N-[3-(4-benzyloxybenzoyl)phenyl]-2-(4-ethynylphenoxy)acetamide | 1242177-75-8

• 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: N-[3-(4-benzyloxybenzoyl)phenyl]-2-(4-ethynylphenoxy)acetamide
• 英文别名: 2-(4-ethynylphenoxy)-N-[3-(4-phenylmethoxybenzoyl)phenyl]acetamide
• CAS: 1242177-75-8
• 化学式: C₃₀H₂₃NO₄
• 分子量: 461.517
• InChiKey: SNJBWPJDSJLAAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3-Aminophenyl)-(4-phenylmethoxyphenyl)methanone 、 2-(4-ethynylphenoxy)acetic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到N-[3-(4-benzyloxybenzoyl)phenyl]-2-(4-ethynylphenoxy)acetamide
  参考文献：
  名称：

  Identification of HSP60 as a Primary Target of o-Carboranylphenoxyacetanilide, an HIF-1α Inhibitor

  摘要：

  We succeeded in the design and synthesis of multifunctional chemical probes of the HIF-1 alpha inhibitor carboranylphenoxyacetanilide (1) that combine photoaffinity labeling and click reaction to identify the target protein. HSP60 was identified as a primary target protein of 1 using the chemical probes 2 and 3. Furthermore, HSP60 inhibitor 4 suppressed hypoxia-induced HIF activation, indicating that HSP60 affects HIF-1 alpha accumulation directly or indirectly.

  DOI：

  10.1021/ja104739t

文献信息

• Identification of HSP60 as a Primary Target of <i>o</i>-Carboranylphenoxyacetanilide, an HIF-1α Inhibitor
  作者：Hyun Seung Ban、Kazuki Shimizu、Hidemitsu Minegishi、Hiroyuki Nakamura

  DOI：10.1021/ja104739t

  日期：2010.9.1

  We succeeded in the design and synthesis of multifunctional chemical probes of the HIF-1 alpha inhibitor carboranylphenoxyacetanilide (1) that combine photoaffinity labeling and click reaction to identify the target protein. HSP60 was identified as a primary target protein of 1 using the chemical probes 2 and 3. Furthermore, HSP60 inhibitor 4 suppressed hypoxia-induced HIF activation, indicating that HSP60 affects HIF-1 alpha accumulation directly or indirectly.