9-异丙基-6-甲基-3-戊基二苯并呋喃-1-醇 | 56154-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 9-异丙基-6-甲基-3-戊基二苯并呋喃-1-醇
• 英文名称: cannabifuran
• 英文别名: 5-(1-(4-(Benzo[d]isothiazol-3-yl)piperazin-1-yl)-2-hydroxyethyl)-6-chloroindolin-2-one；6-methyl-3-pentyl-9-propan-2-yldibenzofuran-1-ol
• CAS: 56154-58-6
• 化学式: C₂₁H₂₆O₂
• 分子量: 310.436
• InChiKey: VNGQMWZHHNCMLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-iodo-5-pentylresorcinol diacetate 在 aluminum oxide 、 palladium on activated charcoal 氢气 作用下， 以 吡啶 、 乙醚 、 乙酸乙酯 、 甲苯 、 苯 为溶剂， 反应 29.0h， 生成 9-异丙基-6-甲基-3-戊基二苯并呋喃-1-醇
  参考文献：
  名称：

  Scannell, Ralph T.; Stevenson, Robert, Journal of Chemical Research, Miniprint, 1983, # 2, p. 321 - 326

  摘要：

  DOI：

文献信息

• A New Preparative Route to Substituted Dibenzofurans by Benzannulation Reaction. An Application to the Synthesis of Cannabifuran
  作者：Stefano Serra、Claudio Fuganti

  DOI：10.1055/s-2003-42037

  日期：——

  A new regioselective pathway to substituted dibenzofuran derivatives is described here. According to this procedure substituted 1-acetoxy-3-alkoxycarbonyl dibenzofurans are obtained by treatment of 6-(2-methoxyaryl)-3-alkoxycarbonylhex-3-en-5-ynoic acids with acetic anhydride in the presence of sodium acetate. The latter acids are prepared from the easily available substituted o-iodo-anisoles by Sonogashira

  这里描述了一种新的区域选择性途径来取代二苯并呋喃衍生物。根据该方法，通过在乙酸钠存在下用乙酸酐处理6-(2-甲氧基芳基)-3-烷氧基羰基己-3-en-5-炔酸，获得取代的1-乙酰氧基-3-烷氧基羰基二苯并呋喃。后者的酸是由容易获得的取代的邻碘苯甲醚通过 Sonogashira 与炔丙醇偶联和 Wittig 反应作为关键步骤制备的。所描述的苯并环化反应以区域选择性方式进行，并且可以容忍一系列取代基。大麻二呋喃（一种天然存在的二苯并呋喃）的新合成证明了其合成效用。
• Cannabis XXVI. Total synthesis of cannabifuran
  作者：J. Novák、C.A. Salemink

  DOI：10.1016/s0040-4039(00)81338-6

  日期：1983.1

  The naturally occurring dibenzofuran cannabifuran ( has been synthesized from 2,3-dimethyoxy-p-toluic acid and 2-bromoolivetol dimethyl ether. In the key step, the aryl-aryl bond has been formed via a methoxy displacement in the aryloxazoline (). The final furan ring closure in () to () was accomplished by the HI/Ac2O reagent.

  天然存在的二苯并呋喃大麻酚（由2，3-二甲氧基对甲苯甲酸和2-溴油甾醇二甲醚合成。在关键步骤中，芳基-芳基键是通过芳基恶唑啉中的甲氧基置换形成的）。在（）至（）中最终的呋喃环封闭是通过HI / Ac 2 O试剂完成的。
• BENZOFURAN DERIVATIVES WITH THERAPEUTIC ACTIVITIES
  申请人：Yacovan Avihai

  公开号：US20090054376A1

  公开（公告）日：2009-02-26

  The present invention relates to novel benzofuran compounds, to pharmaceutical compositions that include such compounds, and to methods of use thereof. Certain compounds of the invention share some pharmacological properties with cannabinoids and have a common wide range of beneficial therapeutic indications. In particular, compounds of the invention are useful as analgesic, neuroprotective, immunomodulatory and anti-inflammatory agents.

  本发明涉及新型苯并呋喃化合物，包括这些化合物的药物组合物以及使用它们的方法。本发明的某些化合物与大麻素具有一些相似的药理特性，并具有广泛的有益治疗指示。特别是，本发明的化合物可用作镇痛、神经保护、免疫调节和抗炎剂。
• Apparatus and methods for sample analysis and classification based on terpenes and cannabinoids in the sample
  申请人：Biotech Institute, LLC

  公开号：US10830780B2

  公开（公告）日：2020-11-10

  The disclosure relates to systems, apparatuses, and methods for estimating a terpene level of two or more terpenes of the plurality of terpenes in the sample to generate a set of terpene levels; and/or estimating a cannabinoid level of two or more cannabinoids of the plurality of cannabinoids in the sample to generate a set of cannabinoid levels; configured to store a set of groups and classify the sample to a group of the set of groups, based on said terpene and cannabinoid levels. The present disclosure also relates to systems, apparatuses, and methods configured to generate entourage effect values and organoleptic values, based on said cannabinoid and terpene levels.

  本公开涉及系统、装置和方法，用于估算样品中多种萜烯中两种或多种萜烯的萜烯含量，以生成一组萜烯含量；和/或估算样品中多种大麻素中两种或多种大麻素的大麻素含量，以生成一组大麻素含量；根据所述萜烯和大麻素含量，配置为存储一组组别并将样品分类到组别中的一组。本公开还涉及根据所述大麻素和萜烯含量生成随附效应值和感官值的系统、装置和方法。
• Cannabis oil extracts and compositions
  申请人：Constance Therapeutics, Inc.

  公开号：US10940173B2

  公开（公告）日：2021-03-09

  The present invention provides cannabis oil extracts and compositions thereof, including cannabis oil compositions containing vitamin E, and methods for preparing the extracts and compositions. In some embodiments, the present invention provides a method for preparing a cannabis oil extract comprising eluting cannabinoids from cannabis plant material with a solvent to produce an eluate, filtering the eluate with a filter to produce a filtrate, evaporating the solvent from the filtrate with a distiller to produce a distillate, and purging the distillate under conditions sufficient to remove residual solvent, thereby preparing the extract. In some embodiments, the method further includes mixing a quantity of vitamin E with the extract to produce a cannabis oil composition.

  本发明提供了大麻油提取物及其组合物，包括含有维生素 E 的大麻油组合物，以及制备提取物和组合物的方法。在一些实施方案中，本发明提供了一种制备大麻油提取物的方法，包括用溶剂从大麻植物材料中洗脱大麻素以产生洗脱液，用过滤器过滤洗脱液以产生滤液，用蒸馏器蒸发滤液中的溶剂以产生蒸馏物，在足以除去残留溶剂的条件下净化蒸馏物，从而制备提取物。在某些实施方案中，该方法还包括将一定量的维生素 E 与萃取物混合，制成大麻油组合物。