3-(4-Ethoxycarbonylmethyl-phenylamino)-6,7-difluoro-quinoxaline-2-carboxylic acid ethyl ester | 476374-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-Ethoxycarbonylmethyl-phenylamino)-6,7-difluoro-quinoxaline-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-[4-(2-ethoxy-2-oxoethyl)anilino]-6,7-difluoroquinoxaline-2-carboxylate
• CAS: 476374-07-9
• 化学式: C₂₁H₁₉F₂N₃O₄
• 分子量: 415.396
• InChiKey: JALCIRXCHWRWTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  90.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-(4-Ethoxycarbonylmethyl-phenylamino)-6,7-difluoro-quinoxaline-2-carboxylic acid ethyl ester 在 sodium hydroxide 、 氰基磷酸二乙酯 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (S)-2-{2-[4-(3-Carboxy-6,7-difluoro-quinoxalin-2-ylamino)-phenyl]-acetylamino}-pentanedioic acid diethyl ester
  参考文献：
  名称：

  Quinoxaline chemistry. Part 14. 4-(2-Quinoxalylamino)-phenylacetates and 4-(2-quinoxalylamino)-phenylacetyl-l-glutamates as analogues–homologues of classical antifolate agents. Synthesis and evaluation of in vitro anticancer activity

  摘要：

  Among a new series of 26 4-(3-substituted-2-quinoxalylamino)phenylacetates and 4-(3-substituted-2-quinoxalylamino)-phenylacetyl-L-glutamates, eight were selected at NO for evaluation of their in vitro anticancer activity. The results obtained in comparison with the corresponding nor-compounds series seem to indicate that this type of homologation is not helpful. (C) 2002 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01159-4
• 作为产物：
  描述：

  4-氨基苯乙酸乙酯 、 2-Chloro-6,7-difluoro-3-ethoxycarbonylquinoxaline 以 乙醇 为溶剂， 反应 24.0h， 以49%的产率得到3-(4-Ethoxycarbonylmethyl-phenylamino)-6,7-difluoro-quinoxaline-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Quinoxaline chemistry. Part 14. 4-(2-Quinoxalylamino)-phenylacetates and 4-(2-quinoxalylamino)-phenylacetyl-l-glutamates as analogues–homologues of classical antifolate agents. Synthesis and evaluation of in vitro anticancer activity

  摘要：

  Among a new series of 26 4-(3-substituted-2-quinoxalylamino)phenylacetates and 4-(3-substituted-2-quinoxalylamino)-phenylacetyl-L-glutamates, eight were selected at NO for evaluation of their in vitro anticancer activity. The results obtained in comparison with the corresponding nor-compounds series seem to indicate that this type of homologation is not helpful. (C) 2002 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01159-4

文献信息

• Quinoxaline chemistry. Part 14. 4-(2-Quinoxalylamino)-phenylacetates and 4-(2-quinoxalylamino)-phenylacetyl-l-glutamates as analogues–homologues of classical antifolate agents. Synthesis and evaluation of in vitro anticancer activity
  作者：Sandra Piras、Mario Loriga、Giuseppe Paglietti

  DOI：10.1016/s0014-827x(01)01159-4

  日期：2002.1

  Among a new series of 26 4-(3-substituted-2-quinoxalylamino)phenylacetates and 4-(3-substituted-2-quinoxalylamino)-phenylacetyl-L-glutamates, eight were selected at NO for evaluation of their in vitro anticancer activity. The results obtained in comparison with the corresponding nor-compounds series seem to indicate that this type of homologation is not helpful. (C) 2002 Elsevier Science S.A. All rights reserved.