4-(naphtho[1,2-d]oxazol-2-yl)phenol | 52469-57-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(naphtho[1,2-d]oxazol-2-yl)phenol
• 英文别名: 4-(Naphtho[1,2-d]oxazol-2-yl)phenol；4-benzo[e][1,3]benzoxazol-2-ylphenol
• CAS: 52469-57-5
• 化学式: C₁₇H₁₁NO₂
• 分子量: 261.28
• InChiKey: QNTQUYQWVSRBEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(naphtho[1,2-d]oxazol-2-yl)phenol 在 copper(l) iodide 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 10.0h， 生成 2-(4-((1-butyl-1H-1,2,3-triazol-4yl)methoxy)phenyl)naptho[1,2-d]oxazole
  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：

  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

文献信息

• 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.