2-(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl) | 205386-28-3

• 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-(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl)
• 英文别名: 2-hydroxy-4(1)-hydroxynaphthophenone；(2-Hydroxynaphthalen-1-yl)-(4-hydroxyphenyl)methanone
• CAS: 205386-28-3
• 化学式: C₁₇H₁₂O₃
• 分子量: 264.28
• InChiKey: IXZQXBMNEQXVOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl) 在 乙酰氧肟酸 、 硫酸 作用下， 以 乙腈 为溶剂， 80.0 ℃ 、172.37 kPa 条件下， 反应 0.17h， 以45%的产率得到4-(naphtho[1,2-d]oxazol-2-yl)phenol
  参考文献：
  名称：

  Synthesis and characterization of 2-(4-((1-alkyl or aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)naphtho[1,2-d]oxazoles for protein tyrosine phosphatase 1B inhibitory activity

  摘要：

  2-(4-((1-Alkyl/aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)naphtho[1,2-d] were prepared and evaluated as protein tyrosine phosphatase 1B (PTP1B) inhibitors. In this study, two new compounds with potent PTP1B inhibitory activity were identified.

  DOI：

  10.1007/s00044-013-0784-0
• 作为产物：
  描述：

  在 叔丁基过氧化氢 、 水 、 sodium dodecyl-sulfate 、 copper(II) acetate monohydrate 作用下， 反应 4.0h， 以77%的产率得到2-(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl)
  参考文献：
  名称：

  贝蒂碱的铜催化氧化脱氨：萘酚和苯酚的苯甲酰化/甲酰化的有效方法

  摘要：

  通过Betti碱的氧化脱氨作用，铜催化的萘酚和苯酚的苯甲酰化/甲酰化。

  DOI：

  10.1039/c6ra04567g

文献信息

• Divergent reaction: metal & oxidant free direct C–H aryloxylation and hydride free formal reductive N-benzylation of N-heterocycles
  作者：Sujit Mahato、Md Ashraful Haque、Soumita Dwari、Chandan K. Jana

  DOI：10.1039/c4ra05045b

  日期：——

  Metal, oxidant and other additive-free novel methods for direct C–H aryloxylation of aliphatic amines are developed. In the presence of excess amine, the course of the reaction was diverted, producing various arylmethylamines via hydride-free formal reductive amination. Involvement of a quinone methide intermediate was revealed from mechanistic studies.

  开发了金属，氧化剂和其他无添加剂的直接方法，用于脂肪胺的直接C–H芳氧基化。在过量胺的存在下，改变反应过程，通过无氢化物的正式还原胺化反应生成各种芳基甲胺。机理研究揭示了甲基苯醌中间体的参与。
• Novel 2-aryl-naphtho[1,2-d]oxazole derivatives as potential PTP-1B inhibitors showing antihyperglycemic activities
  作者：Atul Kumar、Pervez Ahmad、Ram Awatar Maurya、A.B. Singh、Arvind K. Srivastava

  DOI：10.1016/j.ejmech.2008.03.009

  日期：2009.1

  A series of 2-aryl-naphtho[1,2-d]oxazole derivatives have been synthesized and evaluated for PTP-1B inhibitory activity. The compounds have been screened in vivo for antidiabetic activity under sucrose loaded model (SLM), sucrose-challenged streptozotocin-induced diabetic rat model (STZ-S) and db/db mice model. Compounds 8 and 12 have shown promising PTP-1B inhibitory activity, significant antidiabetic activity, moderate lipid and triglyceride lowering activity. (C) 2008 Elsevier Masson SAS. All rights reserved.
• Synthesis and characterization of 2-(4-((1-alkyl or aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)naphtho[1,2-d]oxazoles for protein tyrosine phosphatase 1B inhibitory activity
  作者：Sridhar Madabhushi、Narsaiah Chinthala、Abhinav Kanwal、Gagandeep Kaur、Sanjay K. Banerjee

  DOI：10.1007/s00044-013-0784-0

  日期：2014.4

  2-(4-((1-Alkyl/aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)naphtho[1,2-d] were prepared and evaluated as protein tyrosine phosphatase 1B (PTP1B) inhibitors. In this study, two new compounds with potent PTP1B inhibitory activity were identified.
• Copper catalyzed oxidative deamination of Betti bases: an efficient approach for benzoylation/formylation of naphthols and phenols
  作者：Mohit L. Deb、Choitanya Dev Pegu、Paran J. Borpatra、Pranjal K. Baruah

  DOI：10.1039/c6ra04567g

  日期：——

  A copper-catalyzed benzoylation/formylation of naphthols and phenols via oxidative deamination of Betti bases.

  通过Betti碱的氧化脱氨作用，铜催化的萘酚和苯酚的苯甲酰化/甲酰化。