6-(3-benzyloxy-2-hydroxypropyl)-2,4-dimethoxypyrimidine | 187093-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(3-benzyloxy-2-hydroxypropyl)-2,4-dimethoxypyrimidine
• 英文别名: 1-(2,6-Dimethoxypyrimidin-4-yl)-3-phenylmethoxypropan-2-ol
• CAS: 187093-91-0
• 化学式: C₁₆H₂₀N₂O₄
• 分子量: 304.346
• InChiKey: PWUJUAWLTYUJIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-(3-benzyloxy-2-hydroxypropyl)-2,4-dimethoxypyrimidine 在 碘 、 乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 108.0h， 生成 6-methoxy-3-(phenylmethoxymethyl)-3,4-dihydro-1H-pyrimido[1,6-c][1,3]oxazin-8-one
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 3-Hydroxymethylpyrimido[1,6-c][1,3]oxazine Derivatives

  摘要：

  A number of 5-substituted 3-hydroxymethylpyrimido[1,6-c][1,3]oxazine derivatives were synthesized and evaluated for their biological activity. Compound (10) showed slight activity (GI(50) = 2.7 mu M) against MDA-MB-231/ATTC Breast Cancer cell line.

  DOI：

  10.3987/com-96-7607
• 作为产物：
  描述：

  苄氧基乙醛二乙基乙缩醛 在 正丁基锂 、 水 、 三氟乙酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 4.0h， 生成 6-(3-benzyloxy-2-hydroxypropyl)-2,4-dimethoxypyrimidine
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 3-Hydroxymethylpyrimido[1,6-c][1,3]oxazine Derivatives

  摘要：

  A number of 5-substituted 3-hydroxymethylpyrimido[1,6-c][1,3]oxazine derivatives were synthesized and evaluated for their biological activity. Compound (10) showed slight activity (GI(50) = 2.7 mu M) against MDA-MB-231/ATTC Breast Cancer cell line.

  DOI：

  10.3987/com-96-7607

文献信息

• Synthesis and in vitro antiproliferative evaluation of novel N-alkylated 6-isobutyl- and propyl pyrimidine derivatives
  作者：Tatjana Gazivoda Kraljević、Nataša Ilić、Višnja Stepanić、Lana Sappe、Jasna Petranović、Sandra Kraljević Pavelić、Silvana Raić-Malić

  DOI：10.1016/j.bmcl.2014.04.079

  日期：2014.7

  A series of novel N-alkylated C-6-isobutyl- or -propyl pyrimidine derivatives were synthesized and their antiproliferative effect was evaluated on a panel of tumor cell lines including leukemia cell line K562 and normal diploid human fibroblasts. N-methoxymethylated 5-methylpyrimidin-2,4-dione with di (benzyloxy)isobutyl at C-6 (14b) showed the strongest effect on the cell growth at micromolar concentrations. Mechanisms of action for the lipophilic compound 14b predicted in silico, pointed to its anticancer and antimetastatic potential exerted through inhibition of DNA or RNA polymerases and adhesion molecules. The latter mechanism has been supported in vitro for adherent tumor cell lines. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis and Biological Evaluation of 3-Hydroxymethylpyrimido[1,6-c][1,3]oxazine Derivatives
  作者：Ling-Yih Hsu、Chung-Hsun Lin

  DOI：10.3987/com-96-7607

  日期：——

  A number of 5-substituted 3-hydroxymethylpyrimido[1,6-c][1,3]oxazine derivatives were synthesized and evaluated for their biological activity. Compound (10) showed slight activity (GI(50) = 2.7 mu M) against MDA-MB-231/ATTC Breast Cancer cell line.