JP2005536475A - 化合物、組成物、および方法 - Google Patents
化合物、組成物、および方法 Download PDFInfo
- Publication number
- JP2005536475A JP2005536475A JP2004510696A JP2004510696A JP2005536475A JP 2005536475 A JP2005536475 A JP 2005536475A JP 2004510696 A JP2004510696 A JP 2004510696A JP 2004510696 A JP2004510696 A JP 2004510696A JP 2005536475 A JP2005536475 A JP 2005536475A
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- JP
- Japan
- Prior art keywords
- optionally substituted
- phenyl
- substituted
- compound
- imidazol
- 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.)
- Ceased
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- 238000000034 method Methods 0.000 title claims abstract description 74
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 146
- 239000001257 hydrogen Substances 0.000 claims description 146
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 115
- 125000000217 alkyl group Chemical group 0.000 claims description 112
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 78
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 72
- 150000003839 salts Chemical class 0.000 claims description 58
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 53
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- 125000003107 substituted aryl group Chemical group 0.000 claims description 49
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 47
- 125000003545 alkoxy group Chemical group 0.000 claims description 38
- 125000001072 heteroaryl group Chemical group 0.000 claims description 38
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 21
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- 125000001624 naphthyl group Chemical group 0.000 claims description 11
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 11
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- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 7
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- 125000002636 imidazolinyl group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
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- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 4
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- 125000006413 ring segment Chemical group 0.000 claims description 3
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- 208000037765 diseases and disorders Diseases 0.000 abstract description 2
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- 239000011734 sodium Substances 0.000 description 17
- 239000012267 brine Substances 0.000 description 16
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 16
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 16
- 239000007787 solid Substances 0.000 description 16
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical group CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 15
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 15
- 125000006239 protecting group Chemical group 0.000 description 15
- 238000003786 synthesis reaction Methods 0.000 description 15
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 239000003153 chemical reaction reagent Substances 0.000 description 14
- 239000003112 inhibitor Substances 0.000 description 14
- 230000011278 mitosis Effects 0.000 description 14
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 14
- 238000010898 silica gel chromatography Methods 0.000 description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
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- 125000002252 acyl group Chemical group 0.000 description 12
- 150000001412 amines Chemical class 0.000 description 12
- 229910052801 chlorine Inorganic materials 0.000 description 12
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- 238000000746 purification Methods 0.000 description 12
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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 description 8
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Classifications
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
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Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
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- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
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| US38273702P | 2002-05-23 | 2002-05-23 | |
| PCT/US2003/016500 WO2003103575A2 (en) | 2002-05-23 | 2003-05-22 | Compounds, compositions, and methods |
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| JP2005536475A true JP2005536475A (ja) | 2005-12-02 |
| JP2005536475A5 JP2005536475A5 (enExample) | 2010-04-30 |
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| US (2) | US7038048B2 (enExample) |
| EP (1) | EP1513820A4 (enExample) |
| JP (1) | JP2005536475A (enExample) |
| AU (1) | AU2003265242A1 (enExample) |
| WO (1) | WO2003103575A2 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010505811A (ja) * | 2006-10-04 | 2010-02-25 | ファイザー・プロダクツ・インク | カルシウム受容体アンタゴニストとしてのピリド［４，３−ｄ］ピリミジン−４（３Ｈ）−オン誘導体 |
| JP2010507128A (ja) * | 2006-10-19 | 2010-03-04 | ポリマー、ビジョン、リミテッド | ローラブル型又はラッパブル型ディスプレイ装置の前方照明 |
| JP2011503193A (ja) * | 2007-11-13 | 2011-01-27 | アイコス、コーポレーション | ヒトホスファチジルイノシトール３−キナーゼδの阻害剤 |
Families Citing this family (47)
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| US6545004B1 (en) | 1999-10-27 | 2003-04-08 | Cytokinetics, Inc. | Methods and compositions utilizing quinazolinones |
| US7230000B1 (en) | 1999-10-27 | 2007-06-12 | Cytokinetics, Incorporated | Methods and compositions utilizing quinazolinones |
| PA8539401A1 (es) * | 2001-02-14 | 2002-10-28 | Warner Lambert Co | Quinazolinas como inhibidores de mmp-13 |
| US7009049B2 (en) | 2002-02-15 | 2006-03-07 | Cytokinetics, Inc. | Syntheses of quinazolinones |
| US7214800B2 (en) * | 2002-05-09 | 2007-05-08 | Cytokinetics, Inc. | Compounds, compositions, and methods |
| US7166595B2 (en) * | 2002-05-09 | 2007-01-23 | Cytokinetics, Inc. | Compounds, methods and compositions |
| US7038048B2 (en) | 2002-05-23 | 2006-05-02 | Cytokinetics, Inc. | 3H-pyridopyrimidin-4-one compounds, compositions, and methods of their use |
| CA2485343A1 (en) * | 2002-05-23 | 2004-05-13 | Merck & Co., Inc. | Mitotic kinesin inhibitors |
| US7041676B2 (en) * | 2002-06-14 | 2006-05-09 | Cytokinetics, Inc. | Compounds, compositions, and methods |
| JP2006501201A (ja) * | 2002-07-23 | 2006-01-12 | サイトキネティクス・インコーポレーテッド | 化合物、組成物および方法 |
| EP1539180A4 (en) * | 2002-08-21 | 2006-08-30 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
| EP1558083A4 (en) * | 2002-09-30 | 2008-04-16 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
| US20070149500A1 (en) * | 2003-01-17 | 2007-06-28 | Han-Jie Zhou | Compounds, compositions, and methods |
| US7358383B2 (en) | 2003-01-24 | 2008-04-15 | University Of South Florida | Polyphenol proteasome inhibitors, synthesis, and methods of use |
| AR050920A1 (es) * | 2003-03-07 | 2006-12-06 | Astrazeneca Ab | Enantiomeros de heterociclos fusionados seleccionados y usos de los mismos |
| JP3947758B2 (ja) * | 2003-03-07 | 2007-07-25 | アストラゼネカ アクチボラグ | 新規縮合ヘテロサイクル及びその使用 |
| ES2377498T3 (es) * | 2003-04-18 | 2012-03-28 | Kyowa Hakko Kirin Co., Ltd. | Inhibidor de quinesina en etapa M |
| US7345046B2 (en) * | 2003-05-30 | 2008-03-18 | Chiron Corporation | Heteroaryl-fused pyrimidinyl compounds as anticancer agents |
| EP1680420A4 (en) * | 2003-11-07 | 2008-09-24 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
| SG148202A1 (en) | 2003-11-25 | 2008-12-31 | Novartis Vaccines & Diagnostic | Quinazolinone compounds as anticancer agents |
| EP1692112A4 (en) | 2003-12-08 | 2008-09-24 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS, AND METHODS |
| US20070060601A1 (en) * | 2003-12-19 | 2007-03-15 | Arrington Kenneth L | Mitotic kinesin inhibitors |
| JP4895220B2 (ja) | 2004-04-06 | 2012-03-14 | ノバルティス バクシンズ アンド ダイアグノスティックス，インコーポレーテッド | キネシン有糸分裂インヒビター |
| GB2427374B (en) * | 2004-04-07 | 2009-02-25 | Waters Investments Ltd | Compositions and methods for separating enantiomers |
| WO2005113507A1 (en) | 2004-05-21 | 2005-12-01 | Novartis Vaccines And Diagnostics Inc. | Substituted quinoline derivatives as mitotic kinesin inhibitors |
| US7576221B2 (en) | 2004-06-18 | 2009-08-18 | Novartis Vaccines And Diagnostics, Inc. | Substituted imidazole derivatives |
| US7939538B2 (en) * | 2004-06-28 | 2011-05-10 | Amgen Inc. | Compounds, compositions and methods for prevention and treatment of inflammatory and immunoregulatory disorders and diseases |
| EP1773830A1 (en) * | 2004-07-22 | 2007-04-18 | AstraZeneca AB | Fused pyrimidones useful in the treatment and the prevention of cancer |
| US20060041128A1 (en) * | 2004-08-18 | 2006-02-23 | Astrazeneca Ab | Selected fused heterocyclics and uses thereof |
| UY29070A1 (es) * | 2004-08-18 | 2006-03-31 | Astrazeneca Ab | Enantiómeros de heterocíclicos fusionados y sus usos |
| CA2584979A1 (en) | 2004-10-19 | 2006-05-11 | Novartis Vaccines And Diagnostics, Inc. | Indole and benzimidazole derivatives |
| US20100093767A1 (en) * | 2004-12-03 | 2010-04-15 | Takeda San Diego, Inc. | Mitotic Kinase Inhibitors |
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| JP2010505811A (ja) * | 2006-10-04 | 2010-02-25 | ファイザー・プロダクツ・インク | カルシウム受容体アンタゴニストとしてのピリド［４，３−ｄ］ピリミジン−４（３Ｈ）−オン誘導体 |
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| AU2003265242A8 (en) | 2003-12-22 |
| WO2003103575A2 (en) | 2003-12-18 |
| EP1513820A4 (en) | 2006-09-13 |
| US7332498B2 (en) | 2008-02-19 |
| AU2003265242A1 (en) | 2003-12-22 |
| EP1513820A2 (en) | 2005-03-16 |
| US20060111374A1 (en) | 2006-05-25 |
| US7038048B2 (en) | 2006-05-02 |
| WO2003103575A3 (en) | 2004-02-26 |
| US20040116438A1 (en) | 2004-06-17 |
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