5-[[(4-Tert-butylphenyl)methylcarbamothioylamino]methyl]-2-(methanesulfonamido)benzoyl chloride | 865878-65-5

• 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: 5-[[(4-Tert-butylphenyl)methylcarbamothioylamino]methyl]-2-(methanesulfonamido)benzoyl chloride
• CAS: 865878-65-5
• 化学式: C₂₁H₂₆ClN₃O₃S₂
• 分子量: 468.041
• InChiKey: GVSPQNYLQYFBNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[[(4-Tert-butylphenyl)methylcarbamothioylamino]methyl]-2-(methanesulfonamido)benzoyl chloride 在 磺酰胺 作用下， 以 环丁砜 为溶剂， 反应 3.0h， 以8 mg的产率得到N-{4-[3-(4-tert-Butyl-benzyl)-thioureidomethyl]-2-cyano-phenyl}-methanesulfonamide
  参考文献：
  名称：

  Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1:  Structure−Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents

  摘要：

  Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure- activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca2+ uptake inhibition in rat DRG neuron with IC50 between 10 and 100 nM.

  DOI：

  10.1021/jm0502790
• 作为产物：
  描述：

  2-氨基-5-碘苯甲酸甲酯 在 palladium on activated charcoal 吡啶 、 盐酸 、 lithium hydroxide 、 四(三苯基膦)钯 、 草酰氯 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 、 苯 为溶剂， 反应 12.5h， 生成 5-[[(4-Tert-butylphenyl)methylcarbamothioylamino]methyl]-2-(methanesulfonamido)benzoyl chloride
  参考文献：
  名称：

  Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1:  Structure−Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents

  摘要：

  Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure- activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca2+ uptake inhibition in rat DRG neuron with IC50 between 10 and 100 nM.

  DOI：

  10.1021/jm0502790

文献信息

• Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1:  Structure−Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents
  作者：Young-Ger Suh、Yong-Sil Lee、Kyung-Hoon Min、Ok-Hui Park、Jin-Kwan Kim、Ho-Sun Seung、Seung-Yong Seo、Bo-Young Lee、Yeon-Hee Nam、Kwang-Ok Lee、Hee-Doo Kim、Hyeung-Geun Park、Jeewoo Lee、Uhtaek Oh、Ju-Ok Lim、Sang-Uk Kang、Min-Jung Kil、Jae-yeon Koo、Song Seok Shin、Yung-Hyup Joo、Jin Kwan Kim、Yeon-Su Jeong、Sun-Young Kim、Young-Ho Park

  DOI：10.1021/jm0502790

  日期：2005.9.1

  Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure- activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca2+ uptake inhibition in rat DRG neuron with IC50 between 10 and 100 nM.