5-benzyl-3-phenethyltetrahydro-2H-1,3,5-thiadiazine-2-thione | 26367-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-benzyl-3-phenethyltetrahydro-2H-1,3,5-thiadiazine-2-thione
• 英文别名: 5-benzyl-3-phenethyl-[1,3,5]thiadiazinane-2-thione；5-Benzyl-3-(2-phenylethyl)-1,3,5-thiadiazinane-2-thione
• CAS: 26367-02-2
• 化学式: C₁₈H₂₀N₂S₂
• 分子量: 328.502
• InChiKey: VXFCCCNIWSQQMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-phenylethyl dithiocarbamate potassium salt 、 苄胺 在 phosphate buffer 作用下， 生成 5-benzyl-3-phenethyltetrahydro-2H-1,3,5-thiadiazine-2-thione
  参考文献：
  名称：

  Model for delivery of amines through incorporation into a tetrahydro-2H-1,3,5-thiadiazine-2-thione structure

  摘要：

  Phenethylamine 1a (a; n = 2) and benzylamine 1b (b; n = 1) are known in medicinal chemistry as strong vasopressors. Both are excellent substrates for the enzyme monoamine oxidase (MAO). The 2 compounds were incorporated in a highly lipid-soluble and hydrolysis-vulnerable tetrahydrothiadiazine (THTT) target structure in order to modify their pharmacokinetics. Better partition correlations, expressed as log P (calculated and observed) for the synthesized products THTT in comparison to the original compounds 1a, b have been found. One of the THTT derivatives was tested for its liability for chemical hydrolysis and the structure of the hydrolytic product was determined.

  DOI：

  10.1016/0223-5234(94)90120-1

文献信息

• Schorr; Duerckheimer; Klatt, Arzneimittel-Forschung/Drug Research, 1969, vol. 19, # 11, p. 1807 - 1819
  作者：Schorr、Duerckheimer、Klatt、Laemmler、Nesemann、Schrinner

  DOI：——

  日期：——
• Model for delivery of amines through incorporation into a tetrahydro-2H-1,3,5-thiadiazine-2-thione structure
  作者：A-NA El-Shorbagi

  DOI：10.1016/0223-5234(94)90120-1

  日期：1994.1

  Phenethylamine 1a (a; n = 2) and benzylamine 1b (b; n = 1) are known in medicinal chemistry as strong vasopressors. Both are excellent substrates for the enzyme monoamine oxidase (MAO). The 2 compounds were incorporated in a highly lipid-soluble and hydrolysis-vulnerable tetrahydrothiadiazine (THTT) target structure in order to modify their pharmacokinetics. Better partition correlations, expressed as log P (calculated and observed) for the synthesized products THTT in comparison to the original compounds 1a, b have been found. One of the THTT derivatives was tested for its liability for chemical hydrolysis and the structure of the hydrolytic product was determined.