(1R)-1-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]-13-pyrimidin-5-yltridecan-1-ol | 1021346-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (1R)-1-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]-13-pyrimidin-5-yltridecan-1-ol
• CAS: 1021346-23-5
• 化学式: C₃₄H₆₂N₂O₃
• 分子量: 546.878
• InChiKey: NMWWUEJEPSJBNZ-YFRBGRBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  39
• 可旋转键数：
  26
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  75.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 氢氟酸 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以83%的产率得到(1R)-1-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]-13-pyrimidin-5-yltridecan-1-ol
  参考文献：
  名称：

  Synthesis of hybrid acetogenins, α,β-unsaturated-γ-lactone-free nitrogen-containing heterocyclic analogues, and their cytotoxicity against human cancer cell lines

  摘要：

  A series of alpha,beta-unsaturated-gamma-lactone-free nitrogen-containing heterocyclic analogues of solamin, a natural mono-THF acetogenin, have been synthesized and their cytotoxicity was investigated against 39 tumor cell lines. One of them, 1-methylpyrazol-5-yl derivative, showed selective increase of cytotoxicity against NCI-H23 with 80 times higher potency than solamin. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.057

文献信息

• Synthesis of hybrid acetogenins, α,β-unsaturated-γ-lactone-free nitrogen-containing heterocyclic analogues, and their cytotoxicity against human cancer cell lines
  作者：Naoto Kojima、Tetsuya Fushimi、Naoyoshi Maezaki、Tetsuaki Tanaka、Takao Yamori

  DOI：10.1016/j.bmcl.2008.01.057

  日期：2008.3

  A series of alpha,beta-unsaturated-gamma-lactone-free nitrogen-containing heterocyclic analogues of solamin, a natural mono-THF acetogenin, have been synthesized and their cytotoxicity was investigated against 39 tumor cell lines. One of them, 1-methylpyrazol-5-yl derivative, showed selective increase of cytotoxicity against NCI-H23 with 80 times higher potency than solamin. (c) 2008 Elsevier Ltd. All rights reserved.