1-chloro-6-methoxy-9H-carbazole-2-carbaldehyde | 393165-38-3

• 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-chloro-6-methoxy-9H-carbazole-2-carbaldehyde
• CAS: 393165-38-3
• 化学式: C₁₄H₁₀ClNO₂
• 分子量: 259.692
• InChiKey: FBFYGOWXCBYHOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-chloro-6-methoxy-9H-carbazole-2-carbaldehyde 、 C.I.酸性橙108 在 对甲苯磺酸 作用下， 反应 0.17h， 以63.2%的产率得到8-methoxy-2,3-dihydro-1H,11H-pyrido[2,3-a]carbazol-4-one
  参考文献：
  名称：

  Microwave assisted synthesis of pyrido[2,3-a]carbazoles; investigation of in vitro DNA binding/cleavage, antioxidant and cytotoxicity studies

  摘要：

  We have developed an effective microwave assisted p-TsOH catalyzed synthesis of pyrido[2,3-a]carbazoles via a one pot reaction of ethanolamine and 1-chloro-2-formyl carbazoles. The structure has been characterized by spectroscopic methods. The electronic spectroscopic experimental evidence strongly showed that the compounds could interact with calf thymus DNA (CT-DNA) through intercalation with a binding constant value of 1.2-3.0 x 10(4) M-1. All the compounds showed weak to moderate capacity of scavenging with DPPH. The cytotoxicity has been evaluated by MTT assay against MCF-7 cell line and compared with standard drug cisplatin. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotobiol.2014.02.020