JP2009532415A5 - - Google Patents
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- Publication number
- JP2009532415A5 JP2009532415A5 JP2009503534A JP2009503534A JP2009532415A5 JP 2009532415 A5 JP2009532415 A5 JP 2009532415A5 JP 2009503534 A JP2009503534 A JP 2009503534A JP 2009503534 A JP2009503534 A JP 2009503534A JP 2009532415 A5 JP2009532415 A5 JP 2009532415A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- cycloalkyl
- aryl
- hydrogen
- heterocycloalkyl
- 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
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- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 24
- 229910052739 hydrogen Inorganic materials 0.000 claims 23
- 239000001257 hydrogen Substances 0.000 claims 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 18
- 125000004432 carbon atom Chemical group C* 0.000 claims 16
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 13
- 150000002367 halogens Chemical class 0.000 claims 13
- 229910052760 oxygen Inorganic materials 0.000 claims 13
- 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 13
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000005842 heteroatom Chemical group 0.000 claims 11
- 150000002431 hydrogen Chemical group 0.000 claims 11
- 239000001301 oxygen Substances 0.000 claims 11
- 229910052757 nitrogen Chemical group 0.000 claims 10
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 9
- 229910052799 carbon Inorganic materials 0.000 claims 9
- 229910052717 sulfur Inorganic materials 0.000 claims 9
- 239000011593 sulfur Chemical group 0.000 claims 9
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 7
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 6
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 5
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 3
- 239000004202 carbamide Substances 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 125000004140 pentalen-2-yl group Chemical group [H]C1=C([H])C2=C([H])C(*)=C([H])C2=C1[H] 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 2
- -1 NH 2 or OH Chemical group 0.000 claims 2
- 239000005557 antagonist Substances 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- GHCDBLUSMWICFZ-UHFFFAOYSA-N (1-phenyl-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl)urea Chemical compound C1=2C=3SC(NC(=O)N)=NC=3CC=2C=NN1C1=CC=CC=C1 GHCDBLUSMWICFZ-UHFFFAOYSA-N 0.000 claims 1
- NLLLVYJRMPOMHK-UHFFFAOYSA-N 1,1-dimethyl-3-(1-phenyl-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl)urea Chemical compound C1=2C=3SC(NC(=O)N(C)C)=NC=3CC=2C=NN1C1=CC=CC=C1 NLLLVYJRMPOMHK-UHFFFAOYSA-N 0.000 claims 1
- CDOOKMRFXJNCSN-UHFFFAOYSA-N 1-[1-(2-chlorophenyl)-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl]-3-methylurea Chemical compound C1=2C=3SC(NC(=O)NC)=NC=3CC=2C=NN1C1=CC=CC=C1Cl CDOOKMRFXJNCSN-UHFFFAOYSA-N 0.000 claims 1
- LGPUVMRVIOMSPE-UHFFFAOYSA-N 1-[2-(dimethylamino)ethyl]-3-(1-phenyl-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl)urea Chemical compound C1=2C=3SC(NC(=O)NCCN(C)C)=NC=3CC=2C=NN1C1=CC=CC=C1 LGPUVMRVIOMSPE-UHFFFAOYSA-N 0.000 claims 1
- 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 1
- HGMMYUDBIWTQPU-UHFFFAOYSA-N 3-[1-(2-chlorophenyl)-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl]-1,1-dimethylurea Chemical compound C1=2C=3SC(NC(=O)N(C)C)=NC=3CC=2C=NN1C1=CC=CC=C1Cl HGMMYUDBIWTQPU-UHFFFAOYSA-N 0.000 claims 1
- OGDCCFCIZFKQCT-UHFFFAOYSA-N 4-methyl-n-(1-phenyl-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl)piperazine-1-carboxamide Chemical compound C1CN(C)CCN1C(=O)NC(S1)=NC2=C1C(N(N=C1)C=3C=CC=CC=3)=C1C2 OGDCCFCIZFKQCT-UHFFFAOYSA-N 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 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 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000000808 adrenergic beta-agonist Substances 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 claims 1
- 229940125715 antihistaminic agent Drugs 0.000 claims 1
- 239000000739 antihistaminic agent Substances 0.000 claims 1
- 230000003454 betamimetic effect Effects 0.000 claims 1
- 239000000812 cholinergic antagonist Substances 0.000 claims 1
- 229940000425 combination drug Drugs 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 229960001334 corticosteroids Drugs 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940052760 dopamine agonists Drugs 0.000 claims 1
- 239000003136 dopamine receptor stimulating agent Substances 0.000 claims 1
- 229940121647 egfr inhibitor Drugs 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- YEESKJGWJFYOOK-IJHYULJSSA-N leukotriene D4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@H](N)C(=O)NCC(O)=O YEESKJGWJFYOOK-IJHYULJSSA-N 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- ZGFFSDIJWUTNIE-UHFFFAOYSA-N n-(1-phenyl-4h-pyrazolo[2,3]cyclopenta[2,4-b][1,3]thiazol-6-yl)piperidine-1-carboxamide Chemical compound C1CCCCN1C(=O)NC(SC=1C=23)=NC=1CC=2C=NN3C1=CC=CC=C1 ZGFFSDIJWUTNIE-UHFFFAOYSA-N 0.000 claims 1
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 1
- 239000002935 phosphatidylinositol 3 kinase inhibitor Substances 0.000 claims 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims 1
- 210000002345 respiratory system Anatomy 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06112298 | 2006-04-06 | ||
| PCT/EP2007/052914 WO2007115931A1 (de) | 2006-04-06 | 2007-03-27 | Thiazolyl-dihydro-cyclopentapyrazole zur verwendung als pi3-kinase-inhibit0ren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009532415A JP2009532415A (ja) | 2009-09-10 |
| JP2009532415A5 true JP2009532415A5 (https=) | 2010-05-13 |
Family
ID=36764026
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009503534A Pending JP2009532415A (ja) | 2006-04-06 | 2007-03-27 | Ｐｉ３−キナーゼインヒビターとして使うためのチアゾリルジヒドロシクロペンタピラゾール |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7517995B2 (https=) |
| EP (1) | EP2007382A1 (https=) |
| JP (1) | JP2009532415A (https=) |
| KR (1) | KR20080111118A (https=) |
| CN (1) | CN101460167A (https=) |
| AR (1) | AR060267A1 (https=) |
| AU (1) | AU2007236045A1 (https=) |
| BR (1) | BRPI0710306A2 (https=) |
| CA (1) | CA2647292A1 (https=) |
| IL (1) | IL194494A0 (https=) |
| MX (1) | MX2008012534A (https=) |
| RU (1) | RU2008143547A (https=) |
| TW (1) | TW200806679A (https=) |
| WO (1) | WO2007115931A1 (https=) |
| ZA (1) | ZA200807713B (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004016179A1 (de) * | 2004-03-30 | 2005-10-20 | Boehringer Ingelheim Pharma | Verbindungen zur Behandlung von proliferativen Prozessen |
| US7691868B2 (en) | 2006-04-06 | 2010-04-06 | Boehringer Ingelheim International Gmbh | Thiazolyl-dihydro-quinazoline |
| US20070259855A1 (en) * | 2006-04-06 | 2007-11-08 | Udo Maier | Thiazolyl-dihydro-indazole |
| US20070238746A1 (en) * | 2006-04-06 | 2007-10-11 | Trixi Brandl | Thiazolyl-dihydro-chinazoline |
| WO2010024258A1 (ja) * | 2008-08-29 | 2010-03-04 | 塩野義製薬株式会社 | Ｐｉ３ｋ阻害活性を有する縮環アゾール誘導体 |
| EP2617414A3 (en) | 2008-10-01 | 2013-11-06 | Novartis AG | Smoothened antagonism for the treatment of hedgehog pathway-related disorders |
| JP5579724B2 (ja) * | 2008-10-17 | 2014-08-27 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | ホスファチジルイノシトール−３−キナーゼ（ｐｉ−３キナーゼ）阻害剤としてのテトラ−アザ−複素環 |
| TW201103943A (en) | 2009-04-27 | 2011-02-01 | Shionogi & Co | Urea derivative having pi3k inhibitory activity |
| MX2012000178A (es) | 2009-07-02 | 2012-02-28 | Novartis Ag | 2-carboxamida-cicloamino-ureas utiles como inhibidores de pi3k. |
| US20140213630A1 (en) * | 2011-03-08 | 2014-07-31 | Thomas Diacovo | Methods and pharmaceutical compositions for treating lymphoid malignancy |
| JP2014114212A (ja) * | 2011-03-29 | 2014-06-26 | Dainippon Sumitomo Pharma Co Ltd | 新規ベンズイミダゾール誘導体 |
| CN106986869A (zh) * | 2012-04-17 | 2017-07-28 | 吉利德科学公司 | 用于抗病毒治疗的化合物和方法 |
| US11633399B2 (en) | 2018-12-25 | 2023-04-25 | Sol-Gel Technologies Ltd. | Treatment of skin disorders with compositions comprising an EGFR inhibitor |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003521543A (ja) | 2000-02-07 | 2003-07-15 | アボット ゲーエムベーハー ウント カンパニー カーゲー | ２−ベンゾチアゾリル尿素誘導体およびそのプロテインキナーゼ阻害剤としての使用 |
| US6608053B2 (en) * | 2000-04-27 | 2003-08-19 | Yamanouchi Pharmaceutical Co., Ltd. | Fused heteroaryl derivatives |
| TWI314928B (en) | 2002-02-28 | 2009-09-21 | Novartis A | 5-phenylthiazole derivatives and use as pi3 kinase inhibitors |
| CN1681811B (zh) | 2002-07-10 | 2010-05-26 | 默克雪兰诺有限公司 | 唑烷酮-乙烯基稠合的-苯衍生物 |
| UA82205C2 (en) | 2002-09-30 | 2008-03-25 | Байер Фармасьютикалз Корпорейшн | Fused azole-pyrimidine derivatives |
| AU2003280602A1 (en) | 2002-10-30 | 2004-05-25 | Toppan Printing Co., Ltd. | Wiring pattern inspection device, inspection method, detection device, and detection method |
| CA2508601A1 (en) | 2002-12-06 | 2004-06-24 | Warner-Lambert Company Llc | Benzoxazin-3-ones and derivatives thereof as inhibitors of pi3k |
| AU2003303231A1 (en) | 2002-12-20 | 2004-07-14 | Warner-Lambert Company Llc | Benzoxazines and derivatives thereof as inhibitors of pi3ks |
| CA2528938A1 (en) | 2003-06-13 | 2005-02-24 | Zentaris Gmbh | Compounds having inhibitive activity of phosphatidylinositol 3-kinase and methods of use thereof |
| GB0315966D0 (en) | 2003-07-08 | 2003-08-13 | Cyclacel Ltd | Compounds |
| DE10344223A1 (de) | 2003-09-24 | 2005-04-21 | Merck Patent Gmbh | 1,3-Benzoxazolylderivate als Kinase-Inhibitoren |
| UY29149A1 (es) | 2004-10-07 | 2006-05-31 | Boehringer Ingelheim Int | Tiazolil-dihidro-indazoles |
| KR20070064660A (ko) | 2004-10-07 | 2007-06-21 | 베링거 인겔하임 인터내셔날 게엠베하 | Ｐｉ３ 키나제 |
-
2007
- 2007-03-23 US US11/690,356 patent/US7517995B2/en active Active
- 2007-03-27 KR KR1020087027183A patent/KR20080111118A/ko not_active Withdrawn
- 2007-03-27 CN CNA2007800207541A patent/CN101460167A/zh active Pending
- 2007-03-27 WO PCT/EP2007/052914 patent/WO2007115931A1/de not_active Ceased
- 2007-03-27 BR BRPI0710306-9A patent/BRPI0710306A2/pt not_active IP Right Cessation
- 2007-03-27 JP JP2009503534A patent/JP2009532415A/ja active Pending
- 2007-03-27 EP EP07727387A patent/EP2007382A1/de not_active Withdrawn
- 2007-03-27 RU RU2008143547/04A patent/RU2008143547A/ru not_active Application Discontinuation
- 2007-03-27 CA CA002647292A patent/CA2647292A1/en not_active Abandoned
- 2007-03-27 MX MX2008012534A patent/MX2008012534A/es active IP Right Grant
- 2007-03-27 AU AU2007236045A patent/AU2007236045A1/en not_active Abandoned
- 2007-04-03 AR ARP070101385A patent/AR060267A1/es unknown
- 2007-04-04 TW TW096111947A patent/TW200806679A/zh unknown
-
2008
- 2008-09-08 ZA ZA200807713A patent/ZA200807713B/xx unknown
- 2008-10-02 IL IL194494A patent/IL194494A0/en unknown
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