N,N'-heptane-1,7-diylbis(1-octyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide) | 1099823-28-5

• 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: N,N'-heptane-1,7-diylbis(1-octyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide)
• 英文别名: 1-octyl-N-[7-[(1-octyl-2,4-dioxopyrimidine-5-carbonyl)amino]heptyl]-2,4-dioxopyrimidine-5-carboxamide
• CAS: 1099823-28-5
• 化学式: C₃₃H₅₄N₆O₆
• 分子量: 630.828
• InChiKey: IWVMQZZSXBYROL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  45
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  157
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,7-二氨基庚烷 、 1,2,3,4-tetrahydro-1-octyl-2,4-dioxopyrimidine-5-carbonyl fluoride 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 7.08h， 以66%的产率得到N,N'-heptane-1,7-diylbis(1-octyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide)
  参考文献：
  名称：

  New Uracil Dimers Showing Erythroid Differentiation Inducing Activities

  摘要：

  The synthesis of C5 linked uracil dimers was carried out according to a model developed in order to bind adenine in DNA. NI-Alkylated uracil derivatives were synthesized from isoorotic acid (uracil-5-carboxylic acid) or thymine. The carboxylic acid derivatives were condensed with diamines in order to produce dimeric compounds or with monoamines in order to obtain reference monomeric compounds. Some of the derivatives, in particular the uracil dimers, showed antiproliferative and erythroid differentiation induction properties towards human chronic myelogenous leukemia K562 cells, thus indicating that these compounds could represent a new class of drugs useful for the development of antitumor therapy based on the ability to induce terminal differentiation.

  DOI：

  10.1021/jm800982q

文献信息

• New Uracil Dimers Showing Erythroid Differentiation Inducing Activities
  作者：Alessandro Accetta、Roberto Corradini、Stefano Sforza、Tullia Tedeschi、Eleonora Brognara、Monica Borgatti、Roberto Gambari、Rosangela Marchelli

  DOI：10.1021/jm800982q

  日期：2009.1.8

  The synthesis of C5 linked uracil dimers was carried out according to a model developed in order to bind adenine in DNA. NI-Alkylated uracil derivatives were synthesized from isoorotic acid (uracil-5-carboxylic acid) or thymine. The carboxylic acid derivatives were condensed with diamines in order to produce dimeric compounds or with monoamines in order to obtain reference monomeric compounds. Some of the derivatives, in particular the uracil dimers, showed antiproliferative and erythroid differentiation induction properties towards human chronic myelogenous leukemia K562 cells, thus indicating that these compounds could represent a new class of drugs useful for the development of antitumor therapy based on the ability to induce terminal differentiation.