N¹-4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]phenyl-2-(acetylamino)-3-methyl-3-sulfanylbutanamide | 265103-45-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N¹-4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]phenyl-2-(acetylamino)-3-methyl-3-sulfanylbutanamide
• 英文别名: 2-acetamido-N-[4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]phenyl]-3-methyl-3-sulfanylbutanamide
• CAS: 265103-45-5
• 化学式: C₁₆H₂₂N₈O₂S
• 分子量: 390.469
• InChiKey: DSPBJSWUMPALFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  162
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N¹-4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]phenyl-2-(acetylamino)-3-methyl-3-sulfanylbutanamide 在 盐酸 、 硫酸 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 0.25h， 以83%的产率得到2-(acetylamino)-N-{4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]phenyl}-3-methyl-3-(nitrosothio)butanamide
  参考文献：
  名称：

  Synthesis, electrochemical, and spectroscopic studies of novel S-nitrosothiols

  摘要：

  A series of S-nitrosothiol compounds, structurally related to the NO-donor S-nitroso-N-acetyl-D,L-penicillamine (SNAP) that contain amidin groups were synthesised by S-nitrosation of the corresponding thiols and characterised. The kinetics of decomposition were investigated and showed that the two adenine-based thionitrites exhibited an unusual stability in aqueous solution compared to SNAP, suggesting that these compounds may complex the traces of free copper ions present in solution, which is known to catalyze the decomposition of thionitrites. The electrochemical behaviour of these compounds and their nitric oxide-releasing potential were studied by means of cyclic voltammetry techniques on mercury and glassy carbon electrodes. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00694-9
• 作为产物：
  描述：

  4′-氨基乙酰苯胺 在 盐酸 、 sodium hydroxide 作用下， 生成 N¹-4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]phenyl-2-(acetylamino)-3-methyl-3-sulfanylbutanamide
  参考文献：
  名称：

  Synthesis and uptake of nitric oxide-releasing drugs by the p2 nucleoside transporter in Trypanosoma equiperdum

  摘要：

  A series of S-nitrosothiols, structurally related to the NO.-donor S-nitroso-N-acetylpenicillamine, and of organic nitrate esters that contain amidine groups which specify a recognition via the trypanosomal purine transporter P2, were synthesized and tested for their ability to inhibit the uptake of [2-H-3]adenosine on Trypanosoma equiperdum. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00233-x

文献信息

• Synthesis and uptake of nitric oxide-releasing drugs by the p2 nucleoside transporter in Trypanosoma equiperdum
  作者：Laurent Soulère、Pascal Hoffmann、Frédéric Bringaud、Jacques Périé

  DOI：10.1016/s0960-894x(00)00233-x

  日期：2000.6

  A series of S-nitrosothiols, structurally related to the NO.-donor S-nitroso-N-acetylpenicillamine, and of organic nitrate esters that contain amidine groups which specify a recognition via the trypanosomal purine transporter P2, were synthesized and tested for their ability to inhibit the uptake of [2-H-3]adenosine on Trypanosoma equiperdum. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis, electrochemical, and spectroscopic studies of novel S-nitrosothiols
  作者：Laurent Soulère、Juan-Carlos Sturm、Luis J. Núñez-Vergara、Pascal Hoffmann、Jacques Périé

  DOI：10.1016/s0040-4020(01)00694-9

  日期：2001.8

  A series of S-nitrosothiol compounds, structurally related to the NO-donor S-nitroso-N-acetyl-D,L-penicillamine (SNAP) that contain amidin groups were synthesised by S-nitrosation of the corresponding thiols and characterised. The kinetics of decomposition were investigated and showed that the two adenine-based thionitrites exhibited an unusual stability in aqueous solution compared to SNAP, suggesting that these compounds may complex the traces of free copper ions present in solution, which is known to catalyze the decomposition of thionitrites. The electrochemical behaviour of these compounds and their nitric oxide-releasing potential were studied by means of cyclic voltammetry techniques on mercury and glassy carbon electrodes. (C) 2001 Elsevier Science Ltd. All rights reserved.