5-Cinnamylidenehydantoin | 66835-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-Cinnamylidenehydantoin
• 英文别名: 5-cinnamylideneimidazolidine-2,4-dione
• CAS: 66835-63-0
• 化学式: C₁₂H₁₀N₂O₂
• 分子量: 214.224
• InChiKey: CCRLFSLWIUEERQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Cinnamylidenehydantoin 、 N-(4-氯苯基)-2-氯乙酰胺 在 potassium hydroxide 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-(4-chloro-phenyl)-2-[2,4-dioxo-5-(3-phenyl-allylidene)-imidazolidin-3-yl]-acetamide
  参考文献：
  名称：

  Synthesis and in vitro anticancer activity of 2,4-azolidinedione-acetic acids derivatives

  摘要：

  The synthesis and evaluation of anticancer activity of 2,4-thia(imida)zolidinedione-3- and 5-acetic acids amides were described. The structures of compounds were determined by IR, H-1 NMR, and MS analysis. In vitro anticancer activity of these compounds has been tested in National Cancer Institute (NCI) and the relationships between structure and anticancer activity are discussed. Among 2,4-azolidinedione-acetic acids derivatives 2-[5-(4-chlorobenzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(2-trifluoromethyl-phenyl)-acetamide (Ic) was superior to other related compounds in terms of high selectivity for the leukemia CCRF-CEM (log GI(50) = -6.06), HL-60(TB) (log GI(50) = -6.53), MOLT-4 (log GI(50) = -6.52) and SR (log GI(50) -6.51) cell lines. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.02.023
• 作为产物：
  描述：

  海因 、 肉桂醛 在 sodium acetate 、 溶剂黄146 作用下， 生成 5-Cinnamylidenehydantoin
  参考文献：
  名称：

  Synthesis and in vitro anticancer activity of 2,4-azolidinedione-acetic acids derivatives

  摘要：

  The synthesis and evaluation of anticancer activity of 2,4-thia(imida)zolidinedione-3- and 5-acetic acids amides were described. The structures of compounds were determined by IR, H-1 NMR, and MS analysis. In vitro anticancer activity of these compounds has been tested in National Cancer Institute (NCI) and the relationships between structure and anticancer activity are discussed. Among 2,4-azolidinedione-acetic acids derivatives 2-[5-(4-chlorobenzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(2-trifluoromethyl-phenyl)-acetamide (Ic) was superior to other related compounds in terms of high selectivity for the leukemia CCRF-CEM (log GI(50) = -6.06), HL-60(TB) (log GI(50) = -6.53), MOLT-4 (log GI(50) = -6.52) and SR (log GI(50) -6.51) cell lines. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.02.023

文献信息

• Photopolymerizable diepoxides containing a nitrogen heterocycle
  申请人：Ciba-Geigy Corporation

  公开号：US04124760A1

  公开（公告）日：1978-11-07

  Diepoxides which may be photopolymerized in the presence or absence of a photosensitizer contain a group having conjugated unsaturation attached to a nitrogen heterocycle, such as a hydantoin or barbituric acid residue, forming part of an advanced diepoxide. The resultant photopolymer may be crosslinked by heating in the presence of a curing agent for epoxide resins. The diepoxides are of use in the production of printing plates and printed circuits, especially multilayer printed circuits.

  含有共轭不饱和度的基团的双环氧化物，可在光敏剂的存在或缺乏下光聚合，该基团连接到氮杂环上，例如酰脲或巴比妥酸残基，形成高级双环氧化物。所得的光聚合物可以在环氧树脂固化剂的存在下加热交联。这些双环氧化物可用于生产印刷版和印刷电路，特别是多层印刷电路。
• Synthesis and in vitro anticancer activity of 2,4-azolidinedione-acetic acids derivatives
  作者：Danylo Kaminskyy、Borys Zimenkovsky、Roman Lesyk

  DOI：10.1016/j.ejmech.2009.02.023

  日期：2009.9

  The synthesis and evaluation of anticancer activity of 2,4-thia(imida)zolidinedione-3- and 5-acetic acids amides were described. The structures of compounds were determined by IR, H-1 NMR, and MS analysis. In vitro anticancer activity of these compounds has been tested in National Cancer Institute (NCI) and the relationships between structure and anticancer activity are discussed. Among 2,4-azolidinedione-acetic acids derivatives 2-[5-(4-chlorobenzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(2-trifluoromethyl-phenyl)-acetamide (Ic) was superior to other related compounds in terms of high selectivity for the leukemia CCRF-CEM (log GI(50) = -6.06), HL-60(TB) (log GI(50) = -6.53), MOLT-4 (log GI(50) = -6.52) and SR (log GI(50) -6.51) cell lines. (C) 2009 Elsevier Masson SAS. All rights reserved.