2-Hydroxy-4-(3-nitro-benzyloxy)-benzaldehyde | 103981-29-9

• 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: 2-Hydroxy-4-(3-nitro-benzyloxy)-benzaldehyde
• 英文别名: 2-hydroxy-4-((3-nitrobenzyl)oxy)benzaldehyde
• CAS: 103981-29-9
• 化学式: C₁₄H₁₁NO₅
• 分子量: 273.245
• InChiKey: STRYSSZVAZKGDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  89.67
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-4-(3-nitro-benzyloxy)-benzaldehyde 在 sodium cyanoborohydride 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 7.0h， 生成 (2S,4R)-4-hydroxy-1-(4-((3-nitrobenzyl)oxy)-2-((2-oxo-2H-chromen-4-yl)oxy)benzyl)-pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Molecular hybridization used to design and synthesize neo-tanshinlactone derivatives as PD-1/PD-L1 inhibitors

  摘要：

  DOI：

  10.1016/j.bmc.2021.116579
• 作为产物：
  描述：

  间硝基氯化苄 、 2,4-二羟基苯甲醛 在 potassium hydrogencarbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以63%的产率得到2-Hydroxy-4-(3-nitro-benzyloxy)-benzaldehyde
  参考文献：
  名称：

  Molecular hybridization used to design and synthesize neo-tanshinlactone derivatives as PD-1/PD-L1 inhibitors

  摘要：

  DOI：

  10.1016/j.bmc.2021.116579

文献信息

• Synthesis and antiallergic activity of a novel series of 5-lipoxygenase inhibitors
  作者：Kenneth L. Kees、John H. Musser、Joseph Chang、Maureen Skowronek、Alan J. Lewis

  DOI：10.1021/jm00161a031

  日期：1986.11

  A series of novel substituted [[(phenoxymethyl)phenyl]amino]oxoalkanoic acid esters have been synthesized. These compounds were tested in vitro for their ability to inhibit the synthesis of 5-hydroxyeicosatetraenoic acid and leukotriene (LT) B4 from rat polymorphonuclear leukocytes (PMN) and in vivo as inhibitors ovalbumin- (OA) and LTD4-induced bronchospasm in the guinea pig. Compounds 5-12 and 25 had IC50's between 1 and 5.6 microM in the rat PMN 5-lipoxygenase assay. Compounds 1, 3, and 16 inhibited OA-induced bronchoconstriction (61%, 64%, and 57%, respectively), but only 1 showed activity against LTD4-induced bronchoconstriction. When tested against LTD4-induced contraction of isolated guinea pig tracheal spiral strips, 1 was a competitive inhibitor with a pKB of 4.94.