N-(6-chloropyridin-3-yl)-4-fluorobenzamide | 325457-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(6-chloropyridin-3-yl)-4-fluorobenzamide
• 英文别名: ztz240
• CAS: 325457-98-5
• 化学式: C₁₂H₈ClFN₂O
• 分子量: 250.66
• InChiKey: URPKVELJRWKNQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氟苯甲酸 在 草酰氯 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(6-chloropyridin-3-yl)-4-fluorobenzamide
  参考文献：
  名称：

  N-Pyridyl and Pyrimidine Benzamides as KCNQ2/Q3 Potassium Channel Openers for the Treatment of Epilepsy

  摘要：

  A series of N-pyridyl benzamide KCNQ2/Q3 potassium channel openers were identified and found to be active in animal models of epilepsy and pain. The best compound 12 [ICA-027243, N-(6-chloro-pyridin-3-yl)-3,4-difluoro-benzamide] has an EC(50) of 0.38 mu M and is selective for KCNQ2/Q3 channels. This compound was active in several rodent models of epilepsy and pain but upon repeated dosing had a number of unacceptable toxicities that prevented further development. On the basis of the structure activity relationships developed around 12, a second compound, 51, [N-(2-chloro-pyrimidin-5-yl)-3,4-difluoro-benzamide, ICA-069673], was prepared and advanced into a phase 1 clinical study. Herein, we describe the structure activity relationships that led to the identification of compound 12 and to the corresponding pyrimidine 51.

  DOI：

  10.1021/ml200053x

文献信息

• Pyridine-substituted benzanilides as potassium ion channel openers
  申请人：——

  公开号：US20010049444A1

  公开（公告）日：2001-12-06

  The present invention provides a genus of pyridine-substituted benzanilides that are useful as openers of potassium ion channels. The compounds of the invention are of use in both therapeutic and diagnostic methods.

  本发明提供了一类取代吡啶基苯甲酰苯胺的属，这些属可作为钾离子通道的开启剂。本发明的化合物在治疗和诊断方法中均有用途。
• TETRAHYDRO-1H-BENZAZEPINE COMPOUND AS POTASSIUM CHANNEL MODULATOR, PREPARATION METHOD AND USE THEREOF
  申请人：Shanghai Zhimeng Biopharma, Inc.

  公开号：EP3978478A1

  公开（公告）日：2022-04-06

  The present invention relates to a tetrahydro-1H-benzazepine compound as potassium channel modulator, a preparation method and a use thereof. Specifically, the compound of the present invention has the structure shown by formula A, wherein the definition of each group and substituent is as described in the description; the present invention also discloses a preparation method of the compound and its use as potassium channel modulator.

  本发明涉及一种四氢-1H-苯并哌啶化合物，作为钾通道调节剂，其制备方法及用途。具体而言，本发明的化合物具有如下A式所示的结构，其中每个基团和取代基的定义如描述中所述；本发明还揭示了该化合物的制备方法及其作为钾通道调节剂的用途。
• Benzanilides as potassium channel openers
  申请人：Icagen, Inc.

  公开号：US20020052393A1

  公开（公告）日：2002-05-02

  Benzanilides are provided which are voltage-dependent potassium channel openers. Methods of using the benzanilides of the invention are also provided.

  本发明提供了一种电压依赖性钾离子通道开放剂苯基甲酰胺类化合物。同时还提供了使用该苯基甲酰胺类化合物的方法。
• P-PHENYLENEDIAMINE DERIVATIVE AS POTASSIUM CHANNEL REGULATOR AND PREPARATION METHOD AND MEDICAL APPLICATION THEREOF
  申请人：Shanghai Zhimeng Biopharma, Inc.

  公开号：EP3798220A1

  公开（公告）日：2021-03-31

  The present invention relates to a p-phenylenediamine derivative as a potassium channel regulator and a preparation method and medical application thereof. In particular, disclosed is a compound represented by general formula A or a pharmaceutically acceptable salt thereof. Also disclosed are a preparation method of the compound and a use of the same as a potassium channel opener.

  本发明涉及一种作为钾通道调节剂的对苯二胺衍生物及其制备方法和医疗应用。特别是公开了通式 A 所代表的化合物或其药学上可接受的盐。还公开了该化合物的制备方法及其作为钾通道开放剂的用途。
• P-phenylenediamine derivative as potassium channel regulator and preparation method and medical application thereof
  申请人：Shanghai Zhimeng Biopharma, Inc.

  公开号：US11365181B2

  公开（公告）日：2022-06-21

  p-phenylenediamine derivatives as potassium channel regulators and preparation methods and medical applications thereof. A compound represented by general formula A or a pharmaceutically acceptable salt thereof. A preparation method of the compound and a use of the same as a potassium channel opener.

  作为钾通道调节剂的对苯二胺衍生物及其制备方法和医学应用。通式A代表的化合物或其药学上可接受的盐。该化合物的制备方法及其作为钾通道开放剂的用途。