JP5097696B2 - Ｖｒ１拮抗剤としての２，３−置換縮合ピリミジン−４（３ｈ）−オン - Google Patents
Ｖｒ１拮抗剤としての２，３−置換縮合ピリミジン−４（３ｈ）−オン Download PDFInfo
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- JP5097696B2 JP5097696B2 JP2008502490A JP2008502490A JP5097696B2 JP 5097696 B2 JP5097696 B2 JP 5097696B2 JP 2008502490 A JP2008502490 A JP 2008502490A JP 2008502490 A JP2008502490 A JP 2008502490A JP 5097696 B2 JP5097696 B2 JP 5097696B2
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- alkyl
- pain
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- 239000005557 antagonist Substances 0.000 title description 15
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical class O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 110
- 125000000217 alkyl group Chemical group 0.000 claims description 99
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- 125000005843 halogen group Chemical group 0.000 claims description 40
- 229910052760 oxygen Inorganic materials 0.000 claims description 38
- 150000003839 salts Chemical class 0.000 claims description 37
- 229910052757 nitrogen Inorganic materials 0.000 claims description 35
- 229910052736 halogen Inorganic materials 0.000 claims description 33
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- 125000005842 heteroatom Chemical group 0.000 claims description 29
- 229910052717 sulfur Inorganic materials 0.000 claims description 29
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 27
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 23
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 23
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 21
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 20
- 125000001424 substituent group Chemical group 0.000 claims description 19
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- 238000011282 treatment Methods 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 12
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
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- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 6
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- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 5
- 150000002431 hydrogen Chemical class 0.000 claims description 5
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- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
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- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 3
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- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
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- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
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- 201000005569 Gout Diseases 0.000 claims description 2
- 206010060800 Hot flush Diseases 0.000 claims description 2
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- 241001465754 Metazoa Species 0.000 claims description 2
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- 208000004550 Postoperative Pain Diseases 0.000 claims description 2
- 206010039085 Rhinitis allergic Diseases 0.000 claims description 2
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- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
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- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims description 2
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- 208000037916 non-allergic rhinitis Diseases 0.000 claims description 2
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- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 2
- 208000030062 persistent idiopathic facial pain Diseases 0.000 claims description 2
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 54
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 36
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| GB0506147.8 | 2005-03-24 | ||
| GBGB0506147.8A GB0506147D0 (en) | 2005-03-24 | 2005-03-24 | Therapeutic agents |
| PCT/GB2006/050060 WO2006100520A1 (en) | 2005-03-24 | 2006-03-21 | 2,3-substituted fused pyrimidin-4(3h)-ones as vr1 antagonists |
Publications (3)
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| JP2008534486A JP2008534486A (ja) | 2008-08-28 |
| JP2008534486A5 JP2008534486A5 (cg-RX-API-DMAC7.html) | 2012-06-07 |
| JP5097696B2 true JP5097696B2 (ja) | 2012-12-12 |
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| WO (1) | WO2006100520A1 (cg-RX-API-DMAC7.html) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP5643112B2 (ja) | 2008-01-28 | 2014-12-17 | アモーレパシフィック コーポレイションＡｍｏｒｅｐａｃｉｆｉｃ Ｃｏｒｐｏｒａｔｉｏｎ | バニロイド受容体としての新規化合物、その異性体または薬剤学的に許容し得る塩、及びこれを含有する医薬組成物 |
| KR101621444B1 (ko) | 2008-07-02 | 2016-05-19 | (주)아모레퍼시픽 | 바닐로이드 수용체 길항제로 작용하는 신규 화합물, 이의 이성질체 또는 이의 약제학적으로 허용 가능한 염, 및 이를 포함하는 약학 조성물 |
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| US11466017B2 (en) | 2011-03-10 | 2022-10-11 | Board Of Regents, The University Of Texas System | Heterocyclic inhibitors of PTPN11 |
| PE20140983A1 (es) | 2011-03-11 | 2014-08-25 | Celgene Corp | Formas solidas de 3-(5-amino-2-metil-4-oxo-4h-quinazolin-3-il)-piperidin-2,6-diona, y sus composiciones farmaceuticas y sus usos |
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| JP2015531776A (ja) | 2012-09-04 | 2015-11-05 | セルジーン コーポレイション | ３−（５−アミノ−２−メチル−４−オキソキナゾリン−３（４ｈ）−イル）ピペリジン−２，６−ジオンのアイソトポログ及びその製造方法 |
| WO2015051241A1 (en) | 2013-10-04 | 2015-04-09 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| SG10201902074UA (en) | 2013-10-04 | 2019-04-29 | Infinity Pharmaceuticals Inc | Heterocyclic compounds and uses thereof |
| PT3119397T (pt) | 2014-03-19 | 2022-04-11 | Infinity Pharmaceuticals Inc | Compostos heterocíclicos para utilização no tratamento de distúrbios mediados por pi3k-gama |
| WO2016054491A1 (en) | 2014-10-03 | 2016-04-07 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| US9957267B2 (en) | 2015-07-01 | 2018-05-01 | Crinetics Pharmaceuticals, Inc. | Somatostatin modulators and uses thereof |
| KR102787845B1 (ko) | 2015-09-14 | 2025-03-31 | 트웰브 테라퓨틱스, 아이엔씨. | 이소퀴놀리논의 고체형, 그의 제조 방법, 이를 포함하는 조성물 및 이를 사용하는 방법 |
| DE102015012049A1 (de) * | 2015-09-15 | 2017-03-16 | Merck Patent Gmbh | Verbindungen als ASIC-Inhibitoren und deren Verwendungen |
| WO2017156397A1 (en) * | 2016-03-11 | 2017-09-14 | Board Of Regents, The University Of Texas Sysytem | Heterocyclic inhibitors of ptpn11 |
| US10759806B2 (en) | 2016-03-17 | 2020-09-01 | Infinity Pharmaceuticals, Inc. | Isotopologues of isoquinolinone and quinazolinone compounds and uses thereof as PI3K kinase inhibitors |
| US10919914B2 (en) | 2016-06-08 | 2021-02-16 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
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|---|---|---|---|---|
| DE1950990A1 (de) * | 1968-10-17 | 1970-05-14 | Ciba Geigy | Verfahren zur Herstellung von neuen triazacyclischen Verbindungen |
| WO2002076946A2 (en) * | 2001-03-26 | 2002-10-03 | Novartis Ag | Fused pyridine derivatives for use as vanilloid receptor antagonists for treating pain. |
| WO2003014064A1 (en) * | 2001-07-31 | 2003-02-20 | Bayer Healthcare Ag | Naphthylurea and naphthylacetamide derivatives as vanilloid receptor 1 (vr1) antagonists |
| EP1687306A1 (en) * | 2003-11-14 | 2006-08-09 | MERCK SHARP & DOHME LTD. | Bicyclic pyrimidin-4-(3h)-ones and analogues and derivatives thereof which modulate the function of the vanilloid-1 receptor (vr1) |
| AR051596A1 (es) * | 2004-10-26 | 2007-01-24 | Irm Llc | Compuestos heterociclicos condensados nitrogenados como inhibidores de la actividad del receptor canabinoide 1; composiciones farmaceuticas que los contienen y su empleo en la preparacion de medicamentos para el tratamiento de trastornos alimentarios |
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2005
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2006
- 2006-03-21 WO PCT/GB2006/050060 patent/WO2006100520A1/en not_active Ceased
- 2006-03-21 US US11/886,812 patent/US20110152242A1/en not_active Abandoned
- 2006-03-21 CA CA002602395A patent/CA2602395A1/en not_active Abandoned
- 2006-03-21 AU AU2006226084A patent/AU2006226084B2/en not_active Ceased
- 2006-03-21 EP EP06710177A patent/EP1866310B1/en not_active Not-in-force
- 2006-03-21 JP JP2008502490A patent/JP5097696B2/ja not_active Expired - Fee Related
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| EP1866310A1 (en) | 2007-12-19 |
| EP1866310B1 (en) | 2012-07-11 |
| US20110152242A1 (en) | 2011-06-23 |
| GB0506147D0 (en) | 2005-05-04 |
| CA2602395A1 (en) | 2006-09-28 |
| AU2006226084A1 (en) | 2006-09-28 |
| WO2006100520A1 (en) | 2006-09-28 |
| AU2006226084B2 (en) | 2011-09-08 |
| JP2008534486A (ja) | 2008-08-28 |
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