4-(dimethylamino)-2-butynyl N-(3-bromophenyl)carbamate

• 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: 4-(dimethylamino)-2-butynyl N-(3-bromophenyl)carbamate
• 英文别名: 4-(dimethylamino)but-2-ynyl N-(3-bromophenyl)carbamate
• 化学式: C₁₃H₁₅BrN₂O₂
• 分子量: 311.178
• InChiKey: JHBPKKULPYGCJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(dimethylamino)-2-butynyl N-(3-bromophenyl)carbamate 、 草酸 以58%的产率得到
  参考文献：
  名称：

  MELLIN, CHARLOTTA;VARGAS, HUGO M.;RINGDAHL, BJORN, J. MED. CHEM., 32,(1989) N, C. 1590-1593

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴苯基异氰酸酯 在 溶剂黄146 、 三乙胺 、 copper dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 49.0h， 生成 4-(dimethylamino)-2-butynyl N-(3-bromophenyl)carbamate
  参考文献：
  名称：

  Dimethylsulfonium analogs of the muscarinic agent McN-A-343: [4-[[N-(3- or 4-halophenyl)carbamoyl]oxy]-2-butynyl]dimethylsulfonium perchlorates

  摘要：

  Some 3- and 4-bromophenyl and dimethylsulfonium analogues of the muscarinic agent [4-[[N-(3-chlorophenyl)-carbamoyl]oxy]-2-butynyl] trimethylammonium chloride (McN-A-343) (1) were synthesized. The new compounds were assayed for effects on arterial blood pressure in the pithed rat (ganglionic muscarinic activity). The dimethylsulfonium salts (13a-d) appeared to be partial agonists in relation to 1. The 4-bromophenyl-substituted trimethylammonium iodide 10d exceeded 1 in potency by 3-fold. The compounds retained the selectivity for ganglionic muscarinic receptors shown by 1 since they had only weak effects on the guinea pig ileum in vitro.

  DOI：

  10.1021/jm00127a031

文献信息

• MELLIN, CHARLOTTA;VARGAS, HUGO M.;RINGDAHL, BJORN, J. MED. CHEM., 32,(1989) N, C. 1590-1593
  作者：MELLIN, CHARLOTTA、VARGAS, HUGO M.、RINGDAHL, BJORN

  DOI：——

  日期：——
• Dimethylsulfonium analogs of the muscarinic agent McN-A-343: [4-[[N-(3- or 4-halophenyl)carbamoyl]oxy]-2-butynyl]dimethylsulfonium perchlorates
  作者：Charlotta Mellin、Hugo M. Vargas、Bjorn Ringdahl

  DOI：10.1021/jm00127a031

  日期：1989.7

  Some 3- and 4-bromophenyl and dimethylsulfonium analogues of the muscarinic agent [4-[[N-(3-chlorophenyl)-carbamoyl]oxy]-2-butynyl] trimethylammonium chloride (McN-A-343) (1) were synthesized. The new compounds were assayed for effects on arterial blood pressure in the pithed rat (ganglionic muscarinic activity). The dimethylsulfonium salts (13a-d) appeared to be partial agonists in relation to 1. The 4-bromophenyl-substituted trimethylammonium iodide 10d exceeded 1 in potency by 3-fold. The compounds retained the selectivity for ganglionic muscarinic receptors shown by 1 since they had only weak effects on the guinea pig ileum in vitro.