3-methyl-1-(4-(methylsulfonyl)phenyl)piperazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-methyl-1-(4-(methylsulfonyl)phenyl)piperazine
• 英文别名: 1-[4-(Methylsulfonyl)phenyl]-3-methylpiperazine；3-methyl-1-(4-methylsulfonylphenyl)piperazine
• 化学式: C₁₂H₁₈N₂O₂S
• mdl: MFCD08692477
• 分子量: 254.353
• InChiKey: QLQXMRUTQDUJRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-溴苯甲砜 、 2-甲基哌嗪 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 2-叔丁基-1,1,3,3-四甲基胍 、 1-甲基-4-苯基吡啶离子 、 4,4'-二叔丁基-2,2'-二吡啶 、 锌 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以71%的产率得到3-methyl-1-(4-(methylsulfonyl)phenyl)piperazine
  参考文献：
  名称：

  催化吡啶鎓添加剂促进的（杂）芳基卤化物的镍催化胺化。

  摘要：

  已经开发了有效且操作简单的镍催化胺化方案。该方法具有简单的Ni II盐，有机碱以及催化量的吡啶鎓添加剂和Zn金属的特征。多种（杂）芳基卤化物与伯，仲烷基胺和苯胺成功偶联，收率良好。同样，二苯甲酮亚胺以优异的收率得到了相应的N芳基化产物。

  DOI：

  10.1002/chem.202002800

文献信息

• PICOLINAMIDE AND PYRIMIDINE-4-CARBOXAMIDE COMPOUNDS, PROCESS FOR PREPARING AND PHAMACEUTICAL COMPOSITION COMPRISING THE SAME
  申请人：Ryu Je Ho

  公开号：US20130210811A1

  公开（公告）日：2013-08-15

  Provided are picolinamide and pyrimidine-4-carboxamide compounds, a method for preparing the same, a pharmaceutical composition containing the same, and a medical use using the compound as an agent for preventing, regulating, and treating diseases related to regulation of glucocorticoids by using selective inhibitory activity of the compound for an 11β-HSD1 enzyme. The picolinamide and pyrimidine-4-carboxamide compounds of the present invention are selective inhibitors of human-derived 11β-HSD1 enzymes, and are useful in an agent for preventing, regulating, and treating diseases related to glucocorticoid regulation in which human-derived 11β-HSD1 enzymes are involved, for example, metabolic syndromes such as, type 1 and type 2 diabetes, diabetes later complications, latent autoimmune diabetes adult (LADA), insulin tolerance syndromes, obesity, impaired glucose tolerance (IGT), impaired fasting glucose (IFG), damaged glucose tolerance, dyslipidemia, atherosclerosis, hypertension, etc.

  本发明提供了吡啶甲酰胺和嘧啶-4-羧酰胺化合物、制备方法、含有该化合物的制药组合物以及使用该化合物作为11β-HSD1酶的选择性抑制剂，用于预防、调节和治疗与糖皮质激素调节相关的疾病的医疗用途。本发明的吡啶甲酰胺和嘧啶-4-羧酰胺化合物是人源11β-HSD1酶的选择性抑制剂，可用于预防、调节和治疗与人源11β-HSD1酶参与的糖皮质激素调节相关疾病，例如代谢综合征，如1型和2型糖尿病、糖尿病后并发症、成人隐形自身免疫性糖尿病（LADA）、胰岛素耐受综合征、肥胖症、糖耐量受损（IGT）、空腹血糖受损（IFG）、糖耐量受损、血脂异常、动脉粥样硬化、高血压等。
• PICOLINAMIDE AND PYRIMIDINE-4-CARBOXAMIDE COMPOUNDS, PROCESS FOR PREPARING AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME
  申请人：Sk Chemicals Co., Ltd.

  公开号：EP2566859B1

  公开（公告）日：2016-12-21
• US9096571B2
  申请人：——

  公开号：US9096571B2

  公开（公告）日：2015-08-04
• [EN] PICOLINAMIDE AND PYRIMIDINE-4-CARBOXAMIDE COMPOUNDS, PROCESS FOR PREPARING AND PHAMACEUTICAL COMPOSITION COMPRISING THE SAME<br/>[FR] COMPOSÉS DE PICOLINAMIDE ET DE PYRIMIDINE-4-CARBOXAMIDE, LEUR PROCÉDÉ DE PRÉPARATION ET COMPOSITION PHARMACEUTIQUE LES COMPRENANT
  申请人：SK CHEMICALS CO LTD

  公开号：WO2011139107A2

  公开（公告）日：2011-11-10

  Provided are picolinamide and pyrimidine-4-carboxamide compounds, a method for preparing the same, a pharmaceutical composition containing the same, and a medical use using the compound as an agent for preventing, regulating, and treating diseases related to regulation of glucocorticoids by using selective inhibitory activity of the compound for an 11β-HSD1 enzyme. The picolinamide and pyrimidine-4-carboxamide compounds of the present invention are selective inhibitors of human-derived 11β-HSD1 enzymes, and are useful in an agent for preventing, regulating, and treating diseases related to glucocorticoid regulation in which human- derived 11β-HSD1 enzymes are involved, for example, metabolic syndromes such as, type 1 and type 2 diabetes, diabetes later complications, latent autoimmune diabetes adult (LAD A), insulin tolerance syndromes, obesity, impaired glucose tolerane (IGT), impaired fasting glucose (IFG), damaged glucose tolerance, dyslipidemia, atherosclerosis, hypertension, etc.
• Nickel‐Catalyzed Amination of (Hetero)aryl Halides Facilitated by a Catalytic Pyridinium Additive
  作者：Dongyang Han、Sasa Li、Siqi Xia、Mincong Su、Jian Jin

  DOI：10.1002/chem.202002800

  日期：2020.9.25

  An efficient and operationally simple Ni‐catalyzed amination protocol has been developed. This methodology features a simple NiII salt, an organic base and catalytic amounts of both a pyridinium additive and Zn metal. A diverse number of (hetero)aryl halides were coupled successfully with primary and secondary alkyl amines, and anilines in good to excellent yields. Similarly, benzophenone imine gave

  已经开发了有效且操作简单的镍催化胺化方案。该方法具有简单的Ni II盐，有机碱以及催化量的吡啶鎓添加剂和Zn金属的特征。多种（杂）芳基卤化物与伯，仲烷基胺和苯胺成功偶联，收率良好。同样，二苯甲酮亚胺以优异的收率得到了相应的N芳基化产物。