tert-butyl N2-(tert-butoxycarbonyl)-N5-(2-((7-oxo-7-((4-phenylthiazol-2-yl)amino)heptyl)disulfaneyl)ethyl)-L-glutaminate | 947538-43-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl N2-(tert-butoxycarbonyl)-N5-(2-((7-oxo-7-((4-phenylthiazol-2-yl)amino)heptyl)disulfaneyl)ethyl)-L-glutaminate
• CAS: 947538-43-4
• 化学式: C₃₂H₄₈N₄O₆S₃
• 分子量: 680.954
• InChiKey: UIBRNMZRBVVEBR-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.21
• 重原子数：
  45.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  135.72
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N2-(tert-butoxycarbonyl)-N5-(2-((7-oxo-7-((4-phenylthiazol-2-yl)amino)heptyl)disulfaneyl)ethyl)-L-glutaminate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Design, synthesis, and biological activity of folate receptor-targeted prodrugs of thiolate histone deacetylase inhibitors

  摘要：

  Aiming to develop selective anticancer drugs, we designed and synthesized three disulfides bearing a folic acid moiety as candidate folate receptor (FR)-targeted prodrugs of thiolate histone deacetylase inhibitors. Among them, compound 1 displayed growth-inhibitory activity toward folate receptor-positive MCF-7 breast cancer cells. The activity of I was significantly reduced by free folic acid, suggesting that cellular uptake of I is mediated by FR. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.040
• 作为产物：
  描述：

  Boc-L-谷氨酸-1-叔丁酯 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N2-(tert-butoxycarbonyl)-N5-(2-((7-oxo-7-((4-phenylthiazol-2-yl)amino)heptyl)disulfaneyl)ethyl)-L-glutaminate
  参考文献：
  名称：

  Design, synthesis, and biological activity of folate receptor-targeted prodrugs of thiolate histone deacetylase inhibitors

  摘要：

  Aiming to develop selective anticancer drugs, we designed and synthesized three disulfides bearing a folic acid moiety as candidate folate receptor (FR)-targeted prodrugs of thiolate histone deacetylase inhibitors. Among them, compound 1 displayed growth-inhibitory activity toward folate receptor-positive MCF-7 breast cancer cells. The activity of I was significantly reduced by free folic acid, suggesting that cellular uptake of I is mediated by FR. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.040