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)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (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 | 2007-03-05 | ||
| EP07103485.4 | 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 |
| CN115279372A (zh) | 2020-01-09 | 2022-11-01 | 迪斯克医药公司 | 用甘氨酸转运蛋白抑制剂治疗红细胞生成性原卟啉病、x连锁原卟啉病或先天性红细胞生成性卟啉病的方法 |
| JP2023545808A (ja) | 2020-10-13 | 2023-10-31 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 再加工方法 |
| AU2023328948A1 (en) | 2022-08-24 | 2025-01-16 | 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 |
| EP0370560B1 (en) * | 1988-11-24 | 1994-01-12 | Akzo Nobel N.V. | Pharmaceutical composition containing 1-[mono- or bis (trifluoromethyl)-2-pyridinyl] piperazines |
| DE4235155A1 (de) * | 1992-10-19 | 1994-04-21 | Basf Ag | Verfahren zur Herstellung von Methylsulfonylbenzoesäuren |
| EP1080069B1 (en) * | 1998-04-20 | 2003-03-19 | 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 |
| ES2297458T3 (es) * | 2003-08-11 | 2008-05-01 | F. Hoffmann-La Roche Ag | Piperazina con grupo fenilo or-sustituido y su empleo como inhibidores de glyti. |
| CA2589192C (en) * | 2004-12-09 | 2014-04-22 | F. Hoffmann-La Roche Ag | Phenyl-piperazin methanone derivatives |
| JP2008526795A (ja) * | 2005-01-06 | 2008-07-24 | エフ．ホフマン−ラ ロシュ アーゲー | 神経障害および神経精神疾患を処置するためのグリシントランスポータ１（ｇｌｙｔ−１）阻害物質としての、スルファニル置換フェニルメタノン |
| CA2593463C (en) * | 2005-01-07 | 2013-10-08 | F. Hoffmann-La Roche Ag | [4-(heteroaryl) piperazin-1-yl]-(2,5-substituted -phenyl)methanone derivatives as glycine transporter 1 (glyt-1) inhibitors for the treatment of neurological and neuropsychiatric disorders |
| AU2006268765B2 (en) * | 2005-07-08 | 2010-12-23 | F. Hoffmann-La Roche Ag | Asymmetric reduction of 1,1,1-trifluoroacetone |
-
2008
- 2008-02-25 CA CA2678630A patent/CA2678630C/en active Active
- 2008-02-25 BR BRPI0808570A patent/BRPI0808570B8/pt active IP Right Grant
- 2008-02-25 WO PCT/EP2008/052244 patent/WO2008107334A2/en not_active Ceased
- 2008-02-25 AT AT08709206T patent/ATE532516T1/de active
- 2008-02-25 KR KR1020097018418A patent/KR101143073B1/ko active Active
- 2008-02-25 CN CN200880006900XA patent/CN101622000B/zh active Active
- 2008-02-25 MX MX2009009065A patent/MX2009009065A/es active IP Right Grant
- 2008-02-25 AU AU2008223915A patent/AU2008223915B2/en active Active
- 2008-02-25 JP JP2009552166A patent/JP4745446B2/ja active Active
- 2008-02-25 EP EP08709206A patent/EP2131843B1/en active Active
- 2008-02-25 ES ES08709206T patent/ES2375585T3/es active 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 |
|---|---|
| ATE532516T1 (de) | 2011-11-15 |
| CA2678630A1 (en) | 2008-09-12 |
| BRPI0808570B8 (pt) | 2021-05-25 |
| EP2131843B1 (en) | 2011-11-09 |
| US20080221327A1 (en) | 2008-09-11 |
| BRPI0808570A2 (pt) | 2014-09-02 |
| US7812161B2 (en) | 2010-10-12 |
| CN101622000B (zh) | 2012-07-04 |
| JP4745446B2 (ja) | 2011-08-10 |
| CN101622000A (zh) | 2010-01-06 |
| IL200323A0 (en) | 2010-04-29 |
| WO2008107334A2 (en) | 2008-09-12 |
| BRPI0808570B1 (pt) | 2020-09-15 |
| KR20090110368A (ko) | 2009-10-21 |
| JP2010520251A (ja) | 2010-06-10 |
| WO2008107334A3 (en) | 2008-10-23 |
| AU2008223915B2 (en) | 2013-05-02 |
| ES2375585T3 (es) | 2012-03-02 |
| IL200323A (en) | 2013-11-28 |
| KR101143073B1 (ko) | 2012-05-08 |
| MX2009009065A (es) | 2009-08-31 |
| AU2008223915A1 (en) | 2008-09-12 |
| EP2131843A2 (en) | 2009-12-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20130116 |