4-(4-(2-fluorobenzyl)-4-methoxy-1-piperidinyl)benzoic acid | 870812-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(4-(2-fluorobenzyl)-4-methoxy-1-piperidinyl)benzoic acid
• 英文别名: 4-[4-[(2-fluorophenyl)methyl]-4-methoxypiperidin-1-yl]benzoic acid
• CAS: 870812-24-1
• 化学式: C₂₀H₂₂FNO₃
• 分子量: 343.398
• InChiKey: XQBUHZVQFMJSTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  502.8±50.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-(2-fluorobenzyl)-4-methoxy-1-piperidinyl)benzoic acid 在 N,N-二甲基甲酰胺 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  N-sulfonylcarboximidamide apoptosis promoters

  摘要：

  具有该公式的化合物是凋亡促进剂。还公开了制备这些化合物的方法、含有这些化合物的组合物以及使用这些化合物的治疗方法。

  公开号：

  US20050272744A1
• 作为产物：
  描述：

  magnesium,1-fluoro-2-methanidylbenzene,chloride 在 lithium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 反应 2.0h， 生成 4-(4-(2-fluorobenzyl)-4-methoxy-1-piperidinyl)benzoic acid
  参考文献：
  名称：

  Studies Leading to Potent, Dual Inhibitors of Bcl-2 and Bcl-xL

  摘要：

  Overexpression of the antiapototic proteins Bcl-2 and Bcl-xL provides a common mechanism through which cancer cells gain a survival advantage and become resistant to conventional chemotherapy. Inhibition of these prosurvival proteins is an attractive strategy for cancer therapy. We recently described the discovery of a selective Bcl-xL antagonist that potentiates the antitumor activity of chemotherapy and radiation. Here we describe the use of structure-guided design to exploit a deep hydrophobic binding pocket on the surface of these proteins to develop the first dual, subnanomolar inhibitors of Bcl-xL and Bcl-2. This study culminated in the identification of 2, which exhibited EC50 values of 8 nM and 30 nM in Bcl-2 and Bcl-xL dependent cells, respectively. Compound 2 demonstrated single agent efficacy against human follicular lymphoma cell lines that overexpress Bcl-2, and efficacy in a murine xenograft model of lymphoma when given both as a single agent and in combination with etoposide.

  DOI：

  10.1021/jm061152t

文献信息

• N-SULFONYLCARBOXIMIDAMIDE APOPTOSIS PROMOTERS
  申请人：Elmore Steven W.

  公开号：US20100035879A1

  公开（公告）日：2010-02-11

  Compounds having the formula are apoptosis promoters. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  具有公式的化合物是凋亡促进剂。还公开了制备这些化合物的方法、含有这些化合物的组合物以及使用这些化合物的治疗方法。
• APOPTOSIS PROMOTERS
  申请人：ABBOTT LABORATORIES

  公开号：EP1888543B1

  公开（公告）日：2012-08-01
• Apoptosis Promoters
  申请人：Elmore Steven W.

  公开号：US20080194691A1

  公开（公告）日：2008-08-14

  Compounds of formula (I), in which B 1 and X 1 are together alkylene which is unsubstituted or substituted with ═O and having one CH2 moiety unreplaced or replaced with CH═CH, O, NH or N(alkyl), which inhibit the activity of antiapoptotic Bcl-2 family protein members, compositions containing the compounds and methods of treating diseases during which are expressed one or more than one of an anti-apoptotic family protein member are disclosed.
• US7585858B2
  申请人：——

  公开号：US7585858B2

  公开（公告）日：2009-09-08
• US7777076B2
  申请人：——

  公开号：US7777076B2

  公开（公告）日：2010-08-17