2-(2,6-dichlorophenyl)-3-(furan-2-ylmethyl)thiazolidin-4-one | 870106-52-8

• 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-(2,6-dichlorophenyl)-3-(furan-2-ylmethyl)thiazolidin-4-one
• 英文别名: 4-Thiazolidinone, 2-(2,6-dichlorophenyl)-3-(2-furanylmethyl)-；2-(2,6-dichlorophenyl)-3-(furan-2-ylmethyl)-1,3-thiazolidin-4-one
• CAS: 870106-52-8
• 化学式: C₁₄H₁₁Cl₂NO₂S
• 分子量: 328.219
• InChiKey: RDGDIVQKAVGUJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  58.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2,6-dichlorophenyl)-3-(furan-2-ylmethyl)thiazolidin-4-one 在 oxone 作用下， 以 甲醇 、 水 为溶剂， 以78%的产率得到2-(2,6-dichloro-phenyl)-3-furan-2-ylmethyl-1-oxo-1λ⁴-thiazolidin-4-one
  参考文献：
  名称：

  Non-nucleoside inhibitors of the hepatitis C virus NS5B RNA-dependant RNA polymerase: 2-Aryl-3-heteroaryl-1,3-thiazolidin-4-one derivatives

  摘要：

  Hepatitis C virus (HCV) NS5B RNA polymerase is crucial for replicating the HCV RNA genome and is an attractive target for developing anti-HCV drugs. A novel series of 2,3-diaryl-1,3-thiazolidin-4-one derivatives were evaluated for their ability to inhibit HCV NS5B. Of this series, compounds 4c, 5b, 5c and 6 emerged as more potent, displaying over 95% inhibition of NS5B RNA polymerase activity in vitro. The two most active compounds 4c and 5c exhibited an IC50 of 31.9 mu M and 32.2 mu M, respectively, against HCV NS5B. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.023
• 作为产物：
  描述：

  2-呋喃甲胺 、 2,6-二氯苯甲醛 、 巯基乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.83h， 以92%的产率得到2-(2,6-dichlorophenyl)-3-(furan-2-ylmethyl)thiazolidin-4-one
  参考文献：
  名称：

  2-(Aryl)-3-furan-2-ylmethyl-thiazolidin-4-ones as selective HIV-RT Inhibitors

  摘要：

  A series of 4-thiazolidinones were evaluated as selective inhibitors of the HIV-RT enzyme. Our attempt in correlating the derived physicochemical properties with the HIV-RT inhibitory activity resulted in some statistically significant QSAR models with good predictive ability. The QSAR studies indicated the role of lipophilicity, dipole moment and out-of-plane potential energy of the compounds in rationalizing the activity. One of the compounds, 1, inhibited the enzyme at 0.204 mu M concentration with minimal toxicity to MT-4 cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.063