6-(2,4-Dichlorophenylthio)purine | 1020397-61-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-(2,4-Dichlorophenylthio)purine
• 英文别名: 6-(2,4-dichlorophenyl)sulfanyl-7H-purine
• CAS: 1020397-61-8
• 化学式: C₁₁H₆Cl₂N₄S
• 分子量: 297.167
• InChiKey: AJVVBZAFGLGGCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(2,4-Dichlorophenylthio)purine 、 (RS)-3-methoxy-2,3-dihydro-5H-1,4-benzodioxepin 在 四氯化锡 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以28%的产率得到6-(2,4-dichlorophenyl)sulfanyl-7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)purine
  参考文献：
  名称：

  Regiospecific microwave-assisted synthesis and cytotoxic activity against human breast cancer cells of (RS)-6-substituted-7- or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines

  摘要：

  Extended studies on the synthesis and pharmacological evaluation of (RS)-6-substituted-7 or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines are presented. The microwave-assisted organic synthesis has provided faster access to the target compounds with the advantage of selective obtaining the N-7 ' or N-9 ' regioisomers simplifying their isolation. To test the behaviour of the products (including the purine bases) on cellular systems, cytotoxic activity against the MCF-7 human breast cancer cell line was determined, and the three most active compounds were used to study the cell cycle distribution and apoptosis in the MCF-7 cell line. (c) 2007 Elsevier Masson SAS. All fights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.025
• 作为产物：
  描述：

  2,4-二氯苯硫酚 、 6-氯嘌呤 在 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 24.0h， 以77%的产率得到6-(2,4-Dichlorophenylthio)purine
  参考文献：
  名称：

  Regiospecific microwave-assisted synthesis and cytotoxic activity against human breast cancer cells of (RS)-6-substituted-7- or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines

  摘要：

  Extended studies on the synthesis and pharmacological evaluation of (RS)-6-substituted-7 or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines are presented. The microwave-assisted organic synthesis has provided faster access to the target compounds with the advantage of selective obtaining the N-7 ' or N-9 ' regioisomers simplifying their isolation. To test the behaviour of the products (including the purine bases) on cellular systems, cytotoxic activity against the MCF-7 human breast cancer cell line was determined, and the three most active compounds were used to study the cell cycle distribution and apoptosis in the MCF-7 cell line. (c) 2007 Elsevier Masson SAS. All fights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.025

文献信息

• Regiospecific microwave-assisted synthesis and cytotoxic activity against human breast cancer cells of (RS)-6-substituted-7- or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines
  作者：Ana Conejo-García、María C. Núñez、Juan A. Marchal、Fernando Rodríguez-Serrano、Antonia Aránega、Miguel A. Gallo、Antonio Espinosa、Joaquín M. Campos

  DOI：10.1016/j.ejmech.2007.10.025

  日期：2008.8

  Extended studies on the synthesis and pharmacological evaluation of (RS)-6-substituted-7 or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines are presented. The microwave-assisted organic synthesis has provided faster access to the target compounds with the advantage of selective obtaining the N-7 ' or N-9 ' regioisomers simplifying their isolation. To test the behaviour of the products (including the purine bases) on cellular systems, cytotoxic activity against the MCF-7 human breast cancer cell line was determined, and the three most active compounds were used to study the cell cycle distribution and apoptosis in the MCF-7 cell line. (c) 2007 Elsevier Masson SAS. All fights reserved.