2-[2-[2-(4-Chlorophenyl)-1,3-dithian-2-yl]ethyl]-1-methylpiperidine | 639821-00-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 2-[2-[2-(4-Chlorophenyl)-1,3-dithian-2-yl]ethyl]-1-methylpiperidine
• CAS: 639821-00-4
• 化学式: C₁₈H₂₆ClNS₂
• 分子量: 355.996
• InChiKey: WEYUDGFFZFIESK-UHFFFAOYSA-N

物化性质

• 沸点：
  467.0±45.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-[2-(4-Chlorophenyl)-1,3-dithian-2-yl]ethyl]-1-methylpiperidine 在 盐酸 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 甲醇 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  Rigidified acetylcholine mimics: conformational requirements for binding to neuronal nicotinic receptors

  摘要：

  Rigidified derivatives have been designed and synthesized assuming the g + t conformer of acetylcholine (N-C-C-O = + 60degrees, C-C-O-C = 180degrees) as active conformation for binding to cytisine sensitive neuronal nicotinic receptors. The SAR of the compounds evaluated, along with those of more flexible analogues, support the g + t conformer hypothesis and highlight the stringent steric limitation of this nicotinic receptor sub-type. Compound 3e has low muM affinity for cytisine sensitive nicotinic receptor binding sites while being selective with regard to the a-bungarotoxin sensitive subclass. We also report few compounds with muM affinity for the a-bungarotoxin sensitive subclass. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00728-5
• 作为产物：
  描述：

  1-甲基-2-哌啶乙醇 在 四氯化碳 、 正丁基锂 、 四甲基乙二胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 2-[2-[2-(4-Chlorophenyl)-1,3-dithian-2-yl]ethyl]-1-methylpiperidine
  参考文献：
  名称：

  Rigidified acetylcholine mimics: conformational requirements for binding to neuronal nicotinic receptors

  摘要：

  Rigidified derivatives have been designed and synthesized assuming the g + t conformer of acetylcholine (N-C-C-O = + 60degrees, C-C-O-C = 180degrees) as active conformation for binding to cytisine sensitive neuronal nicotinic receptors. The SAR of the compounds evaluated, along with those of more flexible analogues, support the g + t conformer hypothesis and highlight the stringent steric limitation of this nicotinic receptor sub-type. Compound 3e has low muM affinity for cytisine sensitive nicotinic receptor binding sites while being selective with regard to the a-bungarotoxin sensitive subclass. We also report few compounds with muM affinity for the a-bungarotoxin sensitive subclass. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00728-5

文献信息

• Rigidified acetylcholine mimics: conformational requirements for binding to neuronal nicotinic receptors
  作者：Gérald Villeneuve、Danielle Cécyre、Hélène Lejeune、Marc Drouin、Ruoxi Lan、Rémi Quirion

  DOI：10.1016/s0960-894x(03)00728-5

  日期：2003.11

  Rigidified derivatives have been designed and synthesized assuming the g + t conformer of acetylcholine (N-C-C-O = + 60degrees, C-C-O-C = 180degrees) as active conformation for binding to cytisine sensitive neuronal nicotinic receptors. The SAR of the compounds evaluated, along with those of more flexible analogues, support the g + t conformer hypothesis and highlight the stringent steric limitation of this nicotinic receptor sub-type. Compound 3e has low muM affinity for cytisine sensitive nicotinic receptor binding sites while being selective with regard to the a-bungarotoxin sensitive subclass. We also report few compounds with muM affinity for the a-bungarotoxin sensitive subclass. (C) 2003 Elsevier Ltd. All rights reserved.