4-[9-(tert-butyldimethylsilyloxy)non-1-ynyl]-7-methoxymethyloxy-3-(4-methoxymethyloxyphenyl)-3-methylchroman-4-ol | 252947-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[9-(tert-butyldimethylsilyloxy)non-1-ynyl]-7-methoxymethyloxy-3-(4-methoxymethyloxyphenyl)-3-methylchroman-4-ol
• 英文别名: (3RS,4RS)-4-[9-(t-Butyldimethylsilyloxy)nonynyl]-4-hydroxy-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-2,3-dihydro-4H-benzopyran；4-[9-(t-butyldimethylsilyloxy)-1-nonynyl]-4-hydroxy-7-methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman；4-[9-(t-Butyldimethylsilyloxy)-1-nonynyl]4-hydroxy-7-methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman；4-[9-[tert-butyl(dimethyl)silyl]oxynon-1-ynyl]-7-(methoxymethoxy)-3-[4-(methoxymethoxy)phenyl]-3-methyl-2H-chromen-4-ol
• CAS: 252947-14-1
• 化学式: C₃₅H₅₂O₇Si
• 分子量: 612.879
• InChiKey: QGHWTBWNISYEKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.56
• 重原子数：
  43
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-[9-(tert-butyldimethylsilyloxy)non-1-ynyl]-7-methoxymethyloxy-3-(4-methoxymethyloxyphenyl)-3-methylchroman-4-ol 在 钯 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 15.0h， 以to obtain 90 mg (yield: 33%) of the title compound as a colorless oil的产率得到9-[7-methoxymethyloxy-3-(4-methoxymethyloxyphenyl)-3-methylchroman-4-yl]nonan-1-ol
  参考文献：
  名称：

  Benzopyran derivatives

  摘要：

  本发明涉及一种具有抗雌激素活性的新型苯并吡喃衍生物。更具体地说，本发明涉及一种由式（I）表示的新型苯并吡喃衍生物及其药学上可接受的盐，其中——表示单键或双键；R1和R2彼此独立地表示氢、羟基或OR基，其中R表示酰基或烷基；R3表示氢、低烷基或卤代低烷基，但当——表示双键时，R3不存在；R4表示氢或低烷基；A表示式a、b、c或d的基团；R5、R6和R7彼此独立地表示氢、烷基、卤代烷基、烯基或卤代烯基，或者R6和R7与它们结合的氮原子一起可以形成一个4至8元杂环环，该环可以被R5取代；X表示O、S或NR8，其中R8表示氢或低烷基；m表示2至15的整数；n表示0至2的整数；p表示0至4的整数。

  公开号：

  US06153768A1
• 作为产物：
  描述：

  ((7-bromoheptyl)oxy)(tert-butyl)dimethylsilane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 二甲基亚砜 为溶剂， 生成 4-[9-(tert-butyldimethylsilyloxy)non-1-ynyl]-7-methoxymethyloxy-3-(4-methoxymethyloxyphenyl)-3-methylchroman-4-ol
  参考文献：
  名称：

  Discovery of thiochroman and chroman derivatives as pure antiestrogens and their structure–activity relationship

  摘要：

  In order to develop pure antiestrogens, a series of 7-hydroxy-3-(4-hydroxyphenyl)-3-methylchroman and 7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman derivatives with sulfoxide containing side chains at the 4-position were designed, synthesized, and evaluated. Among them, compounds 14b and 24b functioned as pure antiestrogens with the ability to downregulate ER, and their in vitro and in vivo antiestrogen activities were similar to those of ICI182,780. In addition, the structure-activity relationship indicated that the (3RS,4RS)-configuration between the 3- and 4-position, the methyl group at the 3-position, the 9-methylene chain between the scaffold and the sulfoxide moiety, and the terminal perfluoroalkyl moiety play an important role in increasing estrogen receptor binding and oral antiestrogen activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.03.020

文献信息

• Benzopyran or thiobenzopyran derivatives
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US06645951B1

  公开（公告）日：2003-11-11

  The present invention provides novel benzopyran compounds, pharmaceutically acceptable salts thereof and stereoisomers thereof where the benzopyran compounds of the invention are compounds according to Formula I: The present invention further provides pharmaceutical compositions which possess anti-estrogenic activity and comprise at least one benzopyran compound of the invention and a method of treating breast cancer by administration of an effective amount of a benzopyran compound provided by the present invention.

  本发明提供了新颖的苯并吡喃化合物，其药学上可接受的盐及其立体异构体，其中本发明的苯并吡喃化合物是根据式I的化合物：本发明还提供了具有抗雌激素活性的药物组合物，包括本发明的至少一种苯并吡喃化合物，并通过给予本发明提供的苯并吡喃化合物的有效量来治疗乳腺癌的方法。
• Novel benzopyran or thiobenzopyran derivatives
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US20040102479A1

  公开（公告）日：2004-05-27

  The present invention relates to a novel benzopyran or thiobenzopyran derivative represented by formula (1): pharmaceutically acceptable salt or stereoisomer thereof, in which X, R 1 , R 2 , R 3 , R 4 and A are defined as described in the specification, and to a process for preparation thereof and a pharmaceutical composition having anti-estrogenic activity which contains the compound (1) as an active component.

  本发明涉及一种由式（1）表示的新型苯并吡喃或硫代苯并吡喃衍生物：其药学上可接受的盐或立体异构体，其中X，R1，R2，R3，R4和A的定义如说明书中所述，以及制备过程和具有抗雌激素活性的制剂，其含有化合物（1）作为活性成分。