2-(((6-fluorobenzo[d]thiazol-2-yl)imino)methyl)phenol | 1259430-85-7

• 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: 2-(((6-fluorobenzo[d]thiazol-2-yl)imino)methyl)phenol
• CAS: 1259430-85-7
• 化学式: C₁₄H₉FN₂OS
• 分子量: 272.303
• InChiKey: FKXKOCVATWUPES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.48
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(((6-fluorobenzo[d]thiazol-2-yl)imino)methyl)phenol 在 硫酸 、 碘 、 二甲基亚砜 作用下， 反应 1.0h， 以65%的产率得到
  参考文献：
  名称：

  Synthesis And Antifungal Activity Of Some New 1,2-Benzisoxazole

  摘要：

  Various 3H-N-substituted phenyl / thiazolyl 1,2-benzisoxazole have been synthesized by the reaction of schiffs base with DMSO-I-2 in presence of H2SO4 and characterized by IR,NMR spectral studies and elemental analysis. These compounds showed significant activities against plant pathogenic fungi viz. Alterneria burnsii and Macrophomina phasiolina.

  DOI：

  10.1515/hc.2010.16.1.33
• 作为产物：
  描述：

  2-氨基-6-氟苯并噻唑 、 水杨醛 以 乙醇 为溶剂， 生成 2-(((6-fluorobenzo[d]thiazol-2-yl)imino)methyl)phenol
  参考文献：
  名称：

  Synthesis And Antifungal Activity Of Some New 1,2-Benzisoxazole

  摘要：

  Various 3H-N-substituted phenyl / thiazolyl 1,2-benzisoxazole have been synthesized by the reaction of schiffs base with DMSO-I-2 in presence of H2SO4 and characterized by IR,NMR spectral studies and elemental analysis. These compounds showed significant activities against plant pathogenic fungi viz. Alterneria burnsii and Macrophomina phasiolina.

  DOI：

  10.1515/hc.2010.16.1.33

文献信息

• Enantiomeric fluoro-substituted benzothiazole Schiff base-valine Cu(II)/Zn(II) complexes as chemotherapeutic agents: DNA binding profile, cleavage activity, MTT assay and cell imaging studies
  作者：Rahman Alizadeh、Imtiyaz Yousuf、Mohd Afzal、Saurabh Srivastav、Saripella Srikrishna、Farukh Arjmand

  DOI：10.1016/j.jphotobiol.2014.12.027

  日期：2015.2

  To evaluate the biological preference of chiral drugs toward DNA target, new metal-based chemotherapeutic agents of Cu(II) and Zn(II), l-/d-fluorobenzothiazole Schiff base-valine complexes 1 &2 (a and b), respectively were synthesized and thoroughly characterized. Preliminary in vitro DNA binding studies of ligand L and complexes 1 &2 (a and b) were carried out in Tris-HCl buffer at pH 7.2 to demonstrate the chiral preference of l-enantiomeric complexes over the d-analogues. The extent of DNA binding propensity was ascertained quantitatively by Kb, K and Ksv values which revealed greater binding propensity by l-enantiomeric Cu(II) complex 1a and its potency to act as a chemotherapeutic agent. The cleavage studies with pBR322 plasmid DNA revealed higher nuclease activity of 1a as compared to 2avia hydrolytic cleavage mechanism. The complexes 1 &2 (a and b) were also screened for antimicrobial activity which demonstrated significantly good activity for l-enantiomeric complexes. Furthermore, cytotoxicity of the complexes 1a and 1b was evaluated by the MTT assay on human HeLa cancer cell line which implicated that more than 50% cells were viable at 15μM. These results were further validated by cell imaging studies which demonstrated the nuclear blebbing.