1,2,3-Tri-p-anisyl-2-propen-1-on | 54656-03-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,2,3-Tri-p-anisyl-2-propen-1-on
• 英文别名: 1,2,3-Tris(4-methoxyphenyl)-2-propen-1-one；1,2,3-tris(4-methoxyphenyl)prop-2-en-1-one
• CAS: 54656-03-0
• 化学式: C₂₄H₂₂O₄
• 分子量: 374.436
• InChiKey: RMVVCENMNZVVNQ-UHFFFAOYSA-N

物化性质

• 沸点：
  557.7±50.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2,3-Tri-p-anisyl-2-propen-1-on 在 三氟乙酸 作用下， 以56%的产率得到5-methoxy-2,3-bis(4-methoxyphenyl)-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Discovery of novel sesquistilbene indanone analogues as potent anti-inflammatory agents

  摘要：

  To develop novel anti-inflammatory agents with improved pharmaceutical profiles, twenty-eight novel sesquistilbene indanone analogues were synthesized and evaluated for anti-inflammatory activity using RAW264.7 cells. Among these compounds, compound ilk was found to be one of the most potent analogues in inhibiting NO production in LPS-stimulated RAW264.7 cells. Furthermore, it could also significantly suppress LPS-induced iNOS and COX-2 expression and NO production through TLR4/JNK/NF-kappa B signaling pathway in a concentration dependent manner. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.02.021
• 作为产物：
  描述：

  脱氧茴香偶姻 在 盐酸 、 potassium acetate 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 生成 1,2,3-Tri-p-anisyl-2-propen-1-on
  参考文献：
  名称：

  来自 Aril Monoazines 与碱反应的光致产物

  摘要：

  用甲醇钠处理苄基单嗪得到 5-甲氧基-1,2,5-三苯基-3,4-二氮杂-2,4-戊二烯-1-酮 (2), 5-苯甲酰基-4,5-二氢-3 ,4,5-triphenylpyrazol-4-ol (3) 和简单的裂解产物。化合物3水解为3,4,5-三苯基吡唑和苯甲酸。它是向光性的，在暴露于阳光下时可逆地转化为红色产物，该产物很容易自氧化为苄基单嗪。对苯甲醚单嗪和对甲苯基单嗪与甲醇钠反应会形成类似的光致产物。通过裂解为 α-酮亚胺阴离子，然后将它们二聚化，可以将吖嗪还原为光致产物；这种途径也可以解释裂解产物的形成。或者，可以通过氢化物或电子转移进行还原；通过观察到用叔丁醇钾处理对甲苯里单嗪也得到相应的光致产物，确定了氢化物转移不一定涉及。它是提议...

  DOI：

  10.1139/v74-494

文献信息

• Phototropic Products from the Reactions of Aril Monoazines with Bases
  作者：Peter Yates、E. M. Levi、B. L. Shapiro

  DOI：10.1139/v74-494

  日期：1974.10.1

  monoazine. Analogous phototropic products are formed on reaction of p-anisil monoazine and p-tolil monoazine with sodium methoxide. Reduction of the azines to the phototropic products may occur by cleavage to α-keto imine anions followed by their dimerization; such a pathway can also account for the formation of the cleavage products. Alternatively, reduction may proceed by hydride or electron transfer;

  用甲醇钠处理苄基单嗪得到 5-甲氧基-1,2,5-三苯基-3,4-二氮杂-2,4-戊二烯-1-酮 (2), 5-苯甲酰基-4,5-二氢-3 ,4,5-triphenylpyrazol-4-ol (3) 和简单的裂解产物。化合物3水解为3,4,5-三苯基吡唑和苯甲酸。它是向光性的，在暴露于阳光下时可逆地转化为红色产物，该产物很容易自氧化为苄基单嗪。对苯甲醚单嗪和对甲苯基单嗪与甲醇钠反应会形成类似的光致产物。通过裂解为 α-酮亚胺阴离子，然后将它们二聚化，可以将吖嗪还原为光致产物；这种途径也可以解释裂解产物的形成。或者，可以通过氢化物或电子转移进行还原；通过观察到用叔丁醇钾处理对甲苯里单嗪也得到相应的光致产物，确定了氢化物转移不一定涉及。它是提议...
• Discovery of novel sesquistilbene indanone analogues as potent anti-inflammatory agents
  作者：Mei-Lin Tang、Chen Zhong、Zheng-Yu Liu、Peng Peng、Xin-Hua Liu、Xun Sun

  DOI：10.1016/j.ejmech.2016.02.021

  日期：2016.5

  To develop novel anti-inflammatory agents with improved pharmaceutical profiles, twenty-eight novel sesquistilbene indanone analogues were synthesized and evaluated for anti-inflammatory activity using RAW264.7 cells. Among these compounds, compound ilk was found to be one of the most potent analogues in inhibiting NO production in LPS-stimulated RAW264.7 cells. Furthermore, it could also significantly suppress LPS-induced iNOS and COX-2 expression and NO production through TLR4/JNK/NF-kappa B signaling pathway in a concentration dependent manner. (C) 2016 Elsevier Masson SAS. All rights reserved.