4-(3-(2,4-dioxothiazolidin-3-yl)propoxy)-3-fluorobenzaldehyde | 937732-87-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3-(2,4-dioxothiazolidin-3-yl)propoxy)-3-fluorobenzaldehyde
• CAS: 937732-87-1
• 化学式: C₁₃H₁₂FNO₄S
• 分子量: 297.307
• InChiKey: RYDMIJCBXNKFLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-fluoro-4-oxo-N-piperidin-4-yl-4H-chromene-2-carboxamide 、 4-(3-(2,4-dioxothiazolidin-3-yl)propoxy)-3-fluorobenzaldehyde 在 MP-CNBH₃ 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 N-[1-[[4-[3-(2,4-dioxo-1,3-thiazolidin-3-yl)propoxy]-3-fluorophenyl]methyl]piperidin-4-yl]-7-fluoro-4-oxochromene-2-carboxamide
  参考文献：
  名称：

  Identification of diamino chromone-2-carboxamides as MCHr1 antagonists with minimal hERG channel activity

  摘要：

  A series of potent 2-carboxychromone-based melanin-concentrating hormone receptor I (MCHrl) antagonists were synthesized and evaluated for hERG (human Ether-a-go-go Related Gene) channel affinity and functional blockade. Basic dialkyl-amine-terminated analogs were found to weakly bind the hERG channel and provided marked improvement in a functional patch-clamp assay versus previously reported antagonists of the series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.068
• 作为产物：
  描述：

  3-氟-4-羟基苯甲醛 在 PS-Ph₃P 、 偶氮二甲酸二苄酯 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-(2,4-dioxothiazolidin-3-yl)propoxy)-3-fluorobenzaldehyde
  参考文献：
  名称：

  Identification of diamino chromone-2-carboxamides as MCHr1 antagonists with minimal hERG channel activity

  摘要：

  A series of potent 2-carboxychromone-based melanin-concentrating hormone receptor I (MCHrl) antagonists were synthesized and evaluated for hERG (human Ether-a-go-go Related Gene) channel affinity and functional blockade. Basic dialkyl-amine-terminated analogs were found to weakly bind the hERG channel and provided marked improvement in a functional patch-clamp assay versus previously reported antagonists of the series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.068