Title:
置換テトラヒドロキノリン
Document Type and Number:
Japanese Patent JP5180070
Kind Code:
B2
Abstract:
Substituted tetrahydroquinoline compounds (I) and their derivatives, solvates, tautomers, salts and/or stereoisomers, are new. Substituted tetrahydroquinoline compounds of formula (I) and their derivatives, solvates, tautomers, salts and/or stereoisomers, are new. W 1>CH or N; either R 1>-R 3>e.g. H, (hetero)aryl, hal, -(CY 1> 2) nSA, -(CY 1> 2)n-SCF 3, -(CY 1> 2)n-SCN, -(CY 1> 2)n-CF 3, -(CY 1> 2)n-OCF 3, cycloalkyl, -SCH 3, -SCN, -CF 3, -OCF 3, -OA, -(CY 1> 2) nOH, -(CY 1> 2) nCO 2R, -(CY 1> 2) nCN, -(CY 1> 2) nhal or N[(CH 2) nNR 2]CO(CH 2) nNRheteroaryl; or R 1>+R 3>-N-C(CF 3)=N, -N-CR=N or -N-N=N; Y 1>H, A, hal, OR, E-R 1>; E : -NR 1>SO 2, -SO 2NR 1>, -CONR 1>, -NR 1>CO, -COO-, OOC, NR 1>CONR 1>, - OCONR 1>, -NR 1>COO, -CSNR 1>, -NR 1>CS, -NR 1>CSNR 1>, -SCONR 1>, -NR 1>COS, - OCSNR 1>, NR 1>CSO, SCSR 1>, -NR 1>CSS or single bond; A : (cyclo)alkyl; either R : H or A; or R : -(CH 2) 5, -(CH 2) 4-, -(CH 2) nX(CH 2) n or -(CH 2) n-Z(CH 2) n; R 4>, R-4a, R 5>, R-5a : e.g. H or N-pyrrolidone, Q, -(CY 1> 2) n-E-CR 2R 1>, -(CY 1> 2) n-E-CR 2XR 1>, -(CY 1> 2) n-E-(CY 1> 2) n-XR 1>, -(CY 1> 2) n-E-(CY 1> 2) n-XR-a, -XCHQ(CY 1> 2) 3 or -XCY 1> 2CHQ(CY 1> 2) 3; X : O, S or NR 1>; Q : e.g. (CH 2) p-E-(CH 2) pR 1>, (CH 2) p-E-(CH 2) pR-a, (CH 2) pOR 1>, (CH 2) pOCON(R 1>) 2, (CH 2) pOCOOR 1>, (CH 2) pNHCON(R 1>) 2, (CH 2) pNHCOOR 1>, (CH 2) pCN or (CH 2) pCOOR 1>; R-a : e.g. 19 heterocyclic compounds, OR, NHR, NR 2, CHR-a, NR-b-a; R 6>(hetero)aryl; R-6a : H or R 6>; R 7>(C=O)-R, (C=O)-NR 2, (C=O)-OR, H or A; m : 0-2; n : 0-7; p : 0-5 (preferably 1-2); and s : 0-4 (preferably 0). Full Definitions are given in the DEFINITIONS (Full Definitions) Field. Independent claims are included for: (1) the preparation of (I); and (2) a mixture containing one or more (I) and a phenyl compound of formula (V) and its analog and/or metabolite. Y 1>, Z 1>O or N; R 9>, R 10>H, OH, halo, O-(1-10C alkyl), OCF 3, NO 2 or NH 2; R 8>, R 11>an amide compound of formula (-C(NH)(NH 2)) or (-C(NOH)(NH 2)), -4,5-dihydro-1H-imidazole moiety, -1-methyl-4,5-dihydro-1H-imidazole moiety or -1H-tetrazole moiety; and n : 2-6. [Image] [Image] ACTIVITY : Cytostatic; Antiarteriosclerotic; Antidiabetic; Antiinflammatory; Antiarthritic; Neuroprotective; Vasotropic; Vulnerary; Immunosuppressive. MECHANISM OF ACTION : Mitotic motor-protein Eg5 modulator.
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Inventors:
Seaman, Kai
Emde, Woolrich
Finzinger, Dirk
Amento, Christiane
HSS, Nina
Zenke, frank
Emde, Woolrich
Finzinger, Dirk
Amento, Christiane
HSS, Nina
Zenke, frank
Application Number:
JP2008516155A
Publication Date:
April 10, 2013
Filing Date:
May 17, 2006
Export Citation:
Assignee:
Merck Patent Gesellschaft mit beschraenkter Haftung
International Classes:
C07D471/04; C07D491/048; C07D491/052; A61K31/4741; A61K31/4745; A61K31/496; A61P3/10; A61P9/00; A61P9/10; A61P17/02; A61P19/02; A61P25/00; A61P27/02; A61P29/00; A61P35/00; A61P35/02; A61P37/06
Domestic Patent References:
| JP2007515419A | ||||
| JP2008543796A | ||||
| JP2008545805A |
Foreign References:
| WO2005016255A1 | ||||
| WO2005075476A1 |
Other References:
RAVINDRANATH,N. et al,Studies on novel synthetic methodologies. 12. A facile and convenient three-component coupling protocol for the synthesis of pyrano- and furoquinolines,Chemistry Letters,2003年,Vol.32, No.3,p.222-223
YADAV,J.S. et al,Lithium perchlorate/diethyl ether catalyzed aza-Diels-Alder reaction: an expeditious synthesis of pyrano- and indenoquinolines and phenanthridines,Synlett,2001年,No.2,p.240-242
KOUZNETSOV,V.V. et al,Synthesis of some secondary amine derivatives bearing a heteroaryl fragment,Journal of the Chilean Chemical Society,2004年,Vol.49, No.4,p.319-325
MA,Y. et al,Lanthanide Chloride Catalyzed Imino Diels-Alder Reaction. One-Pot Synthesis of Pyrano[3,2-c]- and Furo[3,2-c]quinolines,Journal of Organic Chemistry,1999年,Vol.64, No.17,p.6462-6467
PATHAK,M.K. et al,Pentamidine is an inhibitor of PRL phosphatases with anticancer activity,Molecular Cancer Therapeutics,2002年,Vol.1, No.14,p.1255-1264
YADAV,J.S. et al,Lithium perchlorate/diethyl ether catalyzed aza-Diels-Alder reaction: an expeditious synthesis of pyrano- and indenoquinolines and phenanthridines,Synlett,2001年,No.2,p.240-242
KOUZNETSOV,V.V. et al,Synthesis of some secondary amine derivatives bearing a heteroaryl fragment,Journal of the Chilean Chemical Society,2004年,Vol.49, No.4,p.319-325
MA,Y. et al,Lanthanide Chloride Catalyzed Imino Diels-Alder Reaction. One-Pot Synthesis of Pyrano[3,2-c]- and Furo[3,2-c]quinolines,Journal of Organic Chemistry,1999年,Vol.64, No.17,p.6462-6467
PATHAK,M.K. et al,Pentamidine is an inhibitor of PRL phosphatases with anticancer activity,Molecular Cancer Therapeutics,2002年,Vol.1, No.14,p.1255-1264
Attorney, Agent or Firm:
Akio Miyazaki
Ishibashi Masayuki
Masaaki Ogata
Ohta Kengaku
Ishibashi Masayuki
Masaaki Ogata
Ohta Kengaku