N-(5-chloro-2-methylphenyl)-2-(ethylamino)acetamide | 500345-88-0

• 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: N-(5-chloro-2-methylphenyl)-2-(ethylamino)acetamide
• 英文别名: N-ethyl-glycine-(5-chloro-2-methyl-anilide)；N-Aethyl-glycin-(5-chlor-2-methyl-anilid)
• CAS: 500345-88-0
• 化学式: C₁₁H₁₅ClN₂O
• mdl: MFCD04622347
• 分子量: 226.706
• InChiKey: QJSYMOBIWVHCOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(5-chloro-2-methylphenyl)-2-(ethylamino)acetamide 、 N-氰亚胺基-S,S-二硫代碳酸二甲酯 反应 1.0h， 以1.3 g的产率得到3-(5-chloro-2-methylphenyl)-1-ethyl-4-oxoimidazolidin-2-ylidenecyanamide
  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：

  5-氯邻甲苯胺 生成 N-(5-chloro-2-methylphenyl)-2-(ethylamino)acetamide
  参考文献：
  名称：

  N-(Substituted Aminoacyl)-chloroanilines

  摘要：

  DOI：

  10.1021/ja01541a028

文献信息

• 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.
• N-(Substituted Aminoacyl)-chloroanilines
  作者：Elias Epstein、Daniel Kaminsky

  DOI：10.1021/ja01541a028

  日期：1958.4