1-(3,5-二甲氧基苯基)庚烷-1-酮 | 39192-51-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3,5-二甲氧基苯基)庚烷-1-酮
• 中文别名: (3,5-二甲氧基苯基)己基酮；1-(3,5-二甲氧基-苯基)-1-庚酮
• 英文名称: 1-(3,5-dimethoxyphenyl)heptan-1-one
• 英文别名: 1-(3,5-Dimethoxy-phenyl)-heptan-1-on
• CAS: 39192-51-3
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: FMEATOMLFIVSDA-UHFFFAOYSA-N

物化性质

• 熔点：
  26-30 °C(lit.)
• 沸点：
  161-161.5 °C(Press: 3 Torr)
• 密度：
  1.017 g/mL at 25 °C(lit.)
• 闪点：
  230 °F

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 海关编码：
  2914509090
• 危险品运输编号：
  UN 2811 6.1/PG 3
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P280,P301+P310
• 危险性描述：
  H301,H317,H413

反应信息

• 作为反应物：
  描述：

  1-(3,5-二甲氧基苯基)庚烷-1-酮 在 三氟化硼乙醚 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 122.0h， 生成 5-[2-hexyl-1,3-dithian-2-yl]resorcinol
  参考文献：
  名称：

  大麻素侧链的药理学要求。在C1'处探测大麻素受体亚位点。

  摘要：

  我们实验室的早期工作为CB1和CB2大麻素受体结合域内存在一个亚位点提供了证据，该位点对应于经典大麻素苄基侧链位置的取代基。现在已经通过合成一系列带有C1'-环取代基的（-）-Delta（8）-四氢大麻酚类似物来探索该亚位点的存在和立体化学特征。在本文所述的化合物中，具有C1'-二硫杂环戊烷（1c），C1'-二氧戊环（2d）和环戊基（2a）取代基的化合物表现出对CB1和CB2的最高亲和力。我们使用分子建模方法更好地定义了假定亚位点的立体化学极限。体外药理测试发现1c是有效的CB1激动剂。

  DOI：

  10.1021/jm020558c
• 作为产物：
  描述：

  1-(3,5-dimethoxyphenyl)-1-heptanol 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以79.6%的产率得到1-(3,5-二甲氧基苯基)庚烷-1-酮
  参考文献：
  名称：

  Pharmacophoric Requirements for Cannabinoid Side Chains:  Multiple Bond and C1‘-Substituted Δ⁸-Tetrahydrocannabinols

  摘要：

  Accumulated evidence indicates that within the cannabinoid structure the aliphatic side chain plays a pivotal role in determining cannabimimetic activity. We describe the synthesis and affinities for the CB1 and CB2 receptors of a series of novel Delta(8)-THC analogues in which the side-chain pharmacophores are conformationally more defined than in the parent molecule. No analogue has the side-chain pharmacophore in a fully restricted conformation. However, our design serves to narrow down the scope of options for conformational requirements at the receptor active sites. All the analogues tested showed nanomolar or subnanomolar affinities for the receptors; 2-(6a,7,10,10a-tetrahydro-6,6,9-trimethyl-1-hydroxy-6H-dibenzo[b,d]pyranyl)- 2-hexyl-1,3-dithiolane was found to possess very high affinity for both cannabinoid receptors(CB1, K-i = 0.32 nM; CB2, K-i = 0.52 nM).

  DOI：

  10.1021/jm970277i

文献信息

• [EN] NOVEL METHODS FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] NOUVELLES MÉTHODES DE TRAITEMENT DES MALADIES INFLAMMATOIRES
  申请人：CORTICAL PTY LTD

  公开号：WO2004089927A1

  公开（公告）日：2004-10-21

  Methods of inhibiting the cytokine or biological activity of Macrophage Migration Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as a part of combination therapy. Novel compounds of formula (I) are also provided for.

  提供了抑制巨噬细胞迁移抑制因子（MIF）细胞因子或生物活性的方法，包括将MIF与式（I）化合物接触。该发明还涉及治疗MIF细胞因子或生物活性参与的疾病或病况的方法，包括给予式（I）化合物的治疗，可以单独使用或作为联合疗法的一部分。还提供了式（I）的新化合物。
• [EN] NOVEL CANNABINERGIC COMPOUNDS AND USES THEREOF<br/>[FR] NOUVEAUX COMPOSÉS CANNABINERGIQUES ET LEURS UTILISATIONS
  申请人：UNIV NORTHEASTERN

  公开号：WO2014039042A1

  公开（公告）日：2014-03-13

  Disclosed are compounds and compositions that modulate cannabinoid receptors, methods of modulating cannabinoid receptors, and methods of treating various disorders related to the modulation of cannabinoid receptors. This disclosure is directed to methods of treating cannabinoid dependence, neuropathy, inflammation, glaucoma, a neurodegenerative disorder, a motor function disorder, a gastrointestinal disorder, hypothermia, emesis, loss of appetite, or anorexia associated with AIDS.

  本发明涉及调节大麻素受体的化合物和组合物、调节大麻素受体的方法以及治疗与调节大麻素受体有关的各种疾病的方法。本公开涉及治疗大麻素依赖、神经病变、炎症、青光眼、神经退行性疾病、运动功能障碍、胃肠道疾病、低温、呕吐、食欲不振或艾滋病相关的厌食症的方法。
• Novel methods for the treatment of inflammatory diseases
  申请人：Morand Francis Eric

  公开号：US20070010563A1

  公开（公告）日：2007-01-11

  Methods of inhibiting the cytokine or biological activity of Macrophage Migration Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as a part of combination therapy. Novel compounds of formula (I) are also provided for.

  本发明提供了抑制巨噬细胞迁移抑制因子（MIF）细胞因子或生物活性的方法，包括将MIF与式（I）化合物接触。本发明还涉及治疗MIF细胞因子或生物活性涉及的疾病或病症的方法，包括单独或作为联合治疗的一部分给予式（I）化合物。本发明还提供了新的式（I）化合物。
• Methods for the treatment of inflammatory diseases
  申请人：Cortical PTY LTD

  公开号：US07863313B2

  公开（公告）日：2011-01-04

  Methods of inhibiting the cytokine or biological activity of Macrophage Migration Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as a part of combination therapy. Novel compounds of formula (I) are also provided for.

  提供了抑制细胞因子或巨噬细胞迁移抑制因子（MIF）生物活性的方法，包括将MIF与式（I）的化合物接触。本发明还涉及治疗MIF细胞因子或生物活性参与的疾病或病况的方法，包括单独或作为联合治疗的一部分给予式（I）的化合物。还提供了式（I）的新化合物。
• Novel Methods for the Treatment of Inflammatory Diseases
  申请人：Morand Eric Francis

  公开号：US20100324001A1

  公开（公告）日：2010-12-23

  Methods of inhibiting the cytokine or biological activity of Macrophage Migration Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as a part of combination therapy. Novel compounds of formula (I) are also provided for.

  本发明提供了抑制巨噬细胞迁移抑制因子（MIF）的细胞因子或生物活性的方法，包括使用式（I）的化合物接触MIF。本发明还涉及治疗MIF细胞因子或生物活性参与的疾病或病症的方法，包括单独或作为联合治疗的一部分给予式（I）的化合物。本发明还提供了新的式（I）化合物。