VUF8948 | 145532-77-0

• 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: VUF8948
• 英文别名: N-<2-ethyl>-1-methyl-2-(3-trifluoromethylphenyl)ethylamine；N-[2-[bis(4-fluorophenyl)methylsulfanyl]ethyl]-1-[3-(trifluoromethyl)phenyl]propan-2-amine
• CAS: 145532-77-0
• 化学式: C₂₅H₂₄F₅NS
• 分子量: 465.53
• InChiKey: VMWHTWGKARSGMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 VUF8948 在 甲酸 作用下， 以 水 为溶剂， 生成 1-methyl-N-<2-ethyl>-N-methyl-2-(3-trifluoromethylphenyl)ethylamine
  参考文献：
  名称：

  New prenylamine-analogues: investigations of their influence on calcium-dependent biological systems

  摘要：

  Chemically, prenylamine belongs to the diphenylalkylamine class. Compounds of this class are calcium antagonists with a broad spectrum of activities due to their influence on both extracellular and intracellular sites. In the present study the calcium antagonistic profile of a recently developed new series of prenylamine analogues has been investigated using different in vitro systems. The inhibiting concentrations for the most active compound are almost-equal-to 1.5 muM; several derivatives are inactive up to a concentration of 10 muM. Structural modifications towards an increase of lipophilicity make these molecules interact (inhibition) with the intracellular calcium-binding protein calmodulin; for the series no correlation between calcium-blocking and calmodulin antagonistic effects has been found.

  DOI：

  10.1016/0223-5234(93)90086-t
• 作为产物：
  描述：

  3-三氟甲基苯丙酮 、 2-ethylamine maleate 在 3 A molecular sieve 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 VUF8948
  参考文献：
  名称：

  New prenylamine analogues: synthesis and Ca2+-entry blocking activity

  摘要：

  The synthesis of a series of diphenylalkylamine derivatives related to prenylamine is reported. The amphetamine group in the prenylamine structure was replaced by other moieties. In addition to substitutions in the aromatic rings, heteroatoms such as sulphur and oxygen were introduced in the chain. The calcium-entry blocking activity was assayed in binding experiments on a guinea-pig brain membrane preparation by displacing [H-3]-nitrendipine.

  DOI：

  10.1016/0223-5234(92)90136-o

文献信息

• New prenylamine analogues: synthesis and Ca2+-entry blocking activity
  作者：PM Caldirola、H van der Goot、H Timmerman

  DOI：10.1016/0223-5234(92)90136-o

  日期：1992.9

  The synthesis of a series of diphenylalkylamine derivatives related to prenylamine is reported. The amphetamine group in the prenylamine structure was replaced by other moieties. In addition to substitutions in the aromatic rings, heteroatoms such as sulphur and oxygen were introduced in the chain. The calcium-entry blocking activity was assayed in binding experiments on a guinea-pig brain membrane preparation by displacing [H-3]-nitrendipine.
• New prenylamine-analogues: investigations of their influence on calcium-dependent biological systems
  作者：P Caldirola、P Zandberg、R Mannhold、H Timmerman

  DOI：10.1016/0223-5234(93)90086-t

  日期：1993.1

  Chemically, prenylamine belongs to the diphenylalkylamine class. Compounds of this class are calcium antagonists with a broad spectrum of activities due to their influence on both extracellular and intracellular sites. In the present study the calcium antagonistic profile of a recently developed new series of prenylamine analogues has been investigated using different in vitro systems. The inhibiting concentrations for the most active compound are almost-equal-to 1.5 muM; several derivatives are inactive up to a concentration of 10 muM. Structural modifications towards an increase of lipophilicity make these molecules interact (inhibition) with the intracellular calcium-binding protein calmodulin; for the series no correlation between calcium-blocking and calmodulin antagonistic effects has been found.