1-(4-((2-(4-methylpiperazin-1-yl)ethyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one | 1256782-91-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(4-((2-(4-methylpiperazin-1-yl)ethyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one
• 英文别名: 1-[[4-[2-(4-Methylpiperazin-1-yl)ethylamino]phenyl]methyl]-5-(trifluoromethyl)pyridin-2-one
• CAS: 1256782-91-8
• 化学式: C₂₀H₂₅F₃N₄O
• 分子量: 394.44
• InChiKey: TZZHDSPYUVLLNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(4-((2-(4-methylpiperazin-1-yl)ethyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.67h， 生成 1-(4-((2-(4-methyl-piperazin-1-yl) ethyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one dihydrochloride
  参考文献：
  名称：

  PREPARATION OF 1-(SUBSTITUTED BENZYL)-5-TRIFLUOROMETHYL-2(1H)PYRIDONE COMPOUNDS AND SALTS THEREOF AND THEIR APPLICATIONS

  摘要：

  揭示了1-(取代苄基)-5-三氟甲基-2(1H)吡啶酮化合物及其药用可接受盐。还公开了这些化合物及其盐的制备方法，以及用于制备治疗纤维化药物的用途。从三氟甲基吡啶酮作为起始物获得了新的吡啶化合物及其盐。

  公开号：

  US20120129859A1
• 作为产物：
  描述：

  1-(4-aminobenzyl)-5-(trifluoromethyl)pyridin-2(1H)-one 在 氯化亚砜 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 、 正丁醇 为溶剂， 反应 62.0h， 生成 1-(4-((2-(4-methylpiperazin-1-yl)ethyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one
  参考文献：
  名称：

  PREPARATION OF 1-(SUBSTITUTED BENZYL)-5-TRIFLUOROMETHYL-2(1H)PYRIDONE COMPOUNDS AND SALTS THEREOF AND THEIR APPLICATIONS

  摘要：

  揭示了1-(取代苄基)-5-三氟甲基-2(1H)吡啶酮化合物及其药用可接受盐。还公开了这些化合物及其盐的制备方法，以及用于制备治疗纤维化药物的用途。从三氟甲基吡啶酮作为起始物获得了新的吡啶化合物及其盐。

  公开号：

  US20120129859A1

文献信息

• 1-(SUBSTITUTED BENZYL)-5-TRIFLUOROMETHYL-2-(1H) PYRIDONE COMPOUNDS AND THEIR SALTS, THEIR PREPARATION METHODS AND USE THEREOF
  申请人：Central South University

  公开号：EP2474533A1

  公开（公告）日：2012-07-11

  1-(substituted benzyl)-5-trifluoromethyl-2(1H)pyridone compounds and their pharmaceutical acceptable salts are disclosed. The preparation methods of the compounds and their salts and the use of the same for preparing the medicaments for treating fibrosis are also disclosed. New pyridine compounds and their salts are obtained from trifluoromethyl pyridone as starting material.

  本发明公开了 1-(取代苄基)-5-三氟甲基-2(1H)吡啶酮化合物及其药用盐。此外，还公开了这些化合物及其盐的制备方法和用于制备治疗纤维化药物的用途。以三氟甲基吡啶酮为起始原料，可获得新的吡啶化合物及其盐。
• 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
  作者：Jun Chen、Zhangzhe Peng、Miaomiao Lu、Xuan Xiong、Zhuo Chen、Qianbin Li、Zeneng Cheng、Dejian Jiang、Lijian Tao、Gaoyun Hu

  DOI：10.1016/j.bmcl.2017.07.001

  日期：2018.1

  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.
• PREPARATION OF 1-(SUBSTITUTED BENZYL)-5-TRIFLUOROMETHYL-2-(1H)PYRIDONE COMPOUNDS AND SALTS THEREOF AND THEIR APPLICATIONS
  申请人：Central South University

  公开号：EP2474533B1

  公开（公告）日：2015-02-25
• US8377932B2
  申请人：——

  公开号：US8377932B2

  公开（公告）日：2013-02-19