Structural studies on bioactive compounds. 1 Heck reactions on 4-methyl-enepyrazolo[5,1-c][1,2,4]triazines

Authors: Iwashita, Eiichiro; Williams, Huw E.L.; Hutchinson, Ian; Stevens, Malcolm F.G.

Source: Journal of Chemical Research, Volume 2008, Number 2, February 2008 , pp. 115-120(6)

Publisher: Science Reviews 2000 Ltd

Buy & download fulltext article:

Price: $26.00 plus tax (Refund Policy)

Abstract:

1-(3-Methyl-4-methylenepyrazolo[5,1-c][1,2,4]triazin-6(4H-yl)ethanone 9a and its 7-methyl- 9b and 7-phenyl-derivative 9c undergo Heck coupling to afford (Z)-1-{4-benzylidene-3-methylpyrazolo[5,1-c][1,2,4]triazin-6(4H)-yl}ethanones 10a-c and substituted benzylidene analogues 10d-m as the major geometrical isomers in low yields. The most potent agent in a human tumour screen in vitro was 10b (mean GI₅₀ value 4.9 μM in a panel of 60 human cancer cell lines), with evidence of selective action against colon KM12 (GI₅₀ 0.02 μM) and breast MCF-7 tumour cell lines (GI₅₀ 1.35 μM).

Keywords: HECK REACTIONS; 4-METHYLENEPYRAZOLO[5,1-C][1,2,4]TRIAZINES; HUMAN CANCER SCREENING; 60 CELL IN VITRO TUMOUR SCREEN

Document Type: Research article

DOI: http://dx.doi.org/10.3184/030823408784365333

Publication date: 2008-02-01

More about this publication?

The Journal of Chemical Research is a monthly journal which has a broad international authorship and publishes research papers and reviews in all branches of experimental chemistry.
Recent papers have described new synthetic methods, new heterocyclic compounds, new natural products, and the inorganic chemistry of metal complexes. Now in its 34th year, the Journal of Chemical Research was established in 1977 as a joint venture by the British, French and German chemical societies and maintains the high standards set by the founding societies. Each paper is independently peer reviewed and only carefully evaluated contributions are accepted.
Editorial Board
Subscribe to this Title
ingentaconnect is not responsible for the content or availability of external websites