4'-fluorocannabidiol | 1619228-89-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4'-fluorocannabidiol
• 英文别名: 4-fluoro-2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
• CAS: 1619228-89-5
• 化学式: C₂₁H₂₉FO₂
• 分子量: 332.458
• InChiKey: OGZHPYIVJQZXQS-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  大麻二酚 在 三氟甲磺酸N-吡啶鎓 作用下， 以 二氯甲烷 为溶剂， 以27%的产率得到4'-fluorocannabidiol
  参考文献：
  名称：

  [EN] FLOURINATED CBD COMPOUNDS, COMPOSITIONS AND USES THEREOF
  [FR] COMPOSÉS DE CBD FLUORÉS, COMPOSITIONS ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2017008136A3

文献信息

• POLYCANNABINOIDS, COMPOUNDS, COMPOSITIONS AND METHODS OF USE
  申请人：University of Connecticut

  公开号：US20210322365A1

  公开（公告）日：2021-10-21

  Polymers comprising a plurality of cannabinoids, methods of preparation thereof, and methods of use to treat a number of disease conditions are reported. Also provided are polymer coatings, films, fibers, and non-woven fabrics for a variety of topical applications including stents, bandages, sutures, and transdermal patches.

  本文报告了包含多种大麻素的聚合物，其制备方法以及用于治疗多种疾病状况的方法。同时，还提供了用于各种局部应用的聚合物涂层、膜、纤维和无纺布，包括支架、绷带、缝合线和经皮贴片。
• Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
  作者：Aviva Breuer、Christeene G. Haj、Manoela V. Fogaça、Felipe V. Gomes、Nicole Rodrigues Silva、João Francisco Pedrazzi、Elaine A. Del Bel、Jaime C. Hallak、José A. Crippa、Antonio W. Zuardi、Raphael Mechoulam、Francisco S. Guimarães

  DOI：10.1371/journal.pone.0158779

  日期：——

  Cannabidiol (CBD) is a major Cannabis sativa constituent, which does not cause the typical marijuana psychoactivity. However, it has been shown to be active in a numerous pharmacological assays, including mice tests for anxiety, obsessive-compulsive disorder, depression and schizophrenia. In human trials the doses of CBD needed to achieve effects in anxiety and schizophrenia are high. We report now the synthesis of 3 fluorinated CBD derivatives, one of which, 4'-F-CBD (HUF-101) (1), is considerably more potent than CBD in behavioral assays in mice predictive of anxiolytic, antidepressant, antipsychotic and anti-compulsive activity. Similar to CBD, the anti-compulsive effects of HUF-101 depend on cannabinoid receptors.

  大麻二酚（CBD）是大麻的一种主要成分，不会产生典型的大麻精神活性。不过，它在许多药理学试验中都被证明具有活性，包括针对焦虑症、强迫症、抑郁症和精神分裂症的小鼠试验。在人体试验中，要达到治疗焦虑症和精神分裂症的效果所需的 CBD 剂量很高。我们现在报告合成了 3 种氟化 CBD 衍生物，其中一种 4'-F-CBD (HUF-101) (1)在预测抗焦虑、抗抑郁、抗精神病和抗强迫活性的小鼠行为试验中比 CBD 更有效。与 CBD 相似，HUF-101 的抗强迫作用也依赖于大麻素受体。
• [EN] PHOSPHAMIDE DERIVATIVE, METHOD FOR MANUFACTURING THE SAME, AND USES THEREOF<br/>[FR] DÉRIVÉ DE PHOSPHAMIDE, SON PROCÉDÉ DE FABRICATION ET SES UTILISATIONS<br/>[ZH] 一种磷酰胺衍生物及制备方法和用途
  申请人：SICHUAN HAISCO PHARMACEUTICAL CO LTD

  公开号：WO2017133517A1

  公开（公告）日：2017-08-10

  公开了一种磷酰胺衍生物及制备方法和用途。特别公开了一种通式(I)所示化合物及其药学上可接受的盐或立体异构体 (I)，其中，G、L、Q、s如说明书中所定义。
• Compositions Comprising Cannabinoid Molecules that are Dissolved in Water-Miscible Solvents
  申请人：Natural Extraction Systems, LLC

  公开号：US20220387376A1

  公开（公告）日：2022-12-08

  Various aspects of this patent document relate to cannabinoids that are dissolved in glycerine in the presence of the cosolvent ethanol.
• [EN] COMPOSITIONS AND METHODS RELATED TO DISSOLVED OXIDES<br/>[FR] COMPOSITIONS ET PROCÉDÉS ASSOCIÉS À DES OXYDES DISSOUS
  申请人：NATURAL EXTRACTION SYS LLC

  公开号：WO2021042001A1

  公开（公告）日：2021-03-04

  Various aspects of this patent document relate to compositions that comprise an anion that is the conjugate base of a hydrophobic molecule that has a pKa, for example, of at least 7 and no greater than 12. These compositions display improved properties when formulated to interact with an organism because the anions carry negative charges that allows them to both dissolve in water-miscible liquids and maximize their surface area. Interaction with an organism results in at least partial conversion of the anion into the hydrophobic molecule after which the hydrophobic molecule partitions out of a water-miscible liquid and into the organism.