Synthesis and antitumor activities of novel 1,4-disubstituted phthalazine derivatives

European Journal of Medicinal Chemistry

Volumn 45, Issue 8, 2010, Pages 3504-3510

  Zhang, Shulan ^a   Zhao, Yanfang ^a   Liu, Yajing ^a   Chen, Dong ^a   Lan, Weihuan ^a   Zhao, Qiaoling ^a   Dong, Chengcheng ^a   Xia, Lin ^a   Gong, Ping ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

1,4 Disubstituted phthalazine; Cytotoxicactivities; Synthesis

Indexed keywords

1,4 PHTHALAZINE DERIVATIVE; N (2 CHLORO 5 (TRIFLUOROMETHYL)PHENYL] 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (2 CHLORO 6 METHYLPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (2 CHLORO 6 METHYLPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (2 METHYLPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (2 METHYLPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (2,4 DIFLUOROPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (2,4 DIMETHOXYLPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (2,4 DIMETHYLPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (2,6 DIFLUOROPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (2,6 DIFLUOROPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (3 BROMOPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (3 BROMOPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (3 CHLORO 4 FLUOROPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (3 CHLORO 4 FLUOROPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (3 FLUOROPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (3 FLUOROPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (3,4 DIFLUOROPHENYL) 2 [4 (4 BENZYLPHTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMNIDE; N (3,4 DIFLUOROPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (4 BROMOPHENYL) 2 [4 (4 BENZYLPTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (4 BROMOPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N (5 FLUORO 2 METHYLPHENYL) 2 [4 (4 BENZYLPHTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N (5 FLUORO 4 METHYLPHENYL) 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N [2 CHLORO 5 (TRIFLUOROMETHYL)PHENYL] 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; N [4 FLUORO 3 (TRIFLUOROMETHYL)PHENYL] 2 [4 (4 BENZYLPHTHALAZIN 1 YL)PIPERAZIN 1 YL]ACETAMIDE; N [4 FLUORO 3 (TRIFLUOROMETHYL)PHENYL] 2 [4 [4 (PYRIDIN 4 YLMETHYL)PHTHALAZIN 1 YL]PIPERAZIN 1 YL]ACETAMIDE; PHTHALAZINE DERIVATIVE; UNCLASSIFIED DRUG; VATALANIB;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOTOXICITY; DRUG SCREENING; DRUG SELECTIVITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY;

EID: 77954311231     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.05.016     Document Type: Article

References (17)

1. K. Miller-Moslin,S. Peukert,R. K. Jain,et al.,J. Med. Chem. 52 (2009) 3954-3968.
2. K. A. Menear,C. Adcock,R. Boulter,et al.,J. Med. Chem. 51 (2008) 6581-6591.
3. K. A. Menear,C. Adcock,F. C. Alonso,et al.,Bioorg. Med. Chem. Lett. 18 (2008) 3942-3945.
4. X. Cockcroft,K. J. Dillon,L. Dixon,et al.,Bioorg. Med. Chem. Lett. 16 (2006) 1040-1044.
5. S. Vasiliou,R. Castaner,J. Bolos,et al.,Drugs of the Future 34 (2009) 101-105.
6. E. N. Scott,G. Meinhardt,C. Jacques,et al.,Expert Opin. Investig. Drugs 16 (2007) 367-379.
7. G. Bold,K. Altmann,J. Frei,et al.,J. Med. Chem. 43 (2000) 2310-2323.
8. P. W. Manley,P. Furet,G. Bold,et al.,J. Med. Chem. 45 (2002) 5687-5693.
9. K. S. Putt,G. W. Chen,J. M. Pearson,et al.,Nat. Chem. Biol. 2 (2006) 543-550.
10. L. F. Hennequin,J. Allen,J. Breed,et al.,J. Med. Chem. 49 (2006) 6465-6488.
11. J. R. Pollard,M. Mortimore,J. Med. Chem. 52 (2009) 2629-2651
12. L. Garuti,M. Roberti,G. Bottegoni,Curr. Med. Chem. 16 (2009) 1949-1963.
13. H. B. Diane,B. Wu,F. Ye,et al.,J. Med. Chem. 49 (2006) 7868-7876.
14. N. Simiantonaki,C. Jayasinghe,R. Michel-Schmidt,et al.,Int. J. Oncol 32 (2008) 585-592.
15. J. Matsui,Y. Funahashi,T. Uenaka,et al.,Clin. Cancer Res. 14 (2008) 5459-5465.
16. F. Fan,J. S. Wey,M. F. McCarty,et al.,Oncogene 24 (2005) 2647-2653.
17. S. Y. Xu,R. L. Bian,X. Chen,Method of Pharmacology. Public Health Publishing House,Beijing,2002,pp. 1784-1786.