5-ethyl-2-(4-methyl-1-piperazinyl)benzoxazole

• 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: 5-ethyl-2-(4-methyl-1-piperazinyl)benzoxazole
• 英文别名: 5-Ethyl-2-(4-methylpiperazin-1-yl)-1,3-benzoxazole
• 化学式: C₁₄H₁₉N₃O
• 分子量: 245.324
• InChiKey: YNVPGBDNJVBUSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-Ethyl-2(3H)-benzo[D]oxazolethione 在 五氯化磷 作用下， 以 甲苯 为溶剂， 生成 5-ethyl-2-(4-methyl-1-piperazinyl)benzoxazole
  参考文献：
  名称：

  Regulatory molecules for the 5-HT3 receptor ion channel gating system

  摘要：

  Substituted benzoxazole derivatives which possess a nitrogen containing heterocycle at C2 are selective partial agonists of the 5-HT3 receptor. Alteration of substituents on the benzoxazole nucleus affords both agonist-like and antagonist-like compounds, and uniquely modifies the function of the 5-HT3 receptor ion channel gating system. SAR and corroborative computational docking study for these partial agonists successfully explained structure and function of the 5-HT3 receptor. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.02.054

文献信息

• Benzoxazole Derivatives as Novel 5-HT₃ Receptor Partial Agonists in the Gut
  作者：Yasuo Sato、Megumi Yamada、Satoshi Yoshida、Tomoko Soneda、Midori Ishikawa、Tetsutaro Nizato、Kokichi Suzuki、Fukio Konno

  DOI：10.1021/jm9801004

  日期：1998.7.1

  A series of benzoxazoles with a nitrogen-containing heterocyclic substituent at the 2-position was prepared and evaluated for 5-HT3 partial agonist activity on isolated guinea pig ileum. The nature of the substituent at the 5-position of the benzoxazole ring affected the potency for the 5-HT3 receptor, and the 5-chloro derivatives showed increased potency and lowered intrinsic activity. 5-Chloro-7-methyl-2-(4-methyl-1-homopiperazinyl)benzoxazole (6v) exhibited a high binding affinity in the same range as that of the 5-HT3 antagonist granisetron, and its intrinsic activity was 12% of that of 5-HT. Compound 6v inhibited 5-HT-evoked diarrhea but did not prolong the transition time of glass beads in the normal distal colon even at a dose of 100 times the ED50 for diarrhea inhibition in mice. Compounds of this type are expected to be effective for the treatment of irritable bowel syndrome without the side effect of constipation.
• Regulatory molecules for the 5-HT3 receptor ion channel gating system
  作者：Satoshi Yoshida、Takashi Watanabe、Yasuo Sato

  DOI：10.1016/j.bmc.2007.02.054

  日期：2007.5

  Substituted benzoxazole derivatives which possess a nitrogen containing heterocycle at C2 are selective partial agonists of the 5-HT3 receptor. Alteration of substituents on the benzoxazole nucleus affords both agonist-like and antagonist-like compounds, and uniquely modifies the function of the 5-HT3 receptor ion channel gating system. SAR and corroborative computational docking study for these partial agonists successfully explained structure and function of the 5-HT3 receptor. (c) 2007 Elsevier Ltd. All rights reserved.