N-{4-[3-(4-tert-Butyl-2-hydroxymethyl-benzyl)-thioureidomethyl]-2-fluoro-phenyl}-methanesulfonamide | 691364-48-4

• 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: N-{4-[3-(4-tert-Butyl-2-hydroxymethyl-benzyl)-thioureidomethyl]-2-fluoro-phenyl}-methanesulfonamide
• CAS: 691364-48-4
• 化学式: C₂₁H₂₈FN₃O₃S₂
• 分子量: 453.602
• InChiKey: JYBOHCJYHRCNOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  90.46
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三甲基乙酸酐 、 N-{4-[3-(4-tert-Butyl-2-hydroxymethyl-benzyl)-thioureidomethyl]-2-fluoro-phenyl}-methanesulfonamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 2,2-Dimethyl-propionic acid 5-tert-butyl-2-[3-(3-fluoro-4-methanesulfonylamino-benzyl)-thioureidomethyl]-benzyl ester
  参考文献：
  名称：

  N-4-Methansulfonamidobenzyl-N′-2-substituted-4-tert-butyl-benzyl thioureas as potent vanilloid receptor antagonistic ligands

  摘要：

  A series of N-4-methansulfonamidobenzyl-M-2-substituted-4-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 there is a space for another hydrophobic binding interaction around 2-position in 4-tert-butylbenzyl region. Among the prepared derivatives, 6n show the highest antagonistic activity against the vanilloid receptor (IC50 = 15 nM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.041
• 作为产物：
  描述：

  3-叔丁基苯酚 在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 24.33h， 生成 N-{4-[3-(4-tert-Butyl-2-hydroxymethyl-benzyl)-thioureidomethyl]-2-fluoro-phenyl}-methanesulfonamide
  参考文献：
  名称：

  N-4-Methansulfonamidobenzyl-N′-2-substituted-4-tert-butyl-benzyl thioureas as potent vanilloid receptor antagonistic ligands

  摘要：

  A series of N-4-methansulfonamidobenzyl-M-2-substituted-4-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 there is a space for another hydrophobic binding interaction around 2-position in 4-tert-butylbenzyl region. Among the prepared derivatives, 6n show the highest antagonistic activity against the vanilloid receptor (IC50 = 15 nM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.041