(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride | 100165-54-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride
• CAS: 100165-54-6
• 化学式: C₁₃H₁₉NO₅*ClH
• 分子量: 305.759
• InChiKey: MDZMKORILWHOIK-AWLKUTLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  95.67
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  tranexamic acid 在 盐酸 、 sodium hydroxide 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 三氯乙烯 、 水 、 乙酸乙酯 、 叔丁醇 为溶剂， 反应 44.5h， 生成 (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride
  参考文献：
  名称：

  Tranexamic acid derivatives with enhanced absorption

  摘要：

  Derivatives of the antifibrinolytic drug tranexamic acid [trans-4-(aminomethyl)cyclohexanecarboxylic acid] containing one or two tranexamic acid moieties were synthesized. Most of the derivatives have good stability in acidic and neutral solutions but are easily hydrolyzed in plasma. By measuring the amount of tranexamic acid excreted in the urine after an oral dose, relative absorptions of a number of derivatives in the rat were estimated. Most of the derivatives showed greater absorption than tranexamic acid itself. 1-[(Ethoxycarbonyl)oxy]ethyl trans-4-(amino-methyl)cyclohexanecarboxylate hydrochloride was chosen for studies in man.

  DOI：

  10.1021/jm00154a004

文献信息

• Tranexamic acid derivatives with enhanced absorption
  作者：Carl M. Svahn、Ferenc Merenyi、Lennart Karlson

  DOI：10.1021/jm00154a004

  日期：1986.4

  Derivatives of the antifibrinolytic drug tranexamic acid [trans-4-(aminomethyl)cyclohexanecarboxylic acid] containing one or two tranexamic acid moieties were synthesized. Most of the derivatives have good stability in acidic and neutral solutions but are easily hydrolyzed in plasma. By measuring the amount of tranexamic acid excreted in the urine after an oral dose, relative absorptions of a number of derivatives in the rat were estimated. Most of the derivatives showed greater absorption than tranexamic acid itself. 1-[(Ethoxycarbonyl)oxy]ethyl trans-4-(amino-methyl)cyclohexanecarboxylate hydrochloride was chosen for studies in man.