(5-bromopentyl)dimethyl(3-phthalimidopropyl)silane | 405271-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (5-bromopentyl)dimethyl(3-phthalimidopropyl)silane
• 英文别名: 2-[3-[5-bromopentyl(dimethyl)silyl]propyl]isoindole-1,3-dione
• CAS: 405271-36-5
• 化学式: C₁₈H₂₆BrNO₂Si
• 分子量: 396.399
• InChiKey: SGQUEWHLTFBCDS-UHFFFAOYSA-N

物化性质

• 沸点：
  455.3±30.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  dimethyl(3-(1,8-naphthalimido)propyl)amine 、 (5-bromopentyl)dimethyl(3-phthalimidopropyl)silane 以 乙醇 为溶剂， 反应 48.0h， 以53%的产率得到(5-(dimethyl(3-phthalimidopropyl)-silyl)pentyl)dimethyl(3-(1,8-naphthalimido)propyl)ammonium bromide
  参考文献：
  名称：

  Synthesis and pharmacological characterization of new silicon-based W84-type allosteric modulators for ligand binding to muscarinic M2 receptors

  摘要：

  The silicon-based allosteric modulators of ligand binding to muscarinic acetylcholine receptors [R-1-(CH2)(3)-SiMe2-(CH2)(5)- NMe2-(CH2)(3)-R-1]Br (3), [R-2-(CH2)(3)-SiMe2 (CH2)(5)-NMe2-(CH2)(3)-R-2]Br (4), [R-1-(CH2)(3)-SiMe2-(CH2)(3)-NMe2-(CH2)(3)- R-2]Br (5), and [R-2-(CH2)(3)-SiMe2- (CH2)(5)-NMe2-(CH2)(3)-R-1]Br (6) (R-1 = phthalimido; R-2 = 1,8-naphthalimido) were sythesized, starting from chlorodimethylsilane. Compounds 3-6 were studied for their allosteric interaction at porcine heart muscarinic M-2 receptors. They inhibited the dissociation of the orthosteric ligand [H-3]N-methylscopolamine ([H-3]NMS) with similar potency; compounds 4 and 6 yielded steep concentration-effect curves. All compounds enhanced [H-3]NMS equilibrium binding, but with different efficacies. The effect of 4 on [H-3]NMS binding was studied at cloned M-1-M-5 receptor subtypes. Compound 4 did not affect [H-3]NMS equilibrium binding at M-1, M-3, M-4, and M-5 receptors, thus representing an M-2-selective allosteric enhancer of [H-3]NMS binding. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00553-9
• 作为产物：
  描述：

  5-溴-1-戊烯 在 dihydrogen hexachloroplatinate lithium aluminium tetrahydride 作用下， 以 乙醚 、 异丙醇 、 甲苯 为溶剂， 反应 0.5h， 生成 (5-bromopentyl)dimethyl(3-phthalimidopropyl)silane
  参考文献：
  名称：

  Synthesis and pharmacological characterization of new silicon-based W84-type allosteric modulators for ligand binding to muscarinic M2 receptors

  摘要：

  The silicon-based allosteric modulators of ligand binding to muscarinic acetylcholine receptors [R-1-(CH2)(3)-SiMe2-(CH2)(5)- NMe2-(CH2)(3)-R-1]Br (3), [R-2-(CH2)(3)-SiMe2 (CH2)(5)-NMe2-(CH2)(3)-R-2]Br (4), [R-1-(CH2)(3)-SiMe2-(CH2)(3)-NMe2-(CH2)(3)- R-2]Br (5), and [R-2-(CH2)(3)-SiMe2- (CH2)(5)-NMe2-(CH2)(3)-R-1]Br (6) (R-1 = phthalimido; R-2 = 1,8-naphthalimido) were sythesized, starting from chlorodimethylsilane. Compounds 3-6 were studied for their allosteric interaction at porcine heart muscarinic M-2 receptors. They inhibited the dissociation of the orthosteric ligand [H-3]N-methylscopolamine ([H-3]NMS) with similar potency; compounds 4 and 6 yielded steep concentration-effect curves. All compounds enhanced [H-3]NMS equilibrium binding, but with different efficacies. The effect of 4 on [H-3]NMS binding was studied at cloned M-1-M-5 receptor subtypes. Compound 4 did not affect [H-3]NMS equilibrium binding at M-1, M-3, M-4, and M-5 receptors, thus representing an M-2-selective allosteric enhancer of [H-3]NMS binding. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00553-9