Synthesis of N2-(substituted benzyl)-3-(4-methylphenyl)indazoles as novel anti-angiogenic agents

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 2, 2006, Pages 528-536

  Huang, Li Jiau ^a   Shih, Mei Ling ^a   Chen, Hua Sin ^a   Pan, Shiow Lin ^b   Teng, Che Ming ^b   Lee, Fang Yu ^c   Kuo, Sheng Chu ^a  

^a CHINA MEDICAL UNIVERSITY   (Taiwan)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

^c Yung Shin Pharmaceutical Industry Co Ltd   (Taiwan)

Author keywords

Anti angiogenic agents; N2 (Substituted benzyl) 3 (4 methylphenyl) indazoles

Indexed keywords

1 (2 CHLOROBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (2 METHYLBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (3 CHLOROBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (3 METHOXYLBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (3 METHYLBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (4 CHLOROBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (4 METHOXYLBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 (4 METHYLBENZYL) 3 (4 METHYLPHENYL) 1H INDAZOLE; 1 BENZYL 3 (4 METHYLPHENYL) 1H INDAZOLE; 2 (2 CHLOROBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (2 METHYLBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (3 CHLOROBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (3 METHOXYLBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (3 METHYLBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (4 CHLOROBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (4 METHOXYLBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 (4 METHYLBENZYL) 3 (4 METHYLPHENYL) 2H INDAZOLE; 2 BENZYL 3 (4 METHYLPHENYL) 2H INDAZOLE; ANGIOGENESIS INHIBITOR; INDAZOLE DERIVATIVE; UNCLASSIFIED DRUG; VASCULOTROPIN; IMIDAZOLE DERIVATIVE;

ANTIANGIOGENIC ACTIVITY; ARTICLE; CELL PROLIFERATION; CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFECT; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; STEREOCHEMISTRY; ANGIOGENESIS; CELL CULTURE; CELL STRAIN HL 60; CYTOLOGY; METHODOLOGY; SPECTROSCOPY; SYNTHESIS; VASCULAR ENDOTHELIUM;

ANGIOGENESIS INHIBITORS; CELLS, CULTURED; ENDOTHELIUM, VASCULAR; HL-60 CELLS; HUMANS; IMIDAZOLES; NEOVASCULARIZATION, PHYSIOLOGIC; SPECTRUM ANALYSIS;

EID: 28844469967     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.08.032     Document Type: Article

References (14)

1. W. Risau Nature 386 1997 671 674
2. J. Folkman N. Engl. J. Med. 285 1971 1182 1186
3. H.I. Hurwitz, L. Fehrenbacher, J.D. Hainsworth, W. Heim, J. Berlin, E. Holmgren, J. Hambleton, W.F. Novotny, and F. Kabbinavar J. Clin. Oncol. 23 2005 3502 3508
4. S.L. Pan, J.H. Guh, C.Y. Peng, S.W. Wang, Y.L. Chang, F.C. Cheng, J.H. Chang, S.C. Kuo, F.Y. Lee, and C.M. Teng J. Pharmacol. Exp. Ther. 314 2005 35 42
5. W. McCrae Basic Organic Reaction 1973 Heyden & Son New York pp 80-82
6. R. Norman 2nd ed. Organic Synthesis Col. Vol. 4 1967 John Wiley & Sons New York
7. H.W. Richard Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings Pt. 3 1967 Interscience New York 289 382
8. E.C. Horning Organic Synthesis Col. Vol. 3 1957 John Wiley & Sons New York pp 740-741
9. A.H. Blatt 7th ed. Organic Synthesis Col. Vol. 2 1955 John Wiley & Sons New York pp 135-136
10. Wuehrmenn, H. Ger. Patent 2,307,292, 1973
11. Matsude, H.; Mori H.; Matoba, H. Jpn. Patent 2,263,879, 1973
12. Rosenberg, R. Ger. Patent 2,115,945, 1971
13. Chu, V.; Cohen, A. Fr. Patent 2,001,923, 1969.
14. E.A. Jaffe, L.W. Hoger, R.L. Nachman, C.G. Becker, and C.R. Minich J. Clin. Invest. 52 1973 2745 2756