5-((3-(4-(tert-butyl)phenyl)propanethioamido)methyl)-N-methoxy-N-methyl-2-(methylsulfonamido)benzamide | 1204387-51-8

• 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-((3-(4-(tert-butyl)phenyl)propanethioamido)methyl)-N-methoxy-N-methyl-2-(methylsulfonamido)benzamide
• CAS: 1204387-51-8
• 化学式: C₂₄H₃₃N₃O₄S₂
• 分子量: 491.676
• InChiKey: AETLOXKBNXXEHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  87.74
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  甲基碘化镁 、 5-((3-(4-(tert-butyl)phenyl)propanethioamido)methyl)-N-methoxy-N-methyl-2-(methylsulfonamido)benzamide 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 以28%的产率得到N-[3-acetyl-4-(methanesulfonylamido)benzyl]-3-(4-tert-butylphenyl)propanethioamide
  参考文献：
  名称：

  Synthesis and structural optimization of multiple H-bonding region of diarylalkyl (thio)amides as novel TRPV1 antagonists

  摘要：

  Structural optimization of multiple H-bonding region and structure-activity relationship of diarylalkyl amides/thioamides as novel TRPV1 antagonists are described. In particular, we identified amide 34o and thioamides 35o and 35r, of which antagonistic activities were highly enhanced by an incorporation of cyano or vinyl-substituent to the multiple H-bonding region. They exhibited potent Ca-45(2+) uptake inhibitions in rat DRG neuron with IC(50)s of 25, 32 and 28 nM, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.043
• 作为产物：
  描述：

  methyl 5-{[3-(4-tert-butylphenyl)propanethioamido]methyl}-2-(methylsulfonamido)benzoate 、 N-甲基-N-甲氧基胺盐酸盐 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以72%的产率得到5-((3-(4-(tert-butyl)phenyl)propanethioamido)methyl)-N-methoxy-N-methyl-2-(methylsulfonamido)benzamide
  参考文献：
  名称：

  Synthesis and structural optimization of multiple H-bonding region of diarylalkyl (thio)amides as novel TRPV1 antagonists

  摘要：

  Structural optimization of multiple H-bonding region and structure-activity relationship of diarylalkyl amides/thioamides as novel TRPV1 antagonists are described. In particular, we identified amide 34o and thioamides 35o and 35r, of which antagonistic activities were highly enhanced by an incorporation of cyano or vinyl-substituent to the multiple H-bonding region. They exhibited potent Ca-45(2+) uptake inhibitions in rat DRG neuron with IC(50)s of 25, 32 and 28 nM, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.043

文献信息

• WO2006/98554
  申请人：——

  公开号：——

  公开（公告）日：——