6-methoxy-2-(4-methoxyphenyl)-3-[4(N-methyl-N-2-(piperidin-1-yl)ethylamino)benzoyl]benzo[b]thiophene | 206434-71-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-methoxy-2-(4-methoxyphenyl)-3-[4(N-methyl-N-2-(piperidin-1-yl)ethylamino)benzoyl]benzo[b]thiophene
• 英文别名: [6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophen-3-yl]-[4-[methyl(2-piperidin-1-ylethyl)amino]phenyl]methanone
• CAS: 206434-71-1
• 化学式: C₃₁H₃₄N₂O₃S
• 分子量: 514.689
• InChiKey: GSYQSGVXDFPEEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-methoxy-2-(4-methoxyphenyl)-3-[4(N-methyl-N-2-(piperidin-1-yl)ethylamino)benzoyl]benzo[b]thiophene 在 三溴化硼 作用下， 以38%的产率得到6-hydroxy-2-(4-hydroxyphenyl)-3-[4-(N-methyl-N-2-(piperidin-1-yl)ethylamino)benzoyl]-benzo[b]thiophene
  参考文献：
  名称：

  Novel nonsteroidal selective estrogen receptor modulators. Carbon and heteroatom replacement of oxygen in the ethoxypiperidine region of raloxifene

  摘要：

  Compounds were synthesized where oxygen in the ethoxypiperidine region of raloxifene is replaced with carbon, sulfur, or nitrogen linkages. Thia- and aza-substituted compounds were prepared by novel methodology. The compounds were evaluated in vitro as selective estrogen receptor modulators (SERMs). Calculations suggested the compounds exhibit an ER-a binding affinity/conformational energy relationship. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00050-5
• 作为产物：
  描述：

  1-(2-氯乙基)哌啶盐酸盐 在 sodium hydroxide 、 三氯化铝 、 氯化亚砜 、 sodium hydride 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 6-methoxy-2-(4-methoxyphenyl)-3-[4(N-methyl-N-2-(piperidin-1-yl)ethylamino)benzoyl]benzo[b]thiophene
  参考文献：
  名称：

  Novel nonsteroidal selective estrogen receptor modulators. Carbon and heteroatom replacement of oxygen in the ethoxypiperidine region of raloxifene

  摘要：

  Compounds were synthesized where oxygen in the ethoxypiperidine region of raloxifene is replaced with carbon, sulfur, or nitrogen linkages. Thia- and aza-substituted compounds were prepared by novel methodology. The compounds were evaluated in vitro as selective estrogen receptor modulators (SERMs). Calculations suggested the compounds exhibit an ER-a binding affinity/conformational energy relationship. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00050-5

文献信息

• Substituted benzo(b)thiophene compounds having activity as selective estrogen receptor modulators
  申请人：ELI LILLY AND COMPANY

  公开号：EP0838464A1

  公开（公告）日：1998-04-29

  The present invention provides compounds with nitrogen, sulfur or carbon linked basic side chains of formula where R1 and R2 are independently hydrogen, halo, hydroxy, alkoxy, alkylcarbonyloxy, alkoxycarbonyl, alkoxycarbonyloxy, arylcarbonyloxy, aryloxycarbonyloxy, or alkylsulfonyloxy; O-SO2-(C4-C6 alkyl), chloro, fluoro, or bromo; W is CHOH, C(O), or CH2; Y is -CH2-, -NH-, -NMe-, -S-, -SO2-; and R3 and R4 are independently hydrogen, alkyl, alkylcarbonyl, alkylamino-carbonyl, or arylcarbonyl, or together with the nitrogen to which they are attached form 1-pyrrolidinyl, 1-piperidinyl, or a 5- or 6-membered imide or cyclic amide ring. The present invention also provides pharmaceutical compositions containing the compounds optionally containing estrogen or progestin, and the use of such compounds, alone, or in combination with estrogen or progestin, for treating osteoporosis, aortal smooth muscle cell proliferation, (particularly restenosis), and estrogen-dependent cancer (particularly breast cancer).

  本发明提供了具有氮、硫或碳连接的基本侧链的化合物，其式如下 其中 R1 和 R2 独立地是氢、卤素、羟基、烷氧基、烷基羰基氧基、烷氧基羰基氧基、烷氧基羰基氧基、芳基羰基氧基、芳基氧基羰基氧基或烷基磺酰氧基；O-SO2-（C4-C6 烷基）、氯、氟或溴；W 是 CHOH、C(O) 或 CH2；Y 是- -、-NH-、-NMe-、-S-、-SO2-；R3 和 R4 独立地是氢、烷基、烷基羰基、烷基氨基羰基或芳基羰基，或与它们所连接的氮一起形成 1-吡咯烷基、1-哌啶基或 5 或 6 元亚胺或环酰胺环。 本发明还提供了含有可选地含有雌激素或孕激素的化合物的药物组合物，以及这些化合物单独或与雌激素或孕激素联合用于治疗骨质疏松症、动脉平滑肌细胞增殖（特别是再狭窄）和雌激素依赖性癌症（特别是乳腺癌）的用途。
• US5962475A
  申请人：——

  公开号：US5962475A

  公开（公告）日：1999-10-05