N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)-thiocarbonyl]-2-imidazolidene}-2-methoxy-4-methylbenzenesulfonamide

• 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: N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)-thiocarbonyl]-2-imidazolidene}-2-methoxy-4-methylbenzenesulfonamide
• 英文别名: (3-Sulfanylidene-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-yl) 2-[(2-methoxy-4-methylphenyl)sulfonylamino]-4,5-dihydroimidazole-1-carbodithioate
• 化学式: C₁₆H₁₈N₆O₃S₅
• 分子量: 502.687
• InChiKey: GETJQJASMIVCCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  213
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-甲氧基-4-甲基苯磺酰氯 、 (9ci)-5,6-二氢-1H,3h-咪唑并[2,1-c][1,2,4]噻二唑-3-硫酮 在 吡啶 作用下， 反应 12.0h， 以26%的产率得到N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)-thiocarbonyl]-2-imidazolidene}-2-methoxy-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis and in vitro anti-tumor activity of N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)thiocarbonyl]-2-imidazolidene}arylsulfonamides

  摘要：

  A series of N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)thiocarbonyl]-2-imidazolidene}arylsulfonamides (2a-z) was obtained by reacting 6,7-dihydro-1H-imidazo[2,1-c][1,2,4]thiadiazol-3-thione (1) with arylsulfonyl chlorides. The relationships between structure and anti-tumor activity revealed that compound 2o with p-Cl substituent at the phenyl ring was most active (-log GI50 > 8.00, -log TGI = 7.66) and was found to exhibit high selectivity toward the leukemia CCRF-CEM cell line (Delta(f) = 3.08 and 3.31, respectively). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.067

文献信息

• Synthesis and in vitro anti-tumor activity of N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)thiocarbonyl]-2-imidazolidene}arylsulfonamides
  作者：Jarosław Sączewski、Zdziaław Brzozowski、Franciszek Sączewski、Patrick J. Bednarski、Manuel Liebeke、Maria Gdaniec

  DOI：10.1016/j.bmcl.2006.04.067

  日期：2006.7

  A series of N-1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)thiocarbonyl]-2-imidazolidene}arylsulfonamides (2a-z) was obtained by reacting 6,7-dihydro-1H-imidazo[2,1-c][1,2,4]thiadiazol-3-thione (1) with arylsulfonyl chlorides. The relationships between structure and anti-tumor activity revealed that compound 2o with p-Cl substituent at the phenyl ring was most active (-log GI50 > 8.00, -log TGI = 7.66) and was found to exhibit high selectivity toward the leukemia CCRF-CEM cell line (Delta(f) = 3.08 and 3.31, respectively). (c) 2006 Elsevier Ltd. All rights reserved.