2-(2-Chloro-6-fluoro-phenyl)-3-(2-pyridyl)thiazolidin-4-one

• 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-(2-Chloro-6-fluoro-phenyl)-3-(2-pyridyl)thiazolidin-4-one
• 英文别名: 2-(2-chloro-6-fluorophenyl)-3-pyridin-2-yl-1,3-thiazolidin-4-one
• 化学式: C₁₄H₁₀ClFN₂OS
• 分子量: 308.764
• InChiKey: FTLAVCLHJCRRMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 2-氯-6-氟-苯甲醛 、 巯基乙酸 以 甲苯 为溶剂， 反应 48.0h， 以45%的产率得到2-(2-Chloro-6-fluoro-phenyl)-3-(2-pyridyl)thiazolidin-4-one
  参考文献：
  名称：

  Design, Synthesis, Structure−Activity Relationships, and Molecular Modeling Studies of 2,3-Diaryl-1,3-thiazolidin-4-ones as Potent Anti-HIV Agents

  摘要：

  Starting from 1H,3H-thiazolo[3,4-albenzimidazoles (TBZs), we performed the design, synthesis, and the structure-activity relationship studies of a series of 2,3-diaryl-1,3-thiazolidin-4-ones. Some derivatives proved to be highly effective in inhibiting HIV-1 replication at nanomolar concentrations with minimal cytotoxicity, thereby acting as nonnucleoside HIV-1 RT inhibitors (NNRTIs). Computational studies were used to delineate the ligand-RT interactions and to probe the binding of the ligands to HIV-1 RT.

  DOI：

  10.1021/jm020977+

文献信息

• Design, Synthesis, Structure−Activity Relationships, and Molecular Modeling Studies of 2,3-Diaryl-1,3-thiazolidin-4-ones as Potent Anti-HIV Agents
  作者：Maria L. Barreca、Jan Balzarini、Alba Chimirri、Erik De Clercq、Laura De Luca、Hans Dieter Höltje、Monika Höltje、Anna Maria Monforte、Pietro Monforte、Christophe Pannecouque、Angela Rao、Maria Zappalà

  DOI：10.1021/jm020977+

  日期：2002.11.1

  Starting from 1H,3H-thiazolo[3,4-albenzimidazoles (TBZs), we performed the design, synthesis, and the structure-activity relationship studies of a series of 2,3-diaryl-1,3-thiazolidin-4-ones. Some derivatives proved to be highly effective in inhibiting HIV-1 replication at nanomolar concentrations with minimal cytotoxicity, thereby acting as nonnucleoside HIV-1 RT inhibitors (NNRTIs). Computational studies were used to delineate the ligand-RT interactions and to probe the binding of the ligands to HIV-1 RT.