1-(2-(pyridin-3-yl)thiophene-5-carbonyl)guanidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1-(2-(pyridin-3-yl)thiophene-5-carbonyl)guanidine
• 英文别名: N-(diaminomethylidene)-5-pyridin-3-ylthiophene-2-carboxamide
• 化学式: C₁₁H₁₀N₄OS
• 分子量: 246.293
• InChiKey: DOCOTYLXXBIXEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-溴噻吩-2-甲酸甲酯 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-(2-(pyridin-3-yl)thiophene-5-carbonyl)guanidine
  参考文献：
  名称：

  Superactivation of the Botulinum Neurotoxin Serotype A Light Chain Metalloprotease:  A New Wrinkle in Botulinum Neurotoxin

  摘要：

  Small molecules based upon a 2-acylguanidine-5-phenyl thiophene scaffold that can activate the light chain metalloprotease of botulinum neurotoxin serotype A (BoNT LC/A) by an apparent reduction in Km are reported. On the basis of structure-activity relationships and the activation profile, one or more molecules of activator specifically bind to a defined site on the toxin, causing the observed rate enhancement. With the ever-growing clinical uses of BoNT, compounds such as those reported here may provide a method for combating the emerging adaptive immune responses to BoNT.

  DOI：

  10.1021/ja057699z

文献信息

• Superactivation of the Botulinum Neurotoxin Serotype A Light Chain Metalloprotease:  A New Wrinkle in Botulinum Neurotoxin
  作者：Laura A. McAllister、Mark S. Hixon、Jack P. Kennedy、Tobin J. Dickerson、Kim D. Janda

  DOI：10.1021/ja057699z

  日期：2006.4.5

  Small molecules based upon a 2-acylguanidine-5-phenyl thiophene scaffold that can activate the light chain metalloprotease of botulinum neurotoxin serotype A (BoNT LC/A) by an apparent reduction in Km are reported. On the basis of structure-activity relationships and the activation profile, one or more molecules of activator specifically bind to a defined site on the toxin, causing the observed rate enhancement. With the ever-growing clinical uses of BoNT, compounds such as those reported here may provide a method for combating the emerging adaptive immune responses to BoNT.