1,3-bis(6-bromohexyl)thymine | 1041401-34-6

• 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: 1,3-bis(6-bromohexyl)thymine
• 英文别名: 1,3-Bis(6-bromohexyl)-5-methyl-1,2,3,4-tetra-hydropyrimidine-2,4-dione；1,3-bis(6-bromohexyl)-5-methylpyrimidine-2,4-dione
• CAS: 1041401-34-6
• 化学式: C₁₇H₂₈Br₂N₂O₂
• 分子量: 452.23
• InChiKey: CMYWOWVNHCZMGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-bis(6-bromohexyl)thymine 在 sodium azide 、 四丁基硫酸氢铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以61%的产率得到1,3-bis(6-azidohexyl)-5-methylpyrimidine-2,4-(1H,3H)-dione
  参考文献：
  名称：

  New amphiphilic multiheterocycle: Micelle-forming properties and effect on the reactivity of phosphorus acid esters

  摘要：

  Supramolecular systems based on a novel tetracationic amphiphilic multiheterocycle have been studied by tensiometry, conductometry, pH-metry, spectrophotometry, and dynamic and electrophoretic light scattering. The critical micelle concentration of the system has been determined (0.4 mM), and the possibility of open and closed association models realization has been demonstrated. A high solubilizing ability of the aggregates toward hydrophobic guest species has been revealed. Micellar catalysts based on the new multiheterocycle have shown substrate specificity in the hydrolysis of phosphonates possessing different hydrophobicities.

  DOI：

  10.1134/s1070363217090134
• 作为产物：
  描述：

  1,6-二溴己烷 、 thymine disodium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.5h， 以41%的产率得到1,3-bis(6-bromohexyl)thymine
  参考文献：
  名称：

  Synthesis of acyclic and macrocyclic analogs of Di-, Tri-, and tetranucleotides

  摘要：

  Compounds consisting of two or three uracil fragments were synthesized by reaction of methyl-substituted uracil sodium salts with 1-(6-bromohexyl)-3,6-dimethyluracil or 1,6-dibromohexane. Treatment of these compounds with paraformaldehyde gave the corresponding pyrimidinophanes and acyclic compounds in which the uracil fragments are linked through methylene bridges. Uracil derivatives having no substituent on N-3 were synthesized by reactions of silylated uracils with 1,3-bis(6-bromohexyl)uracil or 4,4'-(6-bromohexyloxy)diphenylmethane. The acyclic compound was converted into pyrimidinophane containing uracil fragments with (NH)-H-3 groups. A trinucleotide analog including uracil and two adenine fragments was synthesized from 1,3-bis(6-bromohexyl)uracil.

  DOI：

  10.1134/s1070363207080233

文献信息

• Synthesis of pyrimidinocyclophanes having a bridging nitrogen atom
  作者：V. E. Semenov、A. E. Nikolaev、A. V. Kozlov、Yu. Ya. Efremov、Sh. K. Latypov、V. S. Reznik

  DOI：10.1134/s1070428008060183

  日期：2008.6

  Reactions of 1,3-bis(omega-bromoalkyl)-substituted uracils, quinazoline-2,4-dione, and 5-methyl-1,3,5-triazine-2,4,6-trione and 1,3-bis(m-bromomethylbenzyl)-5-bromouracil with amines (aliphatic amines, benzylamines, naphthylmethanamine, and anisidine) gave a series of macrocyclic compounds having one pyrimidine or triazine fragment and an azapolymethylene bridge connecting the N-1 and N-3 atoms of the heteroring. The bridging nitrogen atom in some macrocyclic compounds was subjected to quaternization with methyl p-toluenesulfonate.