5-[2-(2,4-Dioxo-thiazolidin-5-yl)-ethyl]-2-methoxy-N-(4-trifluoromethyl-benzyl)-benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[2-(2,4-Dioxo-thiazolidin-5-yl)-ethyl]-2-methoxy-N-(4-trifluoromethyl-benzyl)-benzamide
• 英文别名: 5-[2-(2,4-dioxo-1,3-thiazolidin-5-yl)ethyl]-2-methoxy-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide
• 化学式: C₂₁H₁₉F₃N₂O₄S
• 分子量: 452.454
• InChiKey: LOEYJFJFSQHQDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-Methoxy-5-((E)-3-oxo-propenyl)-benzoic acid methyl ester 在 palladium on activated charcoal 盐酸 、 四溴化碳 、 氰基磷酸二乙酯 、 氢气 、 氢气 、 三乙胺 、 三苯基膦 、 zinc(II) iodide 作用下， 以 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-[2-(2,4-Dioxo-thiazolidin-5-yl)-ethyl]-2-methoxy-N-(4-trifluoromethyl-benzyl)-benzamide
  参考文献：
  名称：

  (3-Substituted benzyl)thiazolidine-2,4-diones as structurally new antihyperglycemic agents

  摘要：

  A series of 3-[(2,4-dioxothiazolidin-5-yl)methyl]benzamide derivatives was prepared as part of a search for antidiabetic agents. A structure-activity relationship study of these compounds led to the identification of 5-[(2,4-dioxothiazolidin-5-yl)methyl] -2-methoxy-N-[[4-trifluoromethyl)phenyl]methyl]benzamide (KRP-297) as a candidate drug for the treatment of diabetes mellitus. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00039-6

文献信息

• (3-Substituted benzyl)thiazolidine-2,4-diones as structurally new antihyperglycemic agents
  作者：Masahiro Nomura、Susumu Kinoshita、Hiroya Satoh、Toshio Maeda、Koji Murakami、Masaki Tsunoda、Hiroyuki Miyachi、Katsuya Awano

  DOI：10.1016/s0960-894x(99)00039-6

  日期：1999.2

  A series of 3-[(2,4-dioxothiazolidin-5-yl)methyl]benzamide derivatives was prepared as part of a search for antidiabetic agents. A structure-activity relationship study of these compounds led to the identification of 5-[(2,4-dioxothiazolidin-5-yl)methyl] -2-methoxy-N-[[4-trifluoromethyl)phenyl]methyl]benzamide (KRP-297) as a candidate drug for the treatment of diabetes mellitus. (C) 1999 Elsevier Science Ltd. All rights reserved.