4,4'-bis(5-dimethylaminonaphthalenesulfonylaminoethylcarbamoylmethoxy)diphenylmethane | 905592-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4'-bis(5-dimethylaminonaphthalenesulfonylaminoethylcarbamoylmethoxy)diphenylmethane
• 英文别名: N-[2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]ethyl]-2-[4-[[4-[2-[2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]ethylamino]-2-oxoethoxy]phenyl]methyl]phenoxy]acetamide
• CAS: 905592-40-7
• 化学式: C₄₅H₅₀N₆O₈S₂
• 分子量: 867.059
• InChiKey: WWGOBQXQOHLQEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  61
• 可旋转键数：
  20
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  192
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4,4'-bis(5-dimethylaminonaphthalenesulfonylaminoethylcarbamoylmethoxy)diphenylmethane 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 4,4'-bis(5-dimethylaminonaphthalenesulfonylaminoethylaminoethoxy)diphenylmethane
  参考文献：
  名称：

  Synthesis of Two Novel Water-soluble Cleft-Type Cyclophanes Effective as N-Methyl-D-aspartate Receptor Antagonist

  摘要：

  Novel cleft-type cyclophanes, 4,4'-bis[N-5-dimethylaminoaphthalene-sulfonylaminoethyl)-N-(1,4,7,10-tetraazacyclododecane-1-ylacetyl)-2-aminoethoxy]diphenylmethane octahydrochloride (1a, DNCn) and 4,4'-bis[N-(p-toluene-sulfonylaminoethyl)-N-(1,4,7,10-tetraazacyclododencane-1-ylacetyl-2-aminoethody]diphenylmethane octahydrochloride (1b, TsDCN) having an effective role as N-methyl-D-aspartate (NMDA) receptor antagonist were synthesized. Neuroprotective effects of cleft-type cyclophanes, DNCn (1a) and TsDCn (1b) against cell damage caused by NMDA were measured in cultured rat hippocampal neurons. DNCn (1a) and TsDCn (1b) reduced the neurotoxicity and acted as open channel blocker for NMDA receptor.

  DOI：

  10.3987/com-09-11722
• 作为产物：
  描述：

  4,4'-bis(pentafluorophenoxycarbonylmethoxy)diphenylmethane 、 5-二甲基氨基萘-1-(n-(2-氨基乙基))磺酰胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以97%的产率得到4,4'-bis(5-dimethylaminonaphthalenesulfonylaminoethylcarbamoylmethoxy)diphenylmethane
  参考文献：
  名称：

  Synthesis of Two Novel Water-soluble Cleft-Type Cyclophanes Effective as N-Methyl-D-aspartate Receptor Antagonist

  摘要：

  Novel cleft-type cyclophanes, 4,4'-bis[N-5-dimethylaminoaphthalene-sulfonylaminoethyl)-N-(1,4,7,10-tetraazacyclododecane-1-ylacetyl)-2-aminoethoxy]diphenylmethane octahydrochloride (1a, DNCn) and 4,4'-bis[N-(p-toluene-sulfonylaminoethyl)-N-(1,4,7,10-tetraazacyclododencane-1-ylacetyl-2-aminoethody]diphenylmethane octahydrochloride (1b, TsDCN) having an effective role as N-methyl-D-aspartate (NMDA) receptor antagonist were synthesized. Neuroprotective effects of cleft-type cyclophanes, DNCn (1a) and TsDCn (1b) against cell damage caused by NMDA were measured in cultured rat hippocampal neurons. DNCn (1a) and TsDCn (1b) reduced the neurotoxicity and acted as open channel blocker for NMDA receptor.

  DOI：

  10.3987/com-09-11722

文献信息

• Synthesis of Two Novel Water-soluble Cleft-Type Cyclophanes Effective as N-Methyl-D-aspartate Receptor Antagonist
  作者：Muneharu Miyake、Takashi Masuko、Yuta Nemoto、Tadashi Kusama、Koichi Metori、Yasuo Kizawa

  DOI：10.3987/com-09-11722

  日期：——

  Novel cleft-type cyclophanes, 4,4'-bis[N-5-dimethylaminoaphthalene-sulfonylaminoethyl)-N-(1,4,7,10-tetraazacyclododecane-1-ylacetyl)-2-aminoethoxy]diphenylmethane octahydrochloride (1a, DNCn) and 4,4'-bis[N-(p-toluene-sulfonylaminoethyl)-N-(1,4,7,10-tetraazacyclododencane-1-ylacetyl-2-aminoethody]diphenylmethane octahydrochloride (1b, TsDCN) having an effective role as N-methyl-D-aspartate (NMDA) receptor antagonist were synthesized. Neuroprotective effects of cleft-type cyclophanes, DNCn (1a) and TsDCn (1b) against cell damage caused by NMDA were measured in cultured rat hippocampal neurons. DNCn (1a) and TsDCn (1b) reduced the neurotoxicity and acted as open channel blocker for NMDA receptor.