AU2003270186A1 - 1-pyridin-4-yl-urea derivatives - Google Patents
1-pyridin-4-yl-urea derivatives Download PDFInfo
- Publication number
- AU2003270186A1 AU2003270186A1 AU2003270186A AU2003270186A AU2003270186A1 AU 2003270186 A1 AU2003270186 A1 AU 2003270186A1 AU 2003270186 A AU2003270186 A AU 2003270186A AU 2003270186 A AU2003270186 A AU 2003270186A AU 2003270186 A1 AU2003270186 A1 AU 2003270186A1
- Authority
- AU
- Australia
- Prior art keywords
- urea
- methyl
- pyrrolidin
- compounds
- general formula
- 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.)
- Abandoned
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- ICJVRPQWEPOSOL-UHFFFAOYSA-N pyridin-4-ylurea Chemical class NC(=O)NC1=CC=NC=C1 ICJVRPQWEPOSOL-UHFFFAOYSA-N 0.000 title description 4
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- 125000000217 alkyl group Chemical group 0.000 claims description 74
- 239000000203 mixture Substances 0.000 claims description 61
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 51
- 239000001257 hydrogen Substances 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 44
- 238000000034 method Methods 0.000 claims description 41
- 229910052757 nitrogen Inorganic materials 0.000 claims description 38
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- -1 [1,8]naphthyridin-4-yl Chemical group 0.000 claims description 34
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 32
- 125000003118 aryl group Chemical group 0.000 claims description 31
- 125000006413 ring segment Chemical group 0.000 claims description 28
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 22
- 150000002431 hydrogen Chemical class 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 17
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 12
- 125000004549 quinolin-4-yl group Chemical group N1=CC=C(C2=CC=CC=C12)* 0.000 claims description 11
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- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 8
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- YEUNWXVEHKUOBQ-UHFFFAOYSA-N 2,2-diphenylbutanamide Chemical compound C=1C=CC=CC=1C(C(N)=O)(CC)C1=CC=CC=C1 YEUNWXVEHKUOBQ-UHFFFAOYSA-N 0.000 claims description 7
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- 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 description 6
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- NSSFGHRLJFJRDV-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-(naphthalen-1-ylmethyl)pyrrolidin-3-yl]urea Chemical compound C1=CC=CC2=NC(C)=CC(NC(=O)NC3CN(CC=4C5=CC=CC=C5C=CC=4)CC3)=C21 NSSFGHRLJFJRDV-UHFFFAOYSA-N 0.000 claims description 2
- NQNGYSXJFKNLEU-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-[(4-phenylphenyl)methyl]pyrrolidin-3-yl]urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCN1CC(C=C1)=CC=C1C1=CC=CC=C1 NQNGYSXJFKNLEU-UHFFFAOYSA-N 0.000 claims description 2
- UQOCWXTYTANLFQ-VWLOTQADSA-N 1-[(3s)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CCC(C=1C=CC=CC=1)C1=CC=CC=C1 UQOCWXTYTANLFQ-VWLOTQADSA-N 0.000 claims description 2
- CSJXSJKKACKVQN-SFHVURJKSA-N 1-[(3s)-1-benzylpyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CC1=CC=CC=C1 CSJXSJKKACKVQN-SFHVURJKSA-N 0.000 claims description 2
- DHHPOFYXYGSYAA-UHFFFAOYSA-N 1-[1-(2,2-diphenylethyl)piperidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCCN1CC(C=1C=CC=CC=1)C1=CC=CC=C1 DHHPOFYXYGSYAA-UHFFFAOYSA-N 0.000 claims description 2
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP0210417 | 2002-09-17 | ||
| EPPCT/EP02/10417 | 2002-09-17 | ||
| PCT/EP2003/010154 WO2004026836A2 (en) | 2002-09-17 | 2003-09-12 | 1-pyridin-4-yl-urea derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2003270186A1 true AU2003270186A1 (en) | 2004-04-08 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2003270186A Abandoned AU2003270186A1 (en) | 2002-09-17 | 2003-09-12 | 1-pyridin-4-yl-urea derivatives |
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| Country | Link |
|---|---|
| US (1) | US20060094716A1 (enExample) |
| EP (1) | EP1554249A2 (enExample) |
| JP (1) | JP2006505533A (enExample) |
| KR (1) | KR20050043967A (enExample) |
| CN (1) | CN1681789A (enExample) |
| AU (1) | AU2003270186A1 (enExample) |
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| RU (1) | RU2005111589A (enExample) |
| WO (1) | WO2004026836A2 (enExample) |
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| US7288538B2 (en) | 2003-02-20 | 2007-10-30 | Encysive Pharmaceuticals, Inc. | Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists |
| AU2004212985B2 (en) | 2003-02-20 | 2010-10-14 | Encysive Pharmaceuticals Inc. | Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists |
| US7320989B2 (en) | 2003-02-28 | 2008-01-22 | Encysive Pharmaceuticals, Inc. | Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-II receptor antagonists |
| EP1603884A4 (en) | 2003-02-28 | 2008-05-28 | Encysive Pharmaceuticals Inc | PYRIDINE, PYRIMIDINE, QUINOLINE, QUINAZOLINE AND NAPHTHALENE UROTENSIN II RECEPTOR ANTAGONISTS |
| ATE440835T1 (de) | 2003-03-06 | 2009-09-15 | Glaxo Group Ltd | Heterozyklische harnstoff-derivate für die behandlung von schmerzen. |
| WO2004078744A2 (en) * | 2003-03-07 | 2004-09-16 | Glaxo Group Limited | Urea derivatives and their use as vanilloid receptor antagonists in the treatment of pain |
| GB0305426D0 (en) | 2003-03-08 | 2003-04-16 | Glaxo Group Ltd | Novel compounds |
| CA2520763A1 (en) | 2003-04-03 | 2004-10-21 | The Regents Of The University Of California | Improved inhibitors for the soluble epoxide hydrolase |
| EP1670470B1 (en) * | 2003-09-26 | 2009-04-08 | Actelion Pharmaceuticals Ltd. | Pyridine derivatives and use thereof as urotensin ii antagonists |
| CA2559665A1 (en) | 2004-03-16 | 2005-09-29 | The Regents Of The University Of California | Reducing nephropathy with inhibitors of soluble epoxide hydrolase and epoxyeicosanoids |
| RU2397978C2 (ru) * | 2004-10-12 | 2010-08-27 | Актелион Фармасьютиклз Лтд | 1-[2-(4-бензил-4-гидроксипиперидин-1-ил)-этил]-3-(2-метилхинолин-4-ил)-мочевина в виде кристаллического сульфата |
| US7662910B2 (en) | 2004-10-20 | 2010-02-16 | The Regents Of The University Of California | Inhibitors for the soluble epoxide hydrolase |
| JP4221447B1 (ja) | 2005-09-21 | 2009-02-12 | ファイザー・リミテッド | ムスカリン様受容体アンタゴニストとしてのカルボキサミド誘導体 |
| AR059826A1 (es) * | 2006-03-13 | 2008-04-30 | Univ California | Inhibidores de urea conformacionalmente restringidos de epoxido hidrolasa soluble |
| WO2008144268A1 (en) * | 2007-05-15 | 2008-11-27 | Boehringer Ingelheim International Gmbh | Urotensin ii receptor antagonists |
| CN102046603B (zh) * | 2008-06-03 | 2014-08-13 | 埃科特莱茵药品有限公司 | 作为抗细菌剂的[4-(1-氨基-乙基)-环己基]-甲基-胺及[6-(1-氨基-乙基)-四氢-吡喃-3-基]-甲基-胺衍生物 |
| EP2528604B1 (en) | 2010-01-29 | 2017-11-22 | The Regents of the University of California | Acyl piperidine inhibitors of soluble epoxide hydrolase |
| BR112012024705A2 (pt) * | 2010-03-31 | 2016-06-07 | Actelion Pharmaceuticals Ltd | derivados antibacterianos de isoquinolin-3-ilureia |
| JP2014512337A (ja) * | 2011-01-28 | 2014-05-22 | ユニバーシティ オブ ケンタッキー リサーチ ファウンデーション | スチルベン類似体およびがんを処置する方法 |
| US10336723B2 (en) | 2015-01-23 | 2019-07-02 | Gvk Biosciences Private Limited | Inhibitors of TrkA kinase |
| CN107056673B (zh) * | 2016-09-09 | 2019-10-29 | 南京工业大学 | 一种3,4-二芳基马来酰亚胺衍生物及其制备方法与应用 |
| CN106432039B (zh) * | 2016-09-27 | 2019-02-22 | 南京工业大学 | 3,4-二芳基马来酰亚胺衍生物及其制备方法与应用 |
| WO2020042972A1 (zh) * | 2018-08-27 | 2020-03-05 | 北京赛特明强医药科技有限公司 | 脲取代的芳环连二噁烷并喹唑啉或喹啉类化合物、组合物及其应用 |
| PL4097099T3 (pl) | 2020-02-07 | 2024-11-04 | Gasherbrum Bio, Inc. | Heterocykliczne agonisty glp-1 |
| IL322686A (en) | 2023-02-16 | 2025-10-01 | Gasherbrum Bio Inc | Heterocyclic glp-1 agonists |
| CN119219821A (zh) * | 2024-12-03 | 2024-12-31 | 江苏金杉新材料有限公司 | 用于湿法冶金的苯乙烯系阴离子树脂及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR016817A1 (es) * | 1997-08-14 | 2001-08-01 | Smithkline Beecham Plc | Derivados de fenilurea o feniltiourea, procedimiento para su preparacion, coleccion de compuestos, compuestos intermediarios, composicion farmaceutica,metodo de tratamiento y uso de dichos compuestos para la manufactura de un medicamento |
| AUPP003197A0 (en) * | 1997-09-03 | 1997-11-20 | Fujisawa Pharmaceutical Co., Ltd. | New heterocyclic compounds |
| ES2226785T3 (es) * | 1999-02-12 | 2005-04-01 | Smithkline Beecham Plc | Derivados de fenilurea como antagonistas de los receptores de orexina. |
| JP2004529132A (ja) * | 2001-03-27 | 2004-09-24 | アクテリオン ファマシューティカルズ リミテッド | １，２，３，４−テトラヒドロイソキノリン誘導体 |
| WO2003048154A1 (en) * | 2001-12-04 | 2003-06-12 | Actelion Pharmaceuticals Ltd | 4-(piperidyl- and pyrrolidyl-alkyl-ureido) -quinolines as urotensin ii receptor antagonists |
-
2003
- 2003-09-12 MX MXPA05002839A patent/MXPA05002839A/es unknown
- 2003-09-12 JP JP2004537065A patent/JP2006505533A/ja not_active Abandoned
- 2003-09-12 BR BR0314353-8A patent/BR0314353A/pt not_active IP Right Cessation
- 2003-09-12 KR KR1020057004455A patent/KR20050043967A/ko not_active Withdrawn
- 2003-09-12 US US10/528,043 patent/US20060094716A1/en not_active Abandoned
- 2003-09-12 EP EP03750534A patent/EP1554249A2/en not_active Withdrawn
- 2003-09-12 AU AU2003270186A patent/AU2003270186A1/en not_active Abandoned
- 2003-09-12 CN CNA038219646A patent/CN1681789A/zh active Pending
- 2003-09-12 CA CA002496624A patent/CA2496624A1/en not_active Abandoned
- 2003-09-12 RU RU2005111589/04A patent/RU2005111589A/ru not_active Application Discontinuation
- 2003-09-12 WO PCT/EP2003/010154 patent/WO2004026836A2/en not_active Ceased
-
2005
- 2005-02-21 NO NO20050932A patent/NO20050932L/no not_active Application Discontinuation
- 2005-03-09 ZA ZA200502009A patent/ZA200502009B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA05002839A (es) | 2005-05-27 |
| RU2005111589A (ru) | 2006-01-20 |
| WO2004026836A8 (en) | 2005-05-12 |
| BR0314353A (pt) | 2005-07-19 |
| CN1681789A (zh) | 2005-10-12 |
| EP1554249A2 (en) | 2005-07-20 |
| NO20050932L (no) | 2005-04-15 |
| WO2004026836A3 (en) | 2005-01-20 |
| WO2004026836A2 (en) | 2004-04-01 |
| JP2006505533A (ja) | 2006-02-16 |
| US20060094716A1 (en) | 2006-05-04 |
| KR20050043967A (ko) | 2005-05-11 |
| CA2496624A1 (en) | 2004-04-01 |
| ZA200502009B (en) | 2005-11-01 |
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| MK1 | Application lapsed section 142(2)(a) - no request for examination in relevant period |