2-(heptadecyl)furan | 208329-97-9

• 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-(heptadecyl)furan
• 英文别名: 2-Heptadecylfuran
• CAS: 208329-97-9
• 化学式: C₂₁H₃₈O
• 分子量: 306.532
• InChiKey: ZDPKHSYNGVAHHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  22
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 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-(heptadecyl)furan 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 2-(heptadecyl)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：

  1-溴十七烷 以48%的产率得到2-(heptadecyl)furan
  参考文献：
  名称：

  Insecticidal avocadofurans and triolein

  摘要：

  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。

  公开号：

  US06133313A1
• 作为试剂：
  描述：

  2-十五烷基呋喃 、 溴代十五烷 在 2-(heptadecyl)furan 、 甲醇 作用下， 以to afford of 2-(heptadecyl)furan (4) in 48% yield的产率得到2-(heptadecyl)furan
  参考文献：
  名称：

  Insecticidal avocadofurans and triolein

  摘要：

  从牛油果的专门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甘油酯。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)呋喃和三油酸甘油酯，具有抑制幼虫生长的杀虫活性。适用于控制小菜蛾害虫的杀虫剂配方。

  公开号：

  US06133313A1

文献信息

• A Further Synthesis of an Analogue of the Antifungal/Antiherbivore Lipid from Avocado
  作者：Raymond M. Carman、Tomislav Karoli

  DOI：10.1071/c98063

  日期：——

  A further synthesis of the saturated racemic derivative (1b) of the avocado diene (1a) ((R,Z,Z)-2-hydroxy-4-oxohenicosa-12,15-dien-1-yl acetate; "persin") is described.

  牛油果二烯（1a）的饱和外消旋衍生物（1b）的进一步合成 二烯 (1a) 的饱和外消旋衍生物 (1b) ((R,Z,Z)-2-hydroxy-4-oxohenicosa-12,15-dien-1-yl 醋酸酯；"persin"）。
• 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。
• 2-Hydroxy-4-oxohenicosan-1-yl Acetate. Its Presence in Avocado and its Simple Chemistry
  作者：Raymond M. Carman、Alan R. Duffield、Paul N. Handley、Tomislav Karoli

  DOI：10.1071/ch00040

  日期：——

  The title compound (1b) is present in avocado leaves. Simple chemistry of the compound is described.

  标题化合物（1b）存在于鳄梨叶中。描述了该 描述。
• 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。
• LIPIDIC FURAN, PYRROLE, AND THIOPHENE COMPOUNDS FOR TREATMENT OF CANCER, NEUROLOGICAL DISORDERS, AND FIBROTIC DISORDERS
  申请人：Avoscience, LLC

  公开号：US20160263080A1

  公开（公告）日：2016-09-15

  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，本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的化合物或其药学上可接受的组合物、盐、同位素类似物、前药或其组合物的有效量。