NO328537B1 - Pyrazolforbindelser nyttige som proteinkinaseinhibitorer - Google Patents
Pyrazolforbindelser nyttige som proteinkinaseinhibitorer Download PDFInfo
- Publication number
- NO328537B1 NO328537B1 NO20032670A NO20032670A NO328537B1 NO 328537 B1 NO328537 B1 NO 328537B1 NO 20032670 A NO20032670 A NO 20032670A NO 20032670 A NO20032670 A NO 20032670A NO 328537 B1 NO328537 B1 NO 328537B1
- Authority
- NO
- Norway
- Prior art keywords
- amine
- pyrazol
- methyl
- quinazolin
- phenylsulfanyl
- Prior art date
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- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 5
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US25788700P | 2000-12-21 | 2000-12-21 | |
US28694901P | 2001-04-27 | 2001-04-27 | |
PCT/US2001/051120 WO2002059111A2 (fr) | 2000-12-21 | 2001-12-19 | Composes de pyrazole utiles en tant qu'inhibiteurs de proteine kinase |
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NO20032670D0 NO20032670D0 (no) | 2003-06-12 |
NO20032670L NO20032670L (no) | 2003-08-15 |
NO328537B1 true NO328537B1 (no) | 2010-03-15 |
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NO20032670A NO328537B1 (no) | 2000-12-21 | 2003-06-12 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
NO20032671A NO20032671L (no) | 2000-12-21 | 2003-06-12 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
NO20032703A NO328501B1 (no) | 2000-12-21 | 2003-06-13 | Pyrazolforbindelser samt anvendelse derav for fremstilling av medikamenter til behandling av lidelser assosiert med Aurora-2-, GSK-3- eller Src-aktivitet |
NO20032704A NO330527B1 (no) | 2000-12-21 | 2003-06-13 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
NO20032736A NO20032736L (no) | 2000-12-21 | 2003-06-16 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
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NO20032671A NO20032671L (no) | 2000-12-21 | 2003-06-12 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
NO20032703A NO328501B1 (no) | 2000-12-21 | 2003-06-13 | Pyrazolforbindelser samt anvendelse derav for fremstilling av medikamenter til behandling av lidelser assosiert med Aurora-2-, GSK-3- eller Src-aktivitet |
NO20032704A NO330527B1 (no) | 2000-12-21 | 2003-06-13 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
NO20032736A NO20032736L (no) | 2000-12-21 | 2003-06-16 | Pyrazolforbindelser nyttige som proteinkinaseinhibitorer |
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US (16) | US20030105090A1 (fr) |
EP (10) | EP2264028A1 (fr) |
JP (19) | JP2004518743A (fr) |
KR (8) | KR100947185B1 (fr) |
CN (6) | CN100408573C (fr) |
AP (2) | AP1588A (fr) |
AR (4) | AR042169A1 (fr) |
AT (9) | ATE326461T1 (fr) |
AU (7) | AU2001297619B2 (fr) |
BR (2) | BR0116493A (fr) |
CA (8) | CA2432303C (fr) |
CY (1) | CY1106297T1 (fr) |
DE (8) | DE60120219T2 (fr) |
DK (3) | DK1345922T3 (fr) |
ES (7) | ES2265446T3 (fr) |
HK (8) | HK1059776A1 (fr) |
HU (5) | HUP0400842A2 (fr) |
IL (8) | IL156389A0 (fr) |
MX (8) | MXPA03005605A (fr) |
MY (1) | MY140377A (fr) |
NO (5) | NO328537B1 (fr) |
NZ (8) | NZ526471A (fr) |
PL (2) | PL210414B1 (fr) |
PT (3) | PT1353916E (fr) |
RU (1) | RU2355688C2 (fr) |
SI (2) | SI1355905T1 (fr) |
TW (2) | TWI313269B (fr) |
WO (8) | WO2002062789A1 (fr) |
Families Citing this family (367)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6982260B1 (en) | 1999-11-22 | 2006-01-03 | Warner-Lambert Company | Quinazolines and their use for inhibiting cyclin-dependent kinase enzymes |
US7473691B2 (en) * | 2000-09-15 | 2009-01-06 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
DE60128709T2 (de) * | 2000-09-15 | 2007-12-27 | Vertex Pharmaceuticals Inc., Cambridge | Triazol-verbindungen als protein-kinase-inhibitoren |
US6660731B2 (en) * | 2000-09-15 | 2003-12-09 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
AU2002228783A1 (en) * | 2000-12-05 | 2002-06-18 | Vertex Pharmaceuticals Incorporated | Inhibitors of c-jun n-terminal kinases (jnk) and other protein kinases |
KR100947185B1 (ko) * | 2000-12-21 | 2010-03-15 | 버텍스 파마슈티칼스 인코포레이티드 | 단백질 키나제 억제제로서 유용한 피라졸 화합물 및 이를 포함하는 조성물 |
PT1370553E (pt) * | 2001-03-23 | 2006-09-29 | Bayer Corp | Inibidores de rhoquinase |
CA2442270C (fr) | 2001-04-10 | 2009-09-08 | Merck & Co., Inc. | Inhibiteurs d'activite de l'enzyme akt |
US7105667B2 (en) * | 2001-05-01 | 2006-09-12 | Bristol-Myers Squibb Co. | Fused heterocyclic compounds and use thereof |
US7138404B2 (en) * | 2001-05-23 | 2006-11-21 | Hoffmann-La Roche Inc. | 4-aminopyrimidine derivatives |
US6939874B2 (en) | 2001-08-22 | 2005-09-06 | Amgen Inc. | Substituted pyrimidinyl derivatives and methods of use |
US7115617B2 (en) | 2001-08-22 | 2006-10-03 | Amgen Inc. | Amino-substituted pyrimidinyl derivatives and methods of use |
WO2003026665A1 (fr) * | 2001-09-26 | 2003-04-03 | Bayer Pharmaceuticals Corporation | Derives de 2-phenylamino-4-(5-pyrazolylamino)-pyrimidine en tant qu'inhibiteurs de la kinase, notamment, des inhibiteurs de la kinase src |
EP1820503B1 (fr) * | 2001-09-26 | 2012-02-22 | Pfizer Italia S.r.l. | Dérivés d'aminoindazole actifs en tant qu'inhibiteurs de la kinase, leur procédé de préparation et compositions pharmaceutiques les contenant |
SE0104140D0 (sv) * | 2001-12-07 | 2001-12-07 | Astrazeneca Ab | Novel Compounds |
US20030187026A1 (en) | 2001-12-13 | 2003-10-02 | Qun Li | Kinase inhibitors |
AU2002361846A1 (en) * | 2001-12-21 | 2003-07-15 | Bayer Pharmaceuticals Corporation | Quinazoline and quinoline derivative compounds as inhibitors of prolylpeptidase, inducers of apoptosis and cancer treatment agents |
CN100409840C (zh) | 2002-01-10 | 2008-08-13 | 霍夫曼-拉罗奇有限公司 | GSK-3β抑制剂在制备增加骨生成的药物中的应用 |
TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
EP2322521B1 (fr) * | 2002-02-06 | 2013-09-04 | Vertex Pharmaceuticals, Inc. | Composés hétéroaryle utiles comme inhibiteurs de GSK-3 |
WO2003078426A1 (fr) * | 2002-03-15 | 2003-09-25 | Vertex Pharmaceuticals, Inc. | Azolylaminoazines en tant qu'inhibiteurs de proteines kinases |
DE60332604D1 (de) * | 2002-03-15 | 2010-07-01 | Vertex Pharma | Azolylaminoazine als proteinkinasehemmer |
AU2003220299A1 (en) * | 2002-03-15 | 2003-09-29 | Vertex Pharmaceuticals, Inc. | Azinylaminoazoles as inhibitors of protein kinases |
EP1496896A4 (fr) | 2002-04-08 | 2007-10-31 | Merck & Co Inc | Inhibiteurs de l'activite akt |
EP1552842A1 (fr) | 2002-06-07 | 2005-07-13 | Kyowa Hakko Kogyo Co., Ltd. | Derives bicycliques de pyrimidine |
MY141867A (en) | 2002-06-20 | 2010-07-16 | Vertex Pharma | Substituted pyrimidines useful as protein kinase inhibitors |
WO2004009602A1 (fr) * | 2002-07-23 | 2004-01-29 | Smithkline Beecham Corporation | Inhibiteurs de kinase sous forme de pyrazolopyrimidines |
AU2003265336B8 (en) | 2002-07-29 | 2009-04-23 | Rigel Pharmaceuticals, Inc. | Methods of treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds |
EP1739087A1 (fr) * | 2002-08-02 | 2007-01-03 | Vertex Pharmaceuticals Incorporated | Compositions comprenant des composés pyrazoles et leur utilisation comme inhibiteurs de gsk-3 |
CA2494100C (fr) * | 2002-08-02 | 2011-10-11 | Vertex Pharmaceuticals Incorporated | Compositions pyrazole convenant comme inhibiteurs de gsk-3 |
RU2378259C2 (ru) | 2002-09-05 | 2010-01-10 | Авентис Фарма С.А. | Новые производные аминоиндазолов в качестве лекарственных средств и содержащие их фармацевтические композиции |
FR2844267B1 (fr) * | 2002-09-05 | 2008-02-15 | Aventis Pharma Sa | Nouveaux derives d'aminoindazoles a titre de medicaments et compositions pharmaceutiques les renfermant |
AU2003255482A1 (en) * | 2002-10-02 | 2004-04-23 | Merck Patent Gmbh | Use of 4 amino-quinazolines as anti cancer agents |
EP2210892A3 (fr) * | 2002-10-04 | 2010-10-27 | Prana Biotechnology Limited | Composés actifs neurologiquement |
KR100490893B1 (ko) * | 2002-10-11 | 2005-05-23 | (주) 비엔씨바이오팜 | 2-메톡시-1,3,5-트리아진 유도체, 그 제조방법 및 이를 포함하는 항바이러스용 약학적 조성물 |
GB0226583D0 (en) * | 2002-11-14 | 2002-12-18 | Cyclacel Ltd | Compounds |
FR2847253B1 (fr) * | 2002-11-19 | 2007-05-18 | Aventis Pharma Sa | Nouveaux derives de pyridazinones a titre de medicaments et compositions pharmaceutiques les renfermant |
US7309701B2 (en) | 2002-11-19 | 2007-12-18 | Sanofi-Aventis Deutschland Gmbh | Pyridazinone derivatives as pharmaceuticals and pharmaceutical compositions containing them |
US7462613B2 (en) | 2002-11-19 | 2008-12-09 | Sanofi-Aventis Deutschland Gmbh | Pyridazinone derivatives as pharmaceuticals and pharmaceutical compositions containing them |
PL377821A1 (pl) * | 2002-11-21 | 2006-02-20 | Chiron Corporation | 2,4,6-tripodstawione pirymidyny jako inhibitory kinazy fosfatydyloinozytolu (PI) 3 i ich zastosowanie w leczeniu nowotworu |
WO2004072029A2 (fr) | 2003-02-06 | 2004-08-26 | Vertex Pharmaceuticals Incorporated | Compositions utiles en tant qu'inhibiteurs de proteine kinases |
US7157455B2 (en) * | 2003-02-10 | 2007-01-02 | Hoffmann-La Roche Inc. | 4-Aminopyrimidine-5-one derivatives |
EP1644338A1 (fr) * | 2003-04-01 | 2006-04-12 | Aponetics AG | Derives de pyrimidine trisubstitues en position 2, 4, 6 utiles pour le traitement de maladies neoplasiques et auto-immunes |
ATE401080T1 (de) * | 2003-06-02 | 2008-08-15 | Astrazeneca Ab | (3-((chinazolin-4-yl)amino)-1h-pyrazol-1- yl)acetamid derivate und verwandte verbindungen als aurora kinase inhibitoren zur behandlung von proliferativen erkrankungen wie krebs |
WO2004112719A2 (fr) | 2003-06-19 | 2004-12-29 | Smithkline Beecham Corporation | Composes chimiques |
US7618975B2 (en) * | 2003-07-03 | 2009-11-17 | Myriad Pharmaceuticals, Inc. | 4-arylamino-quinazolines and analogs as activators of caspases and inducers of apoptosis and the use thereof |
TWI372050B (en) * | 2003-07-03 | 2012-09-11 | Astex Therapeutics Ltd | (morpholin-4-ylmethyl-1h-benzimidazol-2-yl)-1h-pyrazoles |
US8309562B2 (en) | 2003-07-03 | 2012-11-13 | Myrexis, Inc. | Compounds and therapeutical use thereof |
WO2006074147A2 (fr) | 2005-01-03 | 2006-07-13 | Myriad Genetics, Inc. | Composes et utilisation therapeutique associee |
GB0315966D0 (en) * | 2003-07-08 | 2003-08-13 | Cyclacel Ltd | Compounds |
WO2005012256A1 (fr) | 2003-07-22 | 2005-02-10 | Astex Therapeutics Limited | Composes 1h-pyrazole 3,4-disubstitues et leur utilisation en tant que kinases dependant des cyclines (cdk) et modulateurs de la glycogene synthase kinase-3 (gsk-3) |
BRPI0412347A (pt) * | 2003-07-30 | 2006-09-05 | Cyclacel Ltd | 2-aminofenil-4-fenilpiridinas como inibidores de quinase |
PL1656372T3 (pl) | 2003-07-30 | 2013-08-30 | Rigel Pharmaceuticals Inc | Związki 2,4-pirymidynodiaminy do stosowania w leczeniu lub zapobieganiu chorobom autoimmunologicznym |
US20060024690A1 (en) * | 2003-09-19 | 2006-02-02 | Kao H P | Normalization of data using controls |
US7417726B2 (en) * | 2003-09-19 | 2008-08-26 | Applied Biosystems Inc. | Normalization of data using controls |
US20050221357A1 (en) * | 2003-09-19 | 2005-10-06 | Mark Shannon | Normalization of gene expression data |
WO2005030131A2 (fr) * | 2003-09-23 | 2005-04-07 | Replidyne, Inc | Composes de bis-quinazoline pour le traitement des infections bacteriennes |
AU2004283137A1 (en) | 2003-10-17 | 2005-05-06 | Astrazeneca Ab | 4-(pyrazol-3-ylamino) pyrimidine derivatives for use in the treatment of cancer |
WO2005056547A2 (fr) * | 2003-12-04 | 2005-06-23 | Vertex Pharmaceuticals Incorporated | Quinoxalines utiles comme inhibiteurs des proteines kinases |
JP2007513955A (ja) * | 2003-12-09 | 2007-05-31 | バーテックス ファーマシューティカルズ インコーポレイテッド | ナフチリジン誘導体およびそれらのムスカリン受容体の調節剤としての使用 |
JP2007514759A (ja) * | 2003-12-19 | 2007-06-07 | タケダ サン ディエゴ インコーポレイテッド | キナーゼ阻害剤 |
TW200530235A (en) | 2003-12-24 | 2005-09-16 | Renovis Inc | Bicycloheteroarylamine compounds as ion channel ligands and uses thereof |
CA2556239A1 (fr) | 2004-02-11 | 2005-08-25 | Amgen Inc. | Ligands du recepteur vanilloide et leurs applications dans des traitements |
US20080050314A1 (en) * | 2004-02-26 | 2008-02-28 | Bayer Healthcare Ag | Diagnostics and Therapeutics for Diseases Associated With Glycogen Synthase Kinase 3 Beta (Gsk3b) |
US7786165B2 (en) * | 2004-03-15 | 2010-08-31 | Takeda Pharmaceutical Company Limited | Aminophenylpropanoic acid derivative |
EP2522670A1 (fr) * | 2004-04-07 | 2012-11-14 | Takeda Pharmaceutical Company Limited | Antagonistes hétérocycliques des récépteurs du CRF |
US20090227648A1 (en) * | 2004-04-21 | 2009-09-10 | Astrazeneca Ab | Pyrazole derivatives useful for the treatment of cancer |
US20050250829A1 (en) * | 2004-04-23 | 2005-11-10 | Takeda San Diego, Inc. | Kinase inhibitors |
MXPA06012613A (es) * | 2004-05-07 | 2007-01-31 | Amgen Inc | Derivados heterociclicos nitrogenados como moduladores de proteina cinasa y uso para el tratamiento de angiogenesis y cancer. |
US7793137B2 (en) | 2004-10-07 | 2010-09-07 | Cisco Technology, Inc. | Redundant power and data in a wired data telecommunincations network |
CA2566444A1 (fr) * | 2004-05-14 | 2005-12-01 | Vertex Pharmaceuticals Incorporated | Promedicaments d'un inhibiteur des proteines kinases erk de pyrrolylpyrimidine |
EP1771450B9 (fr) | 2004-05-14 | 2008-12-24 | Millennium Pharmaceuticals, Inc. | Composés et procée pour l'inhibition de progression mitotique |
US20050255485A1 (en) * | 2004-05-14 | 2005-11-17 | Livak Kenneth J | Detection of gene duplications |
AU2012200416B2 (en) * | 2004-05-14 | 2014-07-31 | Millennium Pharmaceuticals, Inc. | "Compounds and methods for inhibiting mitotic progression by inhibition of Aurora kinase" |
DK1905773T3 (da) * | 2004-05-14 | 2012-10-15 | Millennium Pharm Inc | Forbindelser og fremgangsmåder til hæmning af mitotisk progression ved hæmning af aurorakinase |
JP2007538102A (ja) * | 2004-05-20 | 2007-12-27 | バイエル・フアーマシユーチカルズ・コーポレーシヨン | 糖尿病の処置に有用な5−アニリノ−4−ヘテロアリールピラゾール誘導体 |
EP1756673A1 (fr) * | 2004-05-27 | 2007-02-28 | E.I.Du pont de nemours and company | Développeur pour une couche de protection constituée d'un photopolymère |
AU2005262322B2 (en) * | 2004-07-01 | 2012-07-26 | Synta Pharmaceuticals Corp. | 2-substituted heteroaryl compounds |
EP1768964A1 (fr) * | 2004-07-06 | 2007-04-04 | Angion Biomedica Corporation | Modulateurs quinazoline d'activite de facteur de croissance hepatocyte/c-met permettant de traiter le cancer |
US7550598B2 (en) * | 2004-08-18 | 2009-06-23 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
TW200624431A (en) | 2004-09-24 | 2006-07-16 | Hoffmann La Roche | Phthalazinone derivatives, their manufacture and use as pharmaceutical agents |
US7285569B2 (en) | 2004-09-24 | 2007-10-23 | Hoff Hoffmann-La Roche Inc. | Tricycles, their manufacture and use as pharmaceutical agents |
JP5046943B2 (ja) * | 2004-09-30 | 2012-10-10 | テイボテク・フアーマシユーチカルズ | Hiv阻害性5−置換ピリミジン |
TW200626560A (en) * | 2004-09-30 | 2006-08-01 | Tibotec Pharm Ltd | HIV inhibiting 5-carbo-or heterocyclic substituted pyrimidines |
KR20070057899A (ko) * | 2004-09-30 | 2007-06-07 | 티보텍 파마슈티칼즈 리미티드 | Hiv를 억제하는 5-헤테로사이클릴피리미딘 |
US7713973B2 (en) * | 2004-10-15 | 2010-05-11 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
CA2585638C (fr) * | 2004-10-29 | 2014-05-06 | Banyu Pharmaceutical Co., Ltd. | Derives d'aminopyridine presentant une action inhibitrice selective de l'aurora a |
US7491720B2 (en) * | 2004-10-29 | 2009-02-17 | Banyu Pharmaceutical Co., Ltd. | Aminopyridine derivatives having Aurora A selective inhibitory action |
US7767680B2 (en) | 2004-11-03 | 2010-08-03 | Vertex Pharmaceuticals Incorporated | Ion channel modulators and methods of use |
US8153630B2 (en) | 2004-11-17 | 2012-04-10 | Miikana Therapeutics, Inc. | Kinase inhibitors |
EP1814878B1 (fr) | 2004-11-24 | 2012-01-04 | Rigel Pharmaceuticals, Inc. | Composes de spiro-2, 4-pyrimidinediamine et leurs utilisations |
US20060128710A1 (en) * | 2004-12-09 | 2006-06-15 | Chih-Hung Lee | Antagonists to the vanilloid receptor subtype 1 (VR1) and uses thereof |
CA2588220A1 (fr) * | 2004-12-23 | 2006-06-29 | Pfizer Products Inc. | Derives heteroaromatiques utiles en tant qu'agents anticancereux |
NZ555982A (en) * | 2004-12-30 | 2011-01-28 | Astex Therapeutics Ltd | Pyrazole compounds that modulate the activity of CDK, GSK and aurora kinases |
ATE519759T1 (de) | 2004-12-30 | 2011-08-15 | Exelixis Inc | Pyrimidinderivate als kinasemodulatoren und anwendungsverfahren |
US8258145B2 (en) | 2005-01-03 | 2012-09-04 | Myrexis, Inc. | Method of treating brain cancer |
ATE451381T1 (de) | 2005-01-19 | 2009-12-15 | Rigel Pharmaceuticals Inc | Prodrugs aus 2,4-pyrimidindiamin-verbindungen und ihre verwendungen |
US8404718B2 (en) | 2005-01-21 | 2013-03-26 | Astex Therapeutics Limited | Combinations of pyrazole kinase inhibitors |
AR054425A1 (es) | 2005-01-21 | 2007-06-27 | Astex Therapeutics Ltd | Sales de adicion de piperidin 4-il- amida de acido 4-(2,6-dicloro-benzoilamino) 1h-pirazol-3-carboxilico. |
EP1871765B1 (fr) * | 2005-01-26 | 2009-12-09 | Schering Corporation | Derives 3-(indazol-5-yl)-(1,2,4)triazine et composes similaires en tant qu'inhibiteurs de protein kinases pour le traitement du cancer |
DK1846394T3 (da) | 2005-02-04 | 2012-01-16 | Astrazeneca Ab | Pyrazolylaminopyridinderivater, der er egnede som kinaseinhibitorer |
WO2006087530A1 (fr) * | 2005-02-16 | 2006-08-24 | Astrazeneca Ab | Composés chimiques |
CA2598076A1 (fr) * | 2005-02-16 | 2006-08-24 | Astrazeneca Ab | Composes chimiques |
EP1858521A4 (fr) * | 2005-03-15 | 2011-07-06 | Irm Llc | Composes et compositions inhibiteurs des proteines kinases |
EP1863797A1 (fr) * | 2005-03-23 | 2007-12-12 | AstraZeneca AB | 2-azetidinyl-4-(lh-pyrazol-3-ylamino)pyrimidines en tant qu'inhibiteurs de l'activite du recepteur du facteur de croissance insulinique i |
US7297700B2 (en) * | 2005-03-24 | 2007-11-20 | Renovis, Inc. | Bicycloheteroaryl compounds as P2X7 modulators and uses thereof |
DK1869032T3 (da) * | 2005-04-05 | 2008-11-10 | Astrazeneca Ab | Pyrimidindervater til anvendelse som anticancermidler |
GB0507347D0 (en) * | 2005-04-12 | 2005-05-18 | Astrazeneca Ab | Chemical compounds |
WO2006108489A1 (fr) | 2005-04-14 | 2006-10-19 | F. Hoffmann-La Roche Ag | Derives aminopyrazole, leur fabrication et leur utilisation comme agents pharmaceutiques |
US20090005396A1 (en) * | 2005-04-27 | 2009-01-01 | Astrazeneca Ab | Use of Pyrazolyl-Pyrimidine Derivatives in the Treatment of Pain |
ES2545382T3 (es) * | 2005-04-28 | 2015-09-10 | Mitsubishi Tanabe Pharma Corporation | Derivado de cianopiridina y su uso como medicamento |
EP1885454A2 (fr) | 2005-05-04 | 2008-02-13 | DeveloGen Aktiengesellschaft | Utilisation des inhibiteurs gsk-3 dans la prevention et le traitement des maladies auto-immunes pancreatiques |
US7745451B2 (en) | 2005-05-04 | 2010-06-29 | Renovis, Inc. | Tetrahydronaphthyridine and tetrahydropyrido[4,3-d]pyrimidine compounds and compositions thereof useful in the treatment of conditions associated with neurological and inflammatory disorders and dysfunctions |
WO2006117560A1 (fr) * | 2005-05-05 | 2006-11-09 | Astrazeneca Ab | Pyrimidines substituées par des groupements pyrazolyl-amino et leur application au traitement de cancers |
KR20080015409A (ko) * | 2005-05-16 | 2008-02-19 | 아스트라제네카 아베 | 티로신 키나제 억제제로서 유용한 피라졸릴아미노피리미딘 유도체 |
US20070203161A1 (en) | 2006-02-24 | 2007-08-30 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
CN105348203B (zh) | 2005-06-08 | 2018-09-18 | 里格尔药品股份有限公司 | 抑制jak途径的组合物和方法 |
KR101354114B1 (ko) | 2005-06-14 | 2014-01-24 | 타이젠 바이오테크놀러지 컴퍼니 리미티드 | 피리미딘 화합물 |
US8193206B2 (en) | 2005-06-14 | 2012-06-05 | Taigen Biotechnology Co., Ltd. | Pyrimidine compounds |
EP1746096A1 (fr) | 2005-07-15 | 2007-01-24 | 4Sc Ag | Analogues de 2-arylbenzothiazole utiles comme agents anticancereux |
AU2006279376B2 (en) * | 2005-08-18 | 2011-04-14 | Vertex Pharmaceuticals Incoporated | Pyrazine kinase inhibitors |
WO2007023382A2 (fr) * | 2005-08-25 | 2007-03-01 | Pfizer Inc. | Composes de pyrimidine amino pyrazole, puissants inhibiteurs de kinase |
EP2258359A3 (fr) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenèse par modulation des récepteurs muscariniques avec sabcomeline |
CA2620333A1 (fr) | 2005-08-26 | 2007-03-01 | Braincells, Inc. | Neurogenese par modulation du recepteur muscarinique |
KR101487027B1 (ko) * | 2005-09-30 | 2015-01-28 | 미카나 테라퓨틱스, 인크. | 치환된 피라졸 화합물 |
UA96427C2 (en) * | 2005-09-30 | 2011-11-10 | Мийкана Терапьютикс, Инк. | Substituted pyrazole compounds |
US8119655B2 (en) | 2005-10-07 | 2012-02-21 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
EP2377530A3 (fr) | 2005-10-21 | 2012-06-20 | Braincells, Inc. | Modulation de neurogénèse par inhibition PDE |
JP2009513615A (ja) | 2005-10-28 | 2009-04-02 | アストラゼネカ アクチボラグ | 癌の治療においてチロシンキナーゼ阻害剤として使用するための4−(3−アミノピラゾール)ピリミジン誘導体 |
WO2007053596A1 (fr) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | Modulation de la neurogenese dont la mediation est assuree par recepteur gaba |
AU2006309173B2 (en) * | 2005-11-01 | 2011-08-18 | Array Biopharma Inc. | Glucokinase activators |
NZ594385A (en) * | 2005-11-03 | 2013-02-22 | Vertex Pharma | Aminopyrimidines useful as kinase inhibitors |
CN101360740A (zh) * | 2005-11-16 | 2009-02-04 | 沃泰克斯药物股份有限公司 | 可用作激酶抑制剂的氨基嘧啶 |
US8546404B2 (en) * | 2005-12-13 | 2013-10-01 | Merck Sharp & Dohme | Compounds that are ERK inhibitors |
US7572809B2 (en) * | 2005-12-19 | 2009-08-11 | Hoffmann-La Roche Inc. | Isoquinoline aminopyrazole derivatives |
EP1968579A1 (fr) | 2005-12-30 | 2008-09-17 | Astex Therapeutics Limited | Composes pharmaceutiques |
WO2007081978A2 (fr) * | 2006-01-11 | 2007-07-19 | Angion Biomedica Corporation | Modulateurs de l'activite facteur de croissance des hepatocytes / c-met |
JO2660B1 (en) | 2006-01-20 | 2012-06-17 | نوفارتيس ايه جي | Pi-3 inhibitors and methods of use |
US7807672B2 (en) * | 2006-02-16 | 2010-10-05 | Schering Corporation | Compounds that are ERK inhibitors |
US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
PE20080145A1 (es) * | 2006-03-21 | 2008-02-11 | Janssen Pharmaceutica Nv | Tetrahidro-pirimidoazepinas como moduladores de trpv1 |
KR20080114741A (ko) | 2006-03-30 | 2008-12-31 | 티보텍 파마슈티칼즈 리미티드 | Hiv를 억제하는 5-아미도 치환 피리미딘 |
CA2644910C (fr) * | 2006-03-31 | 2014-01-28 | Abbott Laboratories | Composes d'indazole |
AU2007235900A1 (en) | 2006-04-07 | 2007-10-18 | Novartis Ag | Combination comprising a) a pyrimidylaminobenzamide compound, and b) a Thr315lle kinase inhibitor |
AU2007240120A1 (en) | 2006-04-14 | 2007-10-25 | Prana Biotechnology Ltd | Method of treatment of age-related macular degeneration (AMD) |
AU2007244183B2 (en) | 2006-04-27 | 2012-05-10 | Msd K.K. | Novel aminopyridine derivative having aurora-a-selective inhibitory activity |
EP2026813A2 (fr) | 2006-05-09 | 2009-02-25 | Braincells, Inc. | Neurogenèse induite par le récepteur 5ht |
JP2009536669A (ja) | 2006-05-09 | 2009-10-15 | ブレインセルス,インコーポレイティド | アンジオテンシン調節による神経新生 |
ME00535B (me) | 2006-06-27 | 2011-10-10 | Takeda Pharmaceuticals Co | Fuzionisana ciklična jedinjenja |
US20110159111A1 (en) * | 2006-06-29 | 2011-06-30 | Astex Therapeutics Limited | Pharmaceutical combinations |
JP5523829B2 (ja) | 2006-06-29 | 2014-06-18 | アステックス、セラピューティックス、リミテッド | 複合薬剤 |
MX2008016523A (es) * | 2006-06-30 | 2009-01-19 | Astrazeneca Ab | Derivados de pirimidina utiles en el tratamiento de cancer. |
CN101484426A (zh) * | 2006-06-30 | 2009-07-15 | 协和发酵麒麟株式会社 | Aurora抑制剂 |
AU2007269540B2 (en) | 2006-07-05 | 2013-06-27 | Exelixis, Inc. | Methods of using IGF1R and Abl kinase modulators |
WO2008017381A1 (fr) | 2006-08-08 | 2008-02-14 | Sanofi-Aventis | Imidazolidin-2,4-dione arylaminoaryl-alkyl-substituée, son procédé de fabrication, médicament contenant ce composé et son utilisation |
US7718648B2 (en) * | 2006-08-09 | 2010-05-18 | Millennium Pharmaceuticals, Inc. | Pyridobenzazepine compounds and methods for inhibiting mitotic progression |
US7832809B2 (en) * | 2006-08-11 | 2010-11-16 | Schlumberger Technology Corporation | Degradation assembly shield |
JP2008081492A (ja) * | 2006-08-31 | 2008-04-10 | Banyu Pharmaceut Co Ltd | オーロラa選択的阻害作用を有する新規アミノピリジン誘導体 |
KR20090064418A (ko) | 2006-09-08 | 2009-06-18 | 브레인셀즈 인코퍼레이션 | 4-아실아미노피리딘 유도체 포함 조합물 |
US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
MX2009003793A (es) | 2006-10-09 | 2009-12-14 | Takeda Pharmaceutical | Inhibidores de cinasa. |
JP2010505961A (ja) * | 2006-10-09 | 2010-02-25 | タケダ サン ディエゴ インコーポレイテッド | キナーゼ阻害剤 |
EP2073807A1 (fr) | 2006-10-12 | 2009-07-01 | Astex Therapeutics Limited | Combinaisons pharmaceutiques |
US8916552B2 (en) | 2006-10-12 | 2014-12-23 | Astex Therapeutics Limited | Pharmaceutical combinations |
WO2008053812A1 (fr) * | 2006-10-27 | 2008-05-08 | Mitsubishi Tanabe Pharma Corporation | Dérivé de cyanopyridine et son utilisation médicale |
AU2007317435A1 (en) | 2006-11-02 | 2008-05-15 | Vertex Pharmaceuticals Incorporated | Aminopyridines and aminopyrimidines useful as inhibitors of protein kinases |
CL2007003244A1 (es) | 2006-11-16 | 2008-04-04 | Millennium Pharm Inc | Compuestos derivados de pirimido[5,4-d][2]benzazepina; composicion farmaceutica que comprende a dicho compuesto; y uso del compuesto para el tratamiento del cancer. |
DE602007007985D1 (de) * | 2006-12-19 | 2010-09-02 | Vertex Pharma | Als inhibitoren von proteinkinasen geeignete aminopyrimidine |
JP5283633B2 (ja) * | 2006-12-29 | 2013-09-04 | テイボテク・フアーマシユーチカルズ | Hiv阻害性5,6−置換ピリミジン |
CN101573343B (zh) * | 2006-12-29 | 2016-02-24 | 爱尔兰詹森科学公司 | 抑制人免疫缺陷病毒的6-取代的嘧啶 |
KR20090108124A (ko) | 2007-02-06 | 2009-10-14 | 노파르티스 아게 | Pi 3-키나제 억제제 및 그의 사용 방법 |
WO2008111441A1 (fr) | 2007-03-05 | 2008-09-18 | Kyowa Hakko Kirin Co., Ltd. | Composition pharmaceutique |
CN101668760B (zh) * | 2007-03-09 | 2013-07-24 | 沃泰克斯药物股份有限公司 | 用作蛋白激酶抑制剂的氨基嘧啶类 |
AU2008226461A1 (en) | 2007-03-09 | 2008-09-18 | Vertex Pharmaceuticals Incorporated | Aminopyridines useful as inhibitors of protein kinases |
WO2008112642A1 (fr) | 2007-03-09 | 2008-09-18 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines utiles en tant qu'inhibiteurs des protéines kinases |
WO2008115973A2 (fr) * | 2007-03-20 | 2008-09-25 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines utiles en tant qu'inhibiteurs de kinase |
WO2008117050A1 (fr) * | 2007-03-27 | 2008-10-02 | Astrazeneca Ab | Pyrazines pyrazolyl-amino substituées et utilisation de ces composés pour le traitement du cancer |
WO2008128009A2 (fr) * | 2007-04-13 | 2008-10-23 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines utilisees en tant qu'inhibiteurs de kinases |
CN101678215B (zh) | 2007-04-18 | 2014-10-01 | 辉瑞产品公司 | 用于治疗异常细胞生长的磺酰胺衍生物 |
WO2008129255A1 (fr) * | 2007-04-18 | 2008-10-30 | Astrazeneca Ab | Dérivés de 5-aminopyrazol-3-yl-3h-imidazo[4,5-b]pyridine et leur utilisation pour le traitement du cancer |
JP5389786B2 (ja) * | 2007-05-02 | 2014-01-15 | バーテックス ファーマシューティカルズ インコーポレイテッド | キナーゼ阻害として有用なアミノピリミジン |
MX2009011810A (es) * | 2007-05-02 | 2010-01-14 | Vertex Pharma | Tiazoles y pirazoles utiles como inhibidores de cinasa. |
AU2008247595A1 (en) * | 2007-05-02 | 2008-11-13 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as kinase inhibitors |
UA99459C2 (en) * | 2007-05-04 | 2012-08-27 | Астразенека Аб | 9-(pyrazol-3-yl)- 9h-purine-2-amine and 3-(pyraz0l-3-yl)-3h-imidazo[4,5-b]pyridin-5-amine derivatives and their use for the treatment of cancer |
CN101687863B (zh) * | 2007-05-04 | 2012-09-12 | 阿斯利康(瑞典)有限公司 | 氨基-噻唑基-嘧啶衍生物及其治疗癌症的用途 |
CA2687966A1 (fr) * | 2007-05-24 | 2008-12-04 | Vertex Pharmaceuticals Incorporated | Thiazoles et pyrazoles utiles en tant qu'inhibiteurs de kinase |
KR101294731B1 (ko) * | 2007-06-04 | 2013-08-16 | 삼성디스플레이 주식회사 | 어레이 기판, 이를 갖는 표시패널 및 이의 제조방법 |
EP2166849A4 (fr) * | 2007-06-11 | 2010-09-15 | Miikana Therapeutics Inc | Composés pyrazole substitués |
EP2178563A2 (fr) * | 2007-07-06 | 2010-04-28 | OSI Pharmaceuticals, Inc. | Combinasion therapeutique anti-cancereuse comprenant un inhibiteur de mtorc1 ainsi que de mtorc2 |
WO2009007753A2 (fr) * | 2007-07-11 | 2009-01-15 | Astrazeneca Ab | Composés chimiques 916-1 |
ES2392003T3 (es) * | 2007-07-25 | 2012-12-03 | Bristol-Myers Squibb Company | Inhibidores de la triazina quinasa |
WO2009013545A2 (fr) * | 2007-07-26 | 2009-01-29 | Astrazeneca Ab | Composés chimiques |
TW200906818A (en) * | 2007-07-31 | 2009-02-16 | Astrazeneca Ab | Chemical compounds |
WO2009018415A1 (fr) * | 2007-07-31 | 2009-02-05 | Vertex Pharmaceuticals Incorporated | Procédé de préparation de la 5-fluoro-1h-pyrazolo[3,4-b]pyridin-3-amine et des dérivés de celle-ci |
EP2025674A1 (fr) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Tetrahydronaphthaline substituée, son procédé de fabrication et son utilisation en tant que médicament |
WO2009027736A2 (fr) * | 2007-08-27 | 2009-03-05 | Astrazeneca Ab | Composés chimiques 000-1 |
WO2009042435A1 (fr) | 2007-09-21 | 2009-04-02 | Array Biopharma Inc. | Activateurs de glucokinase |
EP2214487B1 (fr) | 2007-10-11 | 2013-11-27 | GlaxoSmithKline LLC | Nouveaux inhibiteurs de seh et leur utilisation |
JP5562865B2 (ja) | 2007-12-17 | 2014-07-30 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | Trpv1のイミダゾロ−、オキサゾロ−、及びチアゾロピリミジン・モジュレーター |
US20090270418A1 (en) * | 2008-01-09 | 2009-10-29 | Marianne Sloss | Pyrazole pyrazine amine compounds as kinase inhibitors, compositions thereof and methods of treatment therewith |
WO2009097995A1 (fr) * | 2008-02-07 | 2009-08-13 | Sanofi-Aventis | Nouvelles imidazolidines substituées par un phényle, procédé de production, médicaments contenant ces composés et leur utilisation |
ES2556353T3 (es) * | 2008-02-21 | 2016-01-15 | Merck Sharp & Dohme Corp. | Compuestos que son inhibidores de las ERK |
JP5411152B2 (ja) * | 2008-02-22 | 2014-02-12 | Msd株式会社 | オーロラa選択的阻害作用を有する新規アミノピリジン誘導体 |
PT2268635E (pt) | 2008-04-21 | 2015-10-06 | Taigen Biotechnology Co Ltd | Compostos heterocíclicos |
US8844033B2 (en) | 2008-05-27 | 2014-09-23 | The Trustees Of Columbia University In The City Of New York | Systems, methods, and media for detecting network anomalies using a trained probabilistic model |
EP2288602A1 (fr) * | 2008-06-11 | 2011-03-02 | AstraZeneca AB | Dérivés tricycliques de 2,4-diamino-l,3,5-triazine utiles pour le traitement du cancer et de troubles myéloprolifératifs |
TW201014822A (en) | 2008-07-09 | 2010-04-16 | Sanofi Aventis | Heterocyclic compounds, processes for their preparation, medicaments comprising these compounds, and the use thereof |
RU2473549C2 (ru) * | 2008-07-31 | 2013-01-27 | Дженентек, Инк. | Пиримидиновые соединения, композиции и способы применения |
EP2323622A1 (fr) * | 2008-09-03 | 2011-05-25 | Vertex Pharmaceuticals Incorporated | Co-cristaux et formulations pharmaceutiques les comprenant |
RU2542963C2 (ru) * | 2008-09-05 | 2015-02-27 | Селджен Авиломикс Рисерч,Инк., | Способ определения ингибитора, ковалентно связывающего целевой полипептид |
JP6144873B2 (ja) * | 2008-09-15 | 2017-06-07 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Ire1、src、及びabl活性を調節するための方法及び組成物 |
BRPI0919488A2 (pt) * | 2008-09-30 | 2015-12-01 | Astrazeneca Ab | composto, uso de um composto, método para tratar câncer em um animal de sangue quente, composição farmacêutica, e, processo para preparar um composto |
US8759362B2 (en) * | 2008-10-24 | 2014-06-24 | Purdue Pharma L.P. | Bicycloheteroaryl compounds and their use as TRPV1 ligands |
WO2010056758A1 (fr) * | 2008-11-12 | 2010-05-20 | Yangbo Feng | Dérivés de quinazoline en tant qu’inhibiteurs de kinase |
TW201021855A (en) | 2008-11-13 | 2010-06-16 | Taigen Biotechnology Co Ltd | Lyophilization formulation |
WO2010068601A1 (fr) | 2008-12-08 | 2010-06-17 | Sanofi-Aventis | Hydrate de fluoroglycoside hétéroaromatique cristallin, ses procédés de fabrication, ses procédés d'utilisation et compositions pharmaceutiques le contenant |
PA8851101A1 (es) | 2008-12-16 | 2010-07-27 | Lilly Co Eli | Compuesto amino pirazol |
JP5490137B2 (ja) * | 2008-12-19 | 2014-05-14 | ネルビアーノ・メデイカル・サイエンシーズ・エツセ・エルレ・エルレ | プロテインキナーゼ阻害薬としての二環式ピラゾール |
CA2747326C (fr) | 2008-12-22 | 2017-05-16 | Millennium Pharmaceuticals, Inc. | Inhibiteurs d'aurora kinases associes avec des anticorps anti-cd20 |
WO2010072155A1 (fr) * | 2008-12-26 | 2010-07-01 | 复旦大学 | Dérivé de pyrimidine, sa méthode de synthèse et ses applications |
US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
DK2401267T3 (en) * | 2009-02-27 | 2014-03-10 | Ambit Biosciences Corp | JAK-kinase modulating quinazoline derivatives AND THEIR APPLICATION IN PROCESSES |
CA2660962A1 (fr) | 2009-03-31 | 2010-09-30 | Astellas Pharma Inc. | Nouvelle composition pharmaceutique pour le traitement de la schizophrenie |
US8399663B2 (en) | 2009-04-03 | 2013-03-19 | Astellas Pharma Inc. | Salt of 1,3,5-triazine-2,4,6-triamine derivative |
JO3635B1 (ar) | 2009-05-18 | 2020-08-27 | Millennium Pharm Inc | مركبات صيدلانية صلبة وطرق لانتاجها |
JP2012529511A (ja) * | 2009-06-08 | 2012-11-22 | アブラクシス バイオサイエンス リミテッド ライアビリティー カンパニー | トリアジン誘導体類及びそれらの治療応用 |
AU2010259023A1 (en) * | 2009-06-08 | 2012-01-12 | Nantbioscience, Inc. | Triazine derivatives and their therapeutical applications |
US8877924B2 (en) | 2009-06-09 | 2014-11-04 | NantBio Inc. | Benzyl substituted triazine derivatives and their therapeutical applications |
WO2010144423A1 (fr) * | 2009-06-09 | 2010-12-16 | Abraxis Bioscience, Llc | Dérivés de la styryl-triazine et leurs applications thérapeutiques |
AU2010258853B2 (en) | 2009-06-09 | 2014-07-31 | Nantbio, Inc. | Triazine derivatives and their therapeutical applications |
AU2010258825B2 (en) * | 2009-06-09 | 2014-08-21 | Nantbio, Inc. | Ureidophenyl substituted triazine derivatives and their therapeutical applications |
US20120172384A1 (en) * | 2009-06-18 | 2012-07-05 | Mihiro Sunose | Heterocyclylaminopyrimidines as kinase inhibitors |
US8637525B2 (en) | 2009-07-31 | 2014-01-28 | Bristol-Myers Squibb Company | Compounds for the reduction of beta-amyloid production |
TWI468402B (zh) * | 2009-07-31 | 2015-01-11 | 必治妥美雅史谷比公司 | 降低β-類澱粉生成之化合物 |
SG178880A1 (en) | 2009-08-26 | 2012-04-27 | Sanofi Sa | Novel crystalline heteroaromatic fluoroglycoside hydrates, pharmaceuticals comprising these compounds and their use |
MX339811B (es) | 2009-09-16 | 2016-06-08 | Celgene Avilomics Res Inc * | Conjugados e inhibidores de cinasa de proteina. |
BR112012011424B1 (pt) * | 2009-11-13 | 2020-10-20 | Intuitive Surgical Operations, Inc | instrumento cirúrgico |
EP2519517B1 (fr) | 2009-12-29 | 2015-03-25 | Dana-Farber Cancer Institute, Inc. | Inhibiteurs de kinase raf de type ii |
CN102812167A (zh) | 2009-12-30 | 2012-12-05 | 阿维拉制药公司 | 蛋白的配体-介导的共价修饰 |
SA111320200B1 (ar) * | 2010-02-17 | 2014-02-16 | ديبيوفارم اس ايه | مركبات ثنائية الحلقة واستخداماتها كمثبطات c-src/jak مزدوجة |
BR112012020557A8 (pt) | 2010-02-19 | 2018-01-02 | Millennium Pharm Inc | formas cristalinas de 4-{[9-cloro-7-(2-flúor-6-metoifenil)-5h-pirimido[5,4-d][2]benzazepin-2-il]amino}-2-metoxibenzoato de sódio |
WO2011107494A1 (fr) | 2010-03-03 | 2011-09-09 | Sanofi | Nouveaux dérivés aromatiques de glycoside, médicaments contenants ces composés, et leur utilisation |
US20130059830A1 (en) * | 2010-05-20 | 2013-03-07 | Fa-Xiang Ding | Novel prolylcarboxypeptidase inhibitors |
JP5607241B2 (ja) | 2010-05-21 | 2014-10-15 | ケミリア・エービー | 新規ピリミジン誘導体 |
CA2797947C (fr) | 2010-06-04 | 2019-07-09 | Charles Baker-Glenn | Derives d'aminopyrimidine au titre de modulateurs de lrrk2 |
US8933024B2 (en) | 2010-06-18 | 2015-01-13 | Sanofi | Azolopyridin-3-one derivatives as inhibitors of lipases and phospholipases |
US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
CN103124724B (zh) | 2010-07-29 | 2015-05-20 | 奥瑞泽恩基因组学股份有限公司 | Lsd1的基于芳基环丙胺的脱甲基酶抑制剂及其医疗用途 |
US20130225615A1 (en) * | 2010-09-01 | 2013-08-29 | Ambit Biosciences Corporation | 2-cycloquinazoline derivatives and methods of use thereof |
US20120053176A1 (en) * | 2010-09-01 | 2012-03-01 | Ambit Biosciences Corp. | Adenosine a3 receptor modulating compounds and methods of use thereof |
WO2012030948A1 (fr) | 2010-09-01 | 2012-03-08 | Ambit Biosciences Corporation | Composés de quinazoline et leurs méthodes d'utilisation |
US20130225614A1 (en) * | 2010-09-01 | 2013-08-29 | Ambit Biosciences Corporation | 4-azolylaminoquinazoline derivatives and methods of use thereof |
US8633209B2 (en) | 2010-09-01 | 2014-01-21 | Ambit Biosciences Corporation | Hydrobromide salts of a pyrazolylaminoquinazoline |
ES2581840T3 (es) | 2010-09-01 | 2016-09-07 | Ambit Biosciences Corporation | Pirazolilaminoquinazolina ópticamente activa y composiciones farmacéuticas y métodos de uso de la misma |
EP2663553B1 (fr) * | 2010-09-01 | 2015-08-26 | Ambit Biosciences Corporation | Composés quinoléine et isoquinoléine en tant que modulateurs de jak |
WO2012059932A1 (fr) | 2010-11-01 | 2012-05-10 | Aurigene Discovery Technologies Limited | Dérivés de 2,4-diaminopyrimidine en tant qu'inhibiteurs de protéine kinases |
ES2653967T3 (es) | 2010-11-10 | 2018-02-09 | Genentech, Inc. | Derivados de pirazol aminopirimidina como moduladores de LRRK2 |
US8828995B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Branched oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
WO2012120056A1 (fr) | 2011-03-08 | 2012-09-13 | Sanofi | Dérivés oxathiazine tétra-substitués, procédé pour leur préparation, utilisation en tant que médicament, agent pharmaceutique contenant ces dérivés et utilisation |
US8846666B2 (en) | 2011-03-08 | 2014-09-30 | Sanofi | Oxathiazine derivatives which are substituted with benzyl or heteromethylene groups, method for producing them, their use as medicine and drug containing said derivatives and the use thereof |
US8809325B2 (en) | 2011-03-08 | 2014-08-19 | Sanofi | Benzyl-oxathiazine derivatives substituted with adamantane and noradamantane, medicaments containing said compounds and use thereof |
WO2012120052A1 (fr) | 2011-03-08 | 2012-09-13 | Sanofi | Dérivés d'oxathiazine substitués par des carbocycles ou des hétérocycles, leur procédé de préparation, médicaments contenant ces composés et leur utilisation |
EP2683699B1 (fr) | 2011-03-08 | 2015-06-24 | Sanofi | Dérivés oxathiazine di- et tri-substitués, procédé pour leur préparation, utilisation en tant que médicament, agent pharmaceutique contenant ces dérivés et utilisation |
WO2012120054A1 (fr) | 2011-03-08 | 2012-09-13 | Sanofi | Dérivés oxathiazine di- et tri-substitués, procédé pour leur préparation, utilisation en tant que médicament, agent pharmaceutique contenant ces dérivés et utilisation |
EP2683702B1 (fr) | 2011-03-08 | 2014-12-24 | Sanofi | Nouveaux dérivés de phényle-oxathiazine substitués, leur procédé de fabrication, médicament contenant ces liaisons et son utilisation |
US8895547B2 (en) | 2011-03-08 | 2014-11-25 | Sanofi | Substituted phenyl-oxathiazine derivatives, method for producing them, drugs containing said compounds and the use thereof |
US9006241B2 (en) | 2011-03-24 | 2015-04-14 | Noviga Research Ab | Pyrimidine derivatives |
KR20140062079A (ko) * | 2011-08-25 | 2014-05-22 | 에프. 호프만-라 로슈 아게 | 세린/트레오닌 pak1 억제제 |
WO2013037390A1 (fr) | 2011-09-12 | 2013-03-21 | Sanofi | Dérivés amides d'acide 6-(4-hydroxyphényl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylique en tant qu'inhibiteurs de kinase |
MD20140023A2 (ro) | 2011-09-22 | 2014-06-30 | Pfizer Inc. | Derivaţi de pirolpirimidină şi purină |
EA025183B1 (ru) | 2011-09-27 | 2016-11-30 | Новартис Аг | 3-пиримидин-4-ил-оксазолидин-2-оны в качестве ингибиторов мутантной idh |
WO2013045413A1 (fr) | 2011-09-27 | 2013-04-04 | Sanofi | Dérivés d'amide d'acide 6-(4-hydroxyphényl)-3-alkyl-1h-pyrazolo[3,4-b] pyridine-4-carboxylique utilisés comme inhibiteurs de kinase |
US9382239B2 (en) | 2011-11-17 | 2016-07-05 | Dana-Farber Cancer Institute, Inc. | Inhibitors of c-Jun-N-terminal kinase (JNK) |
JP2015504876A (ja) | 2011-12-22 | 2015-02-16 | エフ・ホフマン−ラ・ロシュ・アクチェンゲゼルシャフト | セリン/トレオニンキナーゼ阻害剤としての2,4−ジアミン−ピリミジン誘導体 |
CA2864825C (fr) * | 2012-02-17 | 2021-01-26 | Abbvie Inc. | Diaminopyrimidines utilisees en tant qu'inhibiteurs du virus syncytial respiratoire (vsr) de l'homme |
UY34632A (es) | 2012-02-24 | 2013-05-31 | Novartis Ag | Compuestos de oxazolidin- 2- ona y usos de los mismos |
TWI485146B (zh) * | 2012-02-29 | 2015-05-21 | Taiho Pharmaceutical Co Ltd | Novel piperidine compounds or salts thereof |
EP2852586A1 (fr) | 2012-03-16 | 2015-04-01 | Axikin Pharmaceuticals, Inc. | Inhibiteurs de 3,5-diaminopyrazole kinase |
US20130303519A1 (en) | 2012-03-20 | 2013-11-14 | Millennium Pharmaceuticals, Inc. | Methods of treating cancer using aurora kinase inhibitors |
CN106977495B (zh) | 2012-04-24 | 2020-08-04 | 沃泰克斯药物股份有限公司 | Dna-pk抑制剂 |
WO2013174895A1 (fr) * | 2012-05-24 | 2013-11-28 | Cellzome Limited | Analogues hétérocyclyle de pyrimidine comme inhibiteurs de tyk2 |
WO2014004376A2 (fr) | 2012-06-26 | 2014-01-03 | Del Mar Pharmaceuticals | Méthodes de traitement de malignités résistantes à un inhibiteur de tyrosine kinase chez des patients ayant des polymorphismes génétiques ou des dérégulations ou des mutations d'ahi1 à l'aide de dianhydrogalactitol, diacétyldianhydrogalactitol, dibromodulcitol ou des analogues ou dérivés correspondants |
KR20150033716A (ko) * | 2012-07-10 | 2015-04-01 | 아레스 트레이딩 에스.에이. | 피리미딘 피라졸릴 유도체 |
CA2884731C (fr) * | 2012-09-19 | 2016-11-01 | Taiho Pharmaceutical Co., Ltd. | Composition pharmaceutique a administrer par voie orale presentant une meilleure elution et/ou une meilleure capacite d'absorption |
US9296733B2 (en) | 2012-11-12 | 2016-03-29 | Novartis Ag | Oxazolidin-2-one-pyrimidine derivative and use thereof for the treatment of conditions, diseases and disorders dependent upon PI3 kinases |
CN103191120B (zh) * | 2012-12-31 | 2015-11-25 | 刘强 | 一种嘧啶衍生物在制备预防和/或治疗和/或辅助治疗肿瘤的药物中的用途 |
CN103059002B (zh) * | 2012-12-31 | 2015-04-22 | 中山大学 | 具有Aurora激酶抑制活性的嘧啶衍生物及其制备方法以及应用 |
CN103202843B (zh) * | 2012-12-31 | 2015-04-29 | 刘强 | 一种嘧啶衍生物在制备预防和/或治疗和/或辅助治疗癌症的药物中的用途 |
CN103910716A (zh) * | 2013-01-07 | 2014-07-09 | 华东理工大学 | 2,4-二取代-环烷基[d]嘧啶类化合物及其用途 |
ES2900061T3 (es) | 2013-03-12 | 2022-03-15 | Vertex Pharma | Inhibidores de DNA-PK |
US9434719B2 (en) | 2013-03-14 | 2016-09-06 | Novartis Ag | 3-pyrimidin-4-yl-oxazolidin-2-ones as inhibitors of mutant IDH |
WO2014145485A2 (fr) | 2013-03-15 | 2014-09-18 | The Trustees Of Columbia University In The City Of New York | Modulateurs de map kinase et utilisations de ceux-ci |
JP6360881B2 (ja) | 2013-03-22 | 2018-07-18 | ミレニアム ファーマシューティカルズ, インコーポレイテッドMillennium Pharmaceuticals, Inc. | 触媒的mtorc1/2阻害薬及びオーロラaキナーゼの選択的阻害薬の組合せ |
WO2015003355A2 (fr) * | 2013-07-11 | 2015-01-15 | Agios Pharmaceuticals, Inc. | Composés thérapeutiquement actifs et leurs méthodes d'utilisation |
AU2014293011A1 (en) | 2013-07-26 | 2016-03-17 | Race Oncology Ltd. | Compositions to improve the therapeutic benefit of bisantrene |
WO2015028848A1 (fr) * | 2013-09-02 | 2015-03-05 | Piramal Enterprises Limited | Composés hétérocycliques bicycliques utilisés comme inhibiteurs de plusieurs kinases |
NZ631142A (en) | 2013-09-18 | 2016-03-31 | Axikin Pharmaceuticals Inc | Pharmaceutically acceptable salts of 3,5-diaminopyrazole kinase inhibitors |
EP3424920B1 (fr) | 2013-10-17 | 2020-04-15 | Vertex Pharmaceuticals Incorporated | Co-cristaux de (s)-n-méthyl-8-(1-((2 '-méthyl-[4,5'-bipyrimidin] -6-yl)amino) propan-2-yl)quinoline-4-carboxamide et leurs dérivés deutérés en tant qu'inhibiteurs de l'adn-pk |
EP3057956B1 (fr) | 2013-10-18 | 2021-05-05 | Dana-Farber Cancer Institute, Inc. | Inhibiteurs polycycliques de la kinase cycline-dépendante 7 (cdk7) |
AU2014337122B2 (en) | 2013-10-18 | 2019-01-03 | Dana-Farber Cancer Institute, Inc. | Heteroaromatic compounds useful for the treatment of proliferative diseases |
AU2014373773C1 (en) | 2014-01-01 | 2019-06-27 | Medivation Technologies Llc | Compounds and methods of use |
US10258585B2 (en) | 2014-03-13 | 2019-04-16 | Neuroderm, Ltd. | DOPA decarboxylase inhibitor compositions |
ES2967693T3 (es) | 2014-03-13 | 2024-05-03 | Neuroderm Ltd | Composiciones del inhibidor de la dopa descarboxilasa |
WO2015148867A1 (fr) * | 2014-03-28 | 2015-10-01 | Calitor Sciences, Llc | Composés hétéroaryle substitués et procédés d'utilisation |
CR20160514A (es) | 2014-04-04 | 2017-07-26 | Iomet Pharma Ltd | Derivados de indol para uso en medicina |
CA2945263A1 (fr) | 2014-04-09 | 2015-10-15 | Christopher Rudd | Utilisation d'inhibiteurs ou d'activateurs de gsk -3 qui modulent l'expression de pd -1 ou de t-bet pour moduler l'immunite due aux lymphocytes t |
CN105367555B (zh) * | 2014-08-07 | 2019-06-25 | 广东东阳光药业有限公司 | 取代的杂芳基化合物及其组合物和用途 |
CA2972239A1 (fr) | 2014-12-23 | 2016-06-30 | Dana-Farber Cancer Institute, Inc. | Inhibiteurs de la kinase cycline-dependante 7 (cdk7) |
AU2015369690B2 (en) | 2014-12-23 | 2019-01-17 | SMA Therapeutics Inc. | 3,5-diaminopyrazole kinase inhibitors |
WO2016123627A1 (fr) * | 2015-01-30 | 2016-08-04 | Vanderbilt University | Composés à substitution isoquiniline and napthalene utiles en tant que potentialisateurs allostériques de mglur4, composés, et méthodes de traitement de troubles neurologiques |
JP6861166B2 (ja) | 2015-03-27 | 2021-04-21 | ダナ−ファーバー キャンサー インスティテュート, インコーポレイテッド | サイクリン依存性キナーゼの阻害剤 |
EP3283482B1 (fr) | 2015-04-17 | 2022-04-06 | Ludwig Institute for Cancer Research Ltd | Inhibiteurs plk4 |
HUE046130T2 (hu) | 2015-05-28 | 2020-02-28 | Theravance Biopharma R&D Ip Llc | Naftiridin vegyületek mint jak kináz inhibitorok |
JP2018135268A (ja) * | 2015-06-05 | 2018-08-30 | 大日本住友製薬株式会社 | 新規ヘテロアリールアミノ−3−ピラゾール誘導体およびその薬理学上許容される塩 |
WO2017044858A2 (fr) | 2015-09-09 | 2017-03-16 | Dana-Farber Cancer Institute, Inc. | Inhibiteurs de kinases cycline-dépendantes |
EP3347097B1 (fr) | 2015-09-11 | 2021-02-24 | Sunshine Lake Pharma Co., Ltd. | Dérivés d' aminopyrimidine substitués en tant que modulateurs des kinases jak, flt3 et aurora |
WO2017100726A1 (fr) | 2015-12-10 | 2017-06-15 | Ptc Therapeutics, Inc. | Méthodes de traitement de la maladie de huntington |
CN105399695B (zh) * | 2015-12-11 | 2019-04-19 | 浙江大学 | 三嗪类化合物及其制备方法和用途 |
CN105384702B (zh) * | 2015-12-11 | 2018-04-10 | 浙江大学 | 三取代均三嗪类化合物及其制备方法 |
CN105503754B (zh) * | 2015-12-11 | 2017-11-17 | 浙江大学 | 2‑氨基‑4‑苄基‑6‑吗啉‑1,3,5‑三嗪及其制备和应用 |
WO2017102091A1 (fr) | 2015-12-18 | 2017-06-22 | Bayer Pharma Aktiengesellschaft | Composés hétéroarylbenzimidazole |
MA43821A (fr) | 2016-03-14 | 2018-11-28 | Afferent Pharmaceuticals Inc | Pyrimidines et variantes de celles-ci, et leurs utilisations |
BR112018069105A2 (pt) * | 2016-03-25 | 2019-01-29 | Afferent Pharmaceuticals Inc | pirimidinas e variantes das mesmas, e usos para tais |
CA3020506A1 (fr) | 2016-04-28 | 2017-11-02 | Theravance Biopharma R&D Ip, Llc | Composes de pyridine a titre d'inhibiteurs de kinases jak |
WO2017207534A1 (fr) | 2016-06-03 | 2017-12-07 | Bayer Pharma Aktiengesellschaft | Composés hétéroarylbenzimidazole substitués |
US11110108B2 (en) | 2016-09-27 | 2021-09-07 | Vertex Pharmaceuticals Incorporated | Method for treating cancer using a combination of DNA-damaging agents and DNA-PK inhibitors |
US10858319B2 (en) | 2016-10-03 | 2020-12-08 | Iomet Pharma Ltd. | Indole derivatives for use in medicine |
WO2018089546A1 (fr) * | 2016-11-08 | 2018-05-17 | Vanderbilt University | Composés d'ether isoquinoléine en tant que potentialisateurs allostériques de mglur4, compositions, et méthodes de traitement de dysfonctionnements neurologiques |
CN108239071B (zh) * | 2016-12-27 | 2020-12-04 | 沈阳药科大学 | 酰胺及硫代酰胺类衍生物及其制备方法和应用 |
FR3064275B1 (fr) | 2017-03-21 | 2019-06-07 | Arkema France | Procede de chauffage et/ou climatisation d'un vehicule |
CR20190580A (es) | 2017-05-30 | 2020-02-10 | Basf Se | Compuestos de piridina y pirazina |
AU2018282154B2 (en) | 2017-06-05 | 2022-04-07 | Ptc Therapeutics, Inc. | Compounds for treating huntington's disease |
WO2019005980A1 (fr) | 2017-06-28 | 2019-01-03 | Ptc Therapeutics, Inc. | Procédés de traitement de la maladie de huntington |
CA3067592A1 (fr) | 2017-06-28 | 2019-01-03 | Ptc Therapeutics, Inc. | Methodes de traitement de la maladie de huntington |
WO2019000682A1 (fr) * | 2017-06-30 | 2019-01-03 | 北京泰德制药股份有限公司 | Inhibiteur de protéine kinase associée à rho, composition pharmaceutique contenant celui-ci, son procédé de préparation et ses applications |
US10323023B2 (en) | 2017-06-30 | 2019-06-18 | Beijing Tide Pharmaceutical Co., Ltd. | Rho-associated protein kinase inhibitor, pharmaceutical composition comprising the same, as well as preparation method and use thereof |
CN117343049A (zh) | 2017-06-30 | 2024-01-05 | 北京泰德制药股份有限公司 | Rho相关蛋白激酶抑制剂、包含其的药物组合物及其制备方法和用途 |
EP3675860B1 (fr) * | 2017-08-28 | 2023-03-08 | Zhihong, Chen | Pyrimidines substituées, compositions pharmaceutiques et méthodes thérapeutiques associées |
US20200199136A1 (en) * | 2017-08-28 | 2020-06-25 | Acurastem Inc. | Pikfyve kinase inhibitors |
DK3672965T3 (da) | 2017-10-27 | 2022-10-03 | Theravance Biopharma R&D Ip Llc | Pyramidinforbindelse som Jak-kinase-inhibitor |
US20200399250A1 (en) * | 2017-11-23 | 2020-12-24 | Biomed X Gmbh | Pyrimidine Derivatives as Tropomyosin Receptor Kinase A (TRKA) Inhibitors |
EP3720560A4 (fr) * | 2017-12-06 | 2022-01-05 | Ludwig Institute for Cancer Research Ltd | Méthodes de traitement du cancer par des inhibiteurs de plk4 |
SG11202009212WA (en) | 2018-03-27 | 2020-10-29 | Ptc Therapeutics Inc | Compounds for treating huntington's disease |
AU2019295632A1 (en) * | 2018-06-25 | 2020-11-26 | Dana-Farber Cancer Institute, Inc. | Taire family kinase inhibitors and uses thereof |
KR20210042265A (ko) | 2018-06-27 | 2021-04-19 | 피티씨 테라퓨틱스, 인크. | 헌팅턴병 치료를 위한 헤테로사이클릭 및 헤테로아릴 화합물 |
EP3814360A1 (fr) | 2018-06-27 | 2021-05-05 | PTC Therapeutics, Inc. | Composés hétéroaryles pour le traitement de la maladie de huntington |
JP7470713B2 (ja) | 2019-04-24 | 2024-04-18 | セラヴァンス バイオファーマ アール&ディー アイピー, エルエルシー | Jakキナーゼ阻害剤としてのエステルおよびカルボナートピリミジン化合物 |
JP7482152B2 (ja) | 2019-04-24 | 2024-05-13 | セラヴァンス バイオファーマ アール&ディー アイピー, エルエルシー | 皮膚疾患の処置のためのピリミジンjak阻害剤 発明の背景 |
EP4007757A4 (fr) * | 2019-08-01 | 2023-07-19 | Integral Biosciences Pvt. Ltd. | Composés hétérocycliques utilisés en tant qu'inhibiteurs de kinase et leurs utilisations |
EP4031547A1 (fr) | 2019-09-18 | 2022-07-27 | Takeda Pharmaceutical Company Limited | Inhibiteurs de la kallicréine plasmatique et leurs utilisations |
CN110483493A (zh) * | 2019-09-19 | 2019-11-22 | 广东工业大学 | 一种二唑类衍生物及其制备方法和应用 |
US11213502B1 (en) | 2020-11-17 | 2022-01-04 | Neuroderm, Ltd. | Method for treatment of parkinson's disease |
US11331293B1 (en) | 2020-11-17 | 2022-05-17 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
US11844754B2 (en) | 2020-11-17 | 2023-12-19 | Neuroderm, Ltd. | Methods for treatment of Parkinson's disease |
TW202237119A (zh) | 2020-12-10 | 2022-10-01 | 美商住友製藥腫瘤公司 | Alk﹘5抑制劑和彼之用途 |
CN117355523A (zh) * | 2021-03-17 | 2024-01-05 | 武田药品工业株式会社 | 血浆激肽释放酶的多环抑制剂 |
WO2022204721A1 (fr) * | 2021-03-26 | 2022-09-29 | Sumitomo Pharma Oncology, Inc. | Inhibiteurs d'alk-5 et leurs utilisations |
TW202309008A (zh) | 2021-05-11 | 2023-03-01 | 美商歐瑞克製藥公司 | 類polo激酶4抑制劑 |
WO2023278326A1 (fr) | 2021-06-28 | 2023-01-05 | Blueprint Medicines Corporation | Inhibiteurs de cdk2 |
CN116354938B (zh) * | 2021-12-28 | 2024-02-20 | 沈阳药科大学 | 一类喹唑啉衍生物与其类似物的制备方法及应用 |
CN114276302B (zh) * | 2022-01-11 | 2023-07-25 | 山东百启生物医药有限公司 | 一种制备2,4-二氨基喹唑啉衍生物的方法 |
WO2024003773A1 (fr) | 2022-07-01 | 2024-01-04 | Pfizer Inc. | Composés de 2,7-naphtyridine en tant qu'inhibiteurs de mastl |
CN115403568B (zh) * | 2022-09-21 | 2023-09-29 | 中山大学 | 一种喹唑啉类Aurora A共价抑制剂及其制备方法和应用 |
CN117736198A (zh) * | 2022-09-21 | 2024-03-22 | 科辉智药生物科技(深圳)有限公司 | 大环含氮冠醚化合物及其作为蛋白激酶抑制剂的应用 |
Family Cites Families (97)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3133081A (en) | 1964-05-12 | J-aminoindazole derivatives | ||
US2585906A (en) | 1952-02-12 | Quaternary salts of pyrimdjines | ||
US18436A (en) * | 1857-10-20 | And saml | ||
US3935183A (en) | 1970-01-26 | 1976-01-27 | Imperial Chemical Industries Limited | Indazole-azo phenyl compounds |
BE754242A (fr) | 1970-07-15 | 1971-02-01 | Geigy Ag J R | Diamino-s-triazines et dinitro-s-triazines |
US3755332A (en) * | 1971-07-01 | 1973-08-28 | Ciba Geigy Corp | Substituted 4 indazolaminoquinolines |
US3998951A (en) * | 1974-03-13 | 1976-12-21 | Fmc Corporation | Substituted 2-arylquinazolines as fungicides |
DE2458965C3 (de) | 1974-12-13 | 1979-10-11 | Bayer Ag, 5090 Leverkusen | 3-Amino-indazol-N-carbonsäure-Derivate, Verfahren zu ihrer Herstellung sowie sie enthaltende Arzneimittel |
MA18829A1 (fr) | 1979-05-18 | 1980-12-31 | Ciba Geigy Ag | Derives de la pyrimidine,procedes pour leur preparation,compositions pharmaceutiques contenant ces composes et leur utilisation therapeutique |
DOP1981004033A (es) | 1980-12-23 | 1990-12-29 | Ciba Geigy Ag | Procedimiento para proteger plantas de cultivo de la accion fitotoxica de herbicidas. |
SE8102193L (sv) | 1981-04-06 | 1982-10-07 | Pharmacia Ab | Terapeutiskt aktiv organisk forening och dess anvendning |
SE8102194L (sv) | 1981-04-06 | 1982-10-07 | Pharmacia Ab | Terapeutiskt aktiv organisk forening och farmaceutisk beredning innehallande denna |
JPS58124773A (ja) | 1982-01-20 | 1983-07-25 | Mitsui Toatsu Chem Inc | 5−メチルチオピリミジン誘導体とその製造法と農園芸用殺菌剤 |
EP0136976A3 (fr) | 1983-08-23 | 1985-05-15 | Ciba-Geigy Ag | Application de phénylpyrimidines comme régulateurs pour plantes |
DE3725638A1 (de) | 1987-08-03 | 1989-02-16 | Bayer Ag | Neue aryloxy (bzw. thio)aminopyrimidine |
JPH0532662A (ja) | 1990-11-09 | 1993-02-09 | Nissan Chem Ind Ltd | 置換ピラゾール誘導体および農園芸用殺菌剤 |
US5710158A (en) | 1991-05-10 | 1998-01-20 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Aryl and heteroaryl quinazoline compounds which inhibit EGF and/or PDGF receptor tyrosine kinase |
US5714493A (en) * | 1991-05-10 | 1998-02-03 | Rhone-Poulenc Rorer Pharmaceuticals, Inc. | Aryl and heteroaryl quinazoline compounds which inhibit CSF-1R receptor tyrosine kinase |
US5597920A (en) | 1992-04-30 | 1997-01-28 | Neurogen Corporation | Gabaa receptor subtypes and methods for screening drug compounds using imidazoquinoxalines and pyrrolopyrimidines to bind to gabaa receptor subtypes |
JPH0665237A (ja) * | 1992-05-07 | 1994-03-08 | Nissan Chem Ind Ltd | 置換ピラゾール誘導体および農園芸用殺菌剤 |
ES2262137T3 (es) | 1993-10-01 | 2006-11-16 | Novartis Ag | Derivados de pirimidinamina farmacologicamente activos y procedimientos para su preparacion. |
ES2219670T3 (es) | 1994-11-10 | 2004-12-01 | Millennium Pharmaceuticals, Inc. | Utilizacion de compuestos de pirazola para el tratamiento de la glomerulonefritis, cancer, ateroesclerosis o restenosis. |
IL117659A (en) | 1995-04-13 | 2000-12-06 | Dainippon Pharmaceutical Co | Substituted 2-phenyl pyrimidino amino acetamide derivative process for preparing the same and a pharmaceutical composition containing same |
AU726058B2 (en) | 1995-09-01 | 2000-10-26 | Signal Pharmaceuticals, Inc. | Pyrimidine carboxylates and related compounds and methods for treating inflammatory conditions |
US5935966A (en) | 1995-09-01 | 1999-08-10 | Signal Pharmaceuticals, Inc. | Pyrimidine carboxylates and related compounds and methods for treating inflammatory conditions |
GB9523675D0 (en) | 1995-11-20 | 1996-01-24 | Celltech Therapeutics Ltd | Chemical compounds |
US6716575B2 (en) | 1995-12-18 | 2004-04-06 | Sugen, Inc. | Diagnosis and treatment of AUR1 and/or AUR2 related disorders |
AR007857A1 (es) | 1996-07-13 | 1999-11-24 | Glaxo Group Ltd | Compuestos heterociclicos fusionados como inhibidores de proteina tirosina quinasa, sus metodos de preparacion, intermediarios uso en medicina ycomposiciones farmaceuticas que los contienen. |
JPH10130150A (ja) | 1996-09-05 | 1998-05-19 | Dainippon Pharmaceut Co Ltd | 酢酸アミド誘導体からなる医薬 |
GB9619284D0 (en) | 1996-09-16 | 1996-10-30 | Celltech Therapeutics Ltd | Chemical compounds |
JP4205168B2 (ja) | 1996-10-02 | 2009-01-07 | ノバルティス アクチエンゲゼルシヤフト | ピリミジン誘導体およびその製造法 |
JP2001506974A (ja) | 1996-10-11 | 2001-05-29 | ワーナー―ランバート・コンパニー | インターロイキン―1β変換酵素のアスパルテートエステル阻害剤 |
AU741203B2 (en) | 1997-10-10 | 2001-11-22 | Cytovia, Inc. | Dipeptide apoptosis inhibitors and the use thereof |
US6267952B1 (en) | 1998-01-09 | 2001-07-31 | Geltex Pharmaceuticals, Inc. | Lipase inhibiting polymers |
JP2000026421A (ja) | 1998-01-29 | 2000-01-25 | Kumiai Chem Ind Co Ltd | ジアリ―ルスルフィド誘導体及び有害生物防除剤 |
NZ506417A (en) | 1998-02-17 | 2003-05-30 | Tularik Inc | Anti-viral pyrimidine derivatives |
ATE295177T1 (de) | 1998-03-16 | 2005-05-15 | Cytovia Inc | Dipeptid kaspase inhibitoren und deren verwendung |
JP4611524B2 (ja) | 1998-06-02 | 2011-01-12 | オーエスアイ・ファーマスーティカルズ・インコーポレーテッド | ピロロ[2,3d]ピリミジン組成物およびその使用 |
JP4533534B2 (ja) | 1998-06-19 | 2010-09-01 | 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 | グリコーゲンシンターゼキナーゼ3のインヒビター |
WO2000003901A1 (fr) * | 1998-07-16 | 2000-01-27 | Continental Teves Ag & Co. Ohg | Procede et dispositif permettant de detecter des etats de conduite critiques dans des vehicules en marche |
CA2339188A1 (fr) | 1998-08-21 | 2000-03-02 | Dupont Pharmaceuticals Company | Isoxazolo¬4,5-d|pyrimidines comme antagonistes du crf |
US6184226B1 (en) | 1998-08-28 | 2001-02-06 | Scios Inc. | Quinazoline derivatives as inhibitors of P-38 α |
ES2241324T3 (es) * | 1998-10-08 | 2005-10-16 | Astrazeneca Ab | Derivados de quinazolina. |
GB9828640D0 (en) | 1998-12-23 | 1999-02-17 | Smithkline Beecham Plc | Novel method and compounds |
GB9828511D0 (en) * | 1998-12-24 | 1999-02-17 | Zeneca Ltd | Chemical compounds |
CN1149204C (zh) | 1999-01-13 | 2004-05-12 | 沃尼尔·朗伯公司 | 1-杂环取代的二芳基胺 |
DE60028740T2 (de) | 1999-03-30 | 2007-05-24 | Novartis Ag | Phthalazinderivate zur behandlung von entzündlichen erkrankungen |
JP2003502424A (ja) | 1999-06-17 | 2003-01-21 | シオノギ バイオリサーチ コーポレイション | Il−12産生の阻害物質 |
GB9914258D0 (en) | 1999-06-18 | 1999-08-18 | Celltech Therapeutics Ltd | Chemical compounds |
CN1222520C (zh) | 1999-08-12 | 2005-10-12 | 沃泰克斯药物股份有限公司 | c-JUN N-末端激酶(JNK)和其它蛋白激酶的抑制剂 |
MXPA02003436A (es) | 1999-10-07 | 2002-08-20 | Amgen Inc | Inhibidores de triazina cinasa. |
TR200201431T2 (tr) | 1999-11-30 | 2002-09-23 | Pfizer Products Inc. | İmünosupresanlar olarak faydalı 2,4-diaminopirimidin bileşikleri |
CA2393179A1 (fr) | 1999-12-02 | 2001-06-07 | Osi Pharmaceuticals, Inc. | Composes specifiques aux recepteurs a1, a2a et a3 de l'adenosine et leurs utilisations |
US6376489B1 (en) | 1999-12-23 | 2002-04-23 | Icos Corporation | Cyclic AMP-specific phosphodiesterase inhibitors |
MY125768A (en) | 1999-12-15 | 2006-08-30 | Bristol Myers Squibb Co | N-[5-[[[5-alkyl-2-oxazolyl]methyl]thio]-2-thiazolyl]-carboxamide inhibitors of cyclin dependent kinases |
US20020065270A1 (en) | 1999-12-28 | 2002-05-30 | Moriarty Kevin Joseph | N-heterocyclic inhibitors of TNF-alpha expression |
SK14082001A3 (sk) | 2000-02-05 | 2002-03-05 | Vertex Pharmaceuticals Incorporated | Deriváty pyrazolu ako inhibítory ERK a farmaceutická kompozícia, ktorá ich obsahuje |
WO2001060816A1 (fr) * | 2000-02-17 | 2001-08-23 | Amgen Inc. | Inhibiteurs de kinases |
GB0004887D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
GB0004890D0 (en) * | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
JP4806154B2 (ja) | 2000-04-03 | 2011-11-02 | バーテックス ファーマシューティカルズ インコーポレイテッド | セリンプロテアーゼ、特にc型肝炎ウイルスns3プロテアーゼのインヒビター |
AU2001249865A1 (en) | 2000-04-18 | 2001-10-30 | Agouron Pharmaceuticals, Inc. | Pyrazoles for inhibiting protein kinase |
JP3890184B2 (ja) * | 2000-05-15 | 2007-03-07 | Necパーソナルプロダクツ株式会社 | 電源装置及びその電力制御方法、情報処理機器 |
MXPA02011974A (es) | 2000-06-28 | 2004-09-06 | Astrazeneca Ab | Derivados de quinazolina sustituidos y su uso como inhibidores. |
EP1313710A1 (fr) | 2000-08-31 | 2003-05-28 | Pfizer Products Inc. | Derives pyrazole et leur utilisation en tant qu'inhibiteurs des proteines kinases |
DE60128709T2 (de) | 2000-09-15 | 2007-12-27 | Vertex Pharmaceuticals Inc., Cambridge | Triazol-verbindungen als protein-kinase-inhibitoren |
HUP0302991A3 (en) | 2000-09-15 | 2009-10-28 | Vertex Pharma | Isoxazoles and their use as inhibitors of erk and pharmaceutical compositions containing the compounds |
US7473691B2 (en) | 2000-09-15 | 2009-01-06 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
US6613776B2 (en) | 2000-09-15 | 2003-09-02 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
US6660731B2 (en) | 2000-09-15 | 2003-12-09 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
US6610677B2 (en) | 2000-09-15 | 2003-08-26 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
EP1318984A1 (fr) | 2000-09-20 | 2003-06-18 | MERCK PATENT GmbH | 4-amino-quinazolines |
US6641579B1 (en) * | 2000-09-29 | 2003-11-04 | Spectrasonics Imaging, Inc. | Apparatus and method for ablating cardiac tissue |
US6716851B2 (en) | 2000-12-12 | 2004-04-06 | Cytovia, Inc. | Substituted 2-aryl-4-arylaminopyrimidines and analogs as activators or caspases and inducers of apoptosis and the use thereof |
DE10061863A1 (de) | 2000-12-12 | 2002-06-13 | Basf Ag | Verfahren zur Herstellung von Triethylendiamin (TEDA) |
WO2002047690A1 (fr) | 2000-12-12 | 2002-06-20 | Cytovia, Inc. | 2-aryl-4-arylaminopyrimidines substituees et analogues en tant qu'activateurs de caspases et qu'inducteurs d'apoptose, et utilisation associee |
KR100947185B1 (ko) | 2000-12-21 | 2010-03-15 | 버텍스 파마슈티칼스 인코포레이티드 | 단백질 키나제 억제제로서 유용한 피라졸 화합물 및 이를 포함하는 조성물 |
MY130778A (en) | 2001-02-09 | 2007-07-31 | Vertex Pharma | Heterocyclic inhibitiors of erk2 and uses thereof |
US6949544B2 (en) | 2001-03-29 | 2005-09-27 | Vertex Pharmaceuticals Incorporated | Inhibitors of c-Jun N-terminal kinases (JNK) and other protein kinases |
JP2004535381A (ja) | 2001-04-13 | 2004-11-25 | バーテックス ファーマシューティカルズ インコーポレイテッド | c−JunN末端キナーゼ(JNK)および他のプロテインキナーゼのインヒビター |
AU2002305205A1 (en) | 2001-04-20 | 2002-11-05 | Jingrong Cao | 9-deazaguanine derivatives as inhibitors of gsk-3 |
WO2002092573A2 (fr) | 2001-05-16 | 2002-11-21 | Vertex Pharmaceuticals Incorporated | Inhibiteurs de src et autres proteine kinases |
CA2450769A1 (fr) | 2001-06-15 | 2002-12-27 | Vertex Pharmaceuticals Incorporated | 5-(2-aminopyrimidine-4-yl) benzisoxazoles en tant qu'inhibiteurs de proteine kinases |
ATE337312T1 (de) | 2001-07-03 | 2006-09-15 | Vertex Pharma | Isoxazolyl-pyrimidines als inhibitoren von src- und lck-protein-kinasen |
WO2003026665A1 (fr) * | 2001-09-26 | 2003-04-03 | Bayer Pharmaceuticals Corporation | Derives de 2-phenylamino-4-(5-pyrazolylamino)-pyrimidine en tant qu'inhibiteurs de la kinase, notamment, des inhibiteurs de la kinase src |
US6569499B2 (en) * | 2001-10-02 | 2003-05-27 | Xerox Corporation | Apparatus and method for coating photoreceptor substrates |
EP1474147B1 (fr) | 2001-12-07 | 2010-05-05 | Vertex Pharmaceuticals Incorporated | Composes a base de pyrimidine utiles en tant qu'inhibiteurs des gsk-3 |
WO2003078426A1 (fr) | 2002-03-15 | 2003-09-25 | Vertex Pharmaceuticals, Inc. | Azolylaminoazines en tant qu'inhibiteurs de proteines kinases |
AU2003220299A1 (en) | 2002-03-15 | 2003-09-29 | Vertex Pharmaceuticals, Inc. | Azinylaminoazoles as inhibitors of protein kinases |
DE60332604D1 (de) | 2002-03-15 | 2010-07-01 | Vertex Pharma | Azolylaminoazine als proteinkinasehemmer |
ATE365733T1 (de) | 2002-03-15 | 2007-07-15 | Vertex Pharma | Zusammensetzungen brauchbar als protein-kinase- inhibitoren |
US20030207873A1 (en) | 2002-04-10 | 2003-11-06 | Edmund Harrington | Inhibitors of Src and other protein kinases |
US7304061B2 (en) | 2002-04-26 | 2007-12-04 | Vertex Pharmaceuticals Incorporated | Heterocyclic inhibitors of ERK2 and uses thereof |
MY141867A (en) | 2002-06-20 | 2010-07-16 | Vertex Pharma | Substituted pyrimidines useful as protein kinase inhibitors |
EP1554269A1 (fr) | 2002-07-09 | 2005-07-20 | Vertex Pharmaceuticals Incorporated | Imidazoles, oxazoles et thiazoles presentant des activites d'inhibition des proteines kinases |
CA2494100C (fr) | 2002-08-02 | 2011-10-11 | Vertex Pharmaceuticals Incorporated | Compositions pyrazole convenant comme inhibiteurs de gsk-3 |
DE602007007985D1 (de) | 2006-12-19 | 2010-09-02 | Vertex Pharma | Als inhibitoren von proteinkinasen geeignete aminopyrimidine |
-
2001
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2003
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2004
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2006
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2010
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2012
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2013
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