Phenol, 3-[(1Z)-1-[[4-[2-(dimethylamino)ethoxy]phenyl]phenylmethylene]propyl]- | 82413-24-9

• 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: Phenol, 3-[(1Z)-1-[[4-[2-(dimethylamino)ethoxy]phenyl]phenylmethylene]propyl]-
• 英文别名: 3-[(Z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-1-phenylbut-1-en-2-yl]phenol
• CAS: 82413-24-9
• 化学式: C₂₆H₂₉NO₂
• 分子量: 387.522
• InChiKey: JPBUGVXOVXSGAV-QPLCGJKRSA-N

物化性质

• 沸点：
  526.6±50.0 °C(Predicted)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-去甲他莫昔芬盐酸盐 、 Phenol, 3-[(1Z)-1-[[4-[2-(dimethylamino)ethoxy]phenyl]phenylmethylene]propyl]- 、 4-羟基三苯氧胺 、 (Z)-N-去甲基-4-羟基三苯氧胺 、 4-[1-[4-[2-(Methylamino)ethoxy]phenyl]-1-phenylbut-1-en-2-yl]phenol 生成 他莫昔芬
  参考文献：
  名称：

  QUANTITATION OF TAMOXIFEN AND METABOLITES THEREOF BY MASS SPECTROMETRY

  摘要：

  本文提供了一种利用质谱法测定样品中的他莫昔芬及其代谢物含量的方法。 在某些方面，本文提供的方法包括测定诺瑞雌酮的含量。 在某些方面，本文提供的方法包括测定诺瑞雌酮和他莫昔芬的含量。 在某些方面，本文提供的方法包括测定诺瑞雌酮和其他他莫昔芬代谢物的含量。 在某些方面，本文提供的方法包括测定他莫昔芬、诺瑞雌酮和其他他莫昔芬代谢物的含量。

  公开号：

  US20150323513A1
• 作为产物：
  描述：

  2-(3-甲氧基苯基)-1-苯乙酮 在 盐酸 、 硫酸 、 乙基溴化镁 、 氢溴酸 、 sodium hydride 、 溶剂黄146 作用下， 反应 18.0h， 生成 Phenol, 3-[(1Z)-1-[[4-[2-(dimethylamino)ethoxy]phenyl]phenylmethylene]propyl]-
  参考文献：
  名称：

  Estrogenic and antiestrogenic activity of monophenolic analogs of tamoxifen, [(Z)-2-[p-(1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine]

  摘要：

  Five hydroxylated analogues of tamoxifen [1, (Z)-2-[p-(1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine] and its geometric isomer were prepared by reaction of protected hydroxy-alpha-ethyldeoxybenzoins with 4-[2-dimethylamino) ethoxy]phenylmagnesium bromide, followed by acid-catalyzed dehydration-deprotection and chromatographic separation of isomer mixtures. Estrogen receptor binding affinity and estrogenic and antiestrogenic activity of each of the compounds were determined in the rat, in comparison with 4-hydroxytamoxifen (2). The new compounds had a wide range of receptor binding affinities, with that of 3-hydroxytamoxifen (6c), the most strongly bound, approaching that of estradiol. The trans isomers 6a,b were more strongly bound than were the cis isomers 7a,b. Antiestrogenic activity was seen in all compounds except 7b. This was also true for estrogenic activity, except that in 6c this activity was also substantially reduced. Maximal antiestrogenic effectiveness of 6c occurred at a 10-fold greater daily dose (50 micrograms/rat) than that required for maximal effect of 2.

  DOI：

  10.1021/jm00351a010

文献信息

• Estrogenic and antiestrogenic activity of monophenolic analogs of tamoxifen, [(Z)-2-[p-(1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine]
  作者：Peter C. Ruenitz、Jerome R. Bagley、Corwin M. Mokler

  DOI：10.1021/jm00351a010

  日期：1982.9

  Five hydroxylated analogues of tamoxifen [1, (Z)-2-[p-(1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine] and its geometric isomer were prepared by reaction of protected hydroxy-alpha-ethyldeoxybenzoins with 4-[2-dimethylamino) ethoxy]phenylmagnesium bromide, followed by acid-catalyzed dehydration-deprotection and chromatographic separation of isomer mixtures. Estrogen receptor binding affinity and estrogenic and antiestrogenic activity of each of the compounds were determined in the rat, in comparison with 4-hydroxytamoxifen (2). The new compounds had a wide range of receptor binding affinities, with that of 3-hydroxytamoxifen (6c), the most strongly bound, approaching that of estradiol. The trans isomers 6a,b were more strongly bound than were the cis isomers 7a,b. Antiestrogenic activity was seen in all compounds except 7b. This was also true for estrogenic activity, except that in 6c this activity was also substantially reduced. Maximal antiestrogenic effectiveness of 6c occurred at a 10-fold greater daily dose (50 micrograms/rat) than that required for maximal effect of 2.
• QUANTITATION OF TAMOXIFEN AND METABOLITES THEREOF BY MASS SPECTROMETRY
  申请人：QUEST DIAGNOSTICS INVESTMENTS INCORPORATED

  公开号：US20150323513A1

  公开（公告）日：2015-11-12

  Provided are methods for determining the amount of tamoxifen and its metabolites in a sample by mass spectrometry. In some aspects, the methods provided herein comprise determining the amount of norendoxifen. In some aspects, the methods provided herein comprise determining the amount of norendoxifen and tamoxifen. In some aspects, the methods provided herein comprise determining the amount of norendoxifen and other tamoxifen metabolites. In some aspects, the methods provided herein comprise determining the amount of tamoxifen, norendoxifen, and other tamoxifen metabolites.

  本文提供了一种利用质谱法测定样品中的他莫昔芬及其代谢物含量的方法。 在某些方面，本文提供的方法包括测定诺瑞雌酮的含量。 在某些方面，本文提供的方法包括测定诺瑞雌酮和他莫昔芬的含量。 在某些方面，本文提供的方法包括测定诺瑞雌酮和其他他莫昔芬代谢物的含量。 在某些方面，本文提供的方法包括测定他莫昔芬、诺瑞雌酮和其他他莫昔芬代谢物的含量。