N-(4-((4-(2-Fluorophenyl)piperazin-1-yl)methyl)phenylmethyl)acetamide Hydrochloride | 223511-22-6

• 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: N-(4-((4-(2-Fluorophenyl)piperazin-1-yl)methyl)phenylmethyl)acetamide Hydrochloride
• 英文别名: N-[[4-[[4-(2-fluorophenyl)piperazin-1-yl]methyl]phenyl]methyl]acetamide;hydrochloride
• CAS: 223511-22-6
• 化学式: C₂₀H₂₄FN₃O*ClH
• 分子量: 377.889
• InChiKey: DIUWMHNKPAYGTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  35.6
• 氢给体数：
  2
• 氢受体数：
  4

文献信息

• Piperazine compounds and medicinal use thereof
  申请人：Mitsubishi Pharma Corporation

  公开号：US20030055064A1

  公开（公告）日：2003-03-20

  The present invention relates to a piperazine compound of the formula 1 wherein R 1 and R 2 are each hydrogen, halogen, lower alkyl, lower alkoxy, amino, substituted amino, nitro, hydroxy or cyano, R 3 , R 4 and R 5 are each hydrogen, halogen, lower alkyl, lower alkoxy, nitro, amino, substituted amino or hydroxy, R 6 and R 7 are each hydrogen, lower alkyl, lower alkyl substituted by halogen, aralkyl, acyl or lower acyl substituted by halogen, R 1 and R 9 are each hydrogen or lower alkyl, Y is lower alkylene and the like, and ring A is phenyl, pyrimidyl, thiazolyl, pyridyl, pyrazyl or imidazolyl, a pharmaceutically acceptable salt thereof and pharmaceutical agents containing these compounds. The compound of the present invention has superior TNF-&agr; production inhibitory effect and/or IL-10 production promoting effect, and, since it is free of or shows only strikingly reduced expression of an effect on the central nervous system, the compound is useful as a highly safe and superior TNF-&agr; production inhibitor an/or IL-10 production promoter and is useful as an agent for the prophylaxis or treatment of various diseases caused by abnormal TNF-&agr; production, diseases curable with IL-10, such as chronic inflammatory diseases, acute inflammatory diseases, inflammatory diseases due to infection, autoimmune diseases, allergic diseases, and TNF-&agr; mediated diseases.

  本发明涉及一种哌嗪化合物，其化学式为1，其中R1和R2分别为氢、卤素、低碳基、低碳氧基、氨基、取代氨基、硝基、羟基或氰基，R3、R4和R5分别为氢、卤素、低碳基、低碳氧基、硝基、氨基、取代氨基或羟基，R6和R7分别为氢、低碳基、被卤素取代的低碳基、芳基烷基、酰基或被卤素取代的低酰基，R1和R9分别为氢或低碳基，Y为低碳基亚烷基等，环A为苯基、嘧啶基、噻唑基、吡啶基、吡唑基或咪唑基，以及含有这些化合物的药学制剂。本发明化合物具有优异的TNF-α产生抑制作用和/或IL-10产生促进作用，而且由于它不含或仅表现出对中枢神经系统的作用明显降低，因此该化合物可用作高度安全和优异的TNF-α产生抑制剂和/或IL-10产生促进剂，并可用作预防或治疗由异常TNF-α产生引起的各种疾病，可用于治疗可通过IL-10治愈的疾病，例如慢性炎症性疾病、急性炎症性疾病、感染引起的炎症性疾病、自身免疫性疾病、过敏性疾病和TNF-α介导的疾病。