10-[(3S,4S)-7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)decanoic acid | 344397-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: 10-[(3S,4S)-7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)decanoic acid
• 英文别名: 10-[(3S,4S)-7-hydroxy-3-(4-hydroxyphenyl)-3-methyl-2,4-dihydrothiochromen-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)decanoic acid
• CAS: 344397-32-6
• 化学式: C₃₂H₃₇F₉O₄S
• 分子量: 688.695
• InChiKey: JRMANMBRBIFIFQ-JLJWFRADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  46
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  ethyl 2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)-8-nonenoate 生成 10-[(3S,4S)-7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)decanoic acid
  参考文献：
  名称：

  3-methyl-chroman and -thiochroman derivatives

  摘要：

  本发明提供了具有以下一般式（1）的化合物： 其中R1代表氢原子等；R2代表C3-C3全卤代烷基等；R3和R4各自独立地代表氢原子等；X代表氧原子或硫原子；m代表2至14的整数；n代表0至8的整数；或该化合物的对映体、水合物或药用可接受的盐。一般式（1）的化合物在药用上具有抗雌激素活性，具有优势。

  公开号：

  US06552069B1

文献信息

• 3-methyl-chroman and -thiochroman derivatives
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US06552069B1

  公开（公告）日：2003-04-22

  The present invention provides a compound having the following general formula (1): in which R1 represents a hydrogen atom, etc.; R2 represents a C3-C3 perhalogenoalkyl group, etc.; each of R3 and R4 independently represents a hydrogen atom, etc.; X represents an oxygen atom or a sulfur atom; m represents an integer of 2 to 14; and n represents an integer of 0 to 8; or enantiomers of the compound, or hydrates or pharmaceutically acceptable salts of the compound or its enantiomers. The compound of general formula (1) is advantageous in pharmaceutical use because of its anti-estrogenic activity.

  本发明提供了具有以下一般式（1）的化合物： 其中R1代表氢原子等；R2代表C3-C3全卤代烷基等；R3和R4各自独立地代表氢原子等；X代表氧原子或硫原子；m代表2至14的整数；n代表0至8的整数；或该化合物的对映体、水合物或药用可接受的盐。一般式（1）的化合物在药用上具有抗雌激素活性，具有优势。
• 3-METHYL-CHROMAN AND -THIOCHROMAN DERIVATIVES
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：EP1241166A1

  公开（公告）日：2002-09-18

  The present invention provides a compound having the following general formula (1): in which    R1 represents a hydrogen atom, etc.;    R2 represents a C3-C5 perhalogenoalkyl group, etc.;    each of R3 and R4 independently represents a hydrogen atom, etc.;    X represents an oxygen atom or a sulfur atom;    m represents an integer of 2 to 14; and    n represents an integer of 0 to 8; or enantiomers of the compound, or hydrates or pharmaceutically acceptable salts of the compound or its enantiomers. The compound of general formula (1) is advantageous in pharmaceutical use because of its anti-estrogenic activity.

  本发明提供了具有以下通式(1)的化合物： 其中 R1 代表氢原子等 R2 代表 C3-C5 全卤代烷基等； R3 和 R4 各自独立地代表氢原子等； X 代表氧原子或硫原子； m 代表 2 至 14 的整数；以及 n 代表 0 至 8 的整数； 或该化合物的对映体，或该化合物或其对映体的水合物或药学上可接受的盐。通式（1）化合物具有抗雌激素活性，因此在医药用途中具有优势。
• US6552069B1
  申请人：——

  公开号：US6552069B1

  公开（公告）日：2003-04-22
• Discovery of thiochroman derivatives bearing a carboxy-containing side chain as orally active pure antiestrogens
  作者：Yoshitake Kanbe、Myung-Hwa Kim、Masahiro Nishimoto、Yoshihito Ohtake、Toshiaki Tsunenari、Kenji Taniguchi、Iwao Ohizumi、Shin-ichi Kaiho、Yoshiaki Nabuchi、Setsu Kawata、Kazumi Morikawa、Jae-Chon Jo、Hee-An Kwon、Hyun-Suk Lim、Hak-Yeop Kim

  DOI：10.1016/j.bmcl.2006.04.090

  日期：2006.8

  In order to search for alternatives to the sulfoxide moiety in the long side chain of pure antiestrogens, several molecules that may interact with water in a fashion similar to ICI164,384 were designed and it was found that compounds with the carboxy, the sulfamide, or the sulfonamide instead of the sulfoxide moiety also functioned as pure antiestrogens. Interestingly, the compound possessing the carboxy moiety showed superior antiestrogen activity compared to ICI182,780 when dosed orally. Results of the pharmacokinctic evaluation indicated that the potent antiestrogen activity at oral dosing attributed to both the improved absorption from the intestinal wall and the metabolic stability of the compound in liver. (c) 2006 Elsevier Ltd. All rights reserved.