ethyl (S)-6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)-amino>-5-nitropyridine-2-carbamate | 122293-99-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (S)-6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)-amino>-5-nitropyridine-2-carbamate
• 英文别名: Ethyl (S)-[6-amino-4-[(1-methyl-2-oxo-2-phenylethyl)amino]-5-nitro-2-pyridinyl]carbamate；N-[6-amino-5-nitro-4-[[(2S)-1-oxo-1-phenylpropan-2-yl]azaniumyl]pyridin-2-yl]-1-ethoxymethanimidate
• CAS: 122293-99-6
• 化学式: C₁₇H₁₉N₅O₅
• 分子量: 373.368
• InChiKey: WUHXXPSMCNXRMM-JTQLQIEISA-N

物化性质

• 熔点：
  150-155 °C
• 沸点：
  584.1±50.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  152
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl (S)-6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)-amino>-5-nitropyridine-2-carbamate 在 镍 氢气 作用下， 以 溶剂黄146 为溶剂， 以41%的产率得到(-)-(S)-N-(5-氨基-2-甲基-3-苯基-l,2-二氢吡啶并[3,4-b]吡嗪-7-基)氨基甲酸乙酯
  参考文献：
  名称：

  New anticancer agents: chiral isomers of ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazine-7-carbamate

  摘要：

  Racemic ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazine-7- carbamate (1a) has shown antitumor activity in a variety of in vivo experiments. The preparation of the R and S isomers gave compounds with significant differences in potency in several biological tests.

  DOI：

  10.1021/jm00129a012
• 作为产物：
  描述：

  去甲麻黄碱 在 吡啶 、 chromium(VI) oxide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 ethyl (S)-6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)-amino>-5-nitropyridine-2-carbamate
  参考文献：
  名称：

  New anticancer agents: chiral isomers of ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazine-7-carbamate

  摘要：

  Racemic ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazine-7- carbamate (1a) has shown antitumor activity in a variety of in vivo experiments. The preparation of the R and S isomers gave compounds with significant differences in potency in several biological tests.

  DOI：

  10.1021/jm00129a012

文献信息

• Chiral ethyl
  申请人：Warner-Lambert Company

  公开号：US05484930A1

  公开（公告）日：1996-01-16

  The present invention relates to compounds of the formula ##STR1## wherein each of R and R.sub.1 is a lower alkyl group having from 1 to 4 carbon atoms, which are useful as intermediates to make chiral ethyl (5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7-yl)carbamate.

  本发明涉及以下化合物的公式##STR1##其中R和R1各自是具有1至4个碳原子的较低烷基基团，这些化合物可用作制备手性乙基(5-氨基-1,2-二氢-2-甲基-3-苯基吡啶并[3,4-b]吡嗪-7-基)氨基甲酸酯的中间体。
• TEMPLE, CARROLL G. (JR)
  作者：TEMPLE, CARROLL G. (JR)

  DOI：——

  日期：——
• New anticancer agents: chiral isomers of ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazine-7-carbamate
  作者：Carroll Temple、Gregory A. Rener

  DOI：10.1021/jm00129a012

  日期：1989.9

  Racemic ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazine-7- carbamate (1a) has shown antitumor activity in a variety of in vivo experiments. The preparation of the R and S isomers gave compounds with significant differences in potency in several biological tests.