17b,17c-dihydro-1,6,10,15-tetramethoxy-17b,17c-diphenyl-7H,8H,9H,16H,17H,18H-7a,8a,16a,17a-tetrazapentaleno[1'',6'':5,6,7:3'',4'':5',6',7']dicycloocta(1,2,3-de:1',2',3'-d'e')dinaphthalene-8,17-dione | 135366-92-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 17b,17c-dihydro-1,6,10,15-tetramethoxy-17b,17c-diphenyl-7H,8H,9H,16H,17H,18H-7a,8a,16a,17a-tetrazapentaleno[1'',6'':5,6,7:3'',4'':5',6',7']dicycloocta(1,2,3-de:1',2',3'-d'e')dinaphthalene-8,17-dione
• 英文别名: 9,15,23,29-Tetramethoxy-4,5-diphenyl-3,6,18,20-tetrazaoctacyclo[20.7.1.13,6.18,12.04,20.05,18.026,30.016,31]dotriaconta-1(29),8,10,12(31),13,15,22,24,26(30),27-decaene-19,32-dione
• CAS: 135366-92-6
• 化学式: C₄₄H₃₈N₄O₆
• 分子量: 718.809
• InChiKey: MVWAWDUGEVTAFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  54
• 可旋转键数：
  6
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  17b,17c-Dihydro-1,6,10,15-tetrahydroxy-17b,17c-diphenyl-7H,8H,9H,16H,17H,18H-7a,8a,16a,17a-tetraazapentaleno<1'',6'':5,6,7; 3'',4'',:5',6',7'>dicycloocta<1,2,3-de:1',2',3''-d'e'>dinaphthalene-8,17-dione 、 硫酸二甲酯 在 氢氧化钾 、 二甲基亚砜 作用下， 反应 1.0h， 以76%的产率得到17b,17c-dihydro-1,6,10,15-tetramethoxy-17b,17c-diphenyl-7H,8H,9H,16H,17H,18H-7a,8a,16a,17a-tetrazapentaleno[1'',6'':5,6,7:3'',4'':5',6',7']dicycloocta(1,2,3-de:1',2',3'-d'e')dinaphthalene-8,17-dione
  参考文献：
  名称：

  A molecular clip that binds aromatic guests by an induced-fit mechanism

  摘要：

  The conformational behavior and binding properties of a novel molecular receptor consisting of a diphenylglycoluril unit flanked by two 2,7-disubstituted naphthalene rings is described. The molecule appears in three conformations. These conformations differ in the way that the naphthalene rings are oriented with respect to the two phenyl groups on the concave side of the glycoluril moiety, viz. anti-anti, syn-anti, and syn-syn. The receptor is able to change from one conformation to another by flipping the naphthalene walls. The mechanism and the rate constants for this process were determined by 2D EXSY NMR techniques. One of the three conformations contains a cavity, within which aromatic guest molecules of appropriate size can be bound selectively.

  DOI：

  10.1021/ja00051a013

文献信息

• MOLECULAR TWEEZERS FOR THE TREATMENT OF ALZHEIMER'S DISEASE
  申请人：The Regents of the University of California

  公开号：EP2403859B1

  公开（公告）日：2017-05-03
• US8791092B2
  申请人：——

  公开号：US8791092B2

  公开（公告）日：2014-07-29
• A molecular clip that binds aromatic guests by an induced-fit mechanism
  作者：R. P. Sijbesma、Sybren S. Wijmenga、R. J. M. Nolte

  DOI：10.1021/ja00051a013

  日期：1992.12

  The conformational behavior and binding properties of a novel molecular receptor consisting of a diphenylglycoluril unit flanked by two 2,7-disubstituted naphthalene rings is described. The molecule appears in three conformations. These conformations differ in the way that the naphthalene rings are oriented with respect to the two phenyl groups on the concave side of the glycoluril moiety, viz. anti-anti, syn-anti, and syn-syn. The receptor is able to change from one conformation to another by flipping the naphthalene walls. The mechanism and the rate constants for this process were determined by 2D EXSY NMR techniques. One of the three conformations contains a cavity, within which aromatic guest molecules of appropriate size can be bound selectively.