2-(4-hydroxyphenyl)-4-methoxyacetophenone | 13619-63-1

• 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: 2-(4-hydroxyphenyl)-4-methoxyacetophenone
• 英文别名: 2-(4-hydroxy-phenyl)-1-(4-methoxy-phenyl)-ethanone；<4-Methoxy-benzoyl>-<4-hydroxy-phenyl>-methan；<4-Methoxy-benzoyl>-<4-hydroxyphenyl>-methan；p-Hydroxybenzyl-p-methoxyphenyl-keton；(4-Methoxy-benzoyl)-(4-hydroxyphenyl)-methan；2-(4-Hydroxyphenyl)-1-(4-methoxyphenyl)ethanone
• CAS: 13619-63-1
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: WQFGVIFPRKNDDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  437.5±25.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-hydroxyphenyl)-4-methoxyacetophenone 在 盐酸 、 氢氧化钾 、 正丁基锂 、 硫酸 、 盐酸羟胺 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 9.0h， 生成 2-[4-(4-羟基苯基)-3-(4-甲氧基苯基)-1,2-恶唑-5-基]乙酸
  参考文献：
  名称：

  Synthesis and biological activity of the metabolites of (3,4-bis(4-methoxyphenyl)-5-isoxazolyl)acetic acid.

  摘要：

  制备了[3，4-双（4-甲氧基苯基）-5-异恶唑基]乙酸（N-22）（1）的三种代谢物，并对其前列腺素合成酶抑制活性进行了检测。其中一种代谢物（3）的抑制活性与母体化合物（1）相似，但其他代谢物（2 和 4）的活性较低。

  DOI：

  10.1248/cpb.36.3142
• 作为产物：
  描述：

  脱氧茴香偶姻 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(4-hydroxyphenyl)-4-methoxyacetophenone
  参考文献：
  名称：

  Synthesis and Antiestrogenic Activity of Diaryl Thioether Derivatives

  摘要：

  The reaction of 1,2-diarylethanol and mercapto side chain catalyzed by ZnI2 was used as a key step in the short (three to five steps) and efficient synthesis of 17 diaryl thioether derivatives. Several of these compounds contain a methyl butyl amide chain and an hydroxyaryl moiety, respectively, for antiestrogenic activity and binding affinity on estrogen receptor. No binding affinity for crude cytosolic preparation of the estrogen receptor was observed for compounds without phenolic group, while a low affinity (0.01-0.05%) was measured for mono- or diphenol derivatives. Like the pure steroidal antiestrogen EM-139, these novel nonsteroidal compounds did not exert any stimulatory effect on cell proliferation of (ER(+)) ZR-75-1 human breast cancer cells and partially reversed the amplitude of the stimulatory effect induced by estradiol on this (ER(+)) cell line. No proliferative or antiproliferative effect on (ER(-)) MDA-MB-231 human breast cancer cells was also observed for three of these compounds (39-41). Among the newly synthesized nonsteroidal compounds, the thioether derivative 41 (N-butyl-N-methyl-13,14-bis(4'-hydroxyphenyl)-12-thiatetradecanamide), with a long methylbutylalkanamide side chain and a diphenolic nucleus, was selected as the best antiestrogenic compound. However;this compound was 100-fold less antiestrogenic in (ER(+)) ZR-75-1 cells than the steroidal antiestrogen EM-139.

  DOI：

  10.1021/jm00034a009

文献信息

• [EN] SUBSTITUTED PYRROLOPYRIDINES<br/>[FR] PYRROLOPYRIDINES SUBSTITUES
  申请人：ASTRAZENECA AB

  公开号：WO2004016609A1

  公开（公告）日：2004-02-26

  There are provided novel compounds of formula (I) wherein R1, R2 and R3 are as defined in the specification and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the kinase Itk.

  提供了式(I)的新化合物，其中R1、R2和R3如规范中所定义，并且其药学上可接受的盐；以及它们的制备方法、含有它们的组合物以及它们在治疗中的用途。这些化合物是激酶Itk的抑制剂。
• Generation and Reactivity of Ketyl Radicals with Lignin Related Structures. On the Importance of the Ketyl Pathway in the Photoyellowing of Lignin Containing Pulps and Papers
  作者：Claudia Fabbri、Massimo Bietti、Osvaldo Lanzalunga

  DOI：10.1021/jo047826u

  日期：2005.4.1

  the photochemical studies ketyl radicals have been produced by charge-transfer (CT) photoactivation of the electron donor−acceptor salts of methyl viologen (MV2+) with α-hydroxy-α-phenoxymethyl-aryl acetates. This process leads to the instantaneous formation of the reduced acceptor (methyl viologen radical cation, MV+•), as is clearly shown in a laser flash photolysis experiment by the two absorption

  通过辐射化学和光化学技术已经产生了具有木质素相关结构的酮基。在以前的研究中，酮基是通过α-羰基-β-芳基醚木质素模型与pH值为6.0的水溶液的脉冲辐射分解产生的溶剂化电子反应生成的。酮基的紫外-可见光谱的特征在于三个主要吸收带。当在碱性溶液（pH 11.0）中记录光谱时，这些谱带的形状和位置略有变化，现在将它们分配给了酮基自由基阴离子，并确定了1-（3,4,5-三甲氧基苯基）的ap K a = 9.5。 -2-苯氧基乙醇-1-基。发现酮基的衰变速率与剂量有关，在低剂量时，其范围为（1.7-2.7）×10 3 s- 1。在存在氧气的情况下，观察到酮基的快速衰变（k 2 = 1.8-2.7×10 9 M - 1 s - 1），伴随而来的是形成稳定的产物，即起始酮。在光化学研究中，已经通过α-羟基-α-苯氧基甲基-芳基乙酸酯的甲基紫精（MV 2+）的电子给体-受体盐的电荷转移（CT）光活化产生了
• Catalyst-free Synthesis of 6-Hydroxy Indoles via the Condensation of Carboxymethyl Cyclohexadienones and Amines
  作者：Reddy Rajasekhar Reddy、Komalkant Adlak、Prasanta Ghorai

  DOI：10.1021/acs.joc.7b01136

  日期：2017.8.18

  cyclohexadienones and primary amines has been developed. The aza-Michael addition of the in situ formed enamine, generated through the condensation of carboxymethyl unit of the substrates with an external amine, to cyclohexadienone moiety followed by rearomatization reaction to provide such indoles. Anilines, aliphatic amines, α-chiral aliphatic amines, or even ammonia were used as amine counterpart. Some of

  已经开发了由羧甲基环己二酮和伯胺有效地无催化剂合成6-羟基吲哚的方法。通过底物的羧甲基单元与外部胺的缩合产生的原位形成的烯胺的氮杂-迈克尔加成至环己二烯酮部分，然后进行重新芳构化反应以提供这种吲哚。苯胺，脂肪族胺，α-手性脂肪族胺，甚至氨水都用作胺的对应物。使用Re 2 O 7催化剂，一些环己二酮生成6-氨基吲哚而不是6-羟基吲哚。进行了各种方法学后转换，以探索合成的羟基吲哚的合成效用。
• Substituted pyrrolopyridines
  申请人：Nielsen Aadal Peter

  公开号：US20050261331A1

  公开（公告）日：2005-11-24

  There are provided novel compounds of formula (I) wherein R 1 , R 2 and R 3 are as defined in the specification and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the kinase Itk.

  提供了公式（I）的新化合物，其中R1、R2和R3如规范中定义，并且其药学上可接受的盐；以及它们的制备过程、含有它们的组合物和它们在治疗中的用途。这些化合物是Itk激酶的抑制剂。
• DEOXYBENZOIN-DERIVED ANTI-FLAMMABLE POLYMERS
  申请人：Emrick Todd

  公开号：US20110112241A1

  公开（公告）日：2011-05-12

  The invention provides novel flame-retardant polymers and materials, their synthesis and use. More particularly, the flame-retardant polymers are deoxybenzoin-derived polymers.

  该发明提供了新型阻燃聚合物和材料，其合成和使用。更具体地，这些阻燃聚合物是由脱氧苯甲酮衍生的聚合物。