1,3-Bis-(4-bromo-butyl)-5-methyl-[1,3,5]triazinane-2,4,6-trione | 406911-36-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 1,3-Bis-(4-bromo-butyl)-5-methyl-[1,3,5]triazinane-2,4,6-trione
• 英文别名: 1,3-bis(4-bromobutyl)-5-methyl-1,3,5-triazinane-2,4,6-trione
• CAS: 406911-36-2
• 化学式: C₁₂H₁₉Br₂N₃O₃
• 分子量: 413.109
• InChiKey: RXAALWVTZKLLPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.06
• 重原子数：
  20.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.0
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,3-Bis-(4-bromo-butyl)-5-methyl-[1,3,5]triazinane-2,4,6-trione 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 1,3-bis-(4-mercapto-butyl)-5-methyl-[1,3,5]triazinane-2,4,6-trione
  参考文献：
  名称：

  摘要：

  1-Methyl and 1-benzyl 3,5-bis(omega -haloalkyl) isocyanurates were reacted with thiourea to obtain 1-methyl and 1-benzyl 3,5-bis[omega-[amino(imino)methylmercapto]alkyl] isocyanurates, respectively. Hydrolysis of the latter gave the corresponding 3,5-bis(omega -mercaproalkyl) izocyanurates.

  DOI：

  10.1023/a:1012352006573
• 作为产物：
  描述：

  1,4-二溴丁烷 、 monomethylisocyanuric acid 在 sodium 、 正丁醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以53%的产率得到1,3-Bis-(4-bromo-butyl)-5-methyl-[1,3,5]triazinane-2,4,6-trione
  参考文献：
  名称：

  摘要：

  1-Methyl or 1-benzyl 3,5-bis(omega-bromoalkyl) isocyanurates with the alkyl chain comprising 3 through 6 methylene units were synthesized by the reaction of disodium methyl and benzyl isocyanurates with alpha,omega-dibromoalkanes. The reaction of disodium methyl and benzyl isocyanurates with ethylene chlorohydrin was used to obtain 1-methyl or 1-benzyl 3,5-bis(2-hydroxyethyl) isocyanurates whose treatment with PBr3 or SOCl2 gave the corresponding 1-alkyl 3,5-bis(2-haloethyl) isocyanurates. 1-Methyl and 1-benzyl 3,5-bis(chloromethyl) isocyanurates were prepared by treatment With SOCl2 of 1-methyl or 1-benzyl 3,5-bis(hydroxymethyl) isocyanurates obtained, in their turn, by condensation of methyl and benzyl isocyanurates with formaldehyde.

  DOI：

  10.1023/a:1013166023627

文献信息

• Synthesis and antimycobacterial activity of some benzyl- and methylisocyanurate derivatives
  作者：M. M. Shulaeva、S. G. Fattakhov、L. F. Saifina、V. S. Reznik、R. Sh. Valijev、D. N. Mingaleev

  DOI：10.1007/s11172-015-1141-x

  日期：2015.9

  Alkylation of methyl thioglycolate with ω-(haloalkyl) derivatives of 1-benzyland 1-methylisocyanurates yielded 1,3-bis[ω-(methoxycarbonylmethylthio)alkyl)]-5-benzyl(methyl)isocyanurates. Treatment of these compounds with ammonia or hydrazine hydrate and subsequent oxidation with hydrogen peroxide gives 1-benzylor 1-methylisocyanurates bearing two pharmacophoric substituents (i.e., carbamoyl, or carbazoylmethylsulfinyl, or sulfonyl groups) in the N-alkyl chains. The synthesized compounds exhibited antimycobacterial activity.

  将硫代乙酸甲酯与 1-苄基 1-甲基异氰尿酸盐的ω-（卤代烷基）衍生物烷基化，可得到 1,3-双[ω-（甲氧基羰基甲硫基）烷基）]-5-苄基（甲基）异氰尿酸盐。用氨水或水合肼处理这些化合物，然后用过氧化氢氧化，可得到在 N-烷基链中含有两个药效取代基（即氨基甲酰基或肼甲基亚磺酰基或磺酰基）的 1-苄基 1-甲基异氰尿酸盐。合成的化合物具有抗霉菌活性。