ethyl ((methoxy)amino)acetate | 78191-07-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl ((methoxy)amino)acetate
• 英文别名: ethyl 2-methoxyaminoacetate；ethyl N-methoxyaminoacetate；N-methoxy-glycine ethyl ester；(O-Methyl-hydroxylamino)-essigsaeure-aethylester；O-Methyl-N-carbaethoxymethyl-hydroxylamin；Methoxyamino-essigsaeure-aethylester；ethyl 2-(methoxyamino)acetate
• CAS: 78191-07-8
• 化学式: C₅H₁₁NO₃
• mdl: MFCD21101226
• 分子量: 133.147
• InChiKey: WCKCUGUUSSTDCY-UHFFFAOYSA-N

物化性质

• 沸点：
  153.1±42.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl ((methoxy)amino)acetate 、 5-氯-2-甲基异硫氰酸苯酯 在 吡啶 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以88%的产率得到N-[[(5-chloro-2-methylphenyl)amino]thioxomethyl]-N-methoxyglycine ethyl ester
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Thio-Containing Compounds with Serum HDL-Cholesterol-Elevating Properties

  摘要：

  A novel series of substituted sulfanyldihydroimidazolones (1) that modulates high-density lipoprotein cholesterol (HDL-C) has been reported to have HDL-elevating properties in several animal models. Concerns about the chemical and metabolic stability of I directed us to explore the structure-activity relationship (SAR) of a related series of substituted thiohydantoins (2). Expansion of the scope of the thiohydantoin series led to exploration of compounds in related thio-containing ring systems 3-7 and the N-cyanoguanidine derivative 8. Compounds were tested sequentially in three animal models to assess their HDL-C elevating efficacy and safety profiles. Further evaluation of selected compounds in a dose-response paradigm culminated in the identification of compound 2.39 as a candidate compound for advanced preclinical. studies.

  DOI：

  10.1021/jm030219z
• 作为产物：
  描述：

  3-氯苯甲酰乙腈 、 溴乙酸乙酯 在 乙醚 作用下， 生成 ethyl ((methoxy)amino)acetate
  参考文献：
  名称：

  O-ALKYL SUBSTITUTED HYDROXYLAMINO ACIDS, ESTERS AND ALCOHOLS¹

  摘要：

  DOI：

  10.1021/ja01366a036
• 作为试剂：
  描述：

  四氢吡咯 、 甲醇 、 对羟基苯甲醛 、 甲胺 在 sodium sulfate 、 ethyl ((methoxy)amino)acetate 作用下， 以 氯仿 、 水 为溶剂， 反应 72.0h， 生成 (Z)-4-(4-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  基于GFP类发色团的FAST荧光激活蛋白的红移底物

  摘要：

  提出了用于活细胞显微镜的遗传编码的荧光标签。该标签由先前发布的荧光激活蛋白FAST和绿色荧光蛋白（GFP）样发色团的新型荧光衍生物组成，具有红色荧光。新型氟和FAST的可逆结合伴随着红色荧光（580-650 nm）增加了三个数量级。与以前发表的flugen：FAST复合物相比，所提出的染料可立即染色与FAST融合的靶细胞蛋白，在很短的时间内被洗掉，并在共聚焦和宽视野显微镜中显示出更高的荧光信号光稳定性。

  DOI：

  10.1002/chem.201901151

文献信息

• Processes of hindered rotation in N-methoxy-N-alkylamides
  作者：I. I. Chervin、Sh. S. Nasibov、V. F. Rudchenko、V. G. Shtamburg、R. G. Kostyanovskii

  DOI：10.1007/bf00949581

  日期：1981.3
• Design, Synthesis, and Biological Evaluation of Thio-Containing Compounds with Serum HDL-Cholesterol-Elevating Properties
  作者：Hassan Elokdah、Theodore S. Sulkowski、Magid Abou-Gharbia、John A. Butera、Sie-Yearl Chai、Geraldine R. McFarlane、Mar-Lee McKean、John L. Babiak、Steven J. Adelman、Elaine M. Quinet

  DOI：10.1021/jm030219z

  日期：2004.1.1

  A novel series of substituted sulfanyldihydroimidazolones (1) that modulates high-density lipoprotein cholesterol (HDL-C) has been reported to have HDL-elevating properties in several animal models. Concerns about the chemical and metabolic stability of I directed us to explore the structure-activity relationship (SAR) of a related series of substituted thiohydantoins (2). Expansion of the scope of the thiohydantoin series led to exploration of compounds in related thio-containing ring systems 3-7 and the N-cyanoguanidine derivative 8. Compounds were tested sequentially in three animal models to assess their HDL-C elevating efficacy and safety profiles. Further evaluation of selected compounds in a dose-response paradigm culminated in the identification of compound 2.39 as a candidate compound for advanced preclinical. studies.
• O-ALKYL SUBSTITUTED HYDROXYLAMINO ACIDS, ESTERS AND ALCOHOLS¹
  作者：Lauder W. Jones、Randolph T. Major

  DOI：10.1021/ja01366a036

  日期：1930.3