(2R,2'R)-3,3'-disulfanediylbis(2-amino-N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)propanamide) | 1594985-97-3

• 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: (2R,2'R)-3,3'-disulfanediylbis(2-amino-N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)propanamide)
• CAS: 1594985-97-3
• 化学式: C₂₂H₄₄N₁₀O₈S₂
• 分子量: 640.786
• InChiKey: RVODKXFYQILUIF-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.02
• 重原子数：
  42.0
• 可旋转键数：
  31.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  263.14
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  4-苯甲酰苯甲酸 、 (2R,2'R)-3,3'-disulfanediylbis(2-amino-N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)propanamide) 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 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以97%的产率得到N,N'-((14R,19R)-1,32-diazido-13,20-dioxo-3,6,9,24,27,30-hexaoxa-16,17-dithia-12,21-diazadotriacontane-14,19-diyl)bis(4-benzoylbenzamide)
  参考文献：
  名称：

  Synthesis and evaluation of effective photoaffinity probe molecule of furospinosulin-1, a hypoxia-selective growth inhibitor

  摘要：

  The synthesis and evaluation of a photoaffinity probe molecule for furospinosulin-1, a hypoxia-selective growth inhibitor that we identified from marine sponge, was studied. An analogue carrying an alkyne tail showed potent hypoxia-selective inhibitory activity exceeding that of the parent molecule, and exhibited in vivo anti-tumor activity following oral administration. The alkyne moiety in the analogue was also found to be a good anchoring group for the preparation of probe molecules; a photoaffinity probe molecule having an optimized spacer length was selected through the systematic synthesis of several probes and the evaluation of their hypoxia-selective growth inhibitory activity and electrophoretic mobility shift properties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.026
• 作为产物：
  描述：

  di-tert-butyl ((14R,19R)-1,32-diazido-13,20-dioxo-3,6,9,24,27,30-hexaoxa-16,17-dithia-12,21-diazadotriacontane-14,19-diyl)dicarbamate 以 二氯甲烷 、 三氟乙酸 为溶剂， 反应 12.0h， 以88%的产率得到(2R,2'R)-3,3'-disulfanediylbis(2-amino-N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)propanamide)
  参考文献：
  名称：

  Synthesis and evaluation of effective photoaffinity probe molecule of furospinosulin-1, a hypoxia-selective growth inhibitor

  摘要：

  The synthesis and evaluation of a photoaffinity probe molecule for furospinosulin-1, a hypoxia-selective growth inhibitor that we identified from marine sponge, was studied. An analogue carrying an alkyne tail showed potent hypoxia-selective inhibitory activity exceeding that of the parent molecule, and exhibited in vivo anti-tumor activity following oral administration. The alkyne moiety in the analogue was also found to be a good anchoring group for the preparation of probe molecules; a photoaffinity probe molecule having an optimized spacer length was selected through the systematic synthesis of several probes and the evaluation of their hypoxia-selective growth inhibitory activity and electrophoretic mobility shift properties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.026