4-[3-[4-(2-aminoethylcarbamoyl)phenyl]indazol-1-yl]benzoic acid | 1609659-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[3-[4-(2-aminoethylcarbamoyl)phenyl]indazol-1-yl]benzoic acid
• CAS: 1609659-33-7
• 化学式: C₂₃H₂₀N₄O₃
• 分子量: 400.437
• InChiKey: QJRIMZHXTHOCLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.08
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  110.24
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[3-[4-(2-aminoethylcarbamoyl)phenyl]indazol-1-yl]benzoic acid 在 哌啶 、 potassium carbonate 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 N-(2-aminoethyl)-4-[1-[4-(methylcarbamoyl)phenyl]indazol-3-yl]benzamide
  参考文献：
  名称：

  Identification and X-ray Co-crystal Structure of a Small-Molecule Activator of LFA-1-ICAM-1 Binding

  摘要：

  AbstractStabilization of protein–protein interactions by small molecules is a concept with few examples reported to date. Herein we describe the identification and X‐ray co‐crystal structure determination of IBE‐667, an ICAM‐1 binding enhancer for LFA‐1. IBE‐667 was designed based on the SAR information obtained from an on‐bead screen of tagged one‐bead one‐compound combinatorial libraries by confocal nanoscanning and bead picking (CONA). Cellular assays demonstrate the activity of IBE‐667 in promoting the binding of LFA‐1 on activated immune cells to ICAM‐1.

  DOI：

  10.1002/anie.201310240
• 作为产物：
  描述：

  4-[3-(4-methoxycarbonylphenyl)indazol-1-yl]benzoic acid 、 乙二胺 反应 6.0h， 以88%的产率得到4-[3-[4-(2-aminoethylcarbamoyl)phenyl]indazol-1-yl]benzoic acid
  参考文献：
  名称：

  Identification and X-ray Co-crystal Structure of a Small-Molecule Activator of LFA-1-ICAM-1 Binding

  摘要：

  AbstractStabilization of protein–protein interactions by small molecules is a concept with few examples reported to date. Herein we describe the identification and X‐ray co‐crystal structure determination of IBE‐667, an ICAM‐1 binding enhancer for LFA‐1. IBE‐667 was designed based on the SAR information obtained from an on‐bead screen of tagged one‐bead one‐compound combinatorial libraries by confocal nanoscanning and bead picking (CONA). Cellular assays demonstrate the activity of IBE‐667 in promoting the binding of LFA‐1 on activated immune cells to ICAM‐1.

  DOI：

  10.1002/anie.201310240