[2-(4-fluorophenylimino)-4-hydroxymethylthiazolidin-4-yl]methanol | 380304-42-7

• 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: [2-(4-fluorophenylimino)-4-hydroxymethylthiazolidin-4-yl]methanol
• 英文别名: [2-(4-fluoroanilino)-4-(hydroxymethyl)-5H-1,3-thiazol-4-yl]methanol
• CAS: 380304-42-7
• 化学式: C₁₁H₁₃FN₂O₂S
• 分子量: 256.301
• InChiKey: LYNRMQUJSNJVLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  90.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(4-fluorophenylimino)-4-hydroxymethylthiazolidin-4-yl]methanol 在 氯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以81%的产率得到(4,4-bis-chloromethyl-thiazolidin-2-ylidene)-(4-fluorophenyl)amine
  参考文献：
  名称：

  Synthesis and biological activities of hydroxyl-protected fluorine-containing 4,4-dihydroxylmethyl-2-aryl-iminothiazolidines

  摘要：

  Eight novel compounds were synthesized by a facile and mild method with high yields, and the structures of all the compounds were characterized by H-1 NMR IR mass and high resolution mass spectroscopy. Their inhibitory activity against insect-flight and trehalase in vitro were screened. Some target compounds have moderate inhibitory activity against trehalase, and show inhibition action to insect-flight. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.10.007
• 作为产物：
  描述：

  1-(4-Fluoro-phenyl)-3-(2-hydroxy-1,1-bis-hydroxymethyl-ethyl)-thiourea 在 盐酸 作用下， 反应 0.75h， 以56%的产率得到[2-(4-fluorophenylimino)-4-hydroxymethylthiazolidin-4-yl]methanol
  参考文献：
  名称：

  Synthesis and Quantitative Structure−Activity Relationships of Fluorine-Containing 4,4-Dihydroxylmethyl-2-aryliminooxazo(thiazo)lidines as Trehalase Inhibitors

  摘要：

  Five fluorine-containing 4,4-dihydroxylmethyl-2-aryliminooxazolidines and five 4,4-dihydroxylmethyl-2-aryliminothiazolidines were synthesized and evaluated for their inhibitory activity against trehalase in vitro. All these compounds were very readily synthesized compared with the natural trehalase inhibitors. They had moderate inhibitory activity toward trehalase, and showed larvicidal activity and inhibition action to insect flight. The steric parameters and semiempirical quantum parameters of these compounds were acquired by using the molecular modeling method and the PM3-SCF-MO method, respectively. A quantitative structure-activity relationship between half-inhibitory concentrations toward trehalase and the above parameters was established.

  DOI：

  10.1021/jf010632k