5-(4-methoxynaphthalen-1-yl)pentanoic acid | 1038288-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(4-methoxynaphthalen-1-yl)pentanoic acid
• 英文别名: 5-(4-Methoxy-1-naphthyl)pentanoic Acid
• CAS: 1038288-98-0
• 化学式: C₁₆H₁₈O₃
• mdl: MFCD12563055
• 分子量: 258.317
• InChiKey: WSRGKEYWXKCJHW-UHFFFAOYSA-N

物化性质

• 沸点：
  464.8±28.0 °C(predicted)
• 密度：
  1.150±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.312
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-methoxynaphthalen-1-yl)pentanoic acid 在 吡啶 、 盐酸羟胺 、 溴 、 溶剂黄146 、 三乙胺 、 lithium chloride 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.67h， 生成
  参考文献：
  名称：

  The total synthesis of hypodematine

  摘要：

  Hypodematine, isolated from Hypodematium sinense Iwatsuki as an alkaloid with a new skeleton, was synthesized via nine reaction steps, in which the synthesis of 2-aryl-1-benzazocines via Beckmann rearrangement of 5H-benzocyclohepten-5-one oxime mesylate in dry toluene is discussed.

  DOI：

  10.1080/10286020.2013.805749
• 作为产物：
  描述：

  1-甲氧基萘 在 aluminum (III) chloride 、 potassium hydroxide 、 肼 作用下， 以 二氯甲烷 为溶剂， 生成 5-(4-methoxynaphthalen-1-yl)pentanoic acid
  参考文献：
  名称：

  The total synthesis of hypodematine

  摘要：

  Hypodematine, isolated from Hypodematium sinense Iwatsuki as an alkaloid with a new skeleton, was synthesized via nine reaction steps, in which the synthesis of 2-aryl-1-benzazocines via Beckmann rearrangement of 5H-benzocyclohepten-5-one oxime mesylate in dry toluene is discussed.

  DOI：

  10.1080/10286020.2013.805749

文献信息

• Evaluation of synthetic naphthalene derivatives as novel chemical chaperones that mimic 4-phenylbutyric acid
  作者：Seisuke Mimori、Yukari Koshikawa、Yu Mashima、Katsuyoshi Mitsunaga、Koichi Kawada、Masayuki Kaneko、Yasunobu Okuma、Yasuyuki Nomura、Yasuoki Murakami、Tetsuto Kanzaki、Hiroshi Hamana

  DOI：10.1016/j.bmcl.2014.12.080

  日期：2015.2

  The chemical chaperone 4-phenylbutyric acid (4-PBA) has potential as an agent for the treatment of neurodegenerative diseases. However, the requirement of high concentrations warrants chemical optimization for clinical use. In this study, novel naphthalene derivatives with a greater chemical chaperone activity than 4-PBA were synthesized with analogy to the benzene ring. All novel compounds showed chemical chaperone activity, and 2 and 5 possessed high activity. In subsequent experiments, the protective effects of the compounds were examined in Parkinson's disease model cells, and low toxicity of 9 and 11 was related to amphiphilic substitution with naphthalene. (C) 2015 Elsevier Ltd. All rights reserved.
• The total synthesis of hypodematine
  作者：Zhi-Yun Kang、Qing-Jian Zhang、Ruo-Yun Chen、Pei-Cheng Zhang、De-Quan Yu

  DOI：10.1080/10286020.2013.805749

  日期：2013.8

  Hypodematine, isolated from Hypodematium sinense Iwatsuki as an alkaloid with a new skeleton, was synthesized via nine reaction steps, in which the synthesis of 2-aryl-1-benzazocines via Beckmann rearrangement of 5H-benzocyclohepten-5-one oxime mesylate in dry toluene is discussed.