2,3'-diallyl-biphenyl-3,4'-diol | 131845-53-9

• 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'-diallyl-biphenyl-3,4'-diol
• 英文别名: 2,3'-diallyl-3,4'-biphenyldiol；3-(4-hydroxy-3-prop-2-enylphenyl)-2-prop-2-enylphenol
• CAS: 131845-53-9
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: GESOGIZKEVIQEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(3-甲氧基苯基)苯酚 在 氯化二乙基铝 、 三溴化硼 、 potassium carbonate 作用下， 以 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 反应 39.0h， 生成 2,3'-diallyl-biphenyl-3,4'-diol 、 2,3'-diallyl-biphenyl-3,4'-diol
  参考文献：
  名称：

  METHOD OF PRODUCING BIPHENOLIC COMPOUND, NOVEL BIPHENYL COMPOUND AND SYNTHESIS METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING PARKINSON'S DISEASE

  摘要：

  本发明公开了一种生产厚朴酚及其类似物的方法，以及由此制备的新颖中间体。还公开了一种用于治疗帕金森病的药物组合物，该组合物包含厚朴酚和/或其类似物。

  公开号：

  US20130303788A1

文献信息

• METHOD OF PRODUCING BIPHENOLIC COMPOUND, NOVEL BIPHENYL COMPOUND AND SYNTHESIS METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING PARKINSON'S DISEASE
  申请人：Chan Ming-Huan

  公开号：US20130303788A1

  公开（公告）日：2013-11-14

  A method of producing honokiol and analogues thereof, and novel intermediates prepared by virtue thereof are disclosed herein. A pharmaceutical composition for treating Parkinson's disease, which contains honokiol and/or the analogues thereof, is also disclosed herein.

  本发明公开了一种生产厚朴酚及其类似物的方法，以及由此制备的新颖中间体。还公开了一种用于治疗帕金森病的药物组合物，该组合物包含厚朴酚和/或其类似物。
• Synthesis of honokiol analogues and evaluation of their modulating action on VEGF protein secretion and telomerase-related gene expressions
  作者：María Sánchez-Peris、Juan Murga、Eva Falomir、Miguel Carda、Juan Alberto Marco

  DOI：10.1111/cbdd.12880

  日期：2017.4

  A group of 36 biphenyl derivatives structurally related to honokiol were synthesized by means of Suzuki coupling reactions. Their cytotoxicities were evaluated and compared to that of honokiol. Some of the compounds were then evaluated for their ability to downregulate the secretion of the VEGF protein and the expression of the VEGF, hTERT, and c‐Myc genes; the two latter involved in the activation of telomerase in tumoral cells. Some of the synthetized derivatives showed promising pharmacological features as they exhibited IC50 values in low micromolar range, good therapeutic margins, and a multiple mode of action on tumor cells based on the inhibition of VEGF and, at the same time, of the expression of genes related to the activation of telomerase.
• Biphenyl derivative, nerve cell degeneration repairing or protecting agent and process for preparing a phenyl derivative contained in the agent
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0382213B1

  公开（公告）日：1995-05-10
• US5053548A
  申请人：——

  公开号：US5053548A

  公开（公告）日：1991-10-01
• An expedient synthesis of honokiol and its analogues as potential neuropreventive agents
  作者：Subhankar Tripathi、Ming-Huan Chan、Chinpiao Chen

  DOI：10.1016/j.bmcl.2011.11.030

  日期：2012.1

  An efficient synthesis of honokiol with Suzuki-Miyaura cross coupling obtained an overall yield of 45%. The proposed approach successfully synthesized several structurally similar alkyl, alkenyl and alkynyl analogues, seven of which showed potential neuropreventive activity against MPP+-induced and CHP/TBHP oxidative stress induced neuroblastoma cell death. (C) 2011 Elsevier Ltd. All rights reserved.