6-bromo-N-(2,6-dichlorophenyl)benzo[d]thiazol-2-amine | 1393927-99-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 6-bromo-N-(2,6-dichlorophenyl)benzo[d]thiazol-2-amine
• 英文别名: 6-bromo-N-(2,6-dichlorophenyl)-1,3-benzothiazol-2-amine
• CAS: 1393927-99-5
• 化学式: C₁₃H₇BrCl₂N₂S
• 分子量: 374.088
• InChiKey: BTOLVYBNLKPZLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴苯基异硫氰酸酯 在 溴 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 1.0h， 生成 6-bromo-N-(2,6-dichlorophenyl)benzo[d]thiazol-2-amine
  参考文献：
  名称：

  Benzothiazoles: Search for anticancer agents

  摘要：

  Novel derivatives of 2-amino benzothiazoles 4(a-j) have been synthesized and tested for their antitumor activity using National Cancer Institute (NCI) disease oriented antitumor screen protocol against nine panel of cancer cell lines. Among the synthesized compounds, two compounds were granted NSC code and screened at National Cancer Institute (NCI)-USA for anticancer activity at a single high dose (10(-5) M) and five dose in full NCI 60 cell panel. Among the selected compounds,7-chloro-N-(2,6-dichlorophenyl) benzo[d]thiazol-2-amine (4i) with GI(50) values of 7.18 x 10(-8) M against Non-Small Cell HOP-92 Lung Cancer cell line proved to be the most active members in this study. Virtual screening was carried out through docking the designed compounds into the ATP binding site of epidermal growth factor receptor (EGFR) to predict if these compounds have analogous binding mode to the EGFR inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.028

文献信息

• Benzothiazoles: Search for anticancer agents
  作者：Malleshappa N. Noolvi、Harun M. Patel、Manpreet Kaur

  DOI：10.1016/j.ejmech.2012.05.028

  日期：2012.8

  Novel derivatives of 2-amino benzothiazoles 4(a-j) have been synthesized and tested for their antitumor activity using National Cancer Institute (NCI) disease oriented antitumor screen protocol against nine panel of cancer cell lines. Among the synthesized compounds, two compounds were granted NSC code and screened at National Cancer Institute (NCI)-USA for anticancer activity at a single high dose (10(-5) M) and five dose in full NCI 60 cell panel. Among the selected compounds,7-chloro-N-(2,6-dichlorophenyl) benzo[d]thiazol-2-amine (4i) with GI(50) values of 7.18 x 10(-8) M against Non-Small Cell HOP-92 Lung Cancer cell line proved to be the most active members in this study. Virtual screening was carried out through docking the designed compounds into the ATP binding site of epidermal growth factor receptor (EGFR) to predict if these compounds have analogous binding mode to the EGFR inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.