4-((4-chlorobenzyl)thio)-7-nitrobenzo[c][1,2,5]oxadiazole | 1458652-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 4-((4-chlorobenzyl)thio)-7-nitrobenzo[c][1,2,5]oxadiazole
• 英文别名: 4-(4-chlorobenzylthio)-7-nitrobenzo[c][1,2,5]oxadiazole；4-[(4-Chlorophenyl)methylsulfanyl]-7-nitro-2,1,3-benzoxadiazole；4-[(4-chlorophenyl)methylsulfanyl]-7-nitro-2,1,3-benzoxadiazole
• CAS: 1458652-41-9
• 化学式: C₁₃H₈ClN₃O₃S
• 分子量: 321.744
• InChiKey: XVMUATUBQYPVGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氯苄硫醇 、 4-氯-7-硝基苯并-2-氧杂-1,3-二唑 在 sodium methylate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以97%的产率得到4-((4-chlorobenzyl)thio)-7-nitrobenzo[c][1,2,5]oxadiazole
  参考文献：
  名称：

  一种苯并呋咱衍生物在作为抗植物病原真菌的 药物中的应用

  摘要：

  本发明提供了一种苯并呋咱衍生物在作为抗植物病原真菌的药物中的应用。本发明将苯并呋咱衍生物用于抗植物病原真菌，并给出了具有较好活性的化合物，从而为植物抗菌剂提供了新的选择，有利于解决长期单一使用一种抗菌剂使病原菌产生抗药性而导致药剂防效降低或丧失的问题。

  公开号：

  CN103918669B

文献信息

• 一种苯并呋咱衍生物在作为抗植物病原真菌的 药物中的应用
  申请人：苏州大学

  公开号：CN103918669B

  公开（公告）日：2016-08-17

  本发明提供了一种苯并呋咱衍生物在作为抗植物病原真菌的药物中的应用。本发明将苯并呋咱衍生物用于抗植物病原真菌，并给出了具有较好活性的化合物，从而为植物抗菌剂提供了新的选择，有利于解决长期单一使用一种抗菌剂使病原菌产生抗药性而导致药剂防效降低或丧失的问题。
• Discovery and synthesis of novel benzofurazan derivatives as inhibitors of influenza A virus
  作者：Ulrich Kessler、Daniele Castagnolo、Mafalda Pagano、Davide Deodato、Martina Bernardini、Beatrice Pilger、Charlene Ranadheera、Maurizio Botta

  DOI：10.1016/j.bmcl.2013.08.048

  日期：2013.10

  The identification of a novel hit compound inhibitor of the protein-protein interaction between the influenza RNA-polymerase PA and PB1 subunits has been accomplished by means of high-throughput screening. A small family of structurally related molecules has been synthesized and biologically evaluated with most of the compounds showing micromolar potency of inhibition against viral replication. (C) 2013 Elsevier Ltd. All rights reserved.
• Benzofurazan derivatives as antifungal agents against phytopathogenic fungi
  作者：Lili Wang、Ying-Ying Zhang、Lei Wang、Feng-you Liu、Ling-Ling Cao、Jing Yang、Chunhua Qiao、Yonghao Ye

  DOI：10.1016/j.ejmech.2014.04.058

  日期：2014.6

  A series of benzofurazan derivatives were prepared and evaluated for their biological activities against four important phytopathogenic fungi, namely, Rhizoctonia solani, Sclerotinia sclerotiorum, Fusarium graminearum and Phytophthora capsici, using the mycelium growth inhibition method. The structures of these compounds were characterized by (1)H NMR, (13)C NMR, and HRMS. N-(3-chloro-4-fluorophenyl)-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (A3) displayed the maximum antifungal activity against R. solani (IC50 = 1.91 μg/mL), which is close to that of the positive control Carbendazim (IC50 = 1.42 μg/mL). For other benzofurazan derivatives with nitro group at R(4) position (A series), 9 out of 30 compounds exhibited high antifungal effect against strain R. solani, with IC50 values less than 5 μg/mL. Most of the derivatives with substituents at R(2) and R(3) positions (B series) displayed moderate growth inhibition against S. sclerotiorum (IC50 < 25 μg/mL). Also, several benzofuran derivatives with nitro group at R(4) position and another conjugated aromatic ring at the R(1) position of the phenyl ring displayed high antifungal capability against strain R. solani. Compounds with substituents at R(2) and R(3) position had moderate efficacy against strain S. sclerotiorum.