3,5-bis(2-phenethyl)tetrahydro-2H-1,3,5-thiadiazine-2-thione | 14318-37-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪类
• 英文名称: 3,5-bis(2-phenethyl)tetrahydro-2H-1,3,5-thiadiazine-2-thione
• 英文别名: 3,5-Bis-(2-phenyl-aethyl)-2-thioxo-tetrahydro-1,3,5-thiadiazin；2-Thio-3,5-diphenaethyl-tetrahydro-1,3,5-thiadiazin；3,5-diphenethyl-[1,3,5]thiadiazinane-2-thione；2H-1,3,5-Thiadiazine-2-thione, tetrahydro-3,5-diphenethyl-；3,5-bis(2-phenylethyl)-1,3,5-thiadiazinane-2-thione
• CAS: 14318-37-7
• 化学式: C₁₉H₂₂N₂S₂
• 分子量: 342.529
• InChiKey: NYQTVLZGKQXVIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis(2-phenethyl)tetrahydro-2H-1,3,5-thiadiazine-2-thione 在 甲醇 作用下， 反应 6.0h， 以60%的产率得到Hydroxymethyl-phenethyl-dithiocarbamic acid phenethylamino-methyl ester
  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
• 作为产物：
  描述：

  聚合甲醛 、 2-phenylethyl dithiocarbamate potassium salt 、 2-苯乙胺 在 phosphate buffer 作用下， 生成 3,5-bis(2-phenethyl)tetrahydro-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

• Neue Verbindungen mit bakterizider, fungizider und das Wachstum von Viren hemmender Wirkung I. 2-Thio-tetrahydro-1,3,5-thiadiazine („Carbothialdine”) und dithiocarbaminsaure Salze
  作者：A. Rieche、G. Hilgetag、A. Martini、O. Nejedly、J. Schlegel

  DOI：10.1002/ardp.19602931102

  日期：——
• 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.