2-(4-azidophenyl)imidazo[2,1-b]benzothiazole | 1388790-17-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-azidophenyl)imidazo[2,1-b]benzothiazole
• CAS: 1388790-17-7
• 化学式: C₁₅H₉N₅S
• 分子量: 291.336
• InChiKey: GSTVSMVSVLIEHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.06
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(4-azidophenyl)imidazo[2,1-b]benzothiazole 、 N-(1-phenylbut-3-yn-2-yl)-2-[3,5-bis(trifluoromethyl)phenyl]acetamide 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以68%的产率得到N-[1-(1-(4-(imidazo(2,1-b)benzothiazol-2-yl)phenyl-1H-1,2,3-triazol-4-yl)-2-phenylethyl)]-2-[3,5-bis(trifluoromethyl)phenyl]acetamide
  参考文献：
  名称：

  ‘Click’ synthesis of a triazole-based inhibitor of Met functions in cancer cells

  摘要：

  The use of Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition permitted the synthesis of a new compound that is able to inhibit the HGF-induced scattering of MDCK (epithelial cells) and in vitro tumorigenesis of H1437 (non-small-cell lung cancer) and GTL-16 (human gastric carcinoma). In agreement with biochemical and biological results, docking studies within the ATP binding site of Met suggested for the new synthesized compound a binding mode similar to that of the active compound Triflorcas previously reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.078
• 作为产物：
  描述：

  4-(benzo[d]imidazo[2,1-b]thiazol-2-yl)aniline 在 硫酸 、 sodium nitrite 、 sodium azide 作用下， 以 水 为溶剂， 反应 0.58h， 以78%的产率得到2-(4-azidophenyl)imidazo[2,1-b]benzothiazole
  参考文献：
  名称：

  ‘Click’ synthesis of a triazole-based inhibitor of Met functions in cancer cells

  摘要：

  The use of Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition permitted the synthesis of a new compound that is able to inhibit the HGF-induced scattering of MDCK (epithelial cells) and in vitro tumorigenesis of H1437 (non-small-cell lung cancer) and GTL-16 (human gastric carcinoma). In agreement with biochemical and biological results, docking studies within the ATP binding site of Met suggested for the new synthesized compound a binding mode similar to that of the active compound Triflorcas previously reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.078