4-ethoxy-6-(1H-pyrazol-1-yl)pyrimidine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-ethoxy-6-(1H-pyrazol-1-yl)pyrimidine
• 英文别名: 4-Ethoxy-6-pyrazol-1-ylpyrimidine
• 化学式: C₉H₁₀N₄O
• 分子量: 190.205
• InChiKey: MADOBTFJJGTQQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  sodium ethanolate 、 4-氯-6-(1H-吡唑-1-基)嘧啶 以 乙醇 为溶剂， 以89%的产率得到4-ethoxy-6-(1H-pyrazol-1-yl)pyrimidine
  参考文献：
  名称：

  Synthesis and Cytoprotective Antiulcer Activity of 2- or 4-(lH-Pyrazol-1-yl)pyrimidine Derivatives Related to Mepirizole and Dulcerozine.

  摘要：

  (1H-吡唑-1-基)、(1H-咪唑-1-基)和(1H-1, 2, 4-三唑-1-基)嘧啶的衍生物被合成并评估其细胞保护的抗溃疡活性。其中，4-甲氧基-6-甲基-2-(1H-吡唑-1-基)嘧啶（18）显示出对盐酸-乙醇诱导和水浸应激诱导的溃疡具有强效的抑制作用，并且急性毒性低。

  DOI：

  10.1248/cpb.44.1700

文献信息

• Development of Multifunctional Pyrimidinylthiourea Derivatives as Potential Anti-Alzheimer Agents
  作者：Xiaokang Li、Huan Wang、Zhengyu Lu、Xinyu Zheng、Wei Ni、Jin Zhu、Yan Fu、Fulin Lian、Naixia Zhang、Jian Li、Haiyan Zhang、Fei Mao

  DOI：10.1021/acs.jmedchem.6b00636

  日期：2016.9.22

  Starting from a screening-hit compound, via structure modifications and optimizations, a series of nonfused and nonassembly pyrimidinylthiourea derivatives (2-5) was designed, synthesized, and evaluated as novel multifunctional agents against Alzheimer's disease. Biological activity results demonstrated that compounds 5r and 5t exhibited potent inhibition and excellent selectivity toward acetylcholinesterase (AChE, Sr, IC50 = 0.204 mu M, SI > 196; St, IC50 = 0.067 mu M, SI > 597), specific metal-chelating ability, significant antioxidant effects, modulation of metal-induced A beta aggregation, inhibition of ROS production by copper redox cycle, low cytotoxicity, and moderate neuroprotection to human neuroblastoma SH-SY5Y cells. Moreover, compound Sr displayed appropriate blood brain barrier (BBB) permeability both in vitro and in vivo and could improve memory and cognitive function of, scopolamine-induced amnesia mice. The multifunctional profiles of Sr and its effectivity in AD mice highlight these structurally distinct pyrimidinylthiourea derivatives as prospective prototypes in the research of innovative multifunctional drugs for Alzheimer's disease.
• Alkinyl-Oxypyrimidines Used in the Form of Pesticides
  申请人：Bretschneider Thomas

  公开号：US20090005403A1

  公开（公告）日：2009-01-01

  The invention relates to compounds of the formula (I), in which A, R 1 , R 2 , R 3 and R 4 are as defined in the description, to processes and intermediates for their preparation and to their use for controlling pests.
• Synthesis and Cytoprotective Antiulcer Activity of 2- or 4-(lH-Pyrazol-1-yl)pyrimidine Derivatives Related to Mepirizole and Dulcerozine.
  作者：Masazumi IKEDA、Kazumi MARUYAMA、Youichi NOBUHARA、Toshihiro YAMADA、Susumu OKABE

  DOI：10.1248/cpb.44.1700

  日期：——

  (1H-Pyrazol-1-yl)-, (1H-imidazol-1-yl)-, and (1H-1, 2, 4-triazol-1-yl)phrimidines were prepared and evaluated for cytoprotective antiulcer activity. Among them, 4-methoxy-6-methyl-2-(1H-pyrazol-1-yl)pyrimidine (18) showed potent inhibition of the HCl-ethanol-induced and water-immersion stress-induced ulcers in rats, as well as low acute toxicity.

  (1H-吡唑-1-基)、(1H-咪唑-1-基)和(1H-1, 2, 4-三唑-1-基)嘧啶的衍生物被合成并评估其细胞保护的抗溃疡活性。其中，4-甲氧基-6-甲基-2-(1H-吡唑-1-基)嘧啶（18）显示出对盐酸-乙醇诱导和水浸应激诱导的溃疡具有强效的抑制作用，并且急性毒性低。