3-(methylthio)propyl thiocyanate | 86702-84-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(methylthio)propyl thiocyanate
• 英文别名: 3-methylsulfanylpropyl thiocyanate
• CAS: 86702-84-3
• 化学式: C₅H₉NS₂
• 分子量: 147.265
• InChiKey: QSEQYMFZBQZUEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(methylthio)propyl thiocyanate 在 四丁基溴化铵 、 N,N-二甲基甲酰胺 作用下， 以 水 为溶剂， 反应 1.0h， 以32.9 g的产率得到3-(甲硫基)丙基异硫氰酸酯
  参考文献：
  名称：

  Structure–Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard

  摘要：

  Allyl isothiocyanate (ITC) (4) is the main pungent component in wasabi, and it generates an acrid sensation by activating TRPAL The flavor and pungency of ITCs vary depending on the compound. However, the differences in activity to activate TRPA1 between ITCs are effect of carbon chain length and substituents of ITCs, the not known except for a few compounds. To investigate the TRPA1-activiting ability ITCs was measured. Since most of the ITCs showed nearly equal TRPA1-activiting potency,. the ITC moiety is likely the predominant contributor to their TRPA1-activating abilities, and contributions of other functional groups to their activities to activate TRPA1 are comparatively small.

  DOI：

  10.1021/acs.jnatprod.5b00272
• 作为产物：
  描述：

  3-氯丙基-甲基硫醚 、 potassium thioacyanate 在 N,N-二甲基甲酰胺 作用下， 反应 1.5h， 生成 3-(methylthio)propyl thiocyanate
  参考文献：
  名称：

  Structure–Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard

  摘要：

  Allyl isothiocyanate (ITC) (4) is the main pungent component in wasabi, and it generates an acrid sensation by activating TRPAL The flavor and pungency of ITCs vary depending on the compound. However, the differences in activity to activate TRPA1 between ITCs are effect of carbon chain length and substituents of ITCs, the not known except for a few compounds. To investigate the TRPA1-activiting ability ITCs was measured. Since most of the ITCs showed nearly equal TRPA1-activiting potency,. the ITC moiety is likely the predominant contributor to their TRPA1-activating abilities, and contributions of other functional groups to their activities to activate TRPA1 are comparatively small.

  DOI：

  10.1021/acs.jnatprod.5b00272

文献信息

• Photoinduced Chemo‐, Site‐ and Stereoselective α‐C(sp ³ )−H Functionalization of Sulfides
  作者：Zhenda Tan、Shibo Zhu、Yangbin Liu、Xiaoming Feng

  DOI：10.1002/anie.202203374

  日期：2022.7.18

  A photoinduced chemo-, site- and stereoselective α-C(sp3)−H functionalization of sulfides was demonstrated using isatins as the photoredox reagent and coupling partner catalyzed by a chiral gallium(III)-N,N′-dioxide complex. This cross-coupling protocol is highly selective for the direct late-stage functionalization of methionine-related peptides, regardless of the inherent structural similarity and

  使用靛红作为光氧化还原试剂和由手性镓 (III) -N,N'-二氧化物复合物催化的偶联配偶体，证明了硫化物的光诱导化学选择性、位点选择性和立体选择性α -C(sp 3 )-H 官能化。这种交叉偶联方案对于蛋氨酸相关肽的直接后期功能化具有高度选择性，无论不同残基的固有结构相似性和复杂性如何。
• Benn, M. H.; Singh, Vinod K., Canadian Journal of Chemistry, 1986, vol. 64, p. 940 - 942
  作者：Benn, M. H.、Singh, Vinod K.

  DOI：——

  日期：——