135696-69-4Relevant academic research and scientific papers
INDAZOLYL ESTER AND AMIDE DERIVATIVES FOR THE TREATMENT OF GLUCOCORTICOID RECEPTOR MEDIATED DISORDERS
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Example 68, (2008/12/06)
Compounds of formula (I): The present invention relates to novel indazolyl ester or amide derivatives, to pharmaceutical compositions comprising such derivatives, to processes for preparing such novel derivatives and to the use of such derivatives as medicaments
Antimitotic Agents. Alterations at the 2,3-Positions of Ethyl (5-Amino-1,2-dihydropyridopyrazin-7-yl)carbamates
Temple, Carroll,Rener, Gregory A.,Comber, Robert N.,Waud, William R.
, p. 3176 - 3181 (2007/10/02)
The reaction of ethyl (6-amino-4-chloro-5-nitropyridin-2-yl)carbamate (2) with α-amino ketone oximes gave 4-pyridine oximes 3, which were reductively cyclized to give a series of ethyl (1,2-dihydropyridopyrazin-7-yl)carbamates (6).In another approach, α-nitro ketones, α-oximino ketones, and α-nitro alcohols were reduced to give α-amino alcohols, which were reacted with 2 to give 4-pyridines (5).Oxidation of these alcohols with the chromium trioxide-pyridine reagent gave the corresponding ketones (4), which were also reductively cyclized to give 6.Structure-activity relationship studies indicated that alterations at the 2- and 3-positions of the pyrazine ring of 6 had a significant effect on cytotoxicity and the inhibition of mitosis in cultured lymphoid leukemia L1210 cells.Compounds that exhibited in vitro cytotoxicities at less than 1 nM showed the same level of in vivo activity, whereas the less potent compounds showed wide variations in their in vivo activity.
