Methanesulfonic acid 1-aminomethyl-2-aminooxy-ethyl ester; hydrochloride | 139526-88-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Methanesulfonic acid 1-aminomethyl-2-aminooxy-ethyl ester; hydrochloride
• CAS: 139526-88-8
• 化学式: C₄H₁₂N₂O₄S*ClH
• 分子量: 220.677
• InChiKey: APJBKTOYUQUFTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  104.64
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N,N'-bis<(tert-butyloxy)carbonyl>-3-(aminooxy)-2-(mesyloxy)propanamine 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以79.2%的产率得到Methanesulfonic acid 1-aminomethyl-2-aminooxy-ethyl ester; hydrochloride
  参考文献：
  名称：

  2-Substituted 3-(aminooxy)propanamines as inhibitors of ornithine decarboxylase: synthesis and biological activity

  摘要：

  1-Amino-3-(aminooxy)-2-propanol (6a) has been synthesized and found to inhibit rat liver ornithine decarboxylase (ODC) with an IC50 in the nanomolar range. Compound 6a served as a basis for the design of new enzyme inhibitors, which led to the identification of 3-(aminooxy)-2-fluoropropanamine (15) as a new powerful enzyme blocker. Compound 15 inhibited ODC at 3 times lower concentrations than 6a and 3-(aminooxy)propanamine (APA), and it was superior to APA as an antiproliferative agent in inhibiting the growth of human T24 bladder carcinoma cells in vitro.

  DOI：

  10.1021/jm00086a003