1-(4-甲氧基苯基)-2-(4-苯基甲氧基苯基)乙酮 | 23592-79-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(4-甲氧基苯基)-2-(4-苯基甲氧基苯基)乙酮
• 英文名称: 1-(4'-methoxyphenyl)-2-<4'-(benzyloxy)phenyl>ethanone
• 英文别名: 1-<4-Methoxy-phenyl>-2-<4-benzyloxy-phenyl>-ethanon-1；Ethanone, 1-(4-methoxyphenyl)-2-[4-(phenylmethoxy)phenyl]-；1-(4-methoxyphenyl)-2-(4-phenylmethoxyphenyl)ethanone
• CAS: 23592-79-2
• 化学式: C₂₂H₂₀O₃
• 分子量: 332.399
• InChiKey: UOCZCOBACJVUHH-UHFFFAOYSA-N

物化性质

• 沸点：
  511.5±35.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基苯基)-2-(4-苯基甲氧基苯基)乙酮 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以96%的产率得到1-(4'-methoxyphenyl)-2-<4'-(benzyloxy)phenyl>ethanol
  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
• 作为产物：
  描述：

  2-(4-hydroxyphenyl)-4-methoxyacetophenone 、 氯化苄 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 45.0h， 生成 1-(4-甲氧基苯基)-2-(4-苯基甲氧基苯基)乙酮
  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

• Inhibitor of cox
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：US20040157891A1

  公开（公告）日：2004-08-12

  A compound of the formula (I): 1 wherein R 1 is cycloalkyl, etc; R 2 is (lower)alkoxy, etc; R 3 is (lower)alkylene, etc; R 4 is (lower)alkylene, etc; R 5 is hydroxy, etc; X is “O”, “S”, “SO”, or “SO 2 ”; Y is “CH” or “N”; n is 0 or 1; or pharmaceutically acceptable salts thereof, which are useful as a medicament.

  一种具有以下式（I）的化合物：其中R1是环烷基等；R2是（较低）烷氧基等；R3是（较低）烷基烯基等；R4是（较低）烷基烯基等；R5是羟基等；X为“O”、“S”、“SO”或“SO2”；Y为“CH”或“N”；n为0或1；或其药学上可接受的盐，可用作药物。
• [EN] OXAZOLE DERIVATIVES AS INHIBITORS OF CYCLOOXYGENASE<br/>[FR] DERIVES D'OXAZOLE UTILISES COMME INHIBITEURS DE LA CYCLO-OXYGENASE
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2004065374A1

  公开（公告）日：2004-08-05

  A compound of the formula (I): wherein R1 is cycloalkyl, etc; R2 is (lower)alkoxy, etc; R3 is (lower)alkylene, etc; R4 is (lower)alkylene, etc; R5 is hydroxy, etc; X is '0', 'S', 'SO', or 'S02'; Y is 'CH' or 'N'; n is 0 or 1; or pharmaceutically acceptable salts thereof, which are useful as a medicament.

  其中R1是环烷基等；R2是（较低）烷氧基等；R3是（较低）烷基等；R4是（较低）烷基等；R5是羟基等；X是'0'，'S'，'SO'或'SO2'；Y是'CH'或'N'；n为0或1；或其药学上可接受的盐，可用作药物。
• OXAZOLE DERIVATIVES AS INHIBITORS OF CYCLOOXYGENASE
  申请人：Astellas Pharma Inc.

  公开号：EP1583749A1

  公开（公告）日：2005-10-12
• Synthesis and Antiestrogenic Activity of Diaryl Thioether Derivatives
  作者：Donald Poirier、Serge Auger、Yves Merand、Jacques Simard、Fernand Labrie

  DOI：10.1021/jm00034a009

  日期：1994.4

  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.