JP2007532523A5 - - Google Patents
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- Publication number
- JP2007532523A5 JP2007532523A5 JP2007506834A JP2007506834A JP2007532523A5 JP 2007532523 A5 JP2007532523 A5 JP 2007532523A5 JP 2007506834 A JP2007506834 A JP 2007506834A JP 2007506834 A JP2007506834 A JP 2007506834A JP 2007532523 A5 JP2007532523 A5 JP 2007532523A5
- Authority
- JP
- Japan
- Prior art keywords
- tetrahydro
- oxy
- alkyl
- cyclopropylmethyl
- benzacepin
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 239000012453 solvate Substances 0.000 claims 8
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- -1 cyano, amino Chemical group 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 208000012902 Nervous system disease Diseases 0.000 claims 3
- 208000025966 Neurological disease Diseases 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 125000005422 alkyl sulfonamido group Chemical group 0.000 claims 2
- 125000003435 aroyl group Chemical group 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000004421 aryl sulphonamide group Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 239000011630 iodine Substances 0.000 claims 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- MUNIRXMXIZQSSD-UHFFFAOYSA-N 3-(2-methylpropyl)-7-phenylmethoxy-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1=C2CCN(CC(C)C)CCC2=CC=C1OCC1=CC=CC=C1 MUNIRXMXIZQSSD-UHFFFAOYSA-N 0.000 claims 1
- MWPOPPNTQCDAPK-UHFFFAOYSA-N 3-(cyclopropylmethyl)-7-(4-iodophenoxy)-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1=CC(I)=CC=C1OC1=CC=C(CCN(CC2CC2)CC2)C2=C1 MWPOPPNTQCDAPK-UHFFFAOYSA-N 0.000 claims 1
- VTGYYMSBMRSFEJ-UHFFFAOYSA-N 3-(cyclopropylmethyl)-7-(piperidin-4-ylmethoxy)-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1CNCCC1COC(C=C1CC2)=CC=C1CCN2CC1CC1 VTGYYMSBMRSFEJ-UHFFFAOYSA-N 0.000 claims 1
- DYKKDKKFAUMNAK-UHFFFAOYSA-N 3-(cyclopropylmethyl)-7-phenoxy-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1CC2=CC=C(OC=3C=CC=CC=3)C=C2CCN1CC1CC1 DYKKDKKFAUMNAK-UHFFFAOYSA-N 0.000 claims 1
- AQRDKFVOYVDLCT-UHFFFAOYSA-N 3-(cyclopropylmethyl)-7-phenylmethoxy-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C=1C=CC=CC=1COC(C=C1CC2)=CC=C1CCN2CC1CC1 AQRDKFVOYVDLCT-UHFFFAOYSA-N 0.000 claims 1
- LJCCGQGAZQCXLI-UHFFFAOYSA-N 3-(cyclopropylmethyl)-7-piperidin-4-yloxy-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1CC2=CC=C(OC3CCNCC3)C=C2CCN1CC1CC1 LJCCGQGAZQCXLI-UHFFFAOYSA-N 0.000 claims 1
- CHMLPTRLAZCYQJ-UHFFFAOYSA-N 3-ethyl-7-phenylmethoxy-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1=C2CCN(CC)CCC2=CC=C1OCC1=CC=CC=C1 CHMLPTRLAZCYQJ-UHFFFAOYSA-N 0.000 claims 1
- PQNZGLITGFEVLZ-UHFFFAOYSA-N 5-[6-[[3-(cyclopropylmethyl)-1,2,4,5-tetrahydro-3-benzazepin-7-yl]oxy]pyridin-3-yl]-3-methyl-1,2,4-oxadiazole Chemical compound CC1=NOC(C=2C=NC(OC=3C=C4CCN(CC5CC5)CCC4=CC=3)=CC=2)=N1 PQNZGLITGFEVLZ-UHFFFAOYSA-N 0.000 claims 1
- LDDKAJVNKXYBLM-UHFFFAOYSA-N 7-(3-cyclohexylpropoxy)-3-(cyclopropylmethyl)-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1CCCCC1CCCOC(C=C1CC2)=CC=C1CCN2CC1CC1 LDDKAJVNKXYBLM-UHFFFAOYSA-N 0.000 claims 1
- IQMLRBCRTHOESS-UHFFFAOYSA-N 7-phenylmethoxy-3-propan-2-yl-1,2,4,5-tetrahydro-3-benzazepine Chemical compound C1=C2CCN(C(C)C)CCC2=CC=C1OCC1=CC=CC=C1 IQMLRBCRTHOESS-UHFFFAOYSA-N 0.000 claims 1
- 208000035657 Abasia Diseases 0.000 claims 1
- 125000005947 C1-C6 alkylsulfonyloxy group Chemical group 0.000 claims 1
- BEUHAUCFAWZDOK-UHFFFAOYSA-N [4-[[3-(cyclopropylmethyl)-1,2,4,5-tetrahydro-3-benzazepin-7-yl]oxymethyl]piperidin-1-yl]-(4-fluorophenyl)methanone Chemical compound C1=CC(F)=CC=C1C(=O)N1CCC(COC=2C=C3CCN(CC4CC4)CCC3=CC=2)CC1 BEUHAUCFAWZDOK-UHFFFAOYSA-N 0.000 claims 1
- LBFYRTLQARQRJK-UHFFFAOYSA-N [4-[[3-(cyclopropylmethyl)-1,2,4,5-tetrahydro-3-benzazepin-7-yl]oxymethyl]piperidin-1-yl]-(oxan-4-yl)methanone Chemical compound C1CC(COC=2C=C3CCN(CC4CC4)CCC3=CC=2)CCN1C(=O)C1CCOCC1 LBFYRTLQARQRJK-UHFFFAOYSA-N 0.000 claims 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims 1
- NBPHIUKCHCRIIN-UHFFFAOYSA-N cyclopropyl-[4-[[3-(cyclopropylmethyl)-1,2,4,5-tetrahydro-3-benzazepin-7-yl]oxymethyl]piperidin-1-yl]methanone Chemical compound C1CC(COC=2C=C3CCN(CC4CC4)CCC3=CC=2)CCN1C(=O)C1CC1 NBPHIUKCHCRIIN-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229960005206 pyrazinamide Drugs 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0408083.4A GB0408083D0 (en) | 2004-04-08 | 2004-04-08 | Novel compounds |
| PCT/GB2005/001333 WO2005097778A1 (en) | 2004-04-08 | 2005-04-06 | Tetrahydrobenzazepines as histamine h3 receptor ligands |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007532523A JP2007532523A (ja) | 2007-11-15 |
| JP2007532523A5 true JP2007532523A5 (https=) | 2008-05-29 |
Family
ID=32320647
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007506834A Pending JP2007532523A (ja) | 2004-04-08 | 2005-04-06 | ヒスタミンｈ３受容体リガンドとしてのテトラヒドロベンズアゼピン |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20080009479A1 (https=) |
| EP (1) | EP1735299A1 (https=) |
| JP (1) | JP2007532523A (https=) |
| GB (1) | GB0408083D0 (https=) |
| WO (1) | WO2005097778A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2133340B1 (en) | 2002-12-20 | 2013-01-16 | Glaxo Group Limited | Novel benzazepine derivatives |
| GB0513886D0 (en) | 2005-07-06 | 2005-08-10 | Glaxo Group Ltd | Novel compounds |
| EP1790646A1 (fr) * | 2005-11-24 | 2007-05-30 | Sanofi-Aventis | Derives de Isoquinoline et Benzo[h]Isoquinoline, leur preparation et leur utilisation en thérapeutique en tant qu'antagonistes du recepteur de l'histamine H3. |
| US20070293475A1 (en) * | 2006-06-20 | 2007-12-20 | Alcon Manufacturing Ltd. | Aryl and heteroaryl tetrahydrobenzazepine derivatives and their use for treating glaucoma |
| BRPI0820432B8 (pt) | 2007-11-13 | 2021-05-25 | Taisho Pharmaceutical Co Ltd | derivados de fenilpirazol apresentando atividade de antagonista de receptor de histamina h3 e um agente profilático ou terapeutico compreendendo tais derivados |
| TW201039822A (en) | 2009-02-06 | 2010-11-16 | Taisho Pharmaceutical Co Ltd | Dihydroquinolinone derivatives |
| EP2789608A4 (en) | 2011-12-08 | 2015-07-01 | Taisho Pharmaceutical Co Ltd | PHENYLPYRROLDERIVAT |
| TW201343636A (zh) | 2011-12-27 | 2013-11-01 | 大正製藥股份有限公司 | 苯基三唑衍生物 |
| WO2013151982A1 (en) | 2012-04-03 | 2013-10-10 | Arena Pharmaceuticals, Inc. | Methods and compounds useful in treating pruritus, and methods for identifying such compounds |
| EP2647377A1 (en) | 2012-04-06 | 2013-10-09 | Sanofi | Use of an h3 receptor antagonist for the treatment of alzheimer's disease |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4210749A (en) * | 1974-11-12 | 1980-07-01 | Pennwalt Corporation | Substituted 1,2,4,5-tetrahydro-3H,3 benzazepines |
| JPH07509694A (ja) * | 1992-05-14 | 1995-10-26 | ベイラー・カレッジ・オブ・メディシン | 突然変異したステロイドホルモン受容体，その使用方法および遺伝子治療のための分子スイッチ |
| US5364791A (en) * | 1992-05-14 | 1994-11-15 | Elisabetta Vegeto | Progesterone receptor having C. terminal hormone binding domain truncations |
| EP1539704A1 (en) * | 2002-08-20 | 2005-06-15 | Eli Lilly And Company | Substituted azepines as histamine h3 receptor antagonists, preparation and therapeutic uses |
| KR101025633B1 (ko) * | 2002-09-19 | 2011-03-30 | 일라이 릴리 앤드 캄파니 | 오피오이드 수용체 안타고니스트로서의 디아릴 에테르 |
| GB0224083D0 (en) * | 2002-10-16 | 2002-11-27 | Glaxo Group Ltd | Novel compounds |
| EP2133340B1 (en) * | 2002-12-20 | 2013-01-16 | Glaxo Group Limited | Novel benzazepine derivatives |
| US20070059230A1 (en) * | 2003-08-08 | 2007-03-15 | Glaxo Group Limited | Process |
| BRPI0415842A (pt) * | 2003-10-23 | 2007-01-02 | Hoffmann La Roche | derivativos de benzapepina como inibidores de mao-b |
-
2004
- 2004-04-08 GB GBGB0408083.4A patent/GB0408083D0/en not_active Ceased
-
2005
- 2005-04-06 WO PCT/GB2005/001333 patent/WO2005097778A1/en not_active Ceased
- 2005-04-06 US US10/599,636 patent/US20080009479A1/en not_active Abandoned
- 2005-04-06 JP JP2007506834A patent/JP2007532523A/ja active Pending
- 2005-04-06 EP EP05732871A patent/EP1735299A1/en not_active Withdrawn
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