Bibliografische Daten

Dokument US000008008320B2 (Seiten: 10)

Bibliografische Daten Dokument US000008008320B2 (Seiten: 10)
INID Kriterium Feld Inhalt
54 Titel TI [EN] 3-(indolyl)-4-arylmaleimide derivatives and their use as angiogenesis inhibitors
71/73 Anmelder/Inhaber PA JOHANNES GUTENBERG UNIVERSITATIS, DE
72 Erfinder IN DANNHARDT GERD, DE ; KRAMB JAN-PETER, DE ; PEIFER CHRISTIAN, DE ; PLUTIZKI STANISLAV, DE
22/96 Anmeldedatum AD 07.12.2005
21 Anmeldenummer AN 72129205
Anmeldeland AC US
Veröffentlichungsdatum PUB 30.08.2011
33
31
32
Priorität PRC
PRN
PRD
EP
2005013126
20051207
33
31
32
PRC
PRN
PRD
EP
04029069
20041208
51 IPC-Hauptklasse ICM A61K 31/4375 (2006.01)
51 IPC-Nebenklasse ICS C07D 471/04 (2006.01)
C07D 403/10 (2006.01)
A61K 31/404 (2006.01)
IPC-Zusatzklasse ICA
IPC-Indexklasse ICI
Gemeinsame Patentklassifikation CPC Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 35/04 A61P 35/04
Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 9/00 A61P 9/00
Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 29/00 A61P 29/00
Neues Fenster: Externer Link Gemeinsame Patentklassifikation C07D 471/04 C07D 471/04
Neues Fenster: Externer Link Gemeinsame Patentklassifikation C07D 403/04 C07D 403/04
Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 43/00 A61P 43/00
Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 9/10 A61P 9/10
Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 35/00 A61P 35/00
Neues Fenster: Externer Link Gemeinsame Patentklassifikation A61P 17/06 A61P 17/06
MCD-Hauptklasse MCM A61K 31/4375 (2006.01)
MCD-Nebenklasse MCS C07D 403/10 (2006.01)
A61K 31/404 (2006.01)
C07D 471/04 (2006.01)
MCD-Zusatzklasse MCA
57 Zusammenfassung AB [EN] The present invention relates to a compound of formula (I) wherein R1 is H, C1-C6-alkyl, phenyl-C1-C4-alkyl or phenyl, R2 is a phenyl group which is substituted with 2 or 3 C1-C6-alkoxy groups and R3 is indolyl or azaindolyl which may carry one or two substituents independently selected from C1-C6-alkyl, C1-C6-alkoxy, phenyl, OH, halogen, NH2, C1-C6-alkylamino, di-C1-C6-alkylamino, heteroaryl with 5 or 6 ring atoms containing 1 or 2 heteroatoms which are independently selected from O, N, and S and heterocyclyl with 5 or 6 ring atoms containing 1 or 2 heteroatoms which are independently selected from O, N, and S and the physiologically acceptable salts thereof as well as the physiologically acceptable solvates of the compounds of formula 1 and of the salts thereof. The compounds of formula (I) are suitable for controlling angiogenesis.
Korrekturinformation KORRINF
56 Entgegengehaltene Patentdokumente/Zitate,
in Recherche ermittelt
CT
US000007001906B2
WO002003002563A1
56 Entgegengehaltene Patentdokumente/Zitate,
vom Anmelder genannt
CT CA000002010636A1
EP000000540956A1
EP000001224932A1
US000005057614A
US020040054180A1
US020040192718A1
WO001991013071A1
WO001995007910A1
WO001997034890A1
WO002000021927A2
WO002000038675A1
WO002002010158A2
WO002002038561A1
WO002003057202A1
WO002003095452A1
WO002003103663A2
WO002006061212A1
56 Entgegengehaltene Nichtpatentliteratur/Zitate,
in Recherche ermittelt
CTNP
56 Entgegengehaltene Nichtpatentliteratur/Zitate,
vom Anmelder genannt
CTNP Bokhari et al., "Regulation of Skin Microvasculature Angiogenesis, Cell Migration, and Permeability by a Specific Inhibitor of PKCalpha", J. Invest. Dermatol., 2006, 126 (2), 460-467. 1;
Cabebe et al., "Sunitinib: A newly approved small-molecule inhibitor of angiogenesis", Drugs of Today, 2006, 42 (6), 387-398. 1;
Davis et al., "Inhibitors of protein kinase C. 1. 2,3-Bisarylmaleimides", J. Med. Chem., 1992, 35, 177-184. 1;
Davis et al., "Inhibitors of protein kinase C. 2. Substituted bisindolylmaleimides with improved potency and selectivity", J. Med. Chem., 1992, 35, 994-1001. 1;
Faul et al., "A New One Step Synthesis of Maleimides by Condensation of Glyoxylate Esters with Acetamides", Tetrahedron Letters, 1999, 40, 1109-1112. 1;
Faul et al., "A New, Efficient Method for the Synthesis of Bisindolylmaleimides", J. Org. Chem., 1998, 63, 6053-6058. 1;
Faul et al., "Acyclic N-(azacycloalkyl)bisindolylmaleimides: Isozyme selective inhibitors of PKCbeta", Bioorg. Med. Chem. Lett., 2003, 13, 1857-1859. 1;
Faul et al., "Cyclization strategies for the synthesis of macrocyclic bisindolylmaleimides", J. Org. Chem., 2001, 66, 2024-2033. 1;
Hands et al., "A Convenient Method for the Preparation of 5-, 6- and 7-Azaindoles and Their Derivatives", Synthesis, 1996, 7, 877-882. 1;
International Preliminary Report on Patentability for International Application No. PCT/EP2005/013126 (2006). 1;
International Search Report for International Application No. PCT/EP2005/013126 (2006). 1;
Mahadevan et al., "Synthesis of Pyrrolopyridines (Azaindoles)", J. Heterocycl. Chem., 1992, 29, 359-367. 1;
O'Neill et al., "Design, synthesis and biological evaluation of novel 7-azaindolyl-heteroaryl-maleimides as potent and selective glycogen synthase kinase-3beta (GSK-3beta) inhibitors", Bioorg. Med. Chem., 2004, 12, 3167-3185. 1;
Okauchi et al. , "A General Method for Acylation of Indoles at the 3-Position with Acyl Chlorides in the Presence of Dialkylaluminum Chloride", Organic Letters, 2000, 2 (10), 1485-1487. 1;
Peifer et al., "A novel quantitative chick embryo assay as an angiogenesis model using digital image analysis", Anticancer Res., 2004, 24, 1545-1552. 1;
Peifer et al., "Design, Synthesis, and Biological Evaluation of 3,4-Diarylmaleimides as Angiogenesis Inhibitors", J. Med. Chem., 2006, 49, 1271-1281. 1;
Peifer et al., "Profile and Molecular Modeling of 3-(Indole-3-yl)-4-(3,4,5-trimethoxyphenyl)-1 H-pyrrole-2,5-dione (1) as a Highly Selective VEGF-R2/3 Inhibitor", J. Med. Chem., 2006, 49, 7549-7553. 1;
Tanaka et al., "Synthesis of anilino-monoindolylmaleimides as potent and selective PKCbeta inhibitors", Bioorganic & Medicinal Chem. Lett., 2004,14, 5171-5174. 1;
Tholander et al., "Syntheses of 6,12-Disubstituted 5,11-Dihydroindolo[3,2-b]carbazoles, Including 5,11-Dihydroindolo[3,2-b]carbazole-6,12-dicarbaldehyde, an Extremely Efficient Ligand for the TCDD (Ah) Receptor", Tetrahedron 1999, 55 (43), 12577-12594. 1;
Xu et al., "Synthesis and cytotoxicity of indolopyrrolemaleimides", Chem. Pharm. Bull. (Tokyo), 2007, 55, 1302-1307. 1;
Zhang et al., "3-(7-Azaindolyl)-4-arylmaleimides as potent, selective inhibitors of glycogen synthase Kinase-3", Bioorganic & Medicinal Chemistry Letters, 14(12), 3245-3250 (2004). 1;
Zhang et al., "A General Method for the Preparation 4- and 6-Azaindoles", J. Org. Chem., 2002, 67, 2345-2347. 1;
Zhang et al., "An Effective Procedure for the Acylation of Azaindoles at C-3", J. Org. Chem., 2002, 67, 6226-6227. 1;
Zhang et al., "Novel indolylindazolylmaleimides as inhibitors of protein kinase C-beta: synthesis, biological activity, and cardiovascular safety", J. Med. Chem., 2005, 48, 1725-1728. 1
Zitierende Dokumente Dokumente ermitteln
Sequenzprotokoll
Prüfstoff-IPC ICP A61K 31/404 ; A61K 31/4375 ; C07D 403/10 ; C07D 471/04