5-(4-ethoxy-3-methoxybenzyl)-3-naphthalen-1-yl-4,5-dihydroisoxazole | 1217194-06-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(4-ethoxy-3-methoxybenzyl)-3-naphthalen-1-yl-4,5-dihydroisoxazole
• 英文别名: 5-[(4-Ethoxy-3-methoxyphenyl)methyl]-3-naphthalen-1-yl-4,5-dihydro-1,2-oxazole；5-[(4-ethoxy-3-methoxyphenyl)methyl]-3-naphthalen-1-yl-4,5-dihydro-1,2-oxazole
• CAS: 1217194-06-3
• 化学式: C₂₃H₂₃NO₃
• 分子量: 361.441
• InChiKey: MYNBJEWZSMZCSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丁香酚 在 chloramine T trihydrate 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 6.0h， 生成 5-(4-ethoxy-3-methoxybenzyl)-3-naphthalen-1-yl-4,5-dihydroisoxazole
  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.