2-(3,5-dimethoxyphenyl)propanenitrile | 35051-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,5-dimethoxyphenyl)propanenitrile
• 英文别名: 2-(3,5-dimethoxy-phenyl)-propionitrile；(+/-)-2-(3.5-Dimethoxy-phenyl)-propionsaeure-nitril；2-(3,5-Dimethoxy-phenyl)-propionitril；2-<3,5-Dimethoxy-phenyl>-propionsaeure-nitril；2-(3,5-Dimethoxyphenyl)propionitril
• CAS: 35051-96-8
• 化学式: C₁₁H₁₃NO₂
• mdl: MFCD11036526
• 分子量: 191.23
• InChiKey: OMTCBULMCFFOEF-UHFFFAOYSA-N

物化性质

• 沸点：
  128-134 °C(Press: 0.8 Torr)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3,5-dimethoxyphenyl)propanenitrile 在 水 、 sodium hydroxide 作用下， 以 正丁醇 为溶剂， 反应 4.0h， 以92%的产率得到2-(3,5-dimethoxyphenyl)propanoic acid
  参考文献：
  名称：

  Controlled-Deactivation Cannabinergic Ligands

  摘要：

  We report an approach for obtaining novel cannabinoid analogues with controllable deactivation and improved druggability. Our design involves the incorporation of a metabolically labile ester group at the 2'-position on a series of (-)-Delta(8)-THC analogues. We have sought to introduce benzylic substituents a to the ester group which affect the half-lives of deactivation through enzymatic activity while enhancing the affinities and efficacies of individual ligands for the CB1 and CB2 receptors. The 1'-(S)-methyl, 1'-gem-dimethyl, and 1'-cyclobutyl analogues exhibit remarkably high affinities for both CB receptors. The novel ligands are susceptible to enzymatic hydrolysis by plasma esterases in a controllable manner, while their metabolites are inactive at the CB receptors. In further in vitro and in vivo experiments key analogues were shown to be potent CB1 receptor agonists and to exhibit CBI-mediated hypothermic and analgesic effects.

  DOI：

  10.1021/jm4016075
• 作为产物：
  描述：

  2-cyano-2-(3,5-dimethoxy-phenyl)-propionic acid ethyl ester 在 氢氧化钾 作用下， 生成 2-(3,5-dimethoxyphenyl)propanenitrile
  参考文献：
  名称：

  暴露效率：干洗店全氯乙烯暴露的概念和应用。

  摘要：

  由于特定的空气污染物源，计算人口暴露的标准方法相对复杂。在许多情况下，更简单和近似的方法将很有用。本文基于暴露效率的概念，开发了一种方法，可用于估算来源（或来源类别）对综合人群暴露的影响。举例说明该方法，该方法使用暴露效率的概念来检查美国干洗店的四氯乙烯排放的影响。本文通过对100个随机选择的干洗店中的每一个进行评估来探索暴露效率的地理差异。对于具有长的大气停留时间的全氯乙烯，发现曝光效率的位置到位置的变化相对较小。这表明基于风险暴露效率的一般分布特征的简单风险暴露评估可以用于风险评估，而不会引入明显的不确定性。对于许多化合物，例如全氯乙烯，估计癌症效力或源排放量所固有的不确定性将主导这些小误差。

  DOI：

  10.1080/10473289.2000.10464199

文献信息

• 2-(4-Pyridyl)amino-6-dialkoxyphenyl-pyrido[2,3-d]pyrimdin-7-ones
  申请人：——

  公开号：US20030220345A1

  公开（公告）日：2003-11-27

  This invention provides antiangiogenic compounds of the Formula (I), which are useful for treating diseases, resulting from uncontrolled cellular proliferation such as cancer, atherosclerosis, rheumatoid arthritis, and psoriasis. 1

  这项发明提供了公式（I）的抗血管生成化合物，可用于治疗由于细胞不受控制增殖而导致的疾病，如癌症、动脉粥样硬化、类风湿性关节炎和牛皮癣。
• [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 Cannabinergic Compounds and Uses Thereof
  申请人：Northeastern University

  公开号：US20160108016A1

  公开（公告）日：2016-04-21

  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相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、肠道功能障碍、低体温、呕吐、食欲丧失或艾滋病相关的厌食症的方法。
• Cannabinergic compounds and uses thereof
  申请人：Northeastern University

  公开号：US10882838B2

  公开（公告）日：2021-01-05

  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.

  公开了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。本公开涉及治疗与艾滋病相关的大麻素依赖、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、低体温、呕吐、食欲不振或厌食症的方法。
• The reaction of various methoxy-substituted haloarenes with amines and nitriles under aryne-forming conditions
  作者：Aziz Razzuk、Edward R. Biehl

  DOI：10.1021/jo00388a058

  日期：1987.6