3-Benzyl-5-cyclohexyl-[1,3,5]thiadiazinane-2-thione | 23515-03-9

• 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-Benzyl-5-cyclohexyl-[1,3,5]thiadiazinane-2-thione
• 英文别名: 2H-1,3,5-Thiadiazine-2-thione, tetrahydro-5-cyclohexyl-3-(phenylmethyl)-；3-benzyl-5-cyclohexyl-1,3,5-thiadiazinane-2-thione
• CAS: 23515-03-9
• 化学式: C₁₆H₂₂N₂S₂
• 分子量: 306.496
• InChiKey: RLAGJAZCYNFGCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 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 、 potassium benzylcarbamodithioate 、 环己胺 在 phosphate buffer 作用下， 以 水 、 甲苯 为溶剂， 反应 2.0h， 生成 3-Benzyl-5-cyclohexyl-[1,3,5]thiadiazinane-2-thione
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of 3,5-disubstituted thiadiazine thiones

  摘要：

  A series of 3,5-disubstituted thiadiazine thiones (4-24) have been synthesized by reaction of primary amines with carbon disulphide followed by cyclocondensation of the resulting intermediate with formaldehyde and primary amines or amino acids. The compounds were screened for antitubercular activity in vitro against Mycobacterium tuberculosis H37Rv. Three compounds 4, 12 and 18 showed antimycobacterial activity with MIC 12.5 mug/mL. Compound 4, was tested in vitro against five multidrug resistant (MDR) strains of M. tuberculosis and was found to be active. Compound 4 also exhibited activity in vivo. While all the mice died in the untreated group, the mean survival time (MST) of the compound treated mice was enhanced, 33% mice were surviving in treated group and the load of bacilli in the lung was considerably less in the compound treated group than in the untreated control group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00480-2

文献信息

• Synthesis and antimycobacterial activity of 3,5-disubstituted thiadiazine thiones
  作者：D. Katiyar、V.K. Tiwari、R.P. Tripathi、A. Srivastava、V. Chaturvedi、R. Srivastava、B.S. Srivastava

  DOI：10.1016/s0968-0896(03)00480-2

  日期：2003.10

  A series of 3,5-disubstituted thiadiazine thiones (4-24) have been synthesized by reaction of primary amines with carbon disulphide followed by cyclocondensation of the resulting intermediate with formaldehyde and primary amines or amino acids. The compounds were screened for antitubercular activity in vitro against Mycobacterium tuberculosis H37Rv. Three compounds 4, 12 and 18 showed antimycobacterial activity with MIC 12.5 mug/mL. Compound 4, was tested in vitro against five multidrug resistant (MDR) strains of M. tuberculosis and was found to be active. Compound 4 also exhibited activity in vivo. While all the mice died in the untreated group, the mean survival time (MST) of the compound treated mice was enhanced, 33% mice were surviving in treated group and the load of bacilli in the lung was considerably less in the compound treated group than in the untreated control group. (C) 2003 Elsevier Ltd. All rights reserved.