3-(4-tert-butylphenyl)-N-[3-cyano-5-fluoro-4-(methylsulfonamido)benzyl]propanethioamide | 1204387-49-4

• 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: 3-(4-tert-butylphenyl)-N-[3-cyano-5-fluoro-4-(methylsulfonamido)benzyl]propanethioamide
• 英文别名: 3-(4-tert-butylphenyl)-N-[[3-cyano-5-fluoro-4-(methanesulfonamido)phenyl]methyl]propanethioamide
• CAS: 1204387-49-4
• 化学式: C₂₂H₂₆FN₃O₂S₂
• 分子量: 447.598
• InChiKey: KTWJHZQUVNTNOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(4-tert-butylphenyl)-N-(3-cyano-5-fluoro-4-(methylsulfonamido)benzyl)propanamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以96%的产率得到3-(4-tert-butylphenyl)-N-[3-cyano-5-fluoro-4-(methylsulfonamido)benzyl]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

文献信息

• Synthesis and structural optimization of multiple H-bonding region of diarylalkyl (thio)amides as novel TRPV1 antagonists
  作者：Fu-Nan Li、Nam-Jung Kim、Dong-Jo Chang、Jaebong Jang、Hannah Jang、Jong-Wha Jung、Kyung-Hoon Min、Yeon-Su Jeong、Sun-Young Kim、Young-Ho Park

  DOI：10.1016/j.bmc.2009.10.043

  日期：2009.12.15

  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.