1-[(1-benzyl-2-oxoindol-3-ylidene)amino]-3-phenylthiourea | 300851-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-[(1-benzyl-2-oxoindol-3-ylidene)amino]-3-phenylthiourea
• CAS: 300851-28-9
• 化学式: C₂₂H₁₈N₄OS
• 分子量: 386.477
• InChiKey: WVWFPYXZEUKJLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  56.73
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  硫代异氰酸苯酯 在 potassium carbonate 、 肼 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.33h， 生成 1-[(1-benzyl-2-oxoindol-3-ylidene)amino]-3-phenylthiourea
  参考文献：
  名称：

  Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors

  摘要：

  A series of isatin-beta-thiosemicarbazones have been designed and evaluated for antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in a plaque reduction assay. Their cytotoxicity was examined using human rhabdomyosarcoma cells (RD cells). Several derivatives of isatin-beta-thiosemicarbazone exhibited significant and selective antiviral activity with low cytotoxicity. It was found that the thiourea group at thiosemicarbazone and the NH functionality at isatin were essential for their anti-herpetic activity. The synthesis and structure-activity relationship studies are presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.037

文献信息

• Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors
  作者：Iou-Jiun Kang、Li-Wen Wang、Tsu-An Hsu、Andrew Yueh、Chung-Chi Lee、Yen-Chun Lee、Ching-Yin Lee、Yu-Sheng Chao、Shin-Ru Shih、Jyh-Haur Chern

  DOI：10.1016/j.bmcl.2011.02.037

  日期：2011.4

  A series of isatin-beta-thiosemicarbazones have been designed and evaluated for antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in a plaque reduction assay. Their cytotoxicity was examined using human rhabdomyosarcoma cells (RD cells). Several derivatives of isatin-beta-thiosemicarbazone exhibited significant and selective antiviral activity with low cytotoxicity. It was found that the thiourea group at thiosemicarbazone and the NH functionality at isatin were essential for their anti-herpetic activity. The synthesis and structure-activity relationship studies are presented. (C) 2011 Elsevier Ltd. All rights reserved.