JP2010538001A5 - - Google Patents
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- Publication number
- JP2010538001A5 JP2010538001A5 JP2010523095A JP2010523095A JP2010538001A5 JP 2010538001 A5 JP2010538001 A5 JP 2010538001A5 JP 2010523095 A JP2010523095 A JP 2010523095A JP 2010523095 A JP2010523095 A JP 2010523095A JP 2010538001 A5 JP2010538001 A5 JP 2010538001A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- independently
- heterocycle
- optionally substituted
- 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
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 217
- 125000003118 aryl group Chemical group 0.000 claims description 142
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 94
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 86
- 229910052739 hydrogen Inorganic materials 0.000 claims description 86
- 239000001257 hydrogen Substances 0.000 claims description 86
- 229910052757 nitrogen Inorganic materials 0.000 claims description 59
- 150000001875 compounds Chemical class 0.000 claims description 55
- 125000001072 heteroaryl group Chemical group 0.000 claims description 55
- 229910052760 oxygen Inorganic materials 0.000 claims description 39
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 37
- 239000001301 oxygen Substances 0.000 claims description 37
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 229910052736 halogen Inorganic materials 0.000 claims description 34
- 125000000623 heterocyclic group Chemical group 0.000 claims description 34
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 26
- 125000004122 cyclic group Chemical group 0.000 claims description 26
- 125000002950 monocyclic group Chemical group 0.000 claims description 26
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 26
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 24
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 22
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 22
- 150000002148 esters Chemical class 0.000 claims description 22
- 239000000651 prodrug Substances 0.000 claims description 22
- 229940002612 prodrug Drugs 0.000 claims description 22
- 125000002619 bicyclic group Chemical group 0.000 claims description 18
- 125000005842 heteroatom Chemical group 0.000 claims description 18
- 125000004043 oxo group Chemical group O=* 0.000 claims description 18
- 125000005843 halogen group Chemical group 0.000 claims description 17
- 150000002367 halogens Chemical class 0.000 claims description 17
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 16
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 239000011593 sulfur Substances 0.000 claims description 13
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 8
- 125000005862 (C1-C6)alkanoyl group Chemical group 0.000 claims description 8
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 8
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 7
- 125000005100 aryl amino carbonyl group Chemical group 0.000 claims description 7
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 7
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 7
- -1 -(CH 2 ) n OH Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 23
- 241001465754 Metazoa Species 0.000 claims 17
- 208000020016 psychiatric disease Diseases 0.000 claims 8
- 208000012902 Nervous system disease Diseases 0.000 claims 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 4
- 208000026106 cerebrovascular disease Diseases 0.000 claims 4
- 208000015114 central nervous system disease Diseases 0.000 claims 3
- 208000010877 cognitive disease Diseases 0.000 claims 3
- 208000027061 mild cognitive impairment Diseases 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- SNZSSCZJMVIOCR-UHFFFAOYSA-N 7-azabicyclo[2.2.1]heptane Chemical compound C1CC2CCC1N2 SNZSSCZJMVIOCR-UHFFFAOYSA-N 0.000 claims 2
- 208000017194 Affective disease Diseases 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 2
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 2
- 206010019196 Head injury Diseases 0.000 claims 2
- 102000010909 Monoamine Oxidase Human genes 0.000 claims 2
- 108010062431 Monoamine oxidase Proteins 0.000 claims 2
- 208000019022 Mood disease Diseases 0.000 claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 201000004810 Vascular dementia Diseases 0.000 claims 2
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 2
- 208000029028 brain injury Diseases 0.000 claims 2
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 claims 2
- 206010027175 memory impairment Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 claims 2
- 229930192474 thiophene Natural products 0.000 claims 2
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- 208000026139 Memory disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 208000028017 Psychotic disease Diseases 0.000 claims 1
- 230000003920 cognitive function Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 208000015238 neurotic disease Diseases 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical group CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 0 **c1c(*)c(*)c(C2=[Al]C(*)=NO2)[s]1 Chemical compound **c1c(*)c(*)c(C2=[Al]C(*)=NO2)[s]1 0.000 description 3
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US96820507P | 2007-08-27 | 2007-08-27 | |
| US60/968,205 | 2007-08-27 | ||
| PCT/US2008/074353 WO2009029632A1 (en) | 2007-08-27 | 2008-08-26 | Therapeutic isoxazole compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015050436A Division JP2015110666A (ja) | 2007-08-27 | 2015-03-13 | 治療用イソオキサゾール化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010538001A JP2010538001A (ja) | 2010-12-09 |
| JP2010538001A5 true JP2010538001A5 (cg-RX-API-DMAC7.html) | 2011-09-22 |
| JP5718053B2 JP5718053B2 (ja) | 2015-05-13 |
Family
ID=40387754
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010523095A Expired - Fee Related JP5718053B2 (ja) | 2007-08-27 | 2008-08-26 | 治療用イソオキサゾール化合物 |
| JP2015050436A Withdrawn JP2015110666A (ja) | 2007-08-27 | 2015-03-13 | 治療用イソオキサゾール化合物 |
| JP2016138293A Expired - Fee Related JP6250746B2 (ja) | 2007-08-27 | 2016-07-13 | 治療用イソオキサゾール化合物 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015050436A Withdrawn JP2015110666A (ja) | 2007-08-27 | 2015-03-13 | 治療用イソオキサゾール化合物 |
| JP2016138293A Expired - Fee Related JP6250746B2 (ja) | 2007-08-27 | 2016-07-13 | 治療用イソオキサゾール化合物 |
Country Status (11)
| Country | Link |
|---|---|
| US (5) | US8222243B2 (cg-RX-API-DMAC7.html) |
| EP (2) | EP3311813B1 (cg-RX-API-DMAC7.html) |
| JP (3) | JP5718053B2 (cg-RX-API-DMAC7.html) |
| KR (2) | KR101669432B1 (cg-RX-API-DMAC7.html) |
| CN (2) | CN104072489B (cg-RX-API-DMAC7.html) |
| AU (2) | AU2008293542B9 (cg-RX-API-DMAC7.html) |
| CA (2) | CA2974477C (cg-RX-API-DMAC7.html) |
| ES (2) | ES2748599T3 (cg-RX-API-DMAC7.html) |
| IL (3) | IL203910A (cg-RX-API-DMAC7.html) |
| MX (1) | MX2010002258A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2009029632A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (30)
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| KR101370280B1 (ko) | 2005-07-26 | 2014-03-06 | 바이알 - 포르텔라 앤드 씨에이 에스에이 | Ｃｏｍｔ 억제제로서의 니트로카테콜 유도체 |
| EP1845097A1 (en) | 2006-04-10 | 2007-10-17 | Portela & Ca., S.A. | Oxadiazole derivatives as COMT inhibitors |
| US8524746B2 (en) | 2007-01-31 | 2013-09-03 | Bial-Portela & Ca., S.A. | Dosage regimen for COMT inhibitors |
| KR101669432B1 (ko) | 2007-08-27 | 2016-10-26 | 다트 뉴로사이언스 (케이만) 엘티디. | 치료적 이속사졸 화합물 |
| RU2010139315A (ru) | 2008-03-17 | 2012-04-27 | Биал - Портела Энд Ка., С.А. (Pt) | Кристаллические формы 5-[3-(2,5-дихлор-4,6-диметил-1-окси-пиридин-3-ил)[1,2,4]оксадиазол-5-ил]-3-нитробензол-1,2-диола |
| DE102009041241A1 (de) | 2009-09-11 | 2011-08-04 | Bayer Schering Pharma Aktiengesellschaft, 13353 | Substituierte Aryl-Verbindungen und ihre Verwendung |
| DE102009041242A1 (de) | 2009-09-11 | 2011-12-15 | Bayer Schering Pharma Aktiengesellschaft | Heterocyclisch substituierte Aryl-Verbindungen und ihre Verwendung |
| MX340360B (es) | 2009-04-01 | 2016-07-07 | Bial-Portela & Ca S A | Formulaciones farmaceuticas que comprenden derivados de nitrocatecol y metodos para hacer las mismas. |
| WO2011076725A1 (en) * | 2009-12-21 | 2011-06-30 | Bayer Cropscience Ag | Thienylpyri (mi) dinylazole and their use for controlling phytopathogenic fungi |
| US20140045900A1 (en) | 2011-02-11 | 2014-02-13 | Bial-Portela & Ca, S.A. | Administration regime for nitrocatechols |
| CN102229606B (zh) * | 2011-06-03 | 2014-07-02 | 浙江工业大学 | 含异噁唑杂环的2-甲基苯并呋喃类衍生物及制备与应用 |
| CN102229603B (zh) * | 2011-06-03 | 2014-07-02 | 浙江工业大学 | 含三唑杂环的2-甲基苯并呋喃类化合物及其制备与应用 |
| EA201490228A1 (ru) | 2011-07-08 | 2014-08-29 | Новартис Аг | Новые производные трифторметилоксадиазола и их применение для лечения заболевания |
| WO2013066839A2 (en) * | 2011-10-31 | 2013-05-10 | Glaxosmithkline Llc | Compounds and methods |
| KR20140097459A (ko) | 2011-11-28 | 2014-08-06 | 노파르티스 아게 | 신규 트리플루오로메틸-옥사디아졸 유도체 및 질환의 치료에서의 그의 용도 |
| JP6456143B2 (ja) | 2011-12-13 | 2019-01-23 | ノヴィファーマ，エス．アー． | カテコール−ｏ−メチル転移酵素阻害剤を調製するための中間体として有用な化学的化合物 |
| RU2668073C2 (ru) | 2013-03-14 | 2018-09-26 | Дарт Нейросайенс (Кайман) Лтд. | Замещенные пиридиновые и пиразиновые соединения в качестве ингибиторов pde4 |
| BR112015022202A2 (pt) | 2013-03-14 | 2017-07-18 | Dart Neuroscience Cayman Ltd | compostos substituídos de naftiridina e quinolina como inibidores da mao |
| CN104016938B (zh) * | 2014-05-28 | 2016-08-17 | 浙江工业大学 | 一种含苯硒基的噁二唑类化合物及其制备与应用 |
| CN104016939B (zh) * | 2014-05-28 | 2016-06-15 | 浙江工业大学 | 一种2-亚乙基-3-乙酰基-1,3,4-噁二唑类化合物及其制备与应用 |
| CA2960386A1 (en) * | 2014-09-17 | 2016-03-24 | Dart Neuroscience (Cayman) Ltd. | Mao-b inhibitors and rehabilitation |
| JP2018500300A (ja) | 2014-11-28 | 2018-01-11 | ノヴィファーマ，エス．アー． | パーキンソン病を遅延させるための医薬 |
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| WO2018177993A1 (de) | 2017-03-31 | 2018-10-04 | Bayer Cropscience Aktiengesellschaft | Pyrazole zur bekämpfung von arthropoden |
| BR112019022137A2 (pt) | 2017-05-04 | 2020-05-12 | Basf Se | Usos de compostos, compostos da fórmula i, composição agroquímica e método para combater fungos nocivos fitopatogênicos |
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2008
- 2008-08-26 KR KR1020157012712A patent/KR101669432B1/ko not_active Expired - Fee Related
- 2008-08-26 ES ES17204892T patent/ES2748599T3/es active Active
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- 2008-08-26 EP EP17204892.8A patent/EP3311813B1/en not_active Not-in-force
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- 2008-08-26 EP EP08828742.0A patent/EP2182809B1/en not_active Not-in-force
- 2008-08-26 US US12/198,686 patent/US8222243B2/en not_active Expired - Fee Related
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