2-butylamino-4-diethylamino-6-(2-ethoxycarbonylaminomethylbenzylamino)-s-triazine | 255864-67-6

• 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: 2-butylamino-4-diethylamino-6-(2-ethoxycarbonylaminomethylbenzylamino)-s-triazine
• 英文别名: ethyl N-[[2-[[[4-(butylamino)-6-(diethylamino)-1,3,5-triazin-2-yl]amino]methyl]phenyl]methyl]carbamate
• CAS: 255864-67-6
• 化学式: C₂₂H₃₅N₇O₂
• 分子量: 429.566
• InChiKey: RKHIVIKAWWNSPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-butylamino-4-diethylamino-6-(2-ethoxycarbonylaminomethylbenzylamino)-s-triazine 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 120.0h， 生成 N-{2-[(4-Butylamino-6-diethylamino-[1,3,5]triazin-2-ylamino)-methyl]-benzyl}-guanidine; compound with perchloric acid
  参考文献：
  名称：

  Functionalized Flavin Receptors. Regulation of Redox Properties of 6-Azaflavin via Hydrogen Bondings with Melamine Derivatives Bearing Guanidinium Ion(s) in Organic Solvents

  摘要：

  Melamine derivatives bearing guanidinium ion(s) were synthesized as a flavin receptor using hydrogen bonds. The receptors bind 6-aza-10-dodecylisoalloxazine (6-azaflavin, 6-AzaFl) quite strongly via five or seven hydrogen bonds in CHCl3 or CHCl3-MeCN. Redox potentials of 6-AzaFl were considerably affected by hydrogen bondings of the receptors (positive shift: Delta E-1/2 = 220-317 mV). Anionic semiquinone radical of 6-AzaFl was found to be stabilized by hydrogen bondings with a melamine derivative bearing an N-phenylguanidinium ion or two guanidinium ions. Effects of the hydrogen bondings on the oxidation activity of 6-AzaFl were kinetically investigated for the oxidation of N-benzyl-1,4-dihydronicotinamide (BNAH) and PhSH in CHCl3-MeCN under anaerobic conditions. It was found that the N(1)-hydrogen bonding facilitates a slight BNAH oxidation (<10-fold) and the N(5)-hydrogen bonding remarkably accelerates the rate of PhSH oxidation (10(3)-10(4)-fold).

  DOI：

  10.1021/jo9913210
• 作为产物：
  描述：

  2-butylamino-4-chloro-6-diethylamino-s-triazine 、 2-ethoxycarbonylaminomethylbenzylamine 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以69%的产率得到2-butylamino-4-diethylamino-6-(2-ethoxycarbonylaminomethylbenzylamino)-s-triazine
  参考文献：
  名称：

  Functionalized Flavin Receptors. Regulation of Redox Properties of 6-Azaflavin via Hydrogen Bondings with Melamine Derivatives Bearing Guanidinium Ion(s) in Organic Solvents

  摘要：

  Melamine derivatives bearing guanidinium ion(s) were synthesized as a flavin receptor using hydrogen bonds. The receptors bind 6-aza-10-dodecylisoalloxazine (6-azaflavin, 6-AzaFl) quite strongly via five or seven hydrogen bonds in CHCl3 or CHCl3-MeCN. Redox potentials of 6-AzaFl were considerably affected by hydrogen bondings of the receptors (positive shift: Delta E-1/2 = 220-317 mV). Anionic semiquinone radical of 6-AzaFl was found to be stabilized by hydrogen bondings with a melamine derivative bearing an N-phenylguanidinium ion or two guanidinium ions. Effects of the hydrogen bondings on the oxidation activity of 6-AzaFl were kinetically investigated for the oxidation of N-benzyl-1,4-dihydronicotinamide (BNAH) and PhSH in CHCl3-MeCN under anaerobic conditions. It was found that the N(1)-hydrogen bonding facilitates a slight BNAH oxidation (<10-fold) and the N(5)-hydrogen bonding remarkably accelerates the rate of PhSH oxidation (10(3)-10(4)-fold).

  DOI：

  10.1021/jo9913210

文献信息

• Functionalized Flavin Receptors. Regulation of Redox Properties of 6-Azaflavin via Hydrogen Bondings with Melamine Derivatives Bearing Guanidinium Ion(s) in Organic Solvents
  作者：Takeshi Kajiki、Hideki Moriya、Kazuhiko Hoshino、Tadashi Kuroi、Shin-ichi Kondo、Tatsuya Nabeshima、Yumihiko Yano

  DOI：10.1021/jo9913210

  日期：1999.12.1

  Melamine derivatives bearing guanidinium ion(s) were synthesized as a flavin receptor using hydrogen bonds. The receptors bind 6-aza-10-dodecylisoalloxazine (6-azaflavin, 6-AzaFl) quite strongly via five or seven hydrogen bonds in CHCl3 or CHCl3-MeCN. Redox potentials of 6-AzaFl were considerably affected by hydrogen bondings of the receptors (positive shift: Delta E-1/2 = 220-317 mV). Anionic semiquinone radical of 6-AzaFl was found to be stabilized by hydrogen bondings with a melamine derivative bearing an N-phenylguanidinium ion or two guanidinium ions. Effects of the hydrogen bondings on the oxidation activity of 6-AzaFl were kinetically investigated for the oxidation of N-benzyl-1,4-dihydronicotinamide (BNAH) and PhSH in CHCl3-MeCN under anaerobic conditions. It was found that the N(1)-hydrogen bonding facilitates a slight BNAH oxidation (<10-fold) and the N(5)-hydrogen bonding remarkably accelerates the rate of PhSH oxidation (10(3)-10(4)-fold).