2-benzhydryl-4,5-bis(chloromethyl)-[1,3]dioxolane | 645390-53-0

• 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: 2-benzhydryl-4,5-bis(chloromethyl)-[1,3]dioxolane
• CAS: 645390-53-0
• 化学式: C₁₈H₁₈Cl₂O₂
• 分子量: 337.246
• InChiKey: ZLOMHGMPYLDKNL-BYICEURKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-benzhydryl-4,5-bis(chloromethyl)-[1,3]dioxolane 以 苯 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Muscarinic subtypes profile modulation within a series of new antagonists, bridged bicyclic derivatives of 2,2-Diphenyl-[1,3]-dioxolan-4-ylmethyl-dimethylamine

  摘要：

  A set of new muscarinic antagonists, bridged bicyclic derivatives of 2,2-diphenyl-[1,3]-dioxolan-4-ylmethyl-dimethylamine (1), was synthesized and tested to evaluate their affinity and selectivity for M-1, M-2, M-3 and M-4 receptor subtypes. The conformational constraint of 1 in a bicyclic structure, and the variation in distance and stereochemistry of the active functions allowed us to modulate the selectivity of interaction with the M-1-M-3 receptor subtypes. The most interesting compound was (cis,trans)-2-(2,2-diphenylethyl)-5-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole oxalate (6), which is equipotent with Pirenzepine on rabbit vas deferens (M-1-putative) but shows a better selectivity profile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00431-0
• 作为产物：
  描述：

  联苯乙醛 、 meso-1,4-dichloro-2,3-butanediol 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 5.0h， 以70%的产率得到2-benzhydryl-4,5-bis(chloromethyl)-[1,3]dioxolane
  参考文献：
  名称：

  Muscarinic subtypes profile modulation within a series of new antagonists, bridged bicyclic derivatives of 2,2-Diphenyl-[1,3]-dioxolan-4-ylmethyl-dimethylamine

  摘要：

  A set of new muscarinic antagonists, bridged bicyclic derivatives of 2,2-diphenyl-[1,3]-dioxolan-4-ylmethyl-dimethylamine (1), was synthesized and tested to evaluate their affinity and selectivity for M-1, M-2, M-3 and M-4 receptor subtypes. The conformational constraint of 1 in a bicyclic structure, and the variation in distance and stereochemistry of the active functions allowed us to modulate the selectivity of interaction with the M-1-M-3 receptor subtypes. The most interesting compound was (cis,trans)-2-(2,2-diphenylethyl)-5-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole oxalate (6), which is equipotent with Pirenzepine on rabbit vas deferens (M-1-putative) but shows a better selectivity profile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00431-0