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Structural studies on bioactive compounds. 1 Heck reactions on 4-methylenepyrazolo[5,1-c][1,2,4]triazines
1
Pharmaceuticals Research Division, Mitsubishi Pharma Corporation, 1000, Kamoshida-cho, Aoba-ku, Yokohama, 227-0033, Japan
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Publication type: Journal Article
Publication date: 2008-02-01
scimago Q3
wos Q3
SJR: 0.306
CiteScore: 3.4
Impact factor: 1.2
ISSN: 03082342, 17475198, 20476507
General Chemistry
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 (GI501.35 μM).
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Iwashita E. et al. Structural studies on bioactive compounds. 1 Heck reactions on 4-methylenepyrazolo[5,1-c][1,2,4]triazines // Journal of Chemical Research. 2008. Vol. 2008. No. 2. pp. 115-120.
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Iwashita E., Williams H. E. L., Hutchinson I., Stevens M. F. Structural studies on bioactive compounds. 1 Heck reactions on 4-methylenepyrazolo[5,1-c][1,2,4]triazines // Journal of Chemical Research. 2008. Vol. 2008. No. 2. pp. 115-120.
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RIS
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TY - JOUR
DO - 10.3184/030823408784365333
UR - https://doi.org/10.3184/030823408784365333
TI - Structural studies on bioactive compounds. 1 Heck reactions on 4-methylenepyrazolo[5,1-c][1,2,4]triazines
T2 - Journal of Chemical Research
AU - Iwashita, Eiichiro
AU - Williams, Huw E L
AU - Hutchinson, Ian
AU - Stevens, Malcolm F.G.
PY - 2008
DA - 2008/02/01
PB - SAGE
SP - 115-120
IS - 2
VL - 2008
SN - 0308-2342
SN - 1747-5198
SN - 2047-6507
ER -
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BibTex (up to 50 authors)
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@article{2008_Iwashita,
author = {Eiichiro Iwashita and Huw E L Williams and Ian Hutchinson and Malcolm F.G. Stevens},
title = {Structural studies on bioactive compounds. 1 Heck reactions on 4-methylenepyrazolo[5,1-c][1,2,4]triazines},
journal = {Journal of Chemical Research},
year = {2008},
volume = {2008},
publisher = {SAGE},
month = {feb},
url = {https://doi.org/10.3184/030823408784365333},
number = {2},
pages = {115--120},
doi = {10.3184/030823408784365333}
}
Cite this
MLA
Copy
Iwashita, Eiichiro, et al. “Structural studies on bioactive compounds. 1 Heck reactions on 4-methylenepyrazolo[5,1-c][1,2,4]triazines.” Journal of Chemical Research, vol. 2008, no. 2, Feb. 2008, pp. 115-120. https://doi.org/10.3184/030823408784365333.