1-[4-(4-Chlorophenyl)spiro[1,3,4-thiadiazole-5,9'-thioxanthene]-2-yl]ethanone | 1063737-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 1-[4-(4-Chlorophenyl)spiro[1,3,4-thiadiazole-5,9'-thioxanthene]-2-yl]ethanone
• CAS: 1063737-25-6
• 化学式: C₂₂H₁₅ClN₂OS₂
• 分子量: 422.959
• InChiKey: BETDHWOLBRZMEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  thioxanthene-9-thione 、 2-oxo-N-(4-chlorophenyl)propanehydrazonoyl chloride 在 三乙胺 作用下， 以 苯 为溶剂， 反应 4.0h， 以76%的产率得到1-[4-(4-Chlorophenyl)spiro[1,3,4-thiadiazole-5,9'-thioxanthene]-2-yl]ethanone
  参考文献：
  名称：

  A facile regioselective synthesis of novel spiro-thioxanthene and spiro-xanthene-9′,2-[1,3,4]thiadiazole derivatives as potential analgesic and anti-inflammatory agents

  摘要：

  The 1,3-dipolar cycloaddition of nitrile immes to 9H-thioxanthone-9-thione and 9H-xanthone-9-thione afforded novel spiro-thioxanthene-9',2-[1,3,4] thiadiazoles 6a-g and spiro-xanthene-9',2-[1,3,4]thiadiazoles 7a-g in good yields. Some of the newly synthesized compounds were tested for anti-inflammatory and analgesic activities comparable to ibuprofen. Compounds 6a,d,e and 7a,d,e showed significant activity compared to standard drug. The toxicity studies revealed that neither death nor other behavioral or toxicological changes were observed on rats up to a dose as high as 200 mg/kg. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.042

文献信息

• A facile regioselective synthesis of novel spiro-thioxanthene and spiro-xanthene-9′,2-[1,3,4]thiadiazole derivatives as potential analgesic and anti-inflammatory agents
  作者：H.N. Hafez、M.I. Hegab、I.S. Ahmed-Farag、A.B.A. El-Gazzar

  DOI：10.1016/j.bmcl.2008.07.042

  日期：2008.8

  The 1,3-dipolar cycloaddition of nitrile immes to 9H-thioxanthone-9-thione and 9H-xanthone-9-thione afforded novel spiro-thioxanthene-9',2-[1,3,4] thiadiazoles 6a-g and spiro-xanthene-9',2-[1,3,4]thiadiazoles 7a-g in good yields. Some of the newly synthesized compounds were tested for anti-inflammatory and analgesic activities comparable to ibuprofen. Compounds 6a,d,e and 7a,d,e showed significant activity compared to standard drug. The toxicity studies revealed that neither death nor other behavioral or toxicological changes were observed on rats up to a dose as high as 200 mg/kg. (c) 2008 Elsevier Ltd. All rights reserved.