1-(2-chloro-4-((2-(4-methylpiperazin-1-yl)ethyl)amino)phenyl)-5-(trifluoromethyl)pyridin-2(1H)-one | 1256700-75-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(2-chloro-4-((2-(4-methylpiperazin-1-yl)ethyl)amino)phenyl)-5-(trifluoromethyl)pyridin-2(1H)-one
• 英文别名: 1-[2-Chloro-4-[2-(4-methylpiperazin-1-yl)ethylamino]phenyl]-5-(trifluoromethyl)pyridin-2-one
• CAS: 1256700-75-0
• 化学式: C₁₉H₂₂ClF₃N₄O
• 分子量: 414.858
• InChiKey: RAJNUAFDFHGOOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-氯-4-氟硝基苯 在 盐酸 、 氯化亚砜 、 铁粉 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 乙腈 、 正丁醇 为溶剂， 反应 32.0h， 生成 1-(2-chloro-4-((2-(4-methylpiperazin-1-yl)ethyl)amino)phenyl)-5-(trifluoromethyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of 1-(4-((3-(4-methylpiperazin-1-yl)propyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one, an orally active multi-target agent for the treatment of diabetic nephropathy

  摘要：

  Oxidative stress, inflammation and fibrosis can cause irreversible damage on cell structure and function of kidney and are key pathological factors in Diabetic Nephropathy (DN). Therefore, multi-target agents are urgently need for the clinical treatment of DN. Using Pirfenidone as a lead compound and based on the previous research, two novel series (5-trifluoromethyl)-2(1H)-pyridone analogs were designed and synthesized. SAR of (5-trifluoromethyl)-2(1H)-pyridone derivatives containing nitrogen heterocyclic ring have been established for in vitro potency. In addition, compound 8, a novel agent that act on multiple targets of anti-DN with IC50 of 90 mu M in NIH3T3 cell lines, t(1/2) of 4.89 +/- 1.33 h in male rats and LD50 > 2000 mg/kg in mice, has been advanced to preclinical studies as an oral treatment for DN. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.07.001

文献信息

• BICYCLIC COMPOUND
  申请人：YASUMA TSUNEO

  公开号：US20120142714A1

  公开（公告）日：2012-06-07

  The present invention provides a compound having an ACC inhibitory action, which is useful as an agent for the prophylaxis or treatment of obesity, diabetes and the like, and having superior efficacy. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  本发明提供了一种具有ACC抑制作用的化合物，该化合物可用作预防或治疗肥胖症、糖尿病等疾病的药物，并具有优越的功效。本发明涉及一种由式(I)表示的化合物，其中每个符号如规范中定义的，或其盐。
• Preparation of 1-(substituted aryl)-5-trifluoromethyl-2-(1H)pyridone compounds and salts thereof and their applications
  申请人：Central South University

  公开号：EP2436670B1

  公开（公告）日：2014-04-16
• BICYCLIC COMPOUNDS AS INHIBITORS OF ACETYL-COA CARBOXYLASE (ACC)
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2649062B1

  公开（公告）日：2015-04-08
• PREPARATION OF 1-(SUBSTITUTED ARYL)-5-TRIFLUOROMETHYL-2-(1H)PYRIDONE COMPOUNDS AND SALTS THEREOF AND THEIR APPLICATIONS
  申请人：Hu Gaoyun

  公开号：US20120142688A1

  公开（公告）日：2012-06-07

  A 1-(substituted aryl)-5-trifluoromethyl-2-(1H)pyridone compounds and pharmaceutical acceptable salts, preparation methods and uses for preparing the drugs for treating fibrosis thereof.
• US8426407B2
  申请人：——

  公开号：US8426407B2

  公开（公告）日：2013-04-23