N,N'-dimethyl-2,2,3,3,4,4-hexafluoro-1,5-pentamethylene diamine | 1978-14-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-dimethyl-2,2,3,3,4,4-hexafluoro-1,5-pentamethylene diamine
• 英文别名: 2,2,3,3,4,4-hexafluoro-N,N'-dimethyl-pentanediyldiamine；2,2,3,3,4,4-Hexafluor-N,N'-dimethyl-pentandiyldiamin；N,N'-Dimethyl-2,2,3,3,4,4-hexafluoropentane-1,5-diamine；2,2,3,3,4,4-hexafluoro-N,N'-dimethylpentane-1,5-diamine
• CAS: 1978-14-9
• 化学式: C₇H₁₂F₆N₂
• 分子量: 238.176
• InChiKey: OLBXVXHMAPDSOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N,N'-dimethyl-2,2,3,3,4,4-hexafluoro-1,5-pentamethylene diamine 在 溶剂黄146 、 三乙胺 、 邻苯三酚 作用下， 以 苯 为溶剂， 反应 4.5h， 生成 N,N'-4,10-dimethyl-4,10-diaza-3,11-dioxo-6,6,7,7,8,8-hexafluorotridecylene-1,13-diyl-bis-(RS)-tetrahydropapaverine
  参考文献：
  名称：

  Neuromuscular blocking agents. Some approaches to short acting compounds

  摘要：

  A series of amidic and N-methylamidic methyl and trideuteromethyl quaternary analogues of atracurium have been prepared. All were less potent and longer acting neuromuscular blocking agents than atracurium, and all showed appreciable vagal blockade at neuromuscular blocking doses. Replacement of NCH3 by NCD3 failed to affect potency. Fluorosubstitution in the central chain did not reduce duration of action. Attachment of acyloxy substituents to the interquaternary chain of atracurium and related compounds adjacent to their ester groups shortened the duration of action significantly. Diformyloxy substitution was the most effective in reducing duration without adversely affecting other properties apart from potency, which was significantly less than that of atracurium.

  DOI：

  10.1016/0223-5234(92)90180-9
• 作为产物：
  描述：

  六氟戊二酸二甲酯 在 四氢呋喃 、 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 N,N'-dimethyl-2,2,3,3,4,4-hexafluoro-1,5-pentamethylene diamine
  参考文献：
  名称：

  Fluorine-containing Secondary Diamines^1,2

  摘要：

  DOI：

  10.1021/ja01554a049

文献信息

• US4210415A
  申请人：——

  公开号：US4210415A

  公开（公告）日：1980-07-01
• US4708812A
  申请人：——

  公开号：US4708812A

  公开（公告）日：1987-11-24
• Neuromuscular blocking agents. Some approaches to short acting compounds
  作者：JB Stenlake、NC Dhar、J Haddow、IM McDonald、RB Maehr、WB Wastila

  DOI：10.1016/0223-5234(92)90180-9

  日期：1992.8

  A series of amidic and N-methylamidic methyl and trideuteromethyl quaternary analogues of atracurium have been prepared. All were less potent and longer acting neuromuscular blocking agents than atracurium, and all showed appreciable vagal blockade at neuromuscular blocking doses. Replacement of NCH3 by NCD3 failed to affect potency. Fluorosubstitution in the central chain did not reduce duration of action. Attachment of acyloxy substituents to the interquaternary chain of atracurium and related compounds adjacent to their ester groups shortened the duration of action significantly. Diformyloxy substitution was the most effective in reducing duration without adversely affecting other properties apart from potency, which was significantly less than that of atracurium.
• Fluorine-containing Secondary Diamines^1,2
  作者：Burton S. Marks、George C. Schweiker

  DOI：10.1021/ja01554a049

  日期：1958.11