methyl 5-oxo-5-((35,55,75-tris(2-naphthamido)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)amino)pentanoate | 1257094-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 5-oxo-5-((35,55,75-tris(2-naphthamido)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)amino)pentanoate
• CAS: 1257094-11-3
• 化学式: C₇₉H₇₈N₄O₁₀
• 分子量: 1243.51
• InChiKey: OBFDCDWVDUSFLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.02
• 重原子数：
  93.0
• 可旋转键数：
  23.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  179.62
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  methyl 5-oxo-5-((35,55,75-tris(2-naphthamido)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)amino)pentanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以43%的产率得到5-Oxo-5-[[11,17,23-tris(naphthalene-2-carbonylamino)-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]amino]pentanoic acid
  参考文献：
  名称：

  Conformationally Locked Calixarene-Based Histone Deacetylase Inhibitors

  摘要：

  Alkyl- and arylamidocalix[4]arene derivatives 1-11 have been designed and theoretically evaluated by docking studies as potential histone. deacetylase inhibitors (HDACi). On the basis of the trimodal distribution of the calculated inhibition constants (K-i), five alkyl- or arylamido derivatives (3, 7, 8, 9, and 11) were synthesized and tested. A qualitative accordance between the experimental results and the theoretical predictions was obtained, confirming that appropriately substituted arylamidocalix[4]arenes are active HDACi.

  DOI：

  10.1021/ol102420b
• 作为产物：
  描述：

  4-氯甲酰基丁酸甲酯 、 N,N',N''-(75-amino-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55-triyl)tris(2-naphthamide) 2,2,2-trifluoroacetate 在 sodium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 0.5h， 以31%的产率得到methyl 5-oxo-5-((35,55,75-tris(2-naphthamido)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)amino)pentanoate
  参考文献：
  名称：

  Conformationally Locked Calixarene-Based Histone Deacetylase Inhibitors

  摘要：

  Alkyl- and arylamidocalix[4]arene derivatives 1-11 have been designed and theoretically evaluated by docking studies as potential histone. deacetylase inhibitors (HDACi). On the basis of the trimodal distribution of the calculated inhibition constants (K-i), five alkyl- or arylamido derivatives (3, 7, 8, 9, and 11) were synthesized and tested. A qualitative accordance between the experimental results and the theoretical predictions was obtained, confirming that appropriately substituted arylamidocalix[4]arenes are active HDACi.

  DOI：

  10.1021/ol102420b