812161B2 (en) | 2010-10-12 |
| ES2375585T3 (es) | 2012-03-02 |
| KR101143073B1 (ko) | 2012-05-08 |
| EP2131843A2 (en) | 2009-12-16 |
| EP2131843B1 (en) | 2011-11-09 |
| JP2010520251A (ja) | 2010-06-10 |
| BRPI0808570B8 (pt) | 2021-05-25 |
| CA2678630A1 (en) | 2008-09-12 |
| CN101622000A (zh) | 2010-01-06 |
| CN101622000B (zh) | 2012-07-04 |
| KR20090110368A (ko) | 2009-10-21 |
| IL200323A (en) | 2013-11-28 |
| AU2008223915B2 (en) | 2013-05-02 |
| BRPI0808570A2 (pt) | 2014-09-02 |
| BRPI0808570B1 (pt) | 2020-09-15 |
| WO2008107334A3 (en) | 2008-10-23 |
| WO2008107334A2 (en) | 2008-09-12 |
| US20080221327A1 (en) | 2008-09-11 |
| ATE532516T1 (de) | 2011-11-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20130116 |
|
| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 17TH ANNIV.) - STANDARD Year of fee payment: 17 |
|
| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20250123 |
|
| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT DETERMINED COMPLIANT Effective date: 20250123 |