4,7-diamino-1-heptyl-5-methoxypyrido[4,3-d]pyrimidin-2(1H)-one | 1481628-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 4,7-diamino-1-heptyl-5-methoxypyrido[4,3-d]pyrimidin-2(1H)-one
• 英文别名: 4,7-Diamino-1-heptyl-5-methoxypyrido[4,3-d]pyrimidin-2-one；4,7-diamino-1-heptyl-5-methoxypyrido[4,3-d]pyrimidin-2-one
• CAS: 1481628-78-7
• 化学式: C₁₅H₂₃N₅O₂
• 分子量: 305.38
• InChiKey: FXDKEBAORSKUJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,7-diamino-1-heptyl-5-methoxypyrido[4,3-d]pyrimidin-2(1H)-one 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以76%的产率得到4,7-diamino-1-heptylpyrido[4,3-d]pyrimidine-2,5(1H,6H)-dione
  参考文献：
  名称：

  Synthesis of N-substituted Pyrido[4,3-d]pyrimidines for the Large-Scale Production of Self-Assembled Rosettes and Nanotubes

  摘要：

  N-substituted pyrido[4,3-d]pyrimidines are heterocycles which exhibit the asymmetric hydrogen bonding codes of both guanine and cytosine at 60 degrees angles to each other, such that the molecules self-organize unambiguously into a cyclic hexamer, assembled via 18 intermolecular hydrogen bonds. The synthesis is straightforward and can be concluded in six steps from the commercially available malononitrile dimer. X-ray crystallographic analysis of the supermacrocyclic structure shows an undulating disk with a ca. 10.5 angstrom cavity, the centers of which do not overlap sufficiently to describe a channel in the solid state. However, AFM, SEM, and TEM imaging in solution reveals the formation of 1D nanostructures in agreement with their self-assembly into rosette supermacrocycles, which then stack linearly to form rosette nanotubes.

  DOI：

  10.1021/jo4019792
• 作为产物：
  描述：

  2-氨基-1-丙烯基-1,1,3-三甲腈 在 吡啶 、 氢溴酸 、 sodium hydride 、 溶剂黄146 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 145.0h， 生成 4,7-diamino-1-heptyl-5-methoxypyrido[4,3-d]pyrimidin-2(1H)-one
  参考文献：
  名称：

  Synthesis of N-substituted Pyrido[4,3-d]pyrimidines for the Large-Scale Production of Self-Assembled Rosettes and Nanotubes

  摘要：

  N-substituted pyrido[4,3-d]pyrimidines are heterocycles which exhibit the asymmetric hydrogen bonding codes of both guanine and cytosine at 60 degrees angles to each other, such that the molecules self-organize unambiguously into a cyclic hexamer, assembled via 18 intermolecular hydrogen bonds. The synthesis is straightforward and can be concluded in six steps from the commercially available malononitrile dimer. X-ray crystallographic analysis of the supermacrocyclic structure shows an undulating disk with a ca. 10.5 angstrom cavity, the centers of which do not overlap sufficiently to describe a channel in the solid state. However, AFM, SEM, and TEM imaging in solution reveals the formation of 1D nanostructures in agreement with their self-assembly into rosette supermacrocycles, which then stack linearly to form rosette nanotubes.

  DOI：

  10.1021/jo4019792

文献信息

• Synthesis of N-substituted Pyrido[4,3-<i>d</i>]pyrimidines for the Large-Scale Production of Self-Assembled Rosettes and Nanotubes
  作者：Asuman Durmus、Gorkem Gunbas、Steven C. Farmer、Marilyn M. Olmstead、Mark Mascal、Belete Legese、Jae-Young Cho、Rachel L. Beingessner、Takeshi Yamazaki、Hicham Fenniri

  DOI：10.1021/jo4019792

  日期：2013.11.15

  N-substituted pyrido[4,3-d]pyrimidines are heterocycles which exhibit the asymmetric hydrogen bonding codes of both guanine and cytosine at 60 degrees angles to each other, such that the molecules self-organize unambiguously into a cyclic hexamer, assembled via 18 intermolecular hydrogen bonds. The synthesis is straightforward and can be concluded in six steps from the commercially available malononitrile dimer. X-ray crystallographic analysis of the supermacrocyclic structure shows an undulating disk with a ca. 10.5 angstrom cavity, the centers of which do not overlap sufficiently to describe a channel in the solid state. However, AFM, SEM, and TEM imaging in solution reveals the formation of 1D nanostructures in agreement with their self-assembly into rosette supermacrocycles, which then stack linearly to form rosette nanotubes.