N-2-(phenyl-4-chlorophenylsulfide)-2,4-dihydroxythiobenzamide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N-2-(phenyl-4-chlorophenylsulfide)-2,4-dihydroxythiobenzamide
• 英文别名: N-[2-(4-chlorophenyl)sulfanylphenyl]-2,4-dihydroxybenzenecarbothioamide
• 化学式: C₁₉H₁₄ClNO₂S₂
• 分子量: 387.911
• InChiKey: MOACIEAOECFVKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-4'-氯二苯硫醚 、 bis-(2,4-dihydroxythiobenzoyl)sulfinyl 以 甲醇 为溶剂， 反应 3.0h， 生成 N-2-(phenyl-4-chlorophenylsulfide)-2,4-dihydroxythiobenzamide
  参考文献：
  名称：

  Synthesis and Fungistatic Activity of New Groups of 2,4-Dihydroxythiobenzoyl Derivatives against Phytopathogenic Fungi

  摘要：

  Twenty-six compounds, derivatives of amides, hydrazines, hydrazides, hydrazones, and semicarbazides, with a 2,4-dihydroxythiobenzoyl moiety, were synthesized from sulfinyl-bis(2,4-dihydroxythiobenzoyl). The compositions and chemical structures of these compounds were confirmed by IR, H-1 NMR, EI-MS, and elemental analysis. Antifungal properties of chemicals under in vitro conditions against five phytopathogenic fungi were estimated. In vivo studies against Erisiphe graminis were also carried out. The compounds N-substituted with an 2,4-dihydroxythiobenzamide group proved to be the most active. N-2-(1-Cinnamylbenzene ester)-2,4-dihydroxythiobenzamide, under in vitro conditions, showed activity at the level of 80-100% development of most pathogens at a concentration of 20 mug/mL and partially at a concentration of 200 mug/mL. For compounds with -HN-NH- or -NH-N= moiety, weak or no fungistatic properties were found at the concentrations studied.

  DOI：

  10.1021/jf0206769

文献信息

• Synthesis and Fungistatic Activity of New Groups of 2,4-Dihydroxythiobenzoyl Derivatives against Phytopathogenic Fungi
  作者：Jan Legocki、Joanna Matysiak、Andrzej Niewiadomy、Małgorzata Kostecka

  DOI：10.1021/jf0206769

  日期：2003.1.1

  Twenty-six compounds, derivatives of amides, hydrazines, hydrazides, hydrazones, and semicarbazides, with a 2,4-dihydroxythiobenzoyl moiety, were synthesized from sulfinyl-bis(2,4-dihydroxythiobenzoyl). The compositions and chemical structures of these compounds were confirmed by IR, H-1 NMR, EI-MS, and elemental analysis. Antifungal properties of chemicals under in vitro conditions against five phytopathogenic fungi were estimated. In vivo studies against Erisiphe graminis were also carried out. The compounds N-substituted with an 2,4-dihydroxythiobenzamide group proved to be the most active. N-2-(1-Cinnamylbenzene ester)-2,4-dihydroxythiobenzamide, under in vitro conditions, showed activity at the level of 80-100% development of most pathogens at a concentration of 20 mug/mL and partially at a concentration of 200 mug/mL. For compounds with -HN-NH- or -NH-N= moiety, weak or no fungistatic properties were found at the concentrations studied.