混合物85-83 | 106976-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 混合物85-83
• 中文别名: 1-[4-(1-甲基氮丙啶-1-鎓-1-基)丁-2-炔基]吡咯烷-2-酮溴化物
• 英文名称: 1-Methyl-1-[4-(2-oxo-pyrrolidin-1-yl)-but-2-ynyl]-aziridinium; bromide
• 英文别名: 1-Methyl-1-(4-(2-oxo-1-pyrrolidinyl)-2-butynyl)aziridinium bromide；1-[4-(1-methylaziridin-1-ium-1-yl)but-2-ynyl]pyrrolidin-2-one;bromide
• CAS: 106976-63-0
• 化学式: Br*C₁₁H₁₇N₂O
• 分子量: 273.173
• InChiKey: FGEZSBPYCZHQNH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.92
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  D-葡萄糖醇,1,4-脱水-2,3,6-三-O-甲基-,乙酸酯(9CI) 以 various solvent(s) 为溶剂， 生成 混合物85-83
  参考文献：
  名称：

  Kinetics of solvolysis and muscarinic actions of a (2-bromoethyl)methylamino analog of oxotremorine

  摘要：

  An N-methyl-N-(2-bromoethyl)amino analogue (2) of oxotremorine cyclized in phosphate buffer to an aziridinium ion (3). The first-order rate constants (k1) for the cyclization reaction at 22 and 37 degrees C (pH 7.3) were 0.14 and 0.85 min-1, respectively. Determination of k1 as a function of pH gave a pKa value of 5.6 for 2. The rate constants (k2) for the hydrolysis of 3 at 22 and 37 degrees C (pH 7.3) were 0.0083 and 0.040 min-1, respectively. Compound 3 was 3-fold more active than oxotremorine as a muscarinic agonist on the guinea pig ileum, whereas its nicotinic actions, as estimated on the frog rectus, were quite weak. Because of its greater rate of cyclization and the higher peak concentrations of the aziridinium ion which ensue, 2 may offer advantages over its (2-chloroethyl)amino analogue (1) as an alkylating ligand for muscarinic receptors.

  DOI：

  10.1021/jm00388a018

文献信息

• Kinetics of solvolysis and muscarinic actions of a (2-bromoethyl)methylamino analog of oxotremorine
  作者：Bjorn Ringdahl、Donald J. Jenden

  DOI：10.1021/jm00388a018

  日期：1987.5

  An N-methyl-N-(2-bromoethyl)amino analogue (2) of oxotremorine cyclized in phosphate buffer to an aziridinium ion (3). The first-order rate constants (k1) for the cyclization reaction at 22 and 37 degrees C (pH 7.3) were 0.14 and 0.85 min-1, respectively. Determination of k1 as a function of pH gave a pKa value of 5.6 for 2. The rate constants (k2) for the hydrolysis of 3 at 22 and 37 degrees C (pH 7.3) were 0.0083 and 0.040 min-1, respectively. Compound 3 was 3-fold more active than oxotremorine as a muscarinic agonist on the guinea pig ileum, whereas its nicotinic actions, as estimated on the frog rectus, were quite weak. Because of its greater rate of cyclization and the higher peak concentrations of the aziridinium ion which ensue, 2 may offer advantages over its (2-chloroethyl)amino analogue (1) as an alkylating ligand for muscarinic receptors.