1-[(4-Tert-butylphenyl)methyl]-3-[(4-nitrophenyl)methyl]thiourea | 676463-08-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[(4-Tert-butylphenyl)methyl]-3-[(4-nitrophenyl)methyl]thiourea
• CAS: 676463-08-4
• 化学式: C₁₉H₂₃N₃O₂S
• 分子量: 357.477
• InChiKey: RYUDCHUITRJLCU-UHFFFAOYSA-N

物化性质

• 沸点：
  511.1±60.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(4-Tert-butylphenyl)methyl]-3-[(4-nitrophenyl)methyl]thiourea 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以90%的产率得到1-(4-Aminobenzyl)-3-(4-t-butylbenzyl)thiourea
  参考文献：
  名称：

  N-4-Substituted-benzyl-N′-tert-butylbenzyl thioureas as vanilloid receptor ligands: investigation on the role of methanesulfonamido group in antagonistic activity

  摘要：

  A series of N-4-substituted-benzyl-N'-tert-butylbenzyl thioureas were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor in rat DRG neurons. Their structure-activity relationship reveals that not only the two oxygens and amide hydrogen of sulfonamido group, but also the optimal size of methyl in methanesulfonamido group play an integral role for the antagonistic activity on vanilloid receptor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.019
• 作为产物：
  描述：

  对叔丁基苯甲醛 在 sodium tetrahydroborate 、 三甲基氯硅烷 作用下， 以 溶剂黄146 为溶剂， 生成 1-[(4-Tert-butylphenyl)methyl]-3-[(4-nitrophenyl)methyl]thiourea
  参考文献：
  名称：

  硫脲的还原烷基化：不对称的N，N'-二取代硫脲的高度实用合成

  摘要：

  的非对称的高度实用的合成Ñ，Ñ '二取代的硫脲通过还原性烷基化Ñ单取代与醛硫脲进行说明。N-单取代的硫脲反过来可以通过将硫脲与适当的醛还原胺化来合成。该还原性烷基化方法也扩展到氨基甲酸酯。

  DOI：

  10.1016/j.tetlet.2004.08.182

文献信息

• N-4-Substituted-benzyl-N′-tert-butylbenzyl thioureas as vanilloid receptor ligands: investigation on the role of methanesulfonamido group in antagonistic activity
  作者：Hyeung-geun Park、Ji-yeon Choi、Sea-hoon Choi、Mi-kyung Park、Jihye Lee、Young-ger Suh、Hawon Cho、Uhtaek Oh、Jiyoun Lee、Sang-Uk Kang、Jeewoo Lee、Hee-Doo Kim、Young-Ho Park、Yeon Su Jeong、Jin Kyu Choi、Sang-sup Jew

  DOI：10.1016/j.bmcl.2003.11.019

  日期：2004.2

  A series of N-4-substituted-benzyl-N'-tert-butylbenzyl thioureas were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor in rat DRG neurons. Their structure-activity relationship reveals that not only the two oxygens and amide hydrogen of sulfonamido group, but also the optimal size of methyl in methanesulfonamido group play an integral role for the antagonistic activity on vanilloid receptor. (C) 2003 Elsevier Ltd. All rights reserved.
• Reductive alkylation of thioureas: a highly practical synthesis of unsymmetrical N,N′-disubstituted thioureas
  作者：Lech Ciszewski、Daquiang Xu、Oljan Repič、Thomas J. Blacklock

  DOI：10.1016/j.tetlet.2004.08.182

  日期：2004.10

  A highly practical synthesis of unsymmetrical N,N′-disubstituted thioureas by the reductive alkylation of N-monosubstituted thioureas with aldehydes is described. N-Monosubstituted thioureas can in turn be synthesized by the reductive amination of thiourea with an appropriate aldehyde. This reductive alkylation methodology was also extended to carbamates.

  的非对称的高度实用的合成Ñ，Ñ '二取代的硫脲通过还原性烷基化Ñ单取代与醛硫脲进行说明。N-单取代的硫脲反过来可以通过将硫脲与适当的醛还原胺化来合成。该还原性烷基化方法也扩展到氨基甲酸酯。