2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isobutylamino)-9H-purin-9-yl}ethyl sulfamate | 1449781-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isobutylamino)-9H-purin-9-yl}ethyl sulfamate
• CAS: 1449781-98-9
• 化学式: C₂₉H₄₃N₇O₅S
• 分子量: 601.77
• InChiKey: OSQUACHBEPKLOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  42.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  154.56
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isobutylamino)-9H-purin-9-yl}ethyl sulfamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以88%的产率得到2-{2-[(4-cyclohexylbenzyl)amino]-6-(isobutylamino)-9H-purin-9-yl}ethyl sulfamate
  参考文献：
  名称：

  A 2,6,9-hetero-trisubstituted purine inhibitor exhibits potent biological effects against multiple myeloma cells

  摘要：

  A focused library of hetero-trisubstituted purines was developed for improving the cell penetrating and biological efficacy of a series of anti-Stat3 protein inhibitors. From this SAR study, lead agent 22e was identified as being a promising inhibitor of MM tumour cells (IC50's <5 mu M). Surprisingly, biophysical and biochemical characterization proved that 22e was not a Stat3 inhibitor. Initial screening against the kinome, prompted by the purine scaffold's history for targeting ATP binding pockets, suggests possible targeting of the JAK family kinases, as well for ABL1 (nonphosphorylated F317L) and AAK1. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.080
• 作为产物：
  描述：

  2-amino-9-tert-butoxycarbonyl-6-chloropurine 在 四丁基氟化铵 、 sodium hydride 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 2.95h， 生成 2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isobutylamino)-9H-purin-9-yl}ethyl sulfamate
  参考文献：
  名称：

  A 2,6,9-hetero-trisubstituted purine inhibitor exhibits potent biological effects against multiple myeloma cells

  摘要：

  A focused library of hetero-trisubstituted purines was developed for improving the cell penetrating and biological efficacy of a series of anti-Stat3 protein inhibitors. From this SAR study, lead agent 22e was identified as being a promising inhibitor of MM tumour cells (IC50's <5 mu M). Surprisingly, biophysical and biochemical characterization proved that 22e was not a Stat3 inhibitor. Initial screening against the kinome, prompted by the purine scaffold's history for targeting ATP binding pockets, suggests possible targeting of the JAK family kinases, as well for ABL1 (nonphosphorylated F317L) and AAK1. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.080