KR101598679B1 - mGlu2 수용체 효능제로서의 비시클로(3.1.0)헥산-2,6-디카르복실산 유도체 - Google Patents
mGlu2 수용체 효능제로서의 비시클로(3.1.0)헥산-2,6-디카르복실산 유도체 Download PDFInfo
- Publication number
- KR101598679B1 KR101598679B1 KR1020137033028A KR20137033028A KR101598679B1 KR 101598679 B1 KR101598679 B1 KR 101598679B1 KR 1020137033028 A KR1020137033028 A KR 1020137033028A KR 20137033028 A KR20137033028 A KR 20137033028A KR 101598679 B1 KR101598679 B1 KR 101598679B1
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- compound
- hexane
- alkyl
- benzyl
- 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
- 0 Cc1nnc(*)[n]1 Chemical compound Cc1nnc(*)[n]1 0.000 description 5
- LFKDJXLFVYVEFG-UHFFFAOYSA-N CC(C)(C)OC(N)=O Chemical compound CC(C)(C)OC(N)=O LFKDJXLFVYVEFG-UHFFFAOYSA-N 0.000 description 2
- GVSNQMFKEPBIOY-UHFFFAOYSA-N Cc1n[nH]nc1 Chemical compound Cc1n[nH]nc1 GVSNQMFKEPBIOY-UHFFFAOYSA-N 0.000 description 2
- VZLMXVGSPYFIEO-SWSUZQIZSA-N CC(C)(C)OC(NC/C(/N)=[O]/OC([C@H](C[C@@H]([C@H]12)Sc3nnc[nH]3)[C@@H]1[C@H]2C(O)=O)=O)=O Chemical compound CC(C)(C)OC(NC/C(/N)=[O]/OC([C@H](C[C@@H]([C@H]12)Sc3nnc[nH]3)[C@@H]1[C@H]2C(O)=O)=O)=O VZLMXVGSPYFIEO-SWSUZQIZSA-N 0.000 description 1
- JCZVQGLZEAGPRJ-XOCIWYINSA-N CC(C)(C)OC([C@@H]([C@@H]1[C@@H](C2)Br)[C@H]1[C@@]2(C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC([C@@H]([C@@H]1[C@@H](C2)Br)[C@H]1[C@@]2(C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O)=O JCZVQGLZEAGPRJ-XOCIWYINSA-N 0.000 description 1
- HOEGWVKPYDFTSX-RVOOSNJASA-N CCOC([C@@H]([C@@H]1[C@H](C2)Sc3nnc[nH]3)[C@H]1[C@@]2(C(OCC)=O)NC([C@H](C)NC(OC(C)(C)C)=O)=O)=O Chemical compound CCOC([C@@H]([C@@H]1[C@H](C2)Sc3nnc[nH]3)[C@H]1[C@@]2(C(OCC)=O)NC([C@H](C)NC(OC(C)(C)C)=O)=O)=O HOEGWVKPYDFTSX-RVOOSNJASA-N 0.000 description 1
- UOGZHXJOUUECIB-QMGXLNLGSA-N CCOC([C@H]([C@H]1[C@@H](C2)C(O)=O)[C@@H]1[C@H]2Sc1n[nH]cn1)=O Chemical compound CCOC([C@H]([C@H]1[C@@H](C2)C(O)=O)[C@@H]1[C@H]2Sc1n[nH]cn1)=O UOGZHXJOUUECIB-QMGXLNLGSA-N 0.000 description 1
- SGJDFJNXXWQUHX-ZKKRXERASA-N CCOC([C@H]([C@H]1[C@@H](C2)C(OCC)=O)[C@@H]1[C@H]2Sc1n[nH]cn1)=O Chemical compound CCOC([C@H]([C@H]1[C@@H](C2)C(OCC)=O)[C@@H]1[C@H]2Sc1n[nH]cn1)=O SGJDFJNXXWQUHX-ZKKRXERASA-N 0.000 description 1
- OSDBEHZACPQLFE-HPGFDKJQSA-N N[C@@](C[C@@H]([C@H]12)Sc3n[nH]cn3)([C@@H]1[C@H]2C(OCc1cccc(C(F)(F)F)c1)=O)C(OCc1cccc(C(F)(F)F)c1)=O Chemical compound N[C@@](C[C@@H]([C@H]12)Sc3n[nH]cn3)([C@@H]1[C@H]2C(OCc1cccc(C(F)(F)F)c1)=O)C(OCc1cccc(C(F)(F)F)c1)=O OSDBEHZACPQLFE-HPGFDKJQSA-N 0.000 description 1
- RXZDXHKRDHZRKP-NVPUNQSHSA-N N[C@@](C[C@H]([C@H]12)Sc3n[nH]nc3)([C@@H]1[C@H]2C(O)=O)C(O)=O Chemical compound N[C@@](C[C@H]([C@H]12)Sc3n[nH]nc3)([C@@H]1[C@H]2C(O)=O)C(O)=O RXZDXHKRDHZRKP-NVPUNQSHSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
-
- 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
- A61K31/4196—1,2,4-Triazoles
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P25/24—Antidepressants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11382208.4 | 2011-06-17 | ||
| EP11382208 | 2011-06-17 | ||
| US201161522791P | 2011-08-12 | 2011-08-12 | |
| US61/522,791 | 2011-08-12 | ||
| PCT/US2012/041229 WO2012173850A1 (en) | 2011-06-17 | 2012-06-07 | Bicyclo (3.1.0) hexane- 2, 6 -dicarboxylic acid derivatives as mglu2 receptor agonist |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20140009568A KR20140009568A (ko) | 2014-01-22 |
| KR101598679B1 true KR101598679B1 (ko) | 2016-02-29 |
Family
ID=47357416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020137033028A Active KR101598679B1 (ko) | 2011-06-17 | 2012-06-07 | mGlu2 수용체 효능제로서의 비시클로(3.1.0)헥산-2,6-디카르복실산 유도체 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9296710B2 (enExample) |
| EP (1) | EP2721012B1 (enExample) |
| JP (1) | JP5945592B2 (enExample) |
| KR (1) | KR101598679B1 (enExample) |
| CN (1) | CN103596933B (enExample) |
| AU (1) | AU2012271024B2 (enExample) |
| BR (1) | BR112013031928B1 (enExample) |
| CA (1) | CA2836485C (enExample) |
| CY (1) | CY1117682T1 (enExample) |
| DK (1) | DK2721012T3 (enExample) |
| EA (1) | EA023553B1 (enExample) |
| ES (1) | ES2587204T3 (enExample) |
| HR (1) | HRP20160676T1 (enExample) |
| HU (1) | HUE030171T2 (enExample) |
| MX (1) | MX2013014802A (enExample) |
| PL (1) | PL2721012T3 (enExample) |
| PT (1) | PT2721012T (enExample) |
| RS (1) | RS54888B1 (enExample) |
| SI (1) | SI2721012T1 (enExample) |
| WO (1) | WO2012173850A1 (enExample) |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993006127A1 (en) | 1991-09-17 | 1993-04-01 | Warner-Lambert Company | Novel amino acid prodrug renin inhibitors |
| US5576323A (en) | 1993-12-03 | 1996-11-19 | Eli Lilly And Company | Excitatory amino acid receptor antagonists |
| US5849525A (en) | 1994-03-09 | 1998-12-15 | Brigham And Women's Hospital, Inc. | Compositions corresponding to a proton-coupled peptide transporter and methods of making and using same |
| GB9605429D0 (en) * | 1995-11-16 | 1996-05-15 | Lilly Co Eli | Excitatory amino acid receptor antagonists |
| HUP9903459A3 (en) | 1995-11-16 | 2001-08-28 | Lilly Co Eli | Oxa- and tiabicyclo[3.1.0]hexane-carboxylic acids, process for their preparation and pharmaceutical compositions of the same |
| US5688826A (en) | 1995-11-16 | 1997-11-18 | Eli Lilly And Company | Excitatory amino acid derivatives |
| US5952294A (en) | 1996-07-31 | 1999-09-14 | University Of Pittsburgh Of The Commonwealth System Of Higher Education | Peptidyl prodrugs and methods of making and using the same |
| ZA983930B (en) * | 1997-05-14 | 1999-11-08 | Lilly Co Eli | Excitatory amino acid receptor modulators. |
| PT1052246E (pt) | 1998-01-28 | 2003-06-30 | Taisho Pharmaceutical Co Ltd | Derivados de amino-acidos contendo fluor |
| KR100469182B1 (ko) | 1998-08-31 | 2005-02-02 | 다이쇼 세이야꾸 가부시끼가이샤 | 6-플루오로비시클로[3.1.0]헥산 유도체 |
| US6716452B1 (en) | 2000-08-22 | 2004-04-06 | New River Pharmaceuticals Inc. | Active agent delivery systems and methods for protecting and administering active agents |
| WO2002000605A1 (en) | 2000-06-28 | 2002-01-03 | Taisho Pharmaceutical Co., Ltd. | Novel dicarboxylic acid derivatives |
| EP1351925A1 (en) | 2001-01-11 | 2003-10-15 | Eli Lilly And Company | Prodrugs of excitatory amino acids |
| CN1267407C (zh) | 2001-01-11 | 2006-08-02 | 伊莱利利公司 | 兴奋性氨基酸前体药物 |
| EP1370519A1 (en) * | 2001-02-22 | 2003-12-17 | Eli Lilly And Company | Synthetic excitatory amino acids |
| US7067507B2 (en) | 2001-06-12 | 2006-06-27 | Pharmacia & Upjohn Company | Macrocycles useful in the treatment of Alzheimer's disease |
| CN1281274C (zh) | 2001-12-27 | 2006-10-25 | 大正制药株式会社 | 6－氟双环[3.1.0]己烷衍生物 |
| WO2003084610A1 (en) | 2002-04-03 | 2003-10-16 | Eli Lilly And Company | Therapy for psychoses combining an atypical antipsychotic and an mglu2/3 receptor agonist |
| US20050192273A1 (en) | 2002-04-03 | 2005-09-01 | Johnson Bryan G. | Therapy for psychoses combining an atypical antipsychotic and an mglu2/3 receptor agonist |
| US7371872B2 (en) * | 2002-06-11 | 2008-05-13 | Eli Lilly And Company | Prodrugs of excitatory amino acids |
| CN100482680C (zh) * | 2002-06-11 | 2009-04-29 | 伊莱利利公司 | 兴奋性氨基酸前药 |
| JP4984529B2 (ja) * | 2003-06-26 | 2012-07-25 | 大正製薬株式会社 | ２−アミノビシクロ［３．１．０］ヘキサン−２，６−ジカルボン酸誘導体 |
| ES2355144T3 (es) * | 2003-06-26 | 2011-03-23 | Taisho Pharmaceutical Co., Ltd. | Derivado de éster 2-aminobiciclo 3.1.0 hexano-2,6-dicarboxílico. |
| PL2513085T3 (pl) * | 2009-11-18 | 2017-09-29 | Suven Life Sciences Limited | Związki dwupierścieniowe jako ligandy receptora nikotynowego alfa4beta2 acetylocholiny |
| JO2978B1 (en) * | 2009-12-21 | 2016-03-15 | ايلي ليلي اند كومباني | MGLU2 aids |
-
2012
- 2012-06-07 CA CA2836485A patent/CA2836485C/en active Active
- 2012-06-07 ES ES12729769.5T patent/ES2587204T3/es active Active
- 2012-06-07 BR BR112013031928-3A patent/BR112013031928B1/pt active IP Right Grant
- 2012-06-07 CN CN201280029080.2A patent/CN103596933B/zh active Active
- 2012-06-07 HU HUE12729769A patent/HUE030171T2/en unknown
- 2012-06-07 JP JP2014515878A patent/JP5945592B2/ja active Active
- 2012-06-07 KR KR1020137033028A patent/KR101598679B1/ko active Active
- 2012-06-07 DK DK12729769.5T patent/DK2721012T3/en active
- 2012-06-07 RS RS20160491A patent/RS54888B1/sr unknown
- 2012-06-07 SI SI201230569A patent/SI2721012T1/sl unknown
- 2012-06-07 PT PT127297695T patent/PT2721012T/pt unknown
- 2012-06-07 AU AU2012271024A patent/AU2012271024B2/en active Active
- 2012-06-07 PL PL12729769T patent/PL2721012T3/pl unknown
- 2012-06-07 EA EA201391700A patent/EA023553B1/ru not_active IP Right Cessation
- 2012-06-07 WO PCT/US2012/041229 patent/WO2012173850A1/en not_active Ceased
- 2012-06-07 HR HRP20160676TT patent/HRP20160676T1/hr unknown
- 2012-06-07 MX MX2013014802A patent/MX2013014802A/es active IP Right Grant
- 2012-06-07 EP EP12729769.5A patent/EP2721012B1/en active Active
- 2012-06-07 US US14/123,768 patent/US9296710B2/en active Active
-
2016
- 2016-06-24 CY CY20161100570T patent/CY1117682T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL2721012T3 (pl) | 2017-05-31 |
| SI2721012T1 (sl) | 2016-08-31 |
| JP2014517035A (ja) | 2014-07-17 |
| BR112013031928B1 (pt) | 2022-05-24 |
| MX2013014802A (es) | 2014-01-24 |
| CN103596933A (zh) | 2014-02-19 |
| CA2836485A1 (en) | 2012-12-20 |
| PT2721012T (pt) | 2016-07-27 |
| HRP20160676T1 (hr) | 2016-07-15 |
| ES2587204T3 (es) | 2016-10-21 |
| BR112013031928A2 (pt) | 2016-12-13 |
| US9296710B2 (en) | 2016-03-29 |
| CN103596933B (zh) | 2016-03-23 |
| JP5945592B2 (ja) | 2016-07-05 |
| US20140113944A1 (en) | 2014-04-24 |
| EP2721012B1 (en) | 2016-05-25 |
| DK2721012T3 (en) | 2016-08-15 |
| RS54888B1 (sr) | 2016-10-31 |
| EA023553B1 (ru) | 2016-06-30 |
| CY1117682T1 (el) | 2017-05-17 |
| AU2012271024B2 (en) | 2015-07-09 |
| HUE030171T2 (en) | 2017-05-29 |
| CA2836485C (en) | 2016-12-13 |
| KR20140009568A (ko) | 2014-01-22 |
| EA201391700A1 (ru) | 2014-04-30 |
| WO2012173850A1 (en) | 2012-12-20 |
| EP2721012A1 (en) | 2014-04-23 |
| AU2012271024A1 (en) | 2013-11-21 |
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