O-(3-Amino-2-chloro-propyl)-hydroxylamine | 150257-26-4

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: O-(3-Amino-2-chloro-propyl)-hydroxylamine
• 英文别名: O-(3-amino-2-chloropropyl)hydroxylamine
• CAS: 150257-26-4
• 化学式: C₃H₉ClN₂O
• mdl: MFCD19211273
• 分子量: 124.57
• InChiKey: KJTAOSMTDQEWCW-UHFFFAOYSA-N

物化性质

• 沸点：
  272.8±35.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 O-(3-Amino-2-chloro-propyl)-hydroxylamine 在 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 N,N'-bis<(tert-butyloxy)carbonyl>-3-(aminooxy)-2-chloropropanamine
  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
• 作为产物：
  描述：

  N-(3-amino-2-hydroxypropoxy)ethanimidic acid ethyl ester hydrochloride 在 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 O-(3-Amino-2-chloro-propyl)-hydroxylamine
  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