1,3-Bis-(5-diethylamino-pentyl)-6-methyl-1H-pyrimidine-2,4-dione | 872419-19-7

• 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-(5-diethylamino-pentyl)-6-methyl-1H-pyrimidine-2,4-dione
• 英文别名: 1,3-Bis[5-(diethylamino)pentyl]-6-methyluracil；1,3-bis[5-(diethylamino)pentyl]-6-methylpyrimidine-2,4-dione
• CAS: 872419-19-7
• 化学式: C₂₃H₄₄N₄O₂
• 分子量: 408.628
• InChiKey: VZENUYSERPPEDR-UHFFFAOYSA-N

物化性质

• 熔点：
  >69 °C (decomp)
• 沸点：
  502.0±60.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  47.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Bis-(5-diethylamino-pentyl)-6-methyl-1H-pyrimidine-2,4-dione 、 2-溴溴苄 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Reznik, V. S.; Anikienko, K. A.; Kurochkin, V. K., Doklady Chemistry, 1998, vol. 362, # 1-3, p. 161 - 163

  摘要：

  DOI：
• 作为产物：
  描述：

  二乙胺 、 1,3-bis(5-bromopentyl)-6-methyluracil 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 1,3-Bis-(5-diethylamino-pentyl)-6-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  含有 1,2,3- 和 1,2,4-三唑鎓片段的新型 1,3-双（烷基）-6-甲基尿嘧啶衍生物的合成、抗菌和毒性特性

  摘要：

  研究了在烷基链中含有 1,2,3- 和 1,2,4-三唑鎓片段的新型 1,3-双（烷基）-6-甲基尿嘧啶衍生物的抗菌活性和细胞毒性。已经测试了这些化合物对一些革兰氏阳性和革兰氏阴性细菌和真菌培养物的抗微生物活性。已估计对哺乳动物细胞的细胞毒作用。已经发现，影响抗微生物活性的基本结构因素是三唑片段上烷基的性质。

  DOI：

  10.1134/s1068162017020170

文献信息

• Antibacterial and antifungal activity of acyclic and macrocyclic uracil derivatives with quaternized nitrogen atoms in spacers
  作者：V.E. Semenov、A.D. Voloshina、E.M. Toroptzova、N.V. Kulik、V.V. Zobov、R.K. Giniyatullin、A.S. Mikhailov、A.E. Nikolaev、V.D. Akamsin、V.S. Reznik

  DOI：10.1016/j.ejmech.2006.03.030

  日期：2006.9

  The reactions of 1,3-bis(alpha,omega-bromoalkyl)-6-methyluracils with 1,3-bis(alpha,omega-ethylaminoalkyl)-6-methyluracils or 1,3-bis(bromopentyl)thymine with butylamine afforded pyrimidinophanes containing one or two uracil units and nitrogen atoms in bridging polymethylene chains. In some cases individual geometric isomers of pyrimidinophanes differing in the mutual arrangement of the carbonyl and methyl groups at different pyrimidine rings were isolated. Quaternization of the bridging nitrogen atom with o-nitrobenzyl bromide, benzyl bromide, n-decyl bromide gave rise to water-soluble pyrimidinophanes which were evaluated for their antibacterial and antifungal activity. The arrangement of the carbonyl groups in macrocycles doesn't affect the activity. Antibacterial and antifungal activity of pyrimidinophanes increases with the increase of polymethylene N-(pyr)-N-chain length and dramatically increases upon the introduction of n-decyl substituent at nitrogen atoms in spacers. Pyrimidi-nophanes with 5 and 6 methylene groups in N(pyr)-N-chain and n-decyl substituent showed significant bacteriostatic, fungistatic, bactericidal, fungicidal activity which comparable with standard antibacterial and antifungal drugs. Acyclic counterpart demonstrated the highest activity against fungi. Toxicity of more effective pyrimidinophanes was determined for mice and Daphnia magna Straus. (c) 2006 Elsevier SAS. All rights reserved.