2-chloro-3-(pentachlorophenylthio)naphthalene-1,4-dione | 1404074-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-chloro-3-(pentachlorophenylthio)naphthalene-1,4-dione
• 英文别名: 2-chloro-3-((perchlorophenyl)thio)naphthalene-1,4-dione；2-Chloro-3-((perchlorophenyl)thio)naphthalene-1,4-dione；2-chloro-3-(2,3,4,5,6-pentachlorophenyl)sulfanylnaphthalene-1,4-dione
• CAS: 1404074-65-2
• 化学式: C₁₆H₄Cl₆O₂S
• 分子量: 472.991
• InChiKey: QHUIWOIINMFRIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-巯基丙酸丁酯 、 2-chloro-3-(pentachlorophenylthio)naphthalene-1,4-dione 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到butyl 3-((1,4-dioxo-3-((perchlorophenyl)thio)-1,4-dihydronaphthalen-2-yl)thio)propanoate
  参考文献：
  名称：

  1,4-萘醌的亲核取代反应及新的S-，S，S-，N-和N-S-取代的1,4-萘醌衍生物的生物学特性

  摘要：

  摘要合成了一系列新的S-，S，S-，N-和N，S-取代的1,4-萘醌衍生物，并对其抗菌和抗真菌活性进行了评估。在合成的化合物中，尤其发现了10a和11b作为抗菌剂或抗真菌剂，而15f作为有效的抗真菌剂，是最有效的抗黄腐杆菌的化合物。通过微分析，UV / Vis，1 H NMR，13对新产品的结构进行了表征1 H NMR和MS。还通过循环伏安法研究了一些新型的1,4-萘醌衍生物的电化学性质。 图形概要

  DOI：

  10.1007/s00044-013-0806-y
• 作为产物：
  描述：

  2,3-二氯-1,4-萘醌 、 五氯苯硫酚 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以78%的产率得到2-chloro-3-(pentachlorophenylthio)naphthalene-1,4-dione
  参考文献：
  名称：

  Synthesis of novel 1,4-naphthoquinone derivatives: antibacterial and antifungal agents

  摘要：

  A novel series of substituted 1,4-naphthoquinone derivatives was synthesized and evaluated for antibacterial and antifungal activity. The structures of the novel products were characterized by spectroscopic methods. Among the tested compounds, 3a and 9 are the most effective compounds against M. luteum as potent antibacterial and C. tenuis and A. niger as potent antifungal. These two compounds are promising as biologically active compounds.

  DOI：

  10.1007/s00044-012-0300-y

文献信息

• Synthesis of novel 1,4-naphthoquinone derivatives: antibacterial and antifungal agents
  作者：Cemil Ibis、Amac Fatih Tuyun、Hakan Bahar、Sibel Sahinler Ayla、Maryna V. Stasevych、Rostyslav Ya. Musyanovych、Olena Komarovska-Porokhnyavets、Volodymyr Novikov

  DOI：10.1007/s00044-012-0300-y

  日期：2013.6

  A novel series of substituted 1,4-naphthoquinone derivatives was synthesized and evaluated for antibacterial and antifungal activity. The structures of the novel products were characterized by spectroscopic methods. Among the tested compounds, 3a and 9 are the most effective compounds against M. luteum as potent antibacterial and C. tenuis and A. niger as potent antifungal. These two compounds are promising as biologically active compounds.
• Nucleophilic substitution reactions of 1,4-naphthoquinone and biologic properties of novel S-, S,S-, N-, and N,S-substituted 1,4-naphthoquinone derivatives
  作者：Cemil Ibis、Amac Fatih Tuyun、Hakan Bahar、Sibel Sahinler Ayla、Maryna V. Stasevych、Rostyslav Ya. Musyanovych、Olena Komarovska-Porokhnyavets、Volodymyr Novikov

  DOI：10.1007/s00044-013-0806-y

  日期：2014.4

  AbstractA novel series of S-, S,S-, N- and N,S-substituted 1,4-naphthoquinone derivatives were synthesized and evaluated for their antibacterial and antifungal activity. Among the synthesized compounds especially 10a and 11b have been discovered as an antibacterial or antifungal agents, and 15f is the most effective compound against M. luteum as potent antifungal. The structures of the novel products

  摘要合成了一系列新的S-，S，S-，N-和N，S-取代的1,4-萘醌衍生物，并对其抗菌和抗真菌活性进行了评估。在合成的化合物中，尤其发现了10a和11b作为抗菌剂或抗真菌剂，而15f作为有效的抗真菌剂，是最有效的抗黄腐杆菌的化合物。通过微分析，UV / Vis，1 H NMR，13对新产品的结构进行了表征1 H NMR和MS。还通过循环伏安法研究了一些新型的1,4-萘醌衍生物的电化学性质。 图形概要