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) | 1594986-00-1

• 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,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)
• CAS: 1594986-00-1
• 化学式: C₅₀H₆₀N₁₀O₁₂S₂
• 分子量: 1057.22
• InChiKey: ACSLKDPUVXWBDZ-CXNSMIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  74.0
• 可旋转键数：
  39.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  303.44
• 氢给体数：
  4.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  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) 、 在 copper(II) sulfate 、 叔丁醇 、 三[(1-苄基-1H-1,2,3-三唑-4-基)甲基]胺 作用下， 以 水 为溶剂， 反应 24.0h， 以90%的产率得到N,N'-((14R,19R)-13,20-dioxo-1,32-bis(4-((5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)methyl)-1H-1,2,3-triazol-1-yl)-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：

  1-氨基-11-叠氮-3,6,9-三氧杂十一烷 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 、 二氯甲烷 、 三氟乙酸 为溶剂， 反应 23.0h， 生成 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