Antimitotic agents. Alterations at the 2,3-positions of ethyl (5-amino-1,2-dihydropyrido[3,4-b]pyrazin-7-yl)carbamates
作者:Carroll Temple、Gregory A. Rener、Robert N. Comber、William R. Waud
DOI:10.1021/jm00115a005
日期:1991.11
with alpha-amino ketone oximes gave 4-[(2-oxoethyl)amino]pyridine oximes 3, which were reductively cyclized to give a series of ethyl (1,2-dihydro-pyrido[3,4-b]pyrazin-7-yl)carbamates (6). In another approach, alpha-nitro ketones, alpha-oximino ketones, and alpha-nitro alcohols were reduced to give alpha-amino alcohols, which were reacted with 2 to give 4-[(2-hydroxyethyl)amino]pyridines (5). Oxidation
(6-氨基-4-氯-5-硝基吡啶-2-基)氨基甲酸乙酯(2)与α-氨基酮肟的反应,生成4-[((2-氧乙基))氨基]吡啶肟3,将其还原环化得到一系列乙基(1,2-二氢-吡啶并[3,4-b]吡嗪-7-基)氨基甲酸酯(6)。在另一种方法中,将α-硝基酮,α-肟基酮和α-硝基醇还原,得到α-氨基醇,将其与2反应生成4-[((2-羟基乙基)氨基]吡啶(5)。用三氧化铬-吡啶试剂氧化这些醇,得到相应的酮(4),该酮也被还原环化得到6。构效关系研究表明,吡嗪环的6和2位和3位发生改变。在培养的淋巴白血病L1210细胞中具有明显的细胞毒性和有丝分裂抑制作用。