N-(3-amino-2-hydroxypropoxy)ethanimidic acid ethyl ester | 130545-57-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(3-amino-2-hydroxypropoxy)ethanimidic acid ethyl ester
• 英文别名: ethyl (1E)-N-(3-amino-2-hydroxypropoxy)ethanimidate
• CAS: 130545-57-2
• 化学式: C₇H₁₆N₂O₃
• 分子量: 176.216
• InChiKey: RPSAMQAATMDASH-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  77.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙亚胺酸,N-(噁丙环基甲氧基)-,乙基酯,(S)- 在 ammonium hydroxide 作用下， 反应 18.0h， 生成 N-(3-amino-2-hydroxypropoxy)ethanimidic acid ethyl ester
  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

文献信息

• OXIME CONJUGATES AND METHODS FOR THEIR FORMATION AND USE
  申请人：Papisov Mikhail I.

  公开号：US20120027680A1

  公开（公告）日：2012-02-02

  The present invention relates to biodegradable biocompatible polyketals, methods for their preparation, and methods for treating animals by administration of biodegradable biocompatible polyketals. In one aspect, a method for forming the biodegradable biocompatible polyketals comprises combining a glycol-specific oxidizing agent with a polysaccharide to form an aldehyde intermediate, which is combined with a reducing agent to form the biodegradable biocompatible polyketal. The resultant biodegradable biocompatible polyketals can be chemically modified to incorporate additional hydrophilic moieties. A method for treating animals includes the administration of the biodegradable biocompatible polyketal in which biologically active compounds or diagnostic labels can be disposed. The present invention also relates to chiral polyketals, methods for their preparation, and methods for use in chromatographic applications, specifically in chiral separations. A method for forming the chiral polyketals comprises combining a glycol-specific oxidizing agent with a polysaccharide to form an aldehyde intermediate, which is combined with a suitable reagent to form the chiral polyketal. A method for use in chiral separations includes the incorporation of the chiral polyketals in the mobile phase during a chromatographic separation, or into chiral stationary phases such as gels. The present invention further relates to chiral polyketals as a source for chiral compounds, and methods for generating such chiral compounds.

  本发明涉及可生物降解、生物相容的聚酮醛类化合物、其制备方法以及通过给动物注射可生物降解、生物相容的聚酮醛类化合物进行治疗的方法。其中一种制备可生物降解、生物相容的聚酮醛类化合物的方法包括将一个对乙二醇特异性氧化剂与多糖结合以形成醛中间体，然后再将还原剂与醛中间体结合以形成可生物降解、生物相容的聚酮醛类化合物。得到的可生物降解、生物相容的聚酮醛类化合物可以进行化学修饰以加入额外的亲水基团。治疗动物的方法包括给动物注射可生物降解、生物相容的聚酮醛类化合物，其中可以放置生物活性化合物或诊断标记。本发明还涉及手性聚酮醛类化合物、其制备方法以及在色谱分离中的应用方法，特别是在手性分离中的应用方法。制备手性聚酮醛类化合物的方法包括将一个对乙二醇特异性氧化剂与多糖结合以形成醛中间体，然后再将合适的试剂与醛中间体结合以形成手性聚酮醛类化合物。在手性分离中的应用方法包括将手性聚酮醛类化合物纳入色谱分离的流动相中，或者将其纳入手性固定相中，例如凝胶中。本发明还涉及手性聚酮醛类化合物作为手性化合物的来源，以及产生此类手性化合物的方法。
• US8030459B2
  申请人：——

  公开号：US8030459B2

  公开（公告）日：2011-10-04
• US8361442B2
  申请人：——

  公开号：US8361442B2

  公开（公告）日：2013-01-29
• 2-Substituted 3-(aminooxy)propanamines as inhibitors of ornithine decarboxylase: synthesis and biological activity
  作者：Jaroslav Stanek、Joerg Frei、Helmut Mett、Peter Schneider、Urs Regenass

  DOI：10.1021/jm00086a003

  日期：1992.4

  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.