JP2007519692A5 - - Google Patents
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- Publication number
- JP2007519692A5 JP2007519692A5 JP2006550294A JP2006550294A JP2007519692A5 JP 2007519692 A5 JP2007519692 A5 JP 2007519692A5 JP 2006550294 A JP2006550294 A JP 2006550294A JP 2006550294 A JP2006550294 A JP 2006550294A JP 2007519692 A5 JP2007519692 A5 JP 2007519692A5
- Authority
- JP
- Japan
- Prior art keywords
- indazol
- fluoro
- methyl
- substituted
- phenyl
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 22
- 125000000217 alkyl group Chemical group 0.000 claims 17
- 125000001072 heteroaryl group Chemical group 0.000 claims 14
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- 229910052736 halogen Inorganic materials 0.000 claims 11
- 150000002367 halogens Chemical class 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 6
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 5
- 125000005842 heteroatom Chemical group 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 239000001301 oxygen Substances 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 230000000694 effects Effects 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 230000001404 mediated effect Effects 0.000 claims 4
- 102000002574 p38 Mitogen-Activated Protein Kinases Human genes 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 208000024891 symptom Diseases 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 239000011593 sulfur Chemical group 0.000 claims 3
- -1 —CONHR 13 Chemical group 0.000 claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 102000004127 Cytokines Human genes 0.000 claims 2
- 108090000695 Cytokines Proteins 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- NDSAZMGBKQEREV-UHFFFAOYSA-N 3-fluoro-5-[3-(4-fluorophenyl)-1h-indazol-6-yl]-4-methyl-n-(2-methylpyrazol-3-yl)benzamide Chemical compound CC1=C(F)C=C(C(=O)NC=2N(N=CC=2)C)C=C1C(C=C1NN=2)=CC=C1C=2C1=CC=C(F)C=C1 NDSAZMGBKQEREV-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- FFLVSPSGKSYFOD-UHFFFAOYSA-N N-cyclopropyl-3-fluoro-5-[3-(4-hydroxyphenyl)-1,2-benzoxazol-6-yl]-4-methylbenzamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C(C=C1ON=2)=CC=C1C=2C1=CC=C(O)C=C1 FFLVSPSGKSYFOD-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 1
- 150000001642 boronic acid derivatives Chemical class 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 229910052731 fluorine Chemical group 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 150000002429 hydrazines Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- XXKHSBRGJGQQJN-UHFFFAOYSA-N n-(2,4-dimethylpyrazol-3-yl)-3-[3-(4-fluorophenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound C1=NN(C)C(NC(=O)C=2C=C(C(C)=CC=2)C=2C=C3NN=C(C3=CC=2)C=2C=CC(F)=CC=2)=C1C XXKHSBRGJGQQJN-UHFFFAOYSA-N 0.000 claims 1
- QXTNFKQMOZXGAJ-UHFFFAOYSA-N n-(2,4-dimethylpyrazol-3-yl)-3-fluoro-5-[3-(4-fluorophenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound C1=NN(C)C(NC(=O)C=2C=C(C(C)=C(F)C=2)C=2C=C3NN=C(C3=CC=2)C=2C=CC(F)=CC=2)=C1C QXTNFKQMOZXGAJ-UHFFFAOYSA-N 0.000 claims 1
- IAHWGNBUSRCASO-UHFFFAOYSA-N n-(2-ethylpyrazol-3-yl)-3-fluoro-5-[3-(4-fluorophenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound CCN1N=CC=C1NC(=O)C1=CC(F)=C(C)C(C=2C=C3NN=C(C3=CC=2)C=2C=CC(F)=CC=2)=C1 IAHWGNBUSRCASO-UHFFFAOYSA-N 0.000 claims 1
- UVOQFNITQPYYOI-UHFFFAOYSA-N n-cyclopropyl-3-[1-[4-(2,3-dihydroxypropylamino)phenyl]indazol-5-yl]-5-fluoro-4-methylbenzamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C(C=C1C=N2)=CC=C1N2C1=CC=C(NCC(O)CO)C=C1 UVOQFNITQPYYOI-UHFFFAOYSA-N 0.000 claims 1
- JWLBNZMPMCOTIL-UHFFFAOYSA-N n-cyclopropyl-3-[1-[4-[2-(dimethylamino)ethylamino]phenyl]indazol-5-yl]-5-fluoro-4-methylbenzamide Chemical compound C1=CC(NCCN(C)C)=CC=C1N1C2=CC=C(C=3C(=C(F)C=C(C=3)C(=O)NC3CC3)C)C=C2C=N1 JWLBNZMPMCOTIL-UHFFFAOYSA-N 0.000 claims 1
- BGMAADGYDIEDFZ-UHFFFAOYSA-N n-cyclopropyl-3-[3-(4-fluorophenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC2CC2)C=C1C(C=C1NN=2)=CC=C1C=2C1=CC=C(F)C=C1 BGMAADGYDIEDFZ-UHFFFAOYSA-N 0.000 claims 1
- GQBCGYCOKDKXLT-UHFFFAOYSA-N n-cyclopropyl-3-[3-(4-methoxyphenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound C1=CC(OC)=CC=C1C1=NNC2=CC(C=3C(=CC=C(C=3)C(=O)NC3CC3)C)=CC=C12 GQBCGYCOKDKXLT-UHFFFAOYSA-N 0.000 claims 1
- YDTSBAIFSIHQBL-UHFFFAOYSA-N n-cyclopropyl-3-fluoro-4-methyl-5-(1-phenylindazol-5-yl)benzamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C(C=C1C=N2)=CC=C1N2C1=CC=CC=C1 YDTSBAIFSIHQBL-UHFFFAOYSA-N 0.000 claims 1
- XAFMUBMMTNHFMW-UHFFFAOYSA-N n-cyclopropyl-3-fluoro-4-methyl-5-[1-(4-methylsulfonylphenyl)indazol-5-yl]benzamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C(C=C1C=N2)=CC=C1N2C1=CC=C(S(C)(=O)=O)C=C1 XAFMUBMMTNHFMW-UHFFFAOYSA-N 0.000 claims 1
- CYKMFIZQLQHACP-UHFFFAOYSA-N n-cyclopropyl-3-fluoro-4-methyl-5-[1-[4-[2-(methylamino)-2-oxoethyl]phenyl]indazol-5-yl]benzamide Chemical compound C1=CC(CC(=O)NC)=CC=C1N1C2=CC=C(C=3C(=C(F)C=C(C=3)C(=O)NC3CC3)C)C=C2C=N1 CYKMFIZQLQHACP-UHFFFAOYSA-N 0.000 claims 1
- GEURZXJNLFHMMI-UHFFFAOYSA-N n-cyclopropyl-3-fluoro-5-[1-(4-fluoro-2-methylphenyl)indazol-5-yl]-4-methylbenzamide Chemical compound CC1=CC(F)=CC=C1N1C2=CC=C(C=3C(=C(F)C=C(C=3)C(=O)NC3CC3)C)C=C2C=N1 GEURZXJNLFHMMI-UHFFFAOYSA-N 0.000 claims 1
- OYTNAQPOJGJNTO-UHFFFAOYSA-N n-cyclopropyl-3-fluoro-5-[1-(4-fluorophenyl)indazol-5-yl]-4-methylbenzamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OYTNAQPOJGJNTO-UHFFFAOYSA-N 0.000 claims 1
- LCZCYDAXLUAHIR-UHFFFAOYSA-N n-cyclopropyl-3-fluoro-5-[3-(4-methoxyphenyl)-1,2-benzoxazol-6-yl]-4-methylbenzamide Chemical compound C1=CC(OC)=CC=C1C1=NOC2=CC(C=3C(=C(F)C=C(C=3)C(=O)NC3CC3)C)=CC=C12 LCZCYDAXLUAHIR-UHFFFAOYSA-N 0.000 claims 1
- DVFVWYWKPJGSHJ-UHFFFAOYSA-N n-ethyl-3-[3-(4-fluorophenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound CCNC(=O)C1=CC=C(C)C(C=2C=C3NN=C(C3=CC=2)C=2C=CC(F)=CC=2)=C1 DVFVWYWKPJGSHJ-UHFFFAOYSA-N 0.000 claims 1
- QXXQWHJTTDKUMU-UHFFFAOYSA-N n-ethyl-3-[3-(4-methoxyphenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound CCNC(=O)C1=CC=C(C)C(C=2C=C3NN=C(C3=CC=2)C=2C=CC(OC)=CC=2)=C1 QXXQWHJTTDKUMU-UHFFFAOYSA-N 0.000 claims 1
- ICUDUXKKHGONMS-UHFFFAOYSA-N n-ethyl-3-fluoro-5-[3-(4-fluoro-2-methoxyphenyl)-1h-indazol-6-yl]-4-methylbenzamide Chemical compound CCNC(=O)C1=CC(F)=C(C)C(C=2C=C3NN=C(C3=CC=2)C=2C(=CC(F)=CC=2)OC)=C1 ICUDUXKKHGONMS-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0402143.2A GB0402143D0 (en) | 2004-01-30 | 2004-01-30 | Novel compounds |
| PCT/GB2005/000265 WO2005073189A1 (en) | 2004-01-30 | 2005-01-27 | Fused heteroyral derivatives for use as p38 kinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007519692A JP2007519692A (ja) | 2007-07-19 |
| JP2007519692A5 true JP2007519692A5 (https=) | 2008-03-13 |
Family
ID=31971803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006550294A Pending JP2007519692A (ja) | 2004-01-30 | 2005-01-27 | ｐ３８キナーゼ阻害剤として使用するための縮合ヘテロアリール誘導体 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20090023725A1 (https=) |
| EP (1) | EP1708996B1 (https=) |
| JP (1) | JP2007519692A (https=) |
| AT (1) | ATE406351T1 (https=) |
| DE (1) | DE602005009318D1 (https=) |
| ES (1) | ES2313283T3 (https=) |
| GB (1) | GB0402143D0 (https=) |
| WO (1) | WO2005073189A1 (https=) |
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| GB0124938D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124934D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124933D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124939D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124941D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| EP2258687B1 (en) * | 2002-02-12 | 2012-12-26 | Glaxosmithkline LLC | Nicotinamide derivates useful as P38 inhibitors |
| GB0402140D0 (en) | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| GB0402138D0 (en) | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| WO2008001929A1 (en) | 2006-06-28 | 2008-01-03 | Aska Pharmaceutical Co., Ltd. | Treatment agent for inflammatory bowel disease |
| JP2010509265A (ja) | 2006-11-09 | 2010-03-25 | エフ．ホフマン−ラ ロシュ アーゲー | キナーゼ阻害剤としての置換６−フェニル−ピリド［２，３−ｄ］ピリミジン−７−オン誘導体及びそれの使用方法 |
| US8309138B2 (en) | 2007-02-16 | 2012-11-13 | Aska Pharmaceutical Co., Ltd. | Pharmaceutical composition comprising microparticle oily suspension |
| AU2008248073B2 (en) * | 2007-05-07 | 2011-03-24 | Amgen Inc. | Pyrazolo-pyridinone compounds, process for their preparation, and their pharmaceutical use |
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| EP2643325A1 (en) | 2010-11-23 | 2013-10-02 | Amgen Inc. | Spiro-amino-imidazolone and spiro-amino-dihydro-pyrimidinone compounds as beta-secretase modulators and methods of use |
| EP2673279A1 (en) | 2011-02-07 | 2013-12-18 | Amgen Inc. | 5-amino-oxazepine and 5-amino-thiazepane compounds as beta-secretase antagonists and methods of use |
| EP2675810A1 (en) | 2011-02-15 | 2013-12-25 | Amgen Inc. | Spiro-amino-imidazo-fused heterocyclic compounds as beta-secretase modulators and methods of use |
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| WO2014078314A1 (en) | 2012-11-15 | 2014-05-22 | Amgen Inc. | Amino-oxazine and amino-dihydrothiazine compounds as beta-secretase modulators and methods of use |
| CN105017256A (zh) * | 2014-04-29 | 2015-11-04 | 浙江导明医药科技有限公司 | 多氟化合物作为布鲁顿酪氨酸激酶抑制剂 |
| US9717745B2 (en) | 2015-03-19 | 2017-08-01 | Zhejiang DTRM Biopharma Co. Ltd. | Pharmaceutical compositions and their use for treatment of cancer and autoimmune diseases |
| WO2019071147A1 (en) | 2017-10-05 | 2019-04-11 | Fulcrum Therapeutics, Inc. | INHIBITORS OF KINASE P38 REDUCING EXPRESSION OF DUX4 GENE AND DOWNSTREAM GENES FOR THE TREATMENT OF FSHD |
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| TW201922256A (zh) | 2017-10-27 | 2019-06-16 | 中國大陸商浙江導明醫藥科技有限公司 | 治療淋巴樣惡性疾病之方法 |
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| EP1185509A2 (en) * | 1999-05-24 | 2002-03-13 | Cor Therapeutics, Inc. | INHIBITORS OF FACTOR Xa |
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| DE10060807A1 (de) * | 2000-12-07 | 2002-06-20 | Aventis Pharma Gmbh | Ortho, ortho-substituierte stickstoffhaltige Bisarylverbindungen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament sowie sie enthaltende pharmazeutische Zubereitungen |
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| RU2003132706A (ru) * | 2001-04-06 | 2005-04-20 | Байокрист Фармасьютикалз, Инк. (Us) | Диариловые соединения в качестве ингибиторов сериновых протеаз |
| FR2824827B1 (fr) * | 2001-05-17 | 2004-02-13 | Fournier Lab Sa | Nouveaux derives de 5-phenyl-1h-indole antagoniste des recepteurs de l'interleukine-8 |
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| GB0124848D0 (en) * | 2001-10-16 | 2001-12-05 | Celltech R&D Ltd | Chemical compounds |
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| GB0124941D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124934D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124932D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124936D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124933D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124939D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124938D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
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| GB0209891D0 (en) * | 2002-04-30 | 2002-06-05 | Glaxo Group Ltd | Novel compounds |
| GB0217757D0 (en) * | 2002-07-31 | 2002-09-11 | Glaxo Group Ltd | Novel compounds |
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| GB0308201D0 (en) * | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| GB0308186D0 (en) * | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
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| GB0402137D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| GB0402140D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| GB0402138D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| US20080051416A1 (en) * | 2004-10-05 | 2008-02-28 | Smithkline Beecham Corporation | Novel Compounds |
-
2004
- 2004-01-30 GB GBGB0402143.2A patent/GB0402143D0/en not_active Ceased
-
2005
- 2005-01-27 WO PCT/GB2005/000265 patent/WO2005073189A1/en not_active Ceased
- 2005-01-27 US US10/587,790 patent/US20090023725A1/en not_active Abandoned
- 2005-01-27 EP EP05702022A patent/EP1708996B1/en not_active Expired - Lifetime
- 2005-01-27 JP JP2006550294A patent/JP2007519692A/ja active Pending
- 2005-01-27 DE DE602005009318T patent/DE602005009318D1/de not_active Expired - Lifetime
- 2005-01-27 ES ES05702022T patent/ES2313283T3/es not_active Expired - Lifetime
- 2005-01-27 AT AT05702022T patent/ATE406351T1/de not_active IP Right Cessation
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