2-(hexadecyl)furan | 218934-44-2

• 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: 2-(hexadecyl)furan
• 英文别名: 2-hexadecylfuran
• CAS: 218934-44-2
• 化学式: C₂₀H₃₆O
• 分子量: 292.505
• InChiKey: JXHRVZAQKWWIHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  21
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(hexadecyl)furan 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 2-(hexadecyl)tetrahydrofuran
  参考文献：
  名称：

  Avocadofurans and Their Tetrahydrofuran Analogues:  Comparison of Growth Inhibitory and Insecticidal Activity

  摘要：

  The importance of the double bonds in the furan ring of avocadofurans with relation to their insecticidal activity was examined. The insecticidal activity of two naturally occurring avocadofurans, 2-(pentadecyl)furan and 2-(heptadecyl)furan, was compared to the toxicity of five tetrahydrofurans with alkyl chains at position 2 and varying side chains from 14 to 18 carbons. We found that eliminating the sites of unsaturation in the furan ring of avocadofurans significantly reduced the detrimental effects on the mortality and growth of the generalist insect herbivore Spodoptera! exigua. In 7-day bioassays, S. exigua larvae were significantly more affected when fed a diet containing avocadofurans as compared to a larvae fed diet treated with the analogous tetrahydrofurans. Although larvae fed with the tetrahydrofurans showed reduced growth as compared to controls, larval mortality was not significantly increased. We conclude that the double bonds in the furan ring of avocadofurans play an important role in their insecticidal effects.

  DOI：

  10.1021/jf9910638
• 作为产物：
  描述：

  (2-furyl)hexadecene 在 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 0.67h， 以98%的产率得到2-(hexadecyl)furan
  参考文献：
  名称：

  一种制备鳄梨呋喃（2-十六烷基呋喃）的新合成路线

  摘要：

  本研究描述了一种制备杀虫化合物2-十六烷基呋喃的新合成路线。该程序从容易获得的糠醛和棕榈酸酐开始，通过两个步骤使用 Perkin 反应，总产率为 25%。该方法可以被视为一种实用且环保的途径来制备一类潜在的重要杀虫剂。

  DOI：

  10.3998/ark.5550190.p009.718

文献信息

• One-Pot Transformation of Simple Furans into 4-Hydroxy-2-cyclopentenones in Water
  作者：Dimitris Kalaitzakis、Myron Triantafyllakis、Ioanna Alexopoulou、Manolis Sofiadis、Georgios Vassilikogiannakis

  DOI：10.1002/anie.201407477

  日期：2014.11.24

  A highly efficient one‐pot transformation of readily accessible furans into 4‐hydroxy‐2‐cyclopentenones in H2O, using singlet oxygen as oxidant, has been developed.

  使用单线态氧作为氧化剂，已开发出一种高效易用的一锅易得的呋喃在H 2 O中转化为4-羟基-2-环戊烯酮的方法。
• Insecticidal avocadofurans and triolein
  申请人：The Regents of the University of California

  公开号：US06133313A1

  公开（公告）日：2000-10-17

  Novel insecticidal compounds, specifically avocadofurans and triolein, isolated from specialized idioblast cells of the avocado. Avocadofurans, 2-(tetradecyl)furan, 2-(pentadecyl)furan, 2-(hexadecyl)furan, 2-(heptadecyl)furan, 2-(octadecyl)furan, 2-(1E-pentadecenyl)furan, 2-(1Z-pentadecenyl)furan, 2-(8Z,11Z-heptadecadienyl)furan, and the triglyceride triolein possessing an insecticidal activity inhibiting larval growth. Insecticidal formulations suitable for control of S. exigua pest.

  从牛油果的特化细胞中分离出的新型杀虫化合物，具体为牛油果呋喃和三油酸三酯，其中牛油果呋喃包括2-(十四烷基)呋喃、2-(十五烷基)呋喃、2-(十六烷基)呋喃、2-(十七烷基)呋喃、2-(十八烷基)呋喃、2-(1E-十五烯基)呋喃、2-(1Z-十五烯基)呋喃、2-(8Z,11Z-十七二烯基)呋喃，以及具有抑制幼虫生长的杀虫活性的三油酸三酯。适用于控制小菜蛾害虫的杀虫配方。
• LIPIDIC FURAN, PYRROLE, AND THIOPHENE COMPOUNDS FOR USE IN THE TREATMENT OF ATROPHIC VAGINITIS
  申请人：Avoscience, LLC

  公开号：US20170312246A1

  公开（公告）日：2017-11-02

  Provided herein are lipidic furan, pyrrole, and thiophene compounds, compositions, and methods using such compounds and compositions for the treatment of atrophic vaginitis. Specifically, the invention includes administering an effective amount of a compound of Formula I, I′, or I″, or a pharmaceutically acceptable composition, salt, isotopic analog, prodrug, or combination thereof, to a subject suffering from atrophic vaginitis.

  本文提供了脂质类呋喃、吡咯和噻吩化合物、组合物以及使用这些化合物和组合物治疗萎缩性阴道炎的方法。具体而言，本发明包括向患有萎缩性阴道炎的受试者投与化合物I、I'或I"的有效量，或者药学上可接受的组合物、盐、同位素类似物、前药或其组合物。
• SYNTHESIS OF OLEOFURANS
  申请人：Oregon State University

  公开号：US20210300884A1

  公开（公告）日：2021-09-30

  Disclosed herein is a method for making oleofuran compounds according to formula 3 from a furan aldehyde or ketone and a fatty alcohol. The method comprises combining the furan compound and the fatty acid in the presence of a first catalyst to form an intermediate compound, and exposing the intermediate compound to hydrogen in the presence of a second catalyst to form the oleofuran compound. The hydrogen may be either hydrogen gas or hydrogen provided by a hydrogen donor.

  本文揭示了一种制备Oleofuran化合物的方法，其化学式为3，该方法是通过将呋喃醛或酮和脂肪醇结合在第一催化剂的存在下形成中间化合物，然后在第二催化剂的存在下将中间化合物暴露于氢气或氢供体提供的氢气中，形成Oleofuran化合物。
• Lipidic Furan, Pyrrole, and Thiophene Compounds for Treatment of Cancer, Neurological Disorders, and Fibrotic Disorders
  申请人：Avoscience, LLC

  公开号：US20140309274A1

  公开（公告）日：2014-10-16

  Compounds, methods, and compositions are provided for the treatment of cancer, neurological disorders, and fibrotic disorders. Specifically, the invention includes administering an effective amount of a compound of Formula I, II, or III, or a pharmaceutically acceptable composition, salt, isotopic analog, prodrug, or combination thereof, to a subject suffering from a cancer, neurological disorder, or fibrotic disorder.

  本发明提供了用于治疗癌症、神经系统疾病和纤维化疾病的化合物、方法和组合物。具体而言，该发明包括向患有癌症、神经系统疾病或纤维化疾病的受试者施用公式I、II或III的化合物、药学上可接受的组合物、盐、同位素类似物、前药或其组合的有效量。