2-azido-1-(2,4-dichlorophenyl)ethanol | 1301629-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-azido-1-(2,4-dichlorophenyl)ethanol
• 英文别名: 2-azido-1-(2,4-dichlorophenyl)ethan-1-ol；2-Azido-1-(2,4-dichlorophenyl)ethan-1-ol
• CAS: 1301629-37-7
• 化学式: C₈H₇Cl₂N₃O
• 分子量: 232.069
• InChiKey: NHIFUQHAQSCYAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-azido-1-(2,4-dichlorophenyl)ethanol 在 copper(l) iodide 、 四丁基碘化铵 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 5.17h， 生成 3-(1-(2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl)-1H-1,2,3-triazol-4-yl)benzenamine
  参考文献：
  名称：

  Design and synthesis of 1H-1,2,3-triazoles derived from econazole as antitubercular agents

  摘要：

  Econazole has been known to be active against Mycobacterium tuberculosis. We have designed and synthesized 1H-1,2,3-triazoles derived from econazole as antitubercular agents. The majority of triazole derivatives have been prepared by microwave-assisted click chemistry. It turned out that all of the prepared triazoles had no antifungal activities. However, most of the hydroxy-triazoles (6a and 10) apparently turned out to have antitubercular activities. Overall, hydroxy-triazoles 10 were more active than their corresponding ether-triazoles 11. While the MIC value of hydroxy-triazole 10d was as good as econazole (16 mu g/mL), the MIC value of 10a was two-fold more active than econazole, suggesting that this 1H-1,2,3-triazole scaffold (3) could be further optimized to develop Mtb specific agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.041
• 作为产物：
  描述：

  2,2',4'-三氯苯乙酮 在 sodium tetrahydroborate 、 sodium azide 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 9.5h， 生成 2-azido-1-(2,4-dichlorophenyl)ethanol
  参考文献：
  名称：

  后期[11C]，[13C]和[14C]二氧化碳掺入对氨基甲酸酯的碳同位素标记

  摘要：

  据报导了环状氨基甲酸酯后期[ 11 C]，[ 13 C]和[ 14 C]碳同位素标记的一般程序。该协议允许以直接，经济有效和可持续的方式掺入二氧化碳（碳14和碳11放射性同位素的主要来源）。还实施了涉及开环/同位素封闭的断开/重新连接策略。

  DOI：

  10.1039/d0cc05031h

文献信息

• Click chemistry inspired synthesis of piperazine-triazole derivatives and evaluation of their antimicrobial activities
  作者：Poonam Khedar、Kasiviswanadharaju Pericherla、Rajnish Prakash Singh、Prabhat Nath Jha、Anil Kumar

  DOI：10.1007/s00044-015-1361-5

  日期：2015.7

  A series of novel piperazine-1,2,3-triazole derivatives, which entailed the bioisosteric replacement of the imidazole moiety and hybridization of two drug scaffolds was prepared by employing the regioselective copper (I)-catalysed azide-alkyne 1,3-dipolar cycloaddition reaction. The synthesized compounds were evaluated for antibacterial activities against Gram-negative (E. Coli and P. Putida), Gram-positive S. Aureus bacteria and fungicidal activities against F. oxysporum, F. gramillarium and F. monalliforme fungi. Compound 7ac' exhibited moderate but promising antibacterial activity against Gram-negative bacteria and fungicidal activity against F. oxysporum and F. gramillarium.