2-[2-(pyridin-3-yl)phenyl]acetamide | 1332861-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[2-(pyridin-3-yl)phenyl]acetamide
• 英文别名: 2-(2-Pyridin-3-ylphenyl)acetamide
• CAS: 1332861-53-6
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: MZEOIBWFROVGPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  56
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-(pyridin-3-yl)phenyl]acetamide 在 lead(IV) tetraacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 3-tert-butyl-1-{[2-(pyridin-3-yl)phenyl]methyl}urea
  参考文献：
  名称：

  Substituted 2-[2-(pyridin-3-yl) phenyl] acetamides and ureas: design, synthesis, and anticonvulsant screening in mice

  摘要：

  Five novel 2-[2[(pyridin-3-yl) phenyl] acetamides and ureas were designed based on a two-point pharmacophore, synthesized by improved methods, and screened for anticonvulsant activity in maximal electroshock seizure (MES) and ScPTZ-induced seizure models in Swiss mice at doses of 30, 100, and 300 mg/kg body weight. Compound 15 displayed potent anticonvulsant activity in MES test with ED50 value of 8.28 mg/kg and higher protective index (TD50/ED50 = 26) compared with Phenytoin, which can be considered as a promising lead.

  DOI：

  10.1007/s00044-011-9717-y
• 作为产物：
  描述：

  2-(3’-吡啶基l)苯乙酸 在 氯化亚砜 、 氨 作用下， 反应 1.0h， 生成 2-[2-(pyridin-3-yl)phenyl]acetamide
  参考文献：
  名称：

  Substituted 2-[2-(pyridin-3-yl) phenyl] acetamides and ureas: design, synthesis, and anticonvulsant screening in mice

  摘要：

  Five novel 2-[2[(pyridin-3-yl) phenyl] acetamides and ureas were designed based on a two-point pharmacophore, synthesized by improved methods, and screened for anticonvulsant activity in maximal electroshock seizure (MES) and ScPTZ-induced seizure models in Swiss mice at doses of 30, 100, and 300 mg/kg body weight. Compound 15 displayed potent anticonvulsant activity in MES test with ED50 value of 8.28 mg/kg and higher protective index (TD50/ED50 = 26) compared with Phenytoin, which can be considered as a promising lead.

  DOI：

  10.1007/s00044-011-9717-y

文献信息

• BETA-SECRETASE MODULATORS AND METHODS OF USE
  申请人：Zhong Wenge

  公开号：US20100222338A1

  公开（公告）日：2010-09-02

  The present invention comprises a new class of compounds useful for the modulation of Beta-secretase enzyme activity and for the treatment of Beta-secretase mediated diseases, including Alzheimer's disease (AD) and related conditions. In one embodiment, the compounds have a general Formula I wherein A, B, W, R 3 , R 4 , R 5 , i and j are defined herein. The invention also comprises pharmaceutical compositions including one or more compounds of Formula I, methods of use for these compounds, including treatment of AD and related diseases, by administering the compound(s) of Formula I, or compositions including them, to a subject. The invention also comprises further embodiments of Formulas II and III, intermediates and processes useful for the preparation of compounds of the invention.

  本发明涉及一类新型化合物，可用于调节β-分泌酶酶活性和治疗β-分泌酶介导的疾病，包括阿尔茨海默病（AD）和相关疾病。在一种实施例中，该化合物具有一般式I，其中A、B、W、R3、R4、R5、i和j在此被定义。本发明还包括包含一种或多种I式化合物的制药组合物，以及使用这些化合物的方法，包括通过将I式化合物或包含它们的组合物用于治疗AD和相关疾病来给受试者施用。本发明还包括进一步的II式和III式的实施例，以及用于制备本发明化合物的中间体和方法。
• US7973047B2
  申请人：——

  公开号：US7973047B2

  公开（公告）日：2011-07-05
• Substituted 2-[2-(pyridin-3-yl) phenyl] acetamides and ureas: design, synthesis, and anticonvulsant screening in mice
  作者：A. V. Shindikar、C. L. Viswanathan

  DOI：10.1007/s00044-011-9717-y

  日期：2012.8

  Five novel 2-[2[(pyridin-3-yl) phenyl] acetamides and ureas were designed based on a two-point pharmacophore, synthesized by improved methods, and screened for anticonvulsant activity in maximal electroshock seizure (MES) and ScPTZ-induced seizure models in Swiss mice at doses of 30, 100, and 300 mg/kg body weight. Compound 15 displayed potent anticonvulsant activity in MES test with ED50 value of 8.28 mg/kg and higher protective index (TD50/ED50 = 26) compared with Phenytoin, which can be considered as a promising lead.