4-Benzolazo-phenylacetaldehyd | 3516-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-Benzolazo-phenylacetaldehyd
• CAS: 3516-80-1
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: KXMISSIRNMDLOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.79
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-Piperidyl)-N-phenylpropanamide Hydrochloride 、 4-Benzolazo-phenylacetaldehyd 在 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以65 mg的产率得到N-phenyl-N-(1-(4-(phenyldiazenyl)phenethyl)piperidin-4-yl)propionamide
  参考文献：
  名称：

  A Photochromic Agonist for μ-Opioid Receptors

  摘要：

  AbstractOpioid receptors (ORs) are widely distributed in the brain, the spinal cord, and the digestive tract and play an important role in nociception. All known ORs are G‐protein‐coupled receptors (GPCRs) of family A. Another well‐known member of this family, rhodopsin, is activated by light through the cis/trans isomerization of a covalently bound chromophore, retinal. We now show how an OR can be combined with a synthetic azobenzene photoswitch to gain light sensitivity. Our work extends the reach of photopharmacology and outlines a general strategy for converting Family A GPCRs, which account for the majority of drug targets, into photoreceptors.

  DOI：

  10.1002/anie.201309633
• 作为产物：
  描述：

  4-氨基苯乙醇 在 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 4-Benzolazo-phenylacetaldehyd
  参考文献：
  名称：

  A Photochromic Agonist for μ-Opioid Receptors

  摘要：

  AbstractOpioid receptors (ORs) are widely distributed in the brain, the spinal cord, and the digestive tract and play an important role in nociception. All known ORs are G‐protein‐coupled receptors (GPCRs) of family A. Another well‐known member of this family, rhodopsin, is activated by light through the cis/trans isomerization of a covalently bound chromophore, retinal. We now show how an OR can be combined with a synthetic azobenzene photoswitch to gain light sensitivity. Our work extends the reach of photopharmacology and outlines a general strategy for converting Family A GPCRs, which account for the majority of drug targets, into photoreceptors.

  DOI：

  10.1002/anie.201309633

文献信息

• Muxfeldt,H. et al., Chemische Berichte, 1965, vol. 98, p. 3040 - 3044
  作者：Muxfeldt,H. et al.

  DOI：——

  日期：——