1-(6-chlorobenzothiazol-2-yl)-3,5-dimethyl-4-(2-carboxyphenylazo)pyrazole | 1310823-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(6-chlorobenzothiazol-2-yl)-3,5-dimethyl-4-(2-carboxyphenylazo)pyrazole
• CAS: 1310823-83-6
• 化学式: C₁₉H₁₄ClN₅O₂S
• 分子量: 411.871
• InChiKey: PMJFPNUQTYUSNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.87
• 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：
  0.11
• 拓扑面积：
  92.73
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2-氨基-6-氯苯并噻唑 在 一水合肼 、 溶剂黄146 作用下， 以 乙二醇 为溶剂， 生成 1-(6-chlorobenzothiazol-2-yl)-3,5-dimethyl-4-(2-carboxyphenylazo)pyrazole
  参考文献：
  名称：

  Synthesis and antimicrobial activity of pyrazolinones and pyrazoles having benzothiazole moiety

  摘要：

  A new class of 4-arylhydrazono-1-benzothiazolyl-3-methylpyrazolin-5-ones (3a-j) and 4-arylazo-1-benzothiazolyl-3,5-dimethylpyrazoles (4a-j) were designed as pharmacophore hybrids between pyrazolinone/pyrazole and benzothiazole moiety. The target molecules were efficiently synthesized by the cyclization of various oxobutyrates/pentane-2,4-dione derivatives with 6-chloro-2-hydrazinobenzothiazole in the presence of glacial acetic acid. The compounds were evaluated for their in vitro antimicrobial activity. Preliminary study of the structure-activity relationship revealed that electron-withdrawing groups in phenyl ring had a promising effect on the antimicrobial activity. Also, correlation study has been used to establish the relationships between the antibacterial activity and physicochemical parameter clogP.

  DOI：

  10.1007/s00044-011-9642-0