4-[3-(2,4-dimethoxyphenyl)-4,5-dihydroisoxazol-5-ylmethyl]-2-methoxyphenol | 1217193-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[3-(2,4-dimethoxyphenyl)-4,5-dihydroisoxazol-5-ylmethyl]-2-methoxyphenol
• 英文别名: 4-[[3-(2,4-Dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]-2-methoxyphenol；4-[[3-(2,4-dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]-2-methoxyphenol
• CAS: 1217193-96-8
• 化学式: C₁₉H₂₁NO₅
• 分子量: 343.379
• InChiKey: DVWCWMDDPIMGDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  69.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丁香酚 、 2,4-二甲氧基苯甲醛肟 在 chloramine T trihydrate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以78.9%的产率得到4-[3-(2,4-dimethoxyphenyl)-4,5-dihydroisoxazol-5-ylmethyl]-2-methoxyphenol
  参考文献：
  名称：

  Synthesis of novel isoxazolines via 1,3-dipolar cycloaddition and evaluation of anti-stress activity

  摘要：

  We have synthesized a series of novel isoxazolines via 1,3-dipolar cycloaddition of in situ generated nitrile oxide from 2,4-dimethoxy benzaldoxime and naphthaldehyde oxime with 4-allyl-2-methoxyphenol derivatives. The synthesized compounds were evaluated for anti-stress activity in acute stress (AS) induced peripheral changes. Adult male Sprague-Dawley rats, subjected to AS, cause a significant increase in gastric ulceration, adrenal gland weight, plasma glucose, corticosterone levels, and creatine kinase activity. Compounds 3d, 3g, 5b, 5c, 5d, and 5g displayed most promising anti-stress effect by reverting these peripheral stress parameters at a dose of 40 mg/kg p.o.

  DOI：

  10.1007/s00044-010-9299-0

文献信息

• Synthesis of novel isoxazolines via 1,3-dipolar cycloaddition and evaluation of anti-stress activity
  作者：Rakesh Maurya、Ausaf Ahmad、Prasoon Gupta、Kailash Chand、Manmeet Kumar、Jayendra、Preeti Rawat、Naila Rasheed、Gautam Palit

  DOI：10.1007/s00044-010-9299-0

  日期：2011.3

  We have synthesized a series of novel isoxazolines via 1,3-dipolar cycloaddition of in situ generated nitrile oxide from 2,4-dimethoxy benzaldoxime and naphthaldehyde oxime with 4-allyl-2-methoxyphenol derivatives. The synthesized compounds were evaluated for anti-stress activity in acute stress (AS) induced peripheral changes. Adult male Sprague-Dawley rats, subjected to AS, cause a significant increase in gastric ulceration, adrenal gland weight, plasma glucose, corticosterone levels, and creatine kinase activity. Compounds 3d, 3g, 5b, 5c, 5d, and 5g displayed most promising anti-stress effect by reverting these peripheral stress parameters at a dose of 40 mg/kg p.o.