3-(5-Methyl-2-furanylmethoxy)-1-propanol | 160858-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(5-Methyl-2-furanylmethoxy)-1-propanol
• 英文别名: 3-[(5-Methylfuran-2-yl)methoxy]propan-1-ol；3-[(5-methylfuran-2-yl)methoxy]propan-1-ol
• CAS: 160858-56-0
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: HLJOWNNITDRIQD-UHFFFAOYSA-N

物化性质

• 沸点：
  277.174±30.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.076±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  42.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(5-Methyl-2-furanylmethoxy)-1-propanol 在 吡啶 、 sodium 作用下， 反应 16.0h， 生成 3-(2-Methoxyethoxy)propyl 5-methylfurfuryl ether
  参考文献：
  名称：

  Synthesis and biological activity of furanyl anti-juvenile hormonal compounds

  摘要：

  AbstractTwenty‐one synthetic compounds, containing one or more furan rings, were demonstrated to possess anti‐juvenile hormone (AJH) activity as evidenced by their induction of premature metamorphosis in the milkweed bug, Oncopeltus fasciatus (Dallas) by contact, topical application or fumigation. The ED50 of the four most active analogs required to induce precocious metamorphosis from 3rd‐instar nymphs by residue contact in a Petri dish compared favorably with that of precocene II (6,7‐dimethoxy‐2,2‐dimethyl 2H‐chromene) a naturally occurring phytochemical AJH. Precocious metamorphosis was fully reversible by co‐treatment with juvenile hormone (JH III) or JH analogs, demonstrating that the observed AJH activity resulted from an induced deficiency of juvenile hormone.

  DOI：

  10.1002/ps.2780430102
• 作为产物：
  描述：

  5-甲基-2-呋喃甲醇 、 3-溴-1-丙醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以40.5%的产率得到3-(5-Methyl-2-furanylmethoxy)-1-propanol
  参考文献：
  名称：

  Synthesis and biological activity of furanyl anti-juvenile hormonal compounds

  摘要：

  AbstractTwenty‐one synthetic compounds, containing one or more furan rings, were demonstrated to possess anti‐juvenile hormone (AJH) activity as evidenced by their induction of premature metamorphosis in the milkweed bug, Oncopeltus fasciatus (Dallas) by contact, topical application or fumigation. The ED50 of the four most active analogs required to induce precocious metamorphosis from 3rd‐instar nymphs by residue contact in a Petri dish compared favorably with that of precocene II (6,7‐dimethoxy‐2,2‐dimethyl 2H‐chromene) a naturally occurring phytochemical AJH. Precocious metamorphosis was fully reversible by co‐treatment with juvenile hormone (JH III) or JH analogs, demonstrating that the observed AJH activity resulted from an induced deficiency of juvenile hormone.

  DOI：

  10.1002/ps.2780430102