JP2010535858A5 - - Google Patents
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- Publication number
- JP2010535858A5 JP2010535858A5 JP2010520992A JP2010520992A JP2010535858A5 JP 2010535858 A5 JP2010535858 A5 JP 2010535858A5 JP 2010520992 A JP2010520992 A JP 2010520992A JP 2010520992 A JP2010520992 A JP 2010520992A JP 2010535858 A5 JP2010535858 A5 JP 2010535858A5
- Authority
- JP
- Japan
- Prior art keywords
- unsubstituted
- compound
- substituted
- benzoxadiazol
- medicament
- 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
- 150000001875 compounds Chemical class 0.000 claims 36
- 239000003814 drug Substances 0.000 claims 14
- 238000004519 manufacturing process Methods 0.000 claims 13
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 201000000980 schizophrenia Diseases 0.000 claims 3
- -1 substituted Chemical class 0.000 claims 3
- 102000003678 AMPA Receptors Human genes 0.000 claims 2
- 108090000078 AMPA Receptors Proteins 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 230000003444 anaesthetic effect Effects 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 2
- 125000005026 carboxyaryl group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 230000007812 deficiency Effects 0.000 claims 2
- 230000002964 excitative effect Effects 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- 125000004963 sulfonylalkyl group Chemical group 0.000 claims 2
- 210000000225 synapse Anatomy 0.000 claims 2
- JSXFREXUMJSKSB-UHFFFAOYSA-N 1-(2,1,3-benzoxadiazol-5-yl)octan-1-one Chemical compound C(CCCCCC)C(=O)C1=CC=2C(=NON=2)C=C1 JSXFREXUMJSKSB-UHFFFAOYSA-N 0.000 claims 1
- ICPFDEGHIWLQHT-UHFFFAOYSA-N 2,1,3-benzoxadiazol-5-yl(2-oxa-5-azabicyclo[2.2.1]heptan-5-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C(CO2)CC2C1 ICPFDEGHIWLQHT-UHFFFAOYSA-N 0.000 claims 1
- VLJBTMQPNFWPHP-UHFFFAOYSA-N 2,1,3-benzoxadiazol-5-yl-(2,3-dichloro-5-azabicyclo[2.2.1]heptan-5-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N(C1)C2CC1C(Cl)C2Cl VLJBTMQPNFWPHP-UHFFFAOYSA-N 0.000 claims 1
- QMYRVTKSHZXAMU-UHFFFAOYSA-N 2,1,3-benzoxadiazol-5-yl-(3,3-difluoro-8-azabicyclo[3.2.1]octan-8-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C2CCC1CC(F)(F)C2 QMYRVTKSHZXAMU-UHFFFAOYSA-N 0.000 claims 1
- OWSSSZMWGUEXGU-UHFFFAOYSA-N 2,1,3-benzoxadiazol-5-yl-(3-fluoro-8-azabicyclo[3.2.1]oct-3-en-8-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C2CCC1C=C(F)C2 OWSSSZMWGUEXGU-UHFFFAOYSA-N 0.000 claims 1
- GQXWPOIQMPNUNL-UHFFFAOYSA-N 3-azabicyclo[2.2.2]octan-3-yl(2,1,3-benzoxadiazol-5-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C(CC2)CCC2C1 GQXWPOIQMPNUNL-UHFFFAOYSA-N 0.000 claims 1
- XLCOYPYTNJSQFB-UHFFFAOYSA-N 5-azabicyclo[2.2.1]hept-2-en-5-yl(2,1,3-benzoxadiazol-5-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C(C=C2)CC2C1 XLCOYPYTNJSQFB-UHFFFAOYSA-N 0.000 claims 1
- FLBFCCXBAQITHK-UHFFFAOYSA-N 8-(2,1,3-benzoxadiazole-5-carbonyl)-8-azabicyclo[3.2.1]octan-3-one Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C2CCC1CC(=O)C2 FLBFCCXBAQITHK-UHFFFAOYSA-N 0.000 claims 1
- JMXIVHHAHKCDSZ-UHFFFAOYSA-N 8-azabicyclo[3.2.1]octan-8-yl(2,1,3-benzoxadiazol-5-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1C2CCC1CCC2 JMXIVHHAHKCDSZ-UHFFFAOYSA-N 0.000 claims 1
- 229940100578 Acetylcholinesterase inhibitor Drugs 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 208000020401 Depressive disease Diseases 0.000 claims 1
- 208000001914 Fragile X syndrome Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000004756 Respiratory Insufficiency Diseases 0.000 claims 1
- 206010038678 Respiratory depression Diseases 0.000 claims 1
- 208000006289 Rett Syndrome Diseases 0.000 claims 1
- XLCOYPYTNJSQFB-HTLJXXAVSA-N [(4r)-5-azabicyclo[2.2.1]hept-2-en-5-yl]-(2,1,3-benzoxadiazol-5-yl)methanone Chemical compound C1=CC2=NON=C2C=C1C(=O)N1[C@@H](C=C2)CC2C1 XLCOYPYTNJSQFB-HTLJXXAVSA-N 0.000 claims 1
- 229940125717 barbiturate Drugs 0.000 claims 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 claims 1
- 230000006399 behavior Effects 0.000 claims 1
- 239000000544 cholinesterase inhibitor Substances 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 230000003920 cognitive function Effects 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000001771 impaired effect Effects 0.000 claims 1
- WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims 1
- 229940127240 opiate Drugs 0.000 claims 1
- 239000000014 opioid analgesic Substances 0.000 claims 1
- OLBCVFGFOZPWHH-UHFFFAOYSA-N propofol Chemical compound CC(C)C1=CC=CC(C(C)C)=C1O OLBCVFGFOZPWHH-UHFFFAOYSA-N 0.000 claims 1
- 229960004134 propofol Drugs 0.000 claims 1
- 230000000241 respiratory effect Effects 0.000 claims 1
- 201000002859 sleep apnea Diseases 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- 0 C*(**(*)[C@@](C)*1)C1N(*)C(C1=C(C*)*C2=N*N=C2*1)=O Chemical compound C*(**(*)[C@@](C)*1)C1N(*)C(C1=C(C*)*C2=N*N=C2*1)=O 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US96436207P | 2007-08-10 | 2007-08-10 | |
| US60/964,362 | 2007-08-10 | ||
| PCT/US2008/009508 WO2009023126A2 (en) | 2007-08-10 | 2008-08-08 | Bicyclic amides for enhancing glutamatergic synaptic responses |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010098175A Division JP2010215630A (ja) | 2007-08-10 | 2010-04-21 | グルタミン酸作動性シナプス反応を増大するための二環式アミド |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010535858A JP2010535858A (ja) | 2010-11-25 |
| JP2010535858A5 true JP2010535858A5 (enExample) | 2011-08-18 |
| JP5576277B2 JP5576277B2 (ja) | 2014-08-20 |
Family
ID=40351347
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010520992A Expired - Fee Related JP5576277B2 (ja) | 2007-08-10 | 2008-08-08 | グルタミン酸作動性シナプス反応を増大するための二環式アミド |
| JP2010098175A Pending JP2010215630A (ja) | 2007-08-10 | 2010-04-21 | グルタミン酸作動性シナプス反応を増大するための二環式アミド |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010098175A Pending JP2010215630A (ja) | 2007-08-10 | 2010-04-21 | グルタミン酸作動性シナプス反応を増大するための二環式アミド |
Country Status (15)
| Country | Link |
|---|---|
| US (3) | US8263591B2 (enExample) |
| EP (1) | EP2187888B1 (enExample) |
| JP (2) | JP5576277B2 (enExample) |
| KR (2) | KR20100045507A (enExample) |
| CN (2) | CN101862330A (enExample) |
| AU (2) | AU2008287445A1 (enExample) |
| BR (2) | BRPI0814149A2 (enExample) |
| CA (2) | CA2702292A1 (enExample) |
| ES (1) | ES2560095T3 (enExample) |
| MX (2) | MX2010001630A (enExample) |
| NZ (1) | NZ583823A (enExample) |
| RU (2) | RU2010106975A (enExample) |
| SG (1) | SG163526A1 (enExample) |
| WO (1) | WO2009023126A2 (enExample) |
| ZA (1) | ZA201001691B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AP2502A (en) | 2007-01-03 | 2012-10-23 | Servier Lab | 3-substituted-[1,2,3]-benzotriazinone compound forenhancing glutamatergic synaptic responses |
| KR101599661B1 (ko) | 2007-05-17 | 2016-03-03 | 코텍스 파마슈티칼스, 인크. | 글루타메이트에 의한 시냅스 반응을 향상시키기 위한 이치환된 아미드 화합물 |
| BRPI0814149A2 (pt) | 2007-08-10 | 2011-09-13 | Cortex Pharma Inc | composto, composição farmacêutica, métodos de tratamento e uso do composto |
| US8168632B2 (en) | 2007-08-10 | 2012-05-01 | Cortex Pharmaceuticals, Inc. | Bicyclic amide derivatives for the treatment of respiratory disorders |
| BRPI1005316A2 (pt) * | 2009-02-02 | 2019-09-24 | Cortex Pharma Inc | composto, composição farmacêuttca, métodos para tratamento e uso de um composto |
| EP2811997B1 (en) | 2012-02-07 | 2018-04-11 | Eolas Therapeutics Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| WO2016025669A1 (en) | 2014-08-13 | 2016-02-18 | Eolas Therapeutics, Inc. | Difluoropyrrolidines as orexin receptor modulators |
| US9739787B2 (en) | 2015-09-01 | 2017-08-22 | Abdulmohsen Ebrahim Alterki | Method for diagnosing sleep apnea by measuring adipsin and betatrophin levels |
| PL3414241T3 (pl) | 2016-02-12 | 2022-10-03 | Astrazeneca Ab | Piperydyny podstawione halo jako modulatory receptora oreksyny |
| WO2018009256A1 (en) * | 2016-03-29 | 2018-01-11 | Respirerx Pharmaceuticals, Inc. | Compositions and methods for treating attention deficit disorders |
| KR20220016918A (ko) | 2019-06-04 | 2022-02-10 | 하거 바이오사이언시즈, 엘엘씨 | 오렉신 길항제로서의 이미다졸로 유도체, 조성물 및 방법 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3723436A (en) * | 1971-02-25 | 1973-03-27 | Sun Oil Co | Process for aromatic lactams |
| FR2597103B1 (fr) * | 1986-04-15 | 1988-12-16 | Provesan Sa | Procede de preparation de derives d'oxazinobenzothiazine 6,6-dioxyde |
| DK1156043T3 (da) | 1992-07-24 | 2004-03-01 | Univ California | Lægemidler, der forøger synaptiske reaktioner formidlet af ampa-receptorer |
| US20020099050A1 (en) * | 1993-07-23 | 2002-07-25 | Lynch Gary S. | Drugs that enhance synaptic responses mediated by AMPA receptors |
| US5650409A (en) * | 1995-06-02 | 1997-07-22 | Cortex Pharmaceuticals, Inc. | Benzoyl piperidines/pyrrolidines for enhancing synaptic response |
| US5736543A (en) * | 1996-04-03 | 1998-04-07 | The Regents Of The University Of California | Benzoxazines for enhancing synaptic response |
| US6030968A (en) * | 1996-09-17 | 2000-02-29 | The Regents Of The University Of California | Positive AMPA receptor modulation to enhance brain neurotrophic factor expression |
| US6110935A (en) * | 1997-02-13 | 2000-08-29 | The Regents Of The University Of California | Benzofurazan compounds for enhancing glutamatergic synaptic responses |
| CN1281335A (zh) * | 1997-10-27 | 2001-01-24 | 科泰克斯药物股份有限公司 | 用安哌克和精神安定剂治疗精神分裂症 |
| US5985871A (en) | 1997-12-24 | 1999-11-16 | Cortex Pharmaceuticals, Inc. | Benzoxazine compounds for enhancing synaptic response |
| WO1999042456A2 (en) | 1998-02-18 | 1999-08-26 | Neurosearch A/S | Novel compounds and their use as positive ampa receptor modulators |
| US6713474B2 (en) * | 1998-09-18 | 2004-03-30 | Abbott Gmbh & Co. Kg | Pyrrolopyrimidines as therapeutic agents |
| US6303542B1 (en) * | 2000-08-18 | 2001-10-16 | Rohm And Haas Company | Herbicidal 3-substituted-phenyl-1,2,3-benzotriazin-4-ones |
| PA8535601A1 (es) * | 2000-12-21 | 2002-11-28 | Pfizer | Derivados benzimidazol y piridilimidazol como ligandos para gabaa |
| AUPS255202A0 (en) | 2002-05-27 | 2002-06-13 | Monash University | Agents and methods for the treatment of disorders associated with motor neuron degeneration |
| WO2004089416A2 (en) * | 2003-04-11 | 2004-10-21 | Novo Nordisk A/S | Combination of an 11beta-hydroxysteroid dehydrogenase type 1 inhibitor and an antihypertensive agent |
| US20050085446A1 (en) | 2003-04-14 | 2005-04-21 | Babu M.K. M. | Fluoroquinolone formulations and methods of making and using the same |
| GB0317482D0 (en) * | 2003-07-25 | 2003-08-27 | Pfizer Ltd | Nicotinamide derivatives useful as pde4 inhibitors |
| CN1897950A (zh) * | 2003-10-14 | 2007-01-17 | 惠氏公司 | 稠合芳基和杂芳基衍生物及其使用方法 |
| CA2660431C (en) | 2006-08-31 | 2015-03-17 | The Governors Of The University Of Alberta | Method of inhibition of respiratory depression using positive allosteric ampa receptor modulators |
| US20100041647A1 (en) * | 2007-01-03 | 2010-02-18 | Cortex Pharmaceuticals, Inc. | 3-Substituted-[1,2,3]-Benzotriazinone compounds for enhancing glutamatergic synaptic responses |
| AP2502A (en) | 2007-01-03 | 2012-10-23 | Servier Lab | 3-substituted-[1,2,3]-benzotriazinone compound forenhancing glutamatergic synaptic responses |
| KR101599661B1 (ko) * | 2007-05-17 | 2016-03-03 | 코텍스 파마슈티칼스, 인크. | 글루타메이트에 의한 시냅스 반응을 향상시키기 위한 이치환된 아미드 화합물 |
| BRPI0814149A2 (pt) | 2007-08-10 | 2011-09-13 | Cortex Pharma Inc | composto, composição farmacêutica, métodos de tratamento e uso do composto |
| BRPI0815957A2 (pt) | 2007-09-20 | 2019-09-24 | Cortex Pharma Inc | "composto, composição farmacêutica, métodos e respectivo uso de 1,2,3-triazin-4-onas trissubstituídas e 1,3-pirimidinonas trissubstituídas para a melhora das respostas sinápticas glutamatérgicas" |
-
2008
- 2008-08-08 BR BRPI0814149-5A patent/BRPI0814149A2/pt not_active IP Right Cessation
- 2008-08-08 AU AU2008287445A patent/AU2008287445A1/en not_active Abandoned
- 2008-08-08 CA CA2702292A patent/CA2702292A1/en not_active Abandoned
- 2008-08-08 KR KR1020107005366A patent/KR20100045507A/ko not_active Withdrawn
- 2008-08-08 EP EP08795126.5A patent/EP2187888B1/en active Active
- 2008-08-08 NZ NZ583823A patent/NZ583823A/en not_active IP Right Cessation
- 2008-08-08 SG SG201004604-3A patent/SG163526A1/en unknown
- 2008-08-08 WO PCT/US2008/009508 patent/WO2009023126A2/en not_active Ceased
- 2008-08-08 CN CN201010207140A patent/CN101862330A/zh active Pending
- 2008-08-08 BR BRPI0823262-8A2A patent/BRPI0823262A2/pt not_active Application Discontinuation
- 2008-08-08 RU RU2010106975/04A patent/RU2010106975A/ru not_active Application Discontinuation
- 2008-08-08 US US12/733,073 patent/US8263591B2/en not_active Expired - Fee Related
- 2008-08-08 MX MX2010001630A patent/MX2010001630A/es unknown
- 2008-08-08 JP JP2010520992A patent/JP5576277B2/ja not_active Expired - Fee Related
- 2008-08-08 CA CA2695742A patent/CA2695742C/en not_active Expired - Fee Related
- 2008-08-08 KR KR1020107004015A patent/KR20100051678A/ko not_active Ceased
- 2008-08-08 ES ES08795126.5T patent/ES2560095T3/es active Active
- 2008-08-08 CN CN2008801025333A patent/CN101896183B/zh not_active Expired - Fee Related
- 2008-08-08 MX MX2010001631A patent/MX2010001631A/es active IP Right Grant
-
2010
- 2010-02-17 AU AU2010200563A patent/AU2010200563A1/en not_active Abandoned
- 2010-03-04 RU RU2010107795/15A patent/RU2010107795A/ru not_active Application Discontinuation
- 2010-03-09 ZA ZA2010/01691A patent/ZA201001691B/en unknown
- 2010-04-21 JP JP2010098175A patent/JP2010215630A/ja active Pending
- 2010-09-03 US US12/807,379 patent/US8110584B2/en not_active Expired - Fee Related
-
2012
- 2012-07-25 US US13/557,681 patent/US9492440B2/en not_active Expired - Fee Related
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