ZA200504175B - Methylene urea derivatives as raf-kinase inhibitors - Google Patents
Methylene urea derivatives as raf-kinase inhibitors Download PDFInfo
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- ZA200504175B ZA200504175B ZA200504175A ZA200504175A ZA200504175B ZA 200504175 B ZA200504175 B ZA 200504175B ZA 200504175 A ZA200504175 A ZA 200504175A ZA 200504175 A ZA200504175 A ZA 200504175A ZA 200504175 B ZA200504175 B ZA 200504175B
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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EP02023906 | 2002-10-24 |
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EP (1) | EP1562905A2 (ru) |
JP (2) | JP4690889B2 (ru) |
KR (1) | KR20050071598A (ru) |
CN (1) | CN1705645A (ru) |
AR (1) | AR041719A1 (ru) |
AU (1) | AU2003268926B2 (ru) |
BR (1) | BR0315580A (ru) |
CA (1) | CA2503445C (ru) |
MX (1) | MXPA05004206A (ru) |
PL (1) | PL374758A1 (ru) |
RU (1) | RU2005115842A (ru) |
WO (1) | WO2004037789A2 (ru) |
ZA (1) | ZA200504175B (ru) |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8124630B2 (en) | 1999-01-13 | 2012-02-28 | Bayer Healthcare Llc | ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
EP1158985B1 (en) | 1999-01-13 | 2011-12-28 | Bayer HealthCare LLC | OMEGA-CARBOXY ARYL SUBSTITUTED DIPHENYL UREAS AS p38 KINASE INHIBITORS |
AP1753A (en) * | 2001-06-11 | 2007-07-18 | Shire Biochem Inc | Thiophene derivatives as antiviral agents for flavvivirus infection |
US8329924B2 (en) * | 2001-06-11 | 2012-12-11 | Vertex Pharmaceuticals (Canada) Incorporated | Compounds and methods for the treatment or prevention of Flavivirus infections |
AU2003209119A1 (en) | 2002-02-11 | 2003-09-04 | Bayer Pharmaceuticals Corporation | Pyridine, quinoline, and isoquinoline n-oxides as kinase inhibitors |
SI1478358T1 (sl) | 2002-02-11 | 2013-09-30 | Bayer Healthcare Llc | Sorafenib tozilat za zdravljenje bolezni, značilnih po abnormalni angiogenezi |
PE20040522A1 (es) | 2002-05-29 | 2004-09-28 | Novartis Ag | Derivados de diarilurea dependientes de la cinasa de proteina |
BR0315580A (pt) * | 2002-10-24 | 2005-08-30 | Merck Patent Gmbh | Derivados de metileno uréia |
US7135575B2 (en) | 2003-03-03 | 2006-11-14 | Array Biopharma, Inc. | P38 inhibitors and methods of use thereof |
MXPA05012377A (es) | 2003-05-15 | 2006-05-25 | Arqule Inc | Derivados de imidazotiazoles e imidazoxazol como inhibidores de p38. |
DK1636585T3 (da) | 2003-05-20 | 2008-05-26 | Bayer Pharmaceuticals Corp | Diarylurinstoffer med kinasehæmmende aktivitet |
WO2005005389A2 (en) * | 2003-07-07 | 2005-01-20 | Merck Patent Gmbh | Malonamide derivatives |
CL2004001834A1 (es) | 2003-07-23 | 2005-06-03 | Bayer Pharmaceuticals Corp | Compuesto 4-{4-[3-(4-cloro-3-trifluorometilfenil)-ureido]-3-fluorofenoxi}-piridin-2-metilamida, inhibidor de la raf, vegfr, p38 y pdgfr quinasas, sus sales; composiicon farmaceutica; combinacion farmaceutica; y su uso para tratar trastornos hiperprol |
AU2004299174A1 (en) * | 2003-12-10 | 2005-06-30 | Merck Patent Gmbh | Diacylhydrazine derivatives |
AU2005217042A1 (en) * | 2004-02-26 | 2005-09-09 | Merck Patent Gmbh | Benzimidazolyl derivatives as kinase inhibitors |
US7829560B2 (en) | 2004-07-08 | 2010-11-09 | Arqule, Inc. | 1,4-disubstituted naphthalenes as inhibitors of P38 MAP kinase |
EP1809636A1 (en) | 2004-10-19 | 2007-07-25 | Arqule, Inc. | Synthesis of imidazooxazole and imidazothiazole inhibitors of p38 map kinase |
US9296697B2 (en) | 2005-08-24 | 2016-03-29 | Abbott Laboratories | Hetaryl-substituted guanidine compounds and use thereof as binding partners for 5-HT5-receptors |
WO2007063868A1 (ja) * | 2005-11-29 | 2007-06-07 | Toray Industries, Inc. | アリールメチレンウレア誘導体及びその用途 |
CA2635813C (en) * | 2006-01-31 | 2014-01-07 | Array Biopharma, Inc. | Urea derivatives as kinase inhibitors and methods of use thereof |
US8569308B2 (en) * | 2009-09-17 | 2013-10-29 | Vanderbilt University | Substituted heteroarylamine carboxamide analogs as mGluR5 negative allosteric modulators and methods of making and using the same |
CN102408426B (zh) * | 2011-09-14 | 2013-07-10 | 湖南有色凯铂生物药业有限公司 | 取代的芳香脲类化合物及其作为抗癌药物的应用 |
CN104602690A (zh) * | 2012-08-29 | 2015-05-06 | 默克专利股份有限公司 | 用于治疗骨关节炎的ddr2抑制剂 |
AU2014353150A1 (en) | 2013-11-19 | 2016-07-07 | Vanderbilt University | Substituted imidazopyridine and triazolopyridine compounds as negative allosteric modulators of mGluR5 |
KR20150098296A (ko) | 2014-02-20 | 2015-08-28 | (주)엘지하우시스 | 고무계 점착제 조성물 및 이를 이용한 자동차용 고무계 점착테이프 |
US9533982B2 (en) | 2014-03-20 | 2017-01-03 | Vanderbilt University | Substituted bicyclic heteroaryl carboxamide analogs as mGluR5 negative allosteric modulators |
US9550778B2 (en) | 2014-10-03 | 2017-01-24 | Vanderbilt University | Substituted 6-aryl-imidazopyridine and 6-aryl-triazolopyridine carboxamide analogs as negative allosteric modulators of mGluR5 |
RU2018108149A (ru) | 2015-08-07 | 2019-09-09 | Байер Кропсайенс Акциенгезельшафт | 2-(гет)арил-замещенные конденсированные гетероциклические производные в качестве средства для борьбы с вредителями |
WO2018202494A1 (de) | 2017-05-02 | 2018-11-08 | Bayer Aktiengesellschaft | 2-(het)aryl-substituierte kondensierte heterocyclen-derivate als schädlingsbekämpfungsmittel |
Family Cites Families (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4057635A (en) * | 1973-05-23 | 1977-11-08 | Simes Societa Italiana Medicinali E Sintetici S.P.A. | Carbamates of ergolines and therapeutic compositions therewith |
GB1489879A (en) * | 1974-12-20 | 1977-10-26 | Leo Pharm Prod Ltd | N'-cyano-n'-3-pyridylguanidines |
GB9326611D0 (en) * | 1993-12-31 | 1994-03-02 | Fujisawa Pharmaceutical Co | New compound |
US5441984A (en) * | 1994-01-06 | 1995-08-15 | Eli Lilly And Company | Urea, thiourea and guanidine derivatives |
US5922767A (en) | 1996-10-30 | 1999-07-13 | Ss Pharmaceutical Co., Ltd. | Substituted benzylurea derivatives and medicine containing the same |
JPH10182588A (ja) * | 1996-10-30 | 1998-07-07 | Ss Pharmaceut Co Ltd | 置換ベンジル尿素誘導体及びこれを含有する医薬 |
ES2174510T3 (es) * | 1997-11-07 | 2002-11-01 | Schering Corp | Ligandos del receptor h3 del tipo fenil-alquil-imidazol. |
US6040321A (en) * | 1997-11-12 | 2000-03-21 | Bristol-Myers Squibb Company | Aminothiazole inhibitors of cyclin dependent kinases |
AU3111200A (en) * | 1998-12-09 | 2000-06-26 | Wyeth | Acetamide and substituted acetamide-containing thiourea inhibitors of herpes viruses |
US7928239B2 (en) * | 1999-01-13 | 2011-04-19 | Bayer Healthcare Llc | Inhibition of RAF kinase using quinolyl, isoquinolyl or pyridyl ureas |
WO2000061561A1 (en) * | 1999-04-09 | 2000-10-19 | Shionogi Bioresearch Corp. | Cyanoguanidine compounds |
WO2000061559A1 (en) * | 1999-04-09 | 2000-10-19 | Shionogi Bioresearch Corp. | N-substituted cyanoguanidine compounds |
US6531495B1 (en) | 1999-10-02 | 2003-03-11 | Aventis Pharma Deutschland Gmbh | 2′-Substituted 1,1′-biphenyl-2-carboxamides, processes for their preparation, their use as medicaments, and pharmaceutical preparations comprising them |
DE19947457A1 (de) * | 1999-10-02 | 2001-04-05 | Aventis Pharma Gmbh | 2'-Substituierte 1,1'-Biphenyl-2-carbonamide, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament sowie enthaltende pharmazeutische Zubereitungen |
MXPA02005106A (es) * | 1999-11-22 | 2002-11-07 | Smithkline Beecham Plc | Compuestos novedosos. |
US6780858B2 (en) * | 2000-01-13 | 2004-08-24 | Tularik Inc. | Antibacterial agents |
MXPA02007632A (es) * | 2000-02-07 | 2004-08-23 | Abbott Gmbh & Co Kg | Derivados de 2-benzotiazolil urea y su uso como inhibidores de proteina cinasa. |
US6496728B2 (en) * | 2000-02-18 | 2002-12-17 | University Of Utah Research Foundation | Methods for extracting substances using alternating current |
WO2002002534A1 (en) | 2000-07-03 | 2002-01-10 | Astrazeneca Ab | Quinazolines with therapeutic use |
FR2812876B1 (fr) | 2000-08-08 | 2002-09-27 | Galderma Res & Dev | Nouveaux composes bi-aromatiques activateurs des recepteurs de type ppar-gamma et leur utilisation dans des compositions cosmetiques ou pharmaceutiques |
JP4272338B2 (ja) * | 2000-09-22 | 2009-06-03 | バイエル アクチェンゲゼルシャフト | ピリジン誘導体 |
US7507767B2 (en) * | 2001-02-08 | 2009-03-24 | Schering Corporation | Cannabinoid receptor ligands |
BR0315580A (pt) * | 2002-10-24 | 2005-08-30 | Merck Patent Gmbh | Derivados de metileno uréia |
WO2004078116A2 (en) * | 2003-03-03 | 2004-09-16 | Array Biopharma, Inc. | P38 inhibitors and methods of use thereof |
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2003
- 2003-10-08 BR BR0315580-3A patent/BR0315580A/pt not_active Application Discontinuation
- 2003-10-08 JP JP2005501513A patent/JP4690889B2/ja not_active Expired - Fee Related
- 2003-10-08 AU AU2003268926A patent/AU2003268926B2/en not_active Ceased
- 2003-10-08 US US10/532,574 patent/US7589112B2/en not_active Expired - Fee Related
- 2003-10-08 CN CNA2003801019255A patent/CN1705645A/zh active Pending
- 2003-10-08 RU RU2005115842/04A patent/RU2005115842A/ru not_active Application Discontinuation
- 2003-10-08 PL PL03374758A patent/PL374758A1/xx not_active Application Discontinuation
- 2003-10-08 EP EP03750697A patent/EP1562905A2/en not_active Withdrawn
- 2003-10-08 CA CA2503445A patent/CA2503445C/en not_active Expired - Fee Related
- 2003-10-08 WO PCT/EP2003/011134 patent/WO2004037789A2/en active Application Filing
- 2003-10-08 KR KR1020057006806A patent/KR20050071598A/ko not_active Application Discontinuation
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2006
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2009
- 2009-06-19 US US12/488,191 patent/US8410143B2/en not_active Expired - Fee Related
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2010
- 2010-08-09 JP JP2010179074A patent/JP2010254714A/ja active Pending
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2013
- 2013-02-15 US US13/769,023 patent/US20130158076A1/en not_active Abandoned
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US8410143B2 (en) | 2013-04-02 |
JP2010254714A (ja) | 2010-11-11 |
CA2503445A1 (en) | 2004-05-06 |
KR20050071598A (ko) | 2005-07-07 |
RU2005115842A (ru) | 2006-03-10 |
MXPA05004206A (es) | 2005-06-08 |
US20060199844A1 (en) | 2006-09-07 |
CN1705645A (zh) | 2005-12-07 |
CA2503445C (en) | 2012-07-31 |
US7589112B2 (en) | 2009-09-15 |
WO2004037789A2 (en) | 2004-05-06 |
WO2004037789A8 (en) | 2004-12-16 |
US20130158076A1 (en) | 2013-06-20 |
AU2003268926B2 (en) | 2010-06-17 |
WO2004037789A3 (en) | 2004-10-28 |
AR041719A1 (es) | 2005-05-26 |
PL374758A1 (en) | 2005-10-31 |
US20090298885A1 (en) | 2009-12-03 |
JP2006506454A (ja) | 2006-02-23 |
EP1562905A2 (en) | 2005-08-17 |
BR0315580A (pt) | 2005-08-30 |
AU2003268926A1 (en) | 2004-05-13 |
JP4690889B2 (ja) | 2011-06-01 |
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