2-hydroxy-3-n-propoxybenzaldehyde | 222031-84-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-3-n-propoxybenzaldehyde
• 英文别名: 2-hydroxy-3-propoxybenzaldehyde；2-hydroxy-3-propoxy-benzaldehyde；2-Hydroxy-3-propoxy-benzaldehyd
• CAS: 222031-84-7
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: DFIYBCQWNYMGBR-UHFFFAOYSA-N

物化性质

• 沸点：
  269.4±20.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3-n-propoxybenzaldehyde 在 哌啶 、 氯化亚砜 、 溴 、 sodium acetate 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 6.5h， 生成
  参考文献：
  名称：

  Design, syntheses, structure–activity relationships and docking studies of coumarin derivatives as novel selective ligands for the CB2 receptor

  摘要：

  The CB2 receptor has been considered as an inspiring drug target for the treatment of pain and immune-related diseases. In the current manuscript, a novel series of coumarin derivatives is reported to be designed and synthesized by combining the structural features of some known ligands for the cannabinoid receptors based on the CoMFA model of the lead compounds. The compounds were evaluated to be highly selective ligands for the CB2 receptor over the CBI receptor by calcium mobilization assays. Furthermore, SAR results indicate that the functionality of a ligand is controlled by the substituent on the nucleus. Therefore, molecular docking simulations were performed to calculate the receptor-ligand interactions of our synthesized compounds binding to the CB2 receptor. The understanding of the binding modes could be advantageous for further development of selective ligands for the CB2 receptor. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.054
• 作为产物：
  描述：

  邻苯二酚 在 sodium hydroxide 作用下， 生成 2-hydroxy-3-n-propoxybenzaldehyde
  参考文献：
  名称：

  Diehl et al., Iowa State College Journal of Science, 1947, vol. 21, p. 335,338

  摘要：

  DOI：

文献信息

• 一种丹酚酸A中间体及其制备方法
  申请人：上海交通大学

  公开号：CN108358761B

  公开（公告）日：2020-11-06

  本发明涉及一种治疗心绞痛及急性心肌梗塞药丹酚酸A中间体，即反式‑3‑溴‑2‑(3,4‑二取代苯乙烯基)‑6‑取代苯酚的合成新方法：由2‑羟基‑3‑取代‑苯甲醛经酰化得到2‑酰氧基‑3‑取代‑苯甲醛；接着通过溴代反应得到2‑酰氧基‑3‑取代‑6‑溴‑苯甲醛；再经水解脱去氧上的酰基保护基后与(3,4‑二取代苄基)三苯基溴化膦反应得到目标化合物，即反式‑3‑溴‑2‑(3,4‑二取代苯乙烯基)‑6‑取代苯酚。本发明原料价廉易得，合成效率高，操作及后处理简单，制备过程对环境友好。
• New, Axially Chiral, Bimetallic Catalysts for Asymmetric Alkylation of Aldehydes with Diethylzinc
  作者：Felix Keller、Andreas Johannes Rippert

  DOI：10.1002/(sici)1522-2675(19990113)82:1<125::aid-hlca125>3.0.co;2-w

  日期：1999.1.13

  Axially chiral bis(salicylidene)ethylenediamine (H(2)salen)-type ligands 3 (cf: Schemes 1 and 3) are efficient ligands for the enantioselective addition of diethylzinc to aldehydes. There is ample evidence that an active bimetallic catalyst forms an effective chiral pocket (see Fig.2); of a series of first-row transition-metal complexes with these ligands, the most stereoselective were the Co-II complexes (see Fig. I). Best ee values as well as the fastest rates (see Tables 2 and 3) were obtained with these Co-II complexes when an EtO substituent was present at C(3) of the salicylaldehyde residues of ligand 3 (R-1 = EtO), Le., complex [Co-II(3'h)] produced up to 93% ee with aromatic aldehydes and 78% ee for aliphatic aldehydes (see Table 4).
• Design, syntheses, structure–activity relationships and docking studies of coumarin derivatives as novel selective ligands for the CB2 receptor
  作者：Shuang Han、Fei-Fei Zhang、Hai-Yan Qian、Li-Li Chen、Jian-Bin Pu、Xin Xie、Jian-Zhong Chen

  DOI：10.1016/j.ejmech.2015.01.054

  日期：2015.3

  The CB2 receptor has been considered as an inspiring drug target for the treatment of pain and immune-related diseases. In the current manuscript, a novel series of coumarin derivatives is reported to be designed and synthesized by combining the structural features of some known ligands for the cannabinoid receptors based on the CoMFA model of the lead compounds. The compounds were evaluated to be highly selective ligands for the CB2 receptor over the CBI receptor by calcium mobilization assays. Furthermore, SAR results indicate that the functionality of a ligand is controlled by the substituent on the nucleus. Therefore, molecular docking simulations were performed to calculate the receptor-ligand interactions of our synthesized compounds binding to the CB2 receptor. The understanding of the binding modes could be advantageous for further development of selective ligands for the CB2 receptor. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Diehl et al., Iowa State College Journal of Science, 1947, vol. 21, p. 335,338
  作者：Diehl et al.

  DOI：——

  日期：——