2-Pentylsulfanyl-isonicotinonitrile | 180790-95-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-Pentylsulfanyl-isonicotinonitrile
• 英文别名: 2-Pentylsulfanylpyridine-4-carbonitrile
• CAS: 180790-95-8
• 化学式: C₁₁H₁₄N₂S
• 分子量: 206.312
• InChiKey: BWQNQNBBTTVBRC-UHFFFAOYSA-N

物化性质

• 沸点：
  320.7±27.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  62
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Pentylsulfanyl-isonicotinonitrile 在 sodium hydroxide 、 氯化亚砜 作用下， 以 乙醇 、 苯 为溶剂， 反应 1.0h， 生成 N-(5-Chloro-2-hydroxy-phenyl)-2-pentylsulfanyl-isonicotinamide
  参考文献：
  名称：

  Some Anilides of 2-Alkylthio- and 2-Chloro-6-Alkylthio-4-Pyridinecarboxylic Acids: Synthesis and Photosynthesis-Inhibiting Activity

  摘要：

  许多含有-CONH-基团的化合物显示出抑制光合作用活性。基于这一结构特征，合成了一组2-烷硫基-(1b-4f)或2-氯-6-烷硫基-4-吡啶羧酸的酰胺类化合物(5a-6c)。制备的化合物被测试了它们对菠菜叶绿体中氧进化速率(OER)的抑制作用。对于1b-4f以及5a-6c，确定了光合作用抑制活性与化合物亲脂性之间的准抛物线依赖关系。对于相似的亲脂性值，化合物1b-4f的抑制活性高于5a-6c。

  DOI：

  10.3390/60700603
• 作为产物：
  描述：

  2-氯-4-氰基吡啶 、 1-戊硫醇 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-Pentylsulfanyl-isonicotinonitrile
  参考文献：
  名称：

  Some Anilides of 2-Alkylthio- and 2-Chloro-6-Alkylthio-4-Pyridinecarboxylic Acids: Synthesis and Photosynthesis-Inhibiting Activity

  摘要：

  许多含有-CONH-基团的化合物显示出抑制光合作用活性。基于这一结构特征，合成了一组2-烷硫基-(1b-4f)或2-氯-6-烷硫基-4-吡啶羧酸的酰胺类化合物(5a-6c)。制备的化合物被测试了它们对菠菜叶绿体中氧进化速率(OER)的抑制作用。对于1b-4f以及5a-6c，确定了光合作用抑制活性与化合物亲脂性之间的准抛物线依赖关系。对于相似的亲脂性值，化合物1b-4f的抑制活性高于5a-6c。

  DOI：

  10.3390/60700603

文献信息

• Potential antifungal agents. Synthesis and activity of 2-alkylthiopyridine-4-carbothioamides
  作者：V Klimešová、M Otčenášek、K Waisser

  DOI：10.1016/0223-5234(96)89165-3

  日期：1996.1

  A series of 2-alkylthiopyridine-4-carbothioamides were synthesized, and their antifungal potency was tested. The chemical structures were proved by IR and H-1-NMR data and by elemental analysis. The MIC and MFC assessment were used for the estimation of potential activity in vitro. The study comprising 21 clinical isolates of fungi showed that compounds 5h and 5j exhibited fair inhibitory activity against some yeasts and dermatophytes. Selective fungistatic activity against dermatophytes (MIC = 3.12-25.0 mu g/mL) was found also in compound 5g. None of the above compounds showed inhibitory activity against non-dermatophyte filamentous fungi. Microbiological activity of 2-alkylthiopyridine-4-carbothioamides appears to be mainly related to hydrophobicity of alkyl in position 2.
• Some Anilides of 2-Alkylthio- and 2-Chloro-6-Alkylthio-4-Pyridinecarboxylic Acids: Synthesis and Photosynthesis-Inhibiting Activity
  作者：Miroslav Miletín、Martin Doležal、Veronika Opletalová、Jiří Hartl、Katarína Král’ová、Miloš Macháček

  DOI：10.3390/60700603

  日期：——

  Many compounds containing a -CONH- group display photosynthesis inhibiting activity. Based on this structural feature, a group of anilides of 2-alkylthio-(1b-4f) or 2-chloro-6-alkylthio-4-pyridinecarboxylic acids (5a-6c) was synthesised. The prepared compounds were tested for their inhibition of the oxygen evolution rate (OER) in spinach chloroplasts. A quasi-parabolic dependence between photosynthesis-inhibiting activity and the lipophilicity of the compounds was determined for 1b-4f as well as for 5a-6c. The inhibitory activity of compounds 1b-4f was higher than that of 5a-6c for comparable lipophilicity values.

  许多含有-CONH-基团的化合物显示出抑制光合作用活性。基于这一结构特征，合成了一组2-烷硫基-(1b-4f)或2-氯-6-烷硫基-4-吡啶羧酸的酰胺类化合物(5a-6c)。制备的化合物被测试了它们对菠菜叶绿体中氧进化速率(OER)的抑制作用。对于1b-4f以及5a-6c，确定了光合作用抑制活性与化合物亲脂性之间的准抛物线依赖关系。对于相似的亲脂性值，化合物1b-4f的抑制活性高于5a-6c。