4-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-N,N-diethylaniline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-N,N-diethylaniline
• 英文别名: 4-(5-chlorobenzotriazol-2-yl)-N,N-diethylaniline
• 化学式: C₁₆H₁₇ClN₄
• 分子量: 300.791
• InChiKey: VWMMTXUXSIOWDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氯代苯并三氮唑 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 4-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-N,N-diethylaniline
  参考文献：
  名称：

  Antiviral activities of 5-chlorobenzotriazole derivatives

  摘要：

  In this study, we designed and synthesized a series of new 5-chlorobenzotriazole derivatives. Compounds were tested for cytotoxicity and antiviral activity in cell-based assays against several positive single-stranded RNA viruses: BVDV, YFV, CVB-5, and Sb-1; two negative single-stranded RNA viruses: RSV and VSV; a double-stranded RNA virus (Reo-1); and two DNA viruses: VV and HSV-1. N-[4-(5-Chloro-2H-benzo[d][1,2,3]triazol-2-yl)phenyl]-3,4,5-trimethoxybenzamide turned out to be the most potent compound against bovine viral diarrhea virus (BVDV). Its activity was shown to be comparable to the activity of the reference drug NM 107 (EC50 3.0 vs. 1.7 mu M). It is going to be used as a lead compound for future antiviral drug developments.[GRAPHICS].

  DOI：

  10.1007/s00706-018-2234-7

文献信息

• US4533612A
  申请人：——

  公开号：US4533612A

  公开（公告）日：1985-08-06
• Antiviral activities of 5-chlorobenzotriazole derivatives
  作者：Roberta Ibba、Paola Corona、Antonio Carta、Paolo Giunchedi、Roberta Loddo、Giuseppina Sanna、Ilenia Delogu、Sandra Piras

  DOI：10.1007/s00706-018-2234-7

  日期：2018.7

  In this study, we designed and synthesized a series of new 5-chlorobenzotriazole derivatives. Compounds were tested for cytotoxicity and antiviral activity in cell-based assays against several positive single-stranded RNA viruses: BVDV, YFV, CVB-5, and Sb-1; two negative single-stranded RNA viruses: RSV and VSV; a double-stranded RNA virus (Reo-1); and two DNA viruses: VV and HSV-1. N-[4-(5-Chloro-2H-benzo[d][1,2,3]triazol-2-yl)phenyl]-3,4,5-trimethoxybenzamide turned out to be the most potent compound against bovine viral diarrhea virus (BVDV). Its activity was shown to be comparable to the activity of the reference drug NM 107 (EC50 3.0 vs. 1.7 mu M). It is going to be used as a lead compound for future antiviral drug developments.[GRAPHICS].