(6-(benzo[d][1,3]dioxol-5-yl)-4-hydroxy-2-thioxo-4-(trifluoromethyl)hexahydropyrimidin-5-yl)(naphthalen-1-yl)methanone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (6-(benzo[d][1,3]dioxol-5-yl)-4-hydroxy-2-thioxo-4-(trifluoromethyl)hexahydropyrimidin-5-yl)(naphthalen-1-yl)methanone
• 英文别名: [(4S,5R,6S)-6-(1,3-benzodioxol-5-yl)-4-hydroxy-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinan-5-yl]-naphthalen-1-ylmethanone
• 化学式: C₂₃H₁₇F₃N₂O₄S
• 分子量: 474.46
• InChiKey: SFBGPHUNCIWOQT-JQVVWYNYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4,4,4-三氟-1-(1-萘基)-1,3-丁烷二酮 、 胡椒醛 、 硫脲 在 polyphosphoric ester 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以80%的产率得到(6-(benzo[d][1,3]dioxol-5-yl)-4-hydroxy-2-thioxo-4-(trifluoromethyl)hexahydropyrimidin-5-yl)(naphthalen-1-yl)methanone
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity evaluation of some fluorinated hexahydropyrimidine derivatives

  摘要：

  A series of trifluoromethylated hexahydropyrimidine and tetrahydropyrimidine derivatives were synthesized and their in vitro cytotoxic activities were determined in colon cancer cell line (COLO 320 HSR). Compounds 4f, 4g, 4k, 5, and 7 proved to be the most active in this series of compounds. They represent promising new leads for the development of highly potent and selective anticancer compounds. All the compounds are lipophilic due to the trifluoromethyl group, and are thus expected to penetrate the membrane in appreciable concentration. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.022

文献信息

• Synthesis and in vitro cytotoxicity evaluation of some fluorinated hexahydropyrimidine derivatives
  作者：Oluropo C. Agbaje、Olugbeminiyi O. Fadeyi、S. Adamson Fadeyi、Lewis. E. Myles、Cosmas O. Okoro

  DOI：10.1016/j.bmcl.2010.12.022

  日期：2011.2

  A series of trifluoromethylated hexahydropyrimidine and tetrahydropyrimidine derivatives were synthesized and their in vitro cytotoxic activities were determined in colon cancer cell line (COLO 320 HSR). Compounds 4f, 4g, 4k, 5, and 7 proved to be the most active in this series of compounds. They represent promising new leads for the development of highly potent and selective anticancer compounds. All the compounds are lipophilic due to the trifluoromethyl group, and are thus expected to penetrate the membrane in appreciable concentration. (C) 2010 Elsevier Ltd. All rights reserved.