JP2007515447A5 - - Google Patents
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- Publication number
- JP2007515447A5 JP2007515447A5 JP2006546041A JP2006546041A JP2007515447A5 JP 2007515447 A5 JP2007515447 A5 JP 2007515447A5 JP 2006546041 A JP2006546041 A JP 2006546041A JP 2006546041 A JP2006546041 A JP 2006546041A JP 2007515447 A5 JP2007515447 A5 JP 2007515447A5
- Authority
- JP
- Japan
- Prior art keywords
- cyclohexane
- dimethyl
- spiro
- phenyl
- acid
- 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
- 208000002193 Pain Diseases 0.000 claims description 16
- 125000000113 cyclohexyl group Chemical class [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- -1 cation salts Chemical class 0.000 claims 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical group 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- ADTWVXGAUOMTIE-UHFFFAOYSA-N [1'-(3-fluorophenyl)spiro[4,5-dihydro-3h-pyrano[4,3-b]indole-1,4'-cyclohexane]-1'-yl]-dimethylazanium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.C1CC2(C=3C4=CC=CC=C4NC=3CCO2)CCC1([NH+](C)C)C1=CC=CC(F)=C1 ADTWVXGAUOMTIE-UHFFFAOYSA-N 0.000 claims 1
- INBNCBAGQQSESL-UHFFFAOYSA-N [1'-(4-fluorophenyl)spiro[4,5-dihydro-3h-pyrano[4,3-b]indole-1,4'-cyclohexane]-1'-yl]-dimethylazanium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.C1CC2(C=3C4=CC=CC=C4NC=3CCO2)CCC1([NH+](C)C)C1=CC=C(F)C=C1 INBNCBAGQQSESL-UHFFFAOYSA-N 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims 1
- 208000000094 Chronic Pain Diseases 0.000 description 5
- 102000051367 mu Opioid Receptors Human genes 0.000 description 3
- 108020001612 μ-opioid receptors Proteins 0.000 description 3
- 230000001154 acute effect Effects 0.000 description 2
- 208000005298 acute pain Diseases 0.000 description 2
- 230000001684 chronic effect Effects 0.000 description 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 2
- 208000004296 neuralgia Diseases 0.000 description 2
- 230000002981 neuropathic effect Effects 0.000 description 2
- 208000021722 neuropathic pain Diseases 0.000 description 2
- 229940005483 opioid analgesics Drugs 0.000 description 2
- 206010010774 Constipation Diseases 0.000 description 1
- 102000003840 Opioid Receptors Human genes 0.000 description 1
- 108090000137 Opioid Receptors Proteins 0.000 description 1
- 208000004756 Respiratory Insufficiency Diseases 0.000 description 1
- 206010038678 Respiratory depression Diseases 0.000 description 1
- 229940035676 analgesics Drugs 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229960005181 morphine Drugs 0.000 description 1
- 230000020341 sensory perception of pain Effects 0.000 description 1
- 230000009278 visceral effect Effects 0.000 description 1
- 208000009935 visceral pain Diseases 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10360793.5 | 2003-12-23 | ||
| DE10360793A DE10360793A1 (de) | 2003-12-23 | 2003-12-23 | Spirocyclische Cyclohexan-Derivate |
| PCT/EP2004/014540 WO2005063769A1 (de) | 2003-12-23 | 2004-12-21 | Spirocyclische cyclohexan-derivate |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007515447A JP2007515447A (ja) | 2007-06-14 |
| JP2007515447A5 true JP2007515447A5 (https=) | 2011-06-02 |
| JP4791374B2 JP4791374B2 (ja) | 2011-10-12 |
Family
ID=34706498
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006546041A Expired - Fee Related JP4791374B2 (ja) | 2003-12-23 | 2004-12-21 | スピロ環状シクロヘキサン誘導体 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7288560B2 (https=) |
| EP (1) | EP1697379B1 (https=) |
| JP (1) | JP4791374B2 (https=) |
| AR (1) | AR046794A1 (https=) |
| AT (1) | ATE426604T1 (https=) |
| CA (1) | CA2550892C (https=) |
| CY (1) | CY1109142T1 (https=) |
| DE (2) | DE10360793A1 (https=) |
| DK (1) | DK1697379T3 (https=) |
| ES (1) | ES2324788T3 (https=) |
| PE (1) | PE20050680A1 (https=) |
| PL (1) | PL1697379T3 (https=) |
| PT (1) | PT1697379E (https=) |
| SI (1) | SI1697379T1 (https=) |
| WO (1) | WO2005063769A1 (https=) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10360792A1 (de) * | 2003-12-23 | 2005-07-28 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE102005016460A1 (de) * | 2005-04-11 | 2006-10-19 | Grünenthal GmbH | Spriocyclische Cyclohexanderivate zur Behandlung von Substanzabhängigkeit |
| DE102006019597A1 (de) | 2006-04-27 | 2007-10-31 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE102006033109A1 (de) * | 2006-07-18 | 2008-01-31 | Grünenthal GmbH | Substituierte Heteroaryl-Derivate |
| DE102006033114A1 (de) * | 2006-07-18 | 2008-01-24 | Grünenthal GmbH | Spirocyclische Azaindol-Derivate |
| DE102006046745A1 (de) * | 2006-09-29 | 2008-04-03 | Grünenthal GmbH | Gemischte ORL1/µ-Agonisten zur Behandlung von Schmerz |
| DE102007009235A1 (de) * | 2007-02-22 | 2008-09-18 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| CA2719735A1 (en) | 2008-03-27 | 2009-10-01 | Gruenenthal Gmbh | Substituted 4-aminocyclohexane derivatives |
| PT2260042E (pt) | 2008-03-27 | 2011-12-06 | Gruenenthal Gmbh | Derivados de ciclo-hexano espirocíclicos substituídos |
| WO2009118174A1 (de) | 2008-03-27 | 2009-10-01 | Grünenthal GmbH | Substituierte cyclohexyldiamine |
| ATE537143T1 (de) | 2008-03-27 | 2011-12-15 | Gruenenthal Gmbh | Spiro(5.5)undecan derivate |
| AU2009228637B2 (en) | 2008-03-27 | 2013-12-19 | Grunenthal Gmbh | (Hetero-)aryl cyclohexane derivatives |
| JP5599774B2 (ja) | 2008-03-27 | 2014-10-01 | グリュネンタール・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング | ヒドロキシメチルシクロヘキシルアミン類 |
| KR101333660B1 (ko) | 2008-07-21 | 2013-11-27 | 시오노기세이야쿠가부시키가이샤 | 치환-퀴녹살린-형 가교-피페리딘 화합물 및 그의 용도 |
| SG10201510665WA (en) | 2009-12-04 | 2016-01-28 | Sunovion Pharmaceuticals Inc | Multicycle Compounds And Pharmaceutical Compositions Useful For The Treatment Of Neurological Disorders |
| TWI582092B (zh) * | 2010-07-28 | 2017-05-11 | 歌林達股份有限公司 | 順式-四氫-螺旋(環己烷-1,1’-吡啶[3,4-b]吲哚)-4-胺-衍生物 |
| KR20130097173A (ko) | 2010-08-04 | 2013-09-02 | 그뤼넨탈 게엠베하 | 신경병증성 통증을 치료하기 위한 6’플루오로(N메틸 또는 N,N디메틸)4페닐4’,9’디하이드로3’H스피로[사이클로헥산1,1’피라노[3,4,b]인돌]4아민을 포함하는 약제학적 투여형 |
| MX2013011589A (es) * | 2011-04-07 | 2013-12-16 | Ariad Pharma Inc | Metodos y composiciones para tratar enfermedad de parkinson. |
| TW201607923A (zh) | 2014-07-15 | 2016-03-01 | 歌林達有限公司 | 被取代之氮螺環(4.5)癸烷衍生物 |
| HUE040133T2 (hu) | 2014-07-15 | 2019-02-28 | Gruenenthal Gmbh | Szubsztituált azaspiro(4.5)dekán származékok |
| MA45795A (fr) | 2016-07-29 | 2019-06-05 | Sunovion Pharmaceuticals Inc | Composés et compositions, et utilisations associées |
| PT3494119T (pt) | 2016-07-29 | 2024-12-10 | Pgi Drug Discovery Llc | Compostos e composições e seus usos |
| MX390141B (es) | 2017-02-16 | 2025-03-20 | Sunovion Pharmaceuticals Inc | Metodos para tratar esquizofrenia |
| CA3070993C (en) | 2017-08-02 | 2025-05-20 | Sunovion Pharmaceuticals Inc. | ISOCHROMANE COMPOUNDS AND THEIR USES |
| UA130249C2 (uk) | 2018-02-16 | 2025-12-31 | Сумітомо Фарма Америка, Інк. | Солі, кристалічні форми і способи їх отримання |
| EP3938045A1 (en) | 2019-03-14 | 2022-01-19 | Sunovion Pharmaceuticals Inc. | Salts of a isochromanyl compound and crystalline forms, processes for preparing, therapeutic uses, and pharmaceutical compositions thereof |
| CN119241381A (zh) | 2019-12-26 | 2025-01-03 | 吉尔伽美什制药公司 | 芳基环己基胺衍生物及其在精神障碍的治疗中的用途 |
| KR20260008838A (ko) | 2020-02-18 | 2026-01-16 | 길가메쉬 파마슈티컬스, 인코포레이티드 | 기분 장애 치료에 사용되기 위한 특이적 트립타민 |
| CA3180115A1 (en) | 2020-04-14 | 2021-10-21 | Sunovion Pharmaceuticals Inc. | (s)-(4,5-dihydro-7h-thieno[2,3-c]pyran-7-yl)-n-methylmethanamine for treating neurological and psychiatric disorders |
| US12129234B1 (en) | 2023-08-03 | 2024-10-29 | Gilgamesh Pharmaceuticals, Inc. | Crystalline salts of N-ethyl-(5-fluoro-1H-indol-3-yl)-N-methylethan-1-amine |
| US12180158B1 (en) | 2023-08-03 | 2024-12-31 | Gilgamesh Pharmaceuticals, Inc. | Crystalline fumarate salts of n-ethyl-2-(5-fluoro-1H-indol-3-yl)-n-methylethan-1-amine |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2663935A1 (fr) * | 1990-06-27 | 1992-01-03 | Adir | Nouveaux 1,2,3,4,5,6-hexahydroazepino [4,5-b] indoles et 1,2,3,4-tetrahydrobethacarbolines, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent. |
| HUP0302962A2 (hu) * | 1998-06-12 | 2003-12-29 | Societe De Conseils De Recherches Et D'applications Scientifiques S.A.S. | Béta-karbolinszármazékok, ezeket a vegyületeket tartalmazó gyógyászati készítmények és a vegyületek alkalmazása |
| WO2000038720A1 (en) * | 1998-12-24 | 2000-07-06 | Meiji Seika Kaisha, Ltd. | Remedies for pain |
| DE10044649A1 (de) * | 2000-09-08 | 2002-07-04 | Gruenenthal Gmbh | Substituierte 4-Phenyl-1-(1-phenyl-cyclohexyl)-1,2,3,6-tetrahydropyridine |
| DE10123163A1 (de) * | 2001-05-09 | 2003-01-16 | Gruenenthal Gmbh | Substituierte Cyclohexan-1,4-diaminderivate |
| DE10252667A1 (de) * | 2002-11-11 | 2004-05-27 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE10360792A1 (de) * | 2003-12-23 | 2005-07-28 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
-
2003
- 2003-12-23 DE DE10360793A patent/DE10360793A1/de not_active Withdrawn
-
2004
- 2004-12-21 PL PL04804137T patent/PL1697379T3/pl unknown
- 2004-12-21 WO PCT/EP2004/014540 patent/WO2005063769A1/de not_active Ceased
- 2004-12-21 SI SI200431139T patent/SI1697379T1/sl unknown
- 2004-12-21 JP JP2006546041A patent/JP4791374B2/ja not_active Expired - Fee Related
- 2004-12-21 PT PT04804137T patent/PT1697379E/pt unknown
- 2004-12-21 CA CA2550892A patent/CA2550892C/en not_active Expired - Fee Related
- 2004-12-21 AT AT04804137T patent/ATE426604T1/de active
- 2004-12-21 ES ES04804137T patent/ES2324788T3/es not_active Expired - Lifetime
- 2004-12-21 DE DE502004009243T patent/DE502004009243D1/de not_active Expired - Lifetime
- 2004-12-21 DK DK04804137T patent/DK1697379T3/da active
- 2004-12-21 EP EP04804137A patent/EP1697379B1/de not_active Expired - Lifetime
- 2004-12-22 AR ARP040104858A patent/AR046794A1/es unknown
- 2004-12-23 US US11/019,416 patent/US7288560B2/en not_active Expired - Fee Related
-
2005
- 2005-01-03 PE PE2005000021A patent/PE20050680A1/es not_active Application Discontinuation
-
2009
- 2009-06-12 CY CY20091100629T patent/CY1109142T1/el unknown
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