JP2008513432A5 - - Google Patents
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- Publication number
- JP2008513432A5 JP2008513432A5 JP2007531865A JP2007531865A JP2008513432A5 JP 2008513432 A5 JP2008513432 A5 JP 2008513432A5 JP 2007531865 A JP2007531865 A JP 2007531865A JP 2007531865 A JP2007531865 A JP 2007531865A JP 2008513432 A5 JP2008513432 A5 JP 2008513432A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- membered
- independently
- heteroaryl
- aryl
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims 72
- 125000003118 aryl group Chemical group 0.000 claims 21
- 125000001072 heteroaryl group Chemical group 0.000 claims 20
- 229910052736 halogen Inorganic materials 0.000 claims 18
- 150000002367 halogens Chemical class 0.000 claims 18
- 125000003545 alkoxy group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 14
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 11
- 229910052799 carbon Inorganic materials 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 210000003169 central nervous system Anatomy 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 238000006467 substitution reaction Methods 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 102000002659 Amyloid Precursor Protein Secretases Human genes 0.000 claims 2
- 108010043324 Amyloid Precursor Protein Secretases Proteins 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 230000000626 neurodegenerative effect Effects 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000005309 thioalkoxy group Chemical group 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 125000006713 (C5-C10) cycloalkyl group Chemical group 0.000 claims 1
- FRMYSVHRJOISJO-JYFHCDHNSA-N 1-butyl-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]-3-propanoylindole-6-carboxamide Chemical compound C([C@H](NC(=O)C1=CC=C2C(C(=O)CC)=CN(C2=C1)CCCC)[C@H](O)CNC)C1=CC(F)=CC(F)=C1 FRMYSVHRJOISJO-JYFHCDHNSA-N 0.000 claims 1
- FIYMAZBOTNEQAR-LOSJGSFVSA-N 1-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]-5-(1,3-oxazol-2-yl)-3-n,3-n-dipropylbenzene-1,3-dicarboxamide Chemical compound C=1C(C(=O)N(CCC)CCC)=CC(C(=O)N[C@@H](CC=2C=C(F)C=C(F)C=2)[C@H](O)CNC)=CC=1C1=NC=CO1 FIYMAZBOTNEQAR-LOSJGSFVSA-N 0.000 claims 1
- DRZGHWGSHCNSOU-LOSJGSFVSA-N 1-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]-5-ethynyl-3-n,3-n-dipropylbenzene-1,3-dicarboxamide Chemical compound CCCN(CCC)C(=O)C1=CC(C#C)=CC(C(=O)N[C@@H](CC=2C=C(F)C=C(F)C=2)[C@H](O)CNC)=C1 DRZGHWGSHCNSOU-LOSJGSFVSA-N 0.000 claims 1
- DEONCYDJRZCKNY-BJKOFHAPSA-N 1-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]-5-methyl-3-n,3-n-dipropylbenzene-1,3-dicarboxamide Chemical compound CCCN(CCC)C(=O)C1=CC(C)=CC(C(=O)N[C@@H](CC=2C=C(F)C=C(F)C=2)[C@H](O)CNC)=C1 DEONCYDJRZCKNY-BJKOFHAPSA-N 0.000 claims 1
- 125000006288 3,5-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(C([H])=C1F)C([H])([H])* 0.000 claims 1
- SXHOHKJVKUSWCK-UKILVPOCSA-N 3-acetyl-1-butyl-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]indole-6-carboxamide Chemical compound C([C@H](NC(=O)C1=CC=C2C(C(C)=O)=CN(C2=C1)CCCC)[C@H](O)CNC)C1=CC(F)=CC(F)=C1 SXHOHKJVKUSWCK-UKILVPOCSA-N 0.000 claims 1
- RGCGZUCJMJYZMV-AHKZPQOWSA-N 3-acetyl-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]-1-hexylindole-6-carboxamide Chemical compound C([C@H](NC(=O)C1=CC=C2C(C(C)=O)=CN(C2=C1)CCCCCC)[C@H](O)CNC)C1=CC(F)=CC(F)=C1 RGCGZUCJMJYZMV-AHKZPQOWSA-N 0.000 claims 1
- WLXXVMAHARAHFI-XZOQPEGZSA-N 5-bromo-1-n-[(2s,3r)-1-(3,5-difluorophenyl)-3-hydroxy-4-(methylamino)butan-2-yl]-3-n,3-n-dipropylbenzene-1,3-dicarboxamide Chemical compound CCCN(CCC)C(=O)C1=CC(Br)=CC(C(=O)N[C@@H](CC=2C=C(F)C=C(F)C=2)[C@H](O)CNC)=C1 WLXXVMAHARAHFI-XZOQPEGZSA-N 0.000 claims 1
- KPJDOBLKTXEADO-UHFFFAOYSA-N 6-methylpyridine-2,4-dicarboxylic acid Chemical compound CC1=CC(C(O)=O)=CC(C(O)=O)=N1 KPJDOBLKTXEADO-UHFFFAOYSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 1
- -1 homomorpholinyl Chemical group 0.000 claims 1
- RCCPEORTSYDPMB-UHFFFAOYSA-N hydroxy benzenecarboximidothioate Chemical compound OSC(=N)C1=CC=CC=C1 RCCPEORTSYDPMB-UHFFFAOYSA-N 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000001422 pyrrolinyl group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61177704P | 2004-09-21 | 2004-09-21 | |
| PCT/IB2005/002877 WO2006032999A1 (en) | 2004-09-21 | 2005-09-09 | N-methyl hydroxyethylamine useful in treating cns conditions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008513432A JP2008513432A (ja) | 2008-05-01 |
| JP2008513432A5 true JP2008513432A5 (https=) | 2008-10-16 |
Family
ID=35559297
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007531865A Withdrawn JP2008513432A (ja) | 2004-09-21 | 2005-09-09 | Ｃｎｓ状態の治療に有用なｎ−メチルヒドロキシエチルアミン |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20080132552A1 (https=) |
| EP (1) | EP1794114A1 (https=) |
| JP (1) | JP2008513432A (https=) |
| BR (1) | BRPI0515528A (https=) |
| CA (1) | CA2581023A1 (https=) |
| MX (1) | MX2007002459A (https=) |
| WO (1) | WO2006032999A1 (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8791135B2 (en) | 2008-07-01 | 2014-07-29 | Purdue Research Foundation | Nonpeptide HIV-1 protease inhibitors |
| EP2560676B8 (en) | 2010-04-22 | 2016-10-12 | Intra-Cellular Therapies, Inc. | Organic compounds |
| CN102344402B (zh) * | 2010-07-30 | 2015-01-07 | 中国人民解放军军事医学科学院毒物药物研究所 | 苯并氮杂环羟乙基胺类化合物、其制备方法和用途 |
| WO2013155504A1 (en) | 2012-04-14 | 2013-10-17 | Intra-Cellular Therapies, Inc. | Novel methods |
| HUE053159T2 (hu) | 2013-03-15 | 2021-06-28 | Intra Cellular Therapies Inc | Szerves vegyületek |
| IL305990B2 (en) | 2013-12-03 | 2025-12-01 | Intra Cellular Therapies Inc | Long-acting injectable composition comprising polymeric microspheres of heterocycle fused gamma-carboline compounds or a pharmaceutical composition for sustained or delayed release comprising the compounds and their use in the treatment of bipolar disorder i and/or bipolar ii disorder |
| RU2016143091A (ru) | 2014-04-04 | 2018-05-08 | Интра-Селлулар Терапиз, Инк. | Органические соединения |
| MX365969B (es) | 2014-04-04 | 2019-06-21 | Intra Cellular Therapies Inc | Gamma-carbolinas fusionadas con heterociclos sustituidas con deuterio. |
| CN108883111B (zh) | 2016-01-26 | 2021-10-08 | 细胞内治疗公司 | 有机化合物 |
| PL3407889T3 (pl) | 2016-03-25 | 2021-11-22 | Intra-Cellular Therapies, Inc. | Związki organiczne i ich zastosowanie w leczeniu lub zapobieganiu zaburzeniom ośrodkowego układu nerwowego |
| EP3436083A4 (en) | 2016-03-28 | 2019-11-27 | Intra-Cellular Therapies, Inc. | NOVEL COMPOSITIONS AND METHOD |
| US11331316B2 (en) | 2016-10-12 | 2022-05-17 | Intra-Cellular Therapies, Inc. | Amorphous solid dispersions |
| US10906906B2 (en) | 2016-12-29 | 2021-02-02 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US10961245B2 (en) | 2016-12-29 | 2021-03-30 | Intra-Cellular Therapies, Inc. | Substituted heterocycle fused gamma-carbolines for treatment of central nervous system disorders |
| IL268970B2 (en) | 2017-03-24 | 2023-12-01 | Intra Cellular Therapies Inc | Oral transmucosal formulations of substituted heterocycle fused gamma carbolines |
| JP7224333B2 (ja) | 2017-07-26 | 2023-02-17 | イントラ－セルラー・セラピーズ・インコーポレイテッド | 有機化合物 |
| JP7223742B2 (ja) | 2017-07-26 | 2023-02-16 | イントラ－セルラー・セラピーズ・インコーポレイテッド | 有機化合物 |
| AU2019240226B2 (en) | 2018-03-23 | 2024-11-28 | Intra-Cellular Therapies, Inc. | Organic compounds |
| WO2019237037A1 (en) | 2018-06-08 | 2019-12-12 | Intra-Cellular Therapies, Inc. | Novel methods |
| EP3843729A4 (en) | 2018-08-29 | 2022-06-01 | Intra-Cellular Therapies, Inc. | NOVEL COMPOSITIONS AND PROCESSES |
| CA3108558A1 (en) | 2018-08-31 | 2020-03-05 | Intra-Cellular Therapies, Inc. | Novel methods |
| CN112584837A (zh) | 2018-08-31 | 2021-03-30 | 细胞内治疗公司 | 新方法 |
| JP7673040B2 (ja) | 2019-07-07 | 2025-05-08 | イントラ－セルラー・セラピーズ・インコーポレイテッド | 新規方法 |
| US12414948B2 (en) | 2022-05-18 | 2025-09-16 | Intra-Cellular Therapies, Inc. | Methods |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1299352B1 (en) | 2000-06-30 | 2005-12-28 | Elan Pharmaceuticals, Inc. | Compounds to treat alzheimer's disease |
| WO2003006423A1 (en) | 2001-07-11 | 2003-01-23 | Elan Pharmaceuticals, Inc. | N-(3-amino-2-hydroxy-propyl) substituted alkylamide compounds |
| GB0228410D0 (en) | 2002-12-05 | 2003-01-08 | Glaxo Group Ltd | Novel Compounds |
-
2005
- 2005-09-09 JP JP2007531865A patent/JP2008513432A/ja not_active Withdrawn
- 2005-09-09 EP EP05783711A patent/EP1794114A1/en not_active Withdrawn
- 2005-09-09 BR BRPI0515528-2A patent/BRPI0515528A/pt not_active IP Right Cessation
- 2005-09-09 WO PCT/IB2005/002877 patent/WO2006032999A1/en not_active Ceased
- 2005-09-09 CA CA002581023A patent/CA2581023A1/en not_active Abandoned
- 2005-09-09 MX MX2007002459A patent/MX2007002459A/es unknown
- 2005-09-21 US US11/231,483 patent/US20080132552A1/en not_active Abandoned
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