1-[1-(3-fluorophenyl)but-3-enyl]naphthalen-2-ol | 1351842-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[1-(3-fluorophenyl)but-3-enyl]naphthalen-2-ol
• 英文别名: 1-[1-(3-Fluorophenyl)but-3-enyl]naphthalen-2-ol
• CAS: 1351842-91-5
• 化学式: C₂₀H₁₇FO
• 分子量: 292.353
• InChiKey: NYUWQGCDSLWFJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  烯丙基三丁基锡 、 2-萘酚 、 3-氟苯甲醛 在 aluminum (III) chloride 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以80%的产率得到1-[1-(3-fluorophenyl)but-3-enyl]naphthalen-2-ol
  参考文献：
  名称：

  Multicomponent one-pot synthesis of 2-naphthol derivatives and evaluation of their anticancer activity

  摘要：

  Treatment of 2-naphthol with aldehydes and allyl tributyl stannane or anisole in the presence of AlCl3 at 0A degrees C to room temperature afforded its 1-alkyl derivatives in high yields (76-83%) within 4-8 h. The products were evaluated for their cytotoxic activity against four human cancer cell lines. The most potent compound (5d) showed IC50 of 1.2 +/- A 1.1, 1.6 +/- A 1.0, 0.9 +/- A 0.1, and 0.8 +/- A 0.4 mu M against Hep G(2), A549, MDA 231, and HeLa cell lines, respectively, and its activity was found to be comparable to that of doxorubicin.A new multicomponent synthesis of 2-naphthol derivatives has been developed. The cytotoxic activity of one of the 2-naphthol derivatives (A:R = 4-F-C6H5) was comparable to that of doxorubicin.

  DOI：

  10.1007/s00044-011-9884-x

文献信息

• Multicomponent one-pot synthesis of 2-naphthol derivatives and evaluation of their anticancer activity
  作者：Biswanath Das、Cheruku Ravindra Reddy、Jajula Kashanna、Suman Kumar Mamidyala、Chityal Ganesh Kumar

  DOI：10.1007/s00044-011-9884-x

  日期：2012.10

  Treatment of 2-naphthol with aldehydes and allyl tributyl stannane or anisole in the presence of AlCl3 at 0A degrees C to room temperature afforded its 1-alkyl derivatives in high yields (76-83%) within 4-8 h. The products were evaluated for their cytotoxic activity against four human cancer cell lines. The most potent compound (5d) showed IC50 of 1.2 +/- A 1.1, 1.6 +/- A 1.0, 0.9 +/- A 0.1, and 0.8 +/- A 0.4 mu M against Hep G(2), A549, MDA 231, and HeLa cell lines, respectively, and its activity was found to be comparable to that of doxorubicin.A new multicomponent synthesis of 2-naphthol derivatives has been developed. The cytotoxic activity of one of the 2-naphthol derivatives (A:R = 4-F-C6H5) was comparable to that of doxorubicin.