JP2012524043A5 - - Google Patents
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- Publication number
- JP2012524043A5 JP2012524043A5 JP2012505160A JP2012505160A JP2012524043A5 JP 2012524043 A5 JP2012524043 A5 JP 2012524043A5 JP 2012505160 A JP2012505160 A JP 2012505160A JP 2012505160 A JP2012505160 A JP 2012505160A JP 2012524043 A5 JP2012524043 A5 JP 2012524043A5
- Authority
- JP
- Japan
- Prior art keywords
- trifluoromethyl
- methyl
- pyridinyl
- indol
- pharmaceutically acceptable
- 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.)
- Granted
Links
- 150000003839 salts Chemical class 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 10
- 208000028017 Psychotic disease Diseases 0.000 claims 4
- 125000004076 pyridyl group Chemical group 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 208000028698 Cognitive impairment Diseases 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 201000000980 schizophrenia Diseases 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- KGAYUJXLASXXSW-UHFFFAOYSA-N n-[[7-(1-methylimidazol-2-yl)-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound CN1C=CN=C1C1=CC(CNC(=O)C=2C=NC(=CC=2)C(F)(F)F)=CC2=C1NC(C(F)(F)F)=C2 KGAYUJXLASXXSW-UHFFFAOYSA-N 0.000 claims 1
- SKKDTMKJPUJOLJ-UHFFFAOYSA-N n-[[7-(2-methoxypyridin-3-yl)-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound COC1=NC=CC=C1C1=CC(CNC(=O)C=2C=NC(=CC=2)C(F)(F)F)=CC2=C1NC(C(F)(F)F)=C2 SKKDTMKJPUJOLJ-UHFFFAOYSA-N 0.000 claims 1
- OKYKZZRARQQTAO-UHFFFAOYSA-N n-[[7-(2-methylpyridin-3-yl)-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound CC1=NC=CC=C1C1=CC(CNC(=O)C=2C=NC(=CC=2)C(F)(F)F)=CC2=C1NC(C(F)(F)F)=C2 OKYKZZRARQQTAO-UHFFFAOYSA-N 0.000 claims 1
- UBQGOJZGJLMBEG-UHFFFAOYSA-N n-[[7-(4-methylpyridin-3-yl)-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound CC1=CC=NC=C1C1=CC(CNC(=O)C=2C=NC(=CC=2)C(F)(F)F)=CC2=C1NC(C(F)(F)F)=C2 UBQGOJZGJLMBEG-UHFFFAOYSA-N 0.000 claims 1
- VNHSZPJDQVDZKY-UHFFFAOYSA-N n-[[7-(6-methoxypyridin-3-yl)-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C1=NC(OC)=CC=C1C1=CC(CNC(=O)C=2C=NC(=CC=2)C(F)(F)F)=CC2=C1NC(C(F)(F)F)=C2 VNHSZPJDQVDZKY-UHFFFAOYSA-N 0.000 claims 1
- FRNZOEICFFXMBQ-UHFFFAOYSA-N n-[[7-pyridin-2-yl-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C=1C(C=2N=CC=CC=2)=C2NC(C(F)(F)F)=CC2=CC=1CNC(=O)C1=CC=C(C(F)(F)F)N=C1 FRNZOEICFFXMBQ-UHFFFAOYSA-N 0.000 claims 1
- LQJXADVAZDAOMR-UHFFFAOYSA-N n-[[7-pyridin-3-yl-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C=1C(C=2C=NC=CC=2)=C2NC(C(F)(F)F)=CC2=CC=1CNC(=O)C1=CC=C(C(F)(F)F)N=C1 LQJXADVAZDAOMR-UHFFFAOYSA-N 0.000 claims 1
- YEXIREWKVOCIHL-UHFFFAOYSA-N n-[[7-pyridin-4-yl-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C=1C(C=2C=CN=CC=2)=C2NC(C(F)(F)F)=CC2=CC=1CNC(=O)C1=CC=C(C(F)(F)F)N=C1 YEXIREWKVOCIHL-UHFFFAOYSA-N 0.000 claims 1
- ANDKQJLRBIINFS-UHFFFAOYSA-N n-[[7-pyrimidin-5-yl-2-(trifluoromethyl)-1h-indol-5-yl]methyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C=1C(C=2C=NC=NC=2)=C2NC(C(F)(F)F)=CC2=CC=1CNC(=O)C1=CC=C(C(F)(F)F)N=C1 ANDKQJLRBIINFS-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16974209P | 2009-04-16 | 2009-04-16 | |
| US61/169,742 | 2009-04-16 | ||
| PCT/EP2010/054910 WO2010119078A1 (en) | 2009-04-16 | 2010-04-14 | Indole derivative modulators of the alpha 7 nachr |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012524043A JP2012524043A (ja) | 2012-10-11 |
| JP2012524043A5 true JP2012524043A5 (https=) | 2013-03-28 |
| JP5642154B2 JP5642154B2 (ja) | 2014-12-17 |
Family
ID=42235211
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012505160A Expired - Fee Related JP5642154B2 (ja) | 2009-04-16 | 2010-04-14 | α７ｎＡＣｈＲのインドール誘導体モジュレータ |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US8829031B2 (https=) |
| EP (1) | EP2419420B1 (https=) |
| JP (1) | JP5642154B2 (https=) |
| KR (1) | KR20120089190A (https=) |
| CN (1) | CN102712622B (https=) |
| AU (1) | AU2010238518A1 (https=) |
| BR (1) | BRPI1014471A2 (https=) |
| CA (1) | CA2758772A1 (https=) |
| EA (1) | EA019518B1 (https=) |
| IL (1) | IL215551A (https=) |
| MX (1) | MX2011010734A (https=) |
| NZ (1) | NZ596390A (https=) |
| SG (1) | SG175084A1 (https=) |
| WO (1) | WO2010119078A1 (https=) |
| ZA (1) | ZA201107988B (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ596390A (en) * | 2009-04-16 | 2013-08-30 | Proximagen Ltd | Indole derivative modulators of the alpha 7 nachr |
| GB201012686D0 (en) * | 2010-07-28 | 2010-09-15 | Glaxo Group Ltd | Novel compounds |
| TW201245185A (en) | 2011-04-01 | 2012-11-16 | Lundbeck & Co As H | New positive allosteric modulators of nicotinic acetylcholine receptor |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE9903997D0 (sv) * | 1999-11-03 | 1999-11-03 | Astra Ab | New compounds |
| US20040242559A1 (en) * | 2003-04-25 | 2004-12-02 | Aventis Pharma S.A. | Novel indole derivatives, preparation thereof as medicinal products and pharmaceutical compositions, and especially as KDR inhibitors |
| GB0403155D0 (en) * | 2004-02-12 | 2004-03-17 | Vernalis Res Ltd | Chemical compounds |
| US8410142B2 (en) * | 2007-03-02 | 2013-04-02 | Merck Sharp & Dohme Corp. | Bipyridine carboxamide orexin receptor antagonists |
| KR20100124272A (ko) * | 2008-02-07 | 2010-11-26 | 아보트 러보러터리즈 | 양성 알로스테릭 조절제로서의 아미드 유도체 및 이의 사용방법 |
| WO2009127678A1 (en) * | 2008-04-17 | 2009-10-22 | Glaxo Group Limited | Indoles as modulators of nicotinic acetylcholin receptor subtype alpha-71 |
| NZ596390A (en) * | 2009-04-16 | 2013-08-30 | Proximagen Ltd | Indole derivative modulators of the alpha 7 nachr |
-
2010
- 2010-04-14 NZ NZ596390A patent/NZ596390A/xx not_active IP Right Cessation
- 2010-04-14 AU AU2010238518A patent/AU2010238518A1/en not_active Abandoned
- 2010-04-14 WO PCT/EP2010/054910 patent/WO2010119078A1/en not_active Ceased
- 2010-04-14 CN CN201080024640.6A patent/CN102712622B/zh not_active Expired - Fee Related
- 2010-04-14 KR KR1020117027026A patent/KR20120089190A/ko not_active Ceased
- 2010-04-14 US US13/263,370 patent/US8829031B2/en not_active Expired - Fee Related
- 2010-04-14 MX MX2011010734A patent/MX2011010734A/es active IP Right Grant
- 2010-04-14 SG SG2011072683A patent/SG175084A1/en unknown
- 2010-04-14 EP EP10713943A patent/EP2419420B1/en not_active Not-in-force
- 2010-04-14 EA EA201101325A patent/EA019518B1/ru not_active IP Right Cessation
- 2010-04-14 JP JP2012505160A patent/JP5642154B2/ja not_active Expired - Fee Related
- 2010-04-14 CA CA2758772A patent/CA2758772A1/en not_active Abandoned
- 2010-04-14 BR BRPI1014471A patent/BRPI1014471A2/pt not_active IP Right Cessation
-
2011
- 2011-10-05 IL IL215551A patent/IL215551A/en not_active IP Right Cessation
- 2011-11-01 ZA ZA2011/07988A patent/ZA201107988B/en unknown
-
2014
- 2014-08-07 US US14/453,816 patent/US20150038517A1/en not_active Abandoned