JP2006513205A5 - - Google Patents
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- Publication number
- JP2006513205A5 JP2006513205A5 JP2004563508A JP2004563508A JP2006513205A5 JP 2006513205 A5 JP2006513205 A5 JP 2006513205A5 JP 2004563508 A JP2004563508 A JP 2004563508A JP 2004563508 A JP2004563508 A JP 2004563508A JP 2006513205 A5 JP2006513205 A5 JP 2006513205A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydroxy
- methyl
- cycloalkyl
- heterocyclyl
- 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.)
- Withdrawn
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- 125000000217 alkyl group Chemical group 0.000 claims 35
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 21
- 125000000623 heterocyclic group Chemical group 0.000 claims 17
- -1 CN- Chemical group 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 10
- 229910052757 nitrogen Inorganic materials 0.000 claims 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000000304 alkynyl group Chemical group 0.000 claims 6
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000006573 (C1-C10) heteroaryl group Chemical group 0.000 claims 2
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 2
- RGQPEMBJOFTNNB-UHFFFAOYSA-N 2-chloro-n-[(1-hydroxycycloheptyl)methyl]-5-[4-(2-hydroxy-3-methoxypropyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]benzamide Chemical compound O=C1N(CC(O)COC)C(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CCCCCC2)=C1 RGQPEMBJOFTNNB-UHFFFAOYSA-N 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 102000000589 Interleukin-1 Human genes 0.000 claims 2
- 108010002352 Interleukin-1 Proteins 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 235000019000 fluorine Nutrition 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- RFPJMKABSJEKPH-UHFFFAOYSA-N 2-chloro-5-[4-(cyanomethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-n-[(1-hydroxycycloheptyl)methyl]benzamide Chemical compound O=C1N(CC#N)C(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CCCCCC2)=C1 RFPJMKABSJEKPH-UHFFFAOYSA-N 0.000 claims 1
- LJVLXMYFZRVQHX-UHFFFAOYSA-N 2-chloro-5-[4-(cyanomethyl)-5-oxo-1,2,4-triazol-1-yl]-n-[(1-hydroxycycloheptyl)methyl]benzamide Chemical compound C=1C(N2C(N(CC#N)C=N2)=O)=CC=C(Cl)C=1C(=O)NCC1(O)CCCCCC1 LJVLXMYFZRVQHX-UHFFFAOYSA-N 0.000 claims 1
- UKDIGJHGQVHHHP-UHFFFAOYSA-N 2-chloro-n-[(1-hydroxy-3,3-dimethylcyclohexyl)methyl]-5-(5-methyl-3-oxo-1h-1,2,4-triazol-2-yl)benzamide Chemical compound O=C1NC(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CC(C)(C)CCC2)=C1 UKDIGJHGQVHHHP-UHFFFAOYSA-N 0.000 claims 1
- RCTDSGVXRWTORZ-UHFFFAOYSA-N 2-chloro-n-[(1-hydroxycycloheptyl)methyl]-5-(3-oxo-1h-1,2,4-triazol-2-yl)benzamide Chemical compound C=1C(N2C(NC=N2)=O)=CC=C(Cl)C=1C(=O)NCC1(O)CCCCCC1 RCTDSGVXRWTORZ-UHFFFAOYSA-N 0.000 claims 1
- YOSWOAOSZWTECO-UHFFFAOYSA-N 2-chloro-n-[(1-hydroxycycloheptyl)methyl]-5-(5-methyl-3-oxo-1h-1,2,4-triazol-2-yl)benzamide Chemical compound O=C1NC(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CCCCCC2)=C1 YOSWOAOSZWTECO-UHFFFAOYSA-N 0.000 claims 1
- FHLQCVGMVRPOSI-UHFFFAOYSA-N 2-chloro-n-[(1-hydroxycycloheptyl)methyl]-5-[4-(2-hydroxyethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]benzamide Chemical compound O=C1N(CCO)C(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CCCCCC2)=C1 FHLQCVGMVRPOSI-UHFFFAOYSA-N 0.000 claims 1
- CSWDVEPPNDYGGX-UHFFFAOYSA-N 2-chloro-n-[(1-hydroxycycloheptyl)methyl]-5-[4-(2-methoxyethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]benzamide Chemical compound O=C1N(CCOC)C(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CCCCCC2)=C1 CSWDVEPPNDYGGX-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- JZGBEXCGSAJKCR-UHFFFAOYSA-N 5-[4-(2-aminoethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-2-chloro-n-[(1-hydroxycycloheptyl)methyl]benzamide Chemical compound O=C1N(CCN)C(C)=NN1C1=CC=C(Cl)C(C(=O)NCC2(O)CCCCCC2)=C1 JZGBEXCGSAJKCR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 0 *c1ccc(*)c(C(N*)=O)c1 Chemical compound *c1ccc(*)c(C(N*)=O)c1 0.000 description 8
- YEJJUJNTWYKFLS-UHFFFAOYSA-N CCC(N1CCCC1)=O Chemical compound CCC(N1CCCC1)=O YEJJUJNTWYKFLS-UHFFFAOYSA-N 0.000 description 1
- MTJVUMGKHCIMJL-UHFFFAOYSA-N CCC(N1CCCCC1)=O Chemical compound CCC(N1CCCCC1)=O MTJVUMGKHCIMJL-UHFFFAOYSA-N 0.000 description 1
- YEQAMPOYHLICPF-UHFFFAOYSA-N CCC(N1CCNCC1)=O Chemical compound CCC(N1CCNCC1)=O YEQAMPOYHLICPF-UHFFFAOYSA-N 0.000 description 1
- PXHFWPOPKVWXQT-UHFFFAOYSA-N CN(C=CN1)C1=O Chemical compound CN(C=CN1)C1=O PXHFWPOPKVWXQT-UHFFFAOYSA-N 0.000 description 1
- ILQNVRGOXXBGCI-UHFFFAOYSA-N CN1N=CNC1=O Chemical compound CN1N=CNC1=O ILQNVRGOXXBGCI-UHFFFAOYSA-N 0.000 description 1
- SAEJJZSYLNCLIG-UHFFFAOYSA-O COC(CN)C[OH2+] Chemical compound COC(CN)C[OH2+] SAEJJZSYLNCLIG-UHFFFAOYSA-O 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43722802P | 2002-12-31 | 2002-12-31 | |
| PCT/IB2003/006232 WO2004058731A1 (en) | 2002-12-31 | 2003-12-30 | Benzamide inhibitors of the p2x7 receptor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006513205A JP2006513205A (ja) | 2006-04-20 |
| JP2006513205A5 true JP2006513205A5 (enExample) | 2007-02-08 |
Family
ID=32682421
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004563508A Withdrawn JP2006513205A (ja) | 2002-12-31 | 2003-12-30 | Ｐ２ｘ７受容体のベンズアミド阻害剤 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1581507A1 (enExample) |
| JP (1) | JP2006513205A (enExample) |
| AU (1) | AU2003288640A1 (enExample) |
| BR (1) | BR0317844A (enExample) |
| CA (1) | CA2511189A1 (enExample) |
| MX (1) | MXPA05007130A (enExample) |
| WO (1) | WO2004058731A1 (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7071223B1 (en) | 2002-12-31 | 2006-07-04 | Pfizer, Inc. | Benzamide inhibitors of the P2X7 receptor |
| EP1626962B1 (en) | 2003-05-12 | 2007-02-28 | Pfizer Products Inc. | Benzamide inhibitors of the p2x7 receptor |
| EP1837330B1 (en) * | 2003-05-12 | 2012-10-24 | Pfizer Products Inc. | Benzamide inhibitors of the P2X7 receptor |
| CN1980902A (zh) | 2004-06-29 | 2007-06-13 | 辉瑞产品有限公司 | 通过对羟基保护前体去保护而制备5－4－(2－羟基－丙基)－3，5－二氧代－4，5－二氢－3h－[1，2，4]三嗪－2－基－苯甲酰胺衍生物的方法 |
| JP2008511302A (ja) * | 2004-08-31 | 2008-04-17 | シレンティス・エセ・ア・ウ | Ｐ２ｘ７レセプター発現を阻害する方法及び組成物 |
| CA2627114A1 (en) | 2005-11-07 | 2007-05-18 | Abbott Laboratories | P2x7 receptor antagonists and methods of use |
| AU2009228649B2 (en) | 2008-03-25 | 2014-05-22 | Affectis Pharmaceuticals Ag | Novel P2X7R antagonists and their use |
| DK2243772T3 (da) | 2009-04-14 | 2012-02-13 | Affectis Pharmaceuticals Ag | Hidtil ukendte P2X7R-antagonister og deres anvendelse |
| WO2011109833A2 (en) | 2010-03-05 | 2011-09-09 | President And Fellows Of Harvard College | Induced dendritic cell compositions and uses thereof |
| EP2386541A1 (en) | 2010-05-14 | 2011-11-16 | Affectis Pharmaceuticals AG | Novel methods for the preparation of P2X7R antagonists |
| HRP20150462T1 (hr) * | 2010-10-01 | 2015-07-17 | Taisho Pharmaceutical Co., Ltd | Derivat 1,2,4-triazolona |
| WO2012110190A1 (en) | 2011-02-17 | 2012-08-23 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| US20140073651A1 (en) | 2011-02-22 | 2014-03-13 | Actelion Pharmaceuticals Ltd. | Benzamide derivatives as p2x7 receptor antagonists |
| WO2012163456A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| WO2012163792A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| MX2014000894A (es) | 2011-07-22 | 2014-02-27 | Actelion Pharmaceuticals Ltd | Derivados de amidas heterociclicas como antagonistas de receptores p2x7. |
| TWI576347B (zh) | 2012-01-20 | 2017-04-01 | 艾克泰聯製藥有限公司 | 作為ｐ２ｘ受體拮抗劑之雜環醯胺衍生物 |
| TWI568722B (zh) | 2012-06-15 | 2017-02-01 | 葛蘭馬克製藥公司 | 作爲ｍＰＧＥＳ－１抑制劑之三唑酮化合物 |
| KR102232742B1 (ko) | 2012-12-12 | 2021-03-26 | 이도르시아 파마슈티컬스 리미티드 | Ｐ２ｘ７ 수용체 길항제로서의 인돌 카르복사미드 유도체 |
| WO2014097140A1 (en) | 2012-12-18 | 2014-06-26 | Actelion Pharmaceuticals Ltd | Indole carboxamide derivatives as p2x7 receptor antagonists |
| JP6282017B2 (ja) | 2013-01-22 | 2018-02-21 | イドーシア ファーマシューティカルズ リミテッドＩｄｏｒｓｉａ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | Ｐ２ｘ７受容体アンタゴニストとしての複素環アミド誘導体 |
| JP6282016B2 (ja) | 2013-01-22 | 2018-02-21 | イドーシア ファーマシューティカルズ リミテッドＩｄｏｒｓｉａ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | Ｐ２ｘ７受容体アンタゴニストとしての複素環アミド誘導体 |
| US9988373B2 (en) | 2013-12-26 | 2018-06-05 | Shionogi & Co., Ltd. | Nitrogen-containing six-membered cyclic derivatives and pharmaceutical composition comprising the same |
| JP6358639B2 (ja) | 2015-04-24 | 2018-07-18 | 塩野義製薬株式会社 | ６員複素環誘導体およびそれらを含有する医薬組成物 |
| EP3527568A4 (en) | 2016-10-17 | 2020-03-18 | Shionogi & Co., Ltd | BICYCLIC NITROGENATED HETEROCYCLIC DERIVATIVE AND PHARMACEUTICAL COMPOSITION THEREFOR |
| WO2020036133A1 (ja) * | 2018-08-17 | 2020-02-20 | クミアイ化学工業株式会社 | ３－（１ｈ－１，２，４－トリアゾール－１－イル）安息香酸アミド誘導体及び有害生物防除剤 |
| US20240368092A1 (en) * | 2021-09-03 | 2024-11-07 | Breye Therapeutics Aps | 2,4-Dihydro-3H-1,2,4-Triazol-3-One P2X7 Antagonists |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4405614A1 (de) * | 1994-02-22 | 1995-08-24 | Bayer Ag | Substituierte Triazolinone |
| CA2275796A1 (en) * | 1996-12-23 | 1998-07-02 | Donald Joseph Phillip Pinto | Nitrogen containing heteroaromatics as factor xa inhibitors |
| PA8557501A1 (es) * | 2001-11-12 | 2003-06-30 | Pfizer Prod Inc | Benzamida, heteroarilamida y amidas inversas |
-
2003
- 2003-12-30 AU AU2003288640A patent/AU2003288640A1/en not_active Abandoned
- 2003-12-30 MX MXPA05007130A patent/MXPA05007130A/es unknown
- 2003-12-30 BR BR0317844-7A patent/BR0317844A/pt not_active IP Right Cessation
- 2003-12-30 JP JP2004563508A patent/JP2006513205A/ja not_active Withdrawn
- 2003-12-30 CA CA002511189A patent/CA2511189A1/en not_active Abandoned
- 2003-12-30 WO PCT/IB2003/006232 patent/WO2004058731A1/en not_active Ceased
- 2003-12-30 EP EP03780483A patent/EP1581507A1/en not_active Withdrawn
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