1-(2'-hydroxy-4',6'-dimethoxyphenyl)-2-(2",4"-dimethoxyphenyl)ethanone | 39604-69-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(2'-hydroxy-4',6'-dimethoxyphenyl)-2-(2",4"-dimethoxyphenyl)ethanone
• 英文别名: 2-hydroxy-4,6-dimethoxyphenyl-2',4'-dimethoxybenzyl ketone；2-hydroxy-4,6,2',4'-tetramethoxy-deoxybenzoin；2-Hydroxy-4,6,2',4'-tetramethoxy-desoxybenzoin；2-(2,4-Dimethoxy-phenyl)-1-(2-hydroxy-4,6-dimethoxy-phenyl)-ethanone；<2-Hydroxy-4,6-dimethoxy-phenyl>-<2,4-dimethoxy-benzyl>-keton；<2-Hydroxy-4.6-dimethoxy-phenyl>-<2.4-dimethoxy-benzyl>-keton；2-(2,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)ethanone
• CAS: 39604-69-8
• 化学式: C₁₈H₂₀O₆
• 分子量: 332.353
• InChiKey: DYXLZZUNYDZQGC-UHFFFAOYSA-N

物化性质

• 熔点：
  139°C
• 沸点：
  519.9±45.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  1-(2'-hydroxy-4',6'-dimethoxyphenyl)-2-(2",4"-dimethoxyphenyl)ethanone 在 吗啉 、 吡啶盐酸盐 、 三溴化硼 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1,3,8-三羟基-11H-苯并呋喃并[2,3-b][1]苯并吡喃-11-酮
  参考文献：
  名称：

  Constrained phytoestrogens and analogues as ERβ selective ligands

  摘要：

  A new series of ERbeta (ERbeta) selective ligands has been prepared. One of the compounds 6, structurally related to the phytoestrogen apigenin 4, displays a binding preference for ERbeta over ERalpha of over 40-fold. In addition to its binding selectivity, 6 was able to potently induce metallothionein (an ERbeta specific response in human SAOS-2 cells) while demonstrating low potency in an ERalpha dependant ERE-tk luciferase assay in MCF-7 cells. Such receptor and cell selectivity could make 6 a useful molecular probe for better understanding the role of ERbeta in mammalian physiology. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00394-9
• 作为产物：
  描述：

  (2,4-dimethoxy-phenyl)-acetyl chloride 在 三氯化铝 作用下， 以 氯仿 、 1,2-二氯乙烷 为溶剂， 生成 1-(2'-hydroxy-4',6'-dimethoxyphenyl)-2-(2",4"-dimethoxyphenyl)ethanone
  参考文献：
  名称：

  Constrained phytoestrogens and analogues as ERβ selective ligands

  摘要：

  A new series of ERbeta (ERbeta) selective ligands has been prepared. One of the compounds 6, structurally related to the phytoestrogen apigenin 4, displays a binding preference for ERbeta over ERalpha of over 40-fold. In addition to its binding selectivity, 6 was able to potently induce metallothionein (an ERbeta specific response in human SAOS-2 cells) while demonstrating low potency in an ERalpha dependant ERE-tk luciferase assay in MCF-7 cells. Such receptor and cell selectivity could make 6 a useful molecular probe for better understanding the role of ERbeta in mammalian physiology. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00394-9

文献信息

• Substituted 10,11-benzo[b]fluoren-10-ones as estrogenic agents
  申请人：Wyeth

  公开号：US20030087955A1

  公开（公告）日：2003-05-08

  This invention provides estrogen receptor modulators of formula 1, having the structure 1 wherein X, Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 , and Z 4 are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  这项发明提供了公式1的雌激素受体调节剂，具有结构 1 其中 X，Y 1 ，Y 2 ，Y 3 ，Y 4 ，Z 1 ，Z 2 ，Z 3 和Z 4 如规范中定义，或其药用可接受盐。
• Total synthesis of apios isoflavones and investigation of their tyrosinase inhibitory activity
  作者：Nana Asebi、Ken-ichi Nihei

  DOI：10.1016/j.tet.2019.130589

  日期：2019.10

  key steps. In addition, aglycones 4 and 5 and related natural isoflavone cajanin (6) were synthesized in short steps. Evaluation of the inhibitory activity of these compounds toward tyrosinase indicated that all the compounds were active. In particular, the half-maximal inhibitory concentration of compound 1 toward tyrosinase was measured to be 729 μM.

  通过Friedel-Crafts反应，Bischler-Napieralski型环化和相转移催化糖基化作为关键步骤，首次合成了Apios异黄酮葡萄糖苷1和2。此外，糖苷元4和5以及相关的天然异黄酮木豆素（6）可以在短时间内合成。这些化合物对酪氨酸酶的抑制活性的评估表明所有化合物都是有活性的。特别地，测得化合物1对酪氨酸酶的最大抑制浓度的一半为729μM。
• Synthetic analogues of wedelolactone
  作者：T.R. Govindachari、K. Nagarajan、P.C. Parthasarathy

  DOI：10.1016/0040-4020(61)80016-1

  日期：1961.1

  The syntheses of 7′-methoxy- and 5′,7′,6-trimethoxy-coumarino(3′,4′:3,2)coumarones (IIa and IIb) are described.

  描述了7'-甲氧基-和5'，7'，6-三甲氧基-香豆素（3'，4'：3,2）香豆酮（IIa和IIb）的合成。
• Substituted 10,11-benzo&lsqb;b&rsqb;fluoren-10-ones as estrogenic agents
  申请人：Wyeth

  公开号：US06589980B2

  公开（公告）日：2003-07-08

  This invention provides estrogen receptor modulators of formula I, having the structure wherein X, Y1, Y2, Y3, Y4, Z1, Z2, Z3, and Z4 are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  本发明提供了公式I的雌激素受体调节剂，其结构为X，Y1，Y2，Y3，Y4，Z1，Z2，Z3和Z4如规范中所定义，或其药学上可接受的盐。
• Gilbert et al., Journal of the Chemical Society, 1957, p. 3740,3745
  作者：Gilbert et al.

  DOI：——

  日期：——