1,4,5,6-四氢嘧啶-2-胺硫酸盐 | 89020-34-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 中文名称: 1,4,5,6-四氢嘧啶-2-胺硫酸盐
• 英文名称: Tetrahydro-pyrimidin-2-ylideneamine; compound with sulfuric acid
• 英文别名: Sulfuric acid--1,4,5,6-tetrahydropyrimidin-2-amine (1/1)；sulfuric acid;1,4,5,6-tetrahydropyrimidin-2-amine
• CAS: 89020-34-8
• 化学式: C₄H₉N₃*H₂O₄S
• 分子量: 197.215
• InChiKey: WXDJBQFOHUASQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.36
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  133
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  S-甲基异硫脲硫酸盐 、 1,3-丙二胺 以 水 为溶剂， 反应 3.0h， 以61%的产率得到1,4,5,6-四氢嘧啶-2-胺硫酸盐
  参考文献：
  名称：

  2-Iminopiperidine and Other 2-Iminoazaheterocycles as Potent Inhibitors of Human Nitric Oxide Synthase Isoforms

  摘要：

  A series of 2-iminoazaheterocycles. have been prepared and shown to be patent inhibitors of human nitric oxide synthase (NOS) isoforms. This series includes cyclic amidines ranging from five- to nine-membered rings, of which 2-iminopiperidine and 2-iminohomopiperidine were the most potent inhibitors, with IC50 values of 1.0 and 2.0 mu M, respectively, for human inducible nitric oxide synthase. This series of cyclic inhibitors was further expanded to include analogs with heteroatoms in the S-position of the six-membered ring. This modification was tolerated for sulfur and oxygen, but nitrogen reduced the inhibitory potency. The oral administration of 2-iminopiperidine in lipopolysaccharide (LPS)-treated rats inhibited the LPS-induced increase in plasma nitrite/nitrate levels in a dose-dependent manner, demonstrating its ability to inhibit inducible NOS activity in vivo. These cyclic amidines represent a new class of potent NOS inhibitors and the foundation for potential therapeutic agents.

  DOI：

  10.1021/jm950766n

文献信息

• 2-Iminopiperidine and Other 2-Iminoazaheterocycles as Potent Inhibitors of Human Nitric Oxide Synthase Isoforms
  作者：William M. Moore、R. Keith Webber、Kam F. Fok、Gina M. Jerome、Jane R. Connor、Pamela T. Manning、Pamela S. Wyatt、Thomas P. Misko、Foe S. Tjoeng、Mark G. Currie

  DOI：10.1021/jm950766n

  日期：1996.1.1

  A series of 2-iminoazaheterocycles. have been prepared and shown to be patent inhibitors of human nitric oxide synthase (NOS) isoforms. This series includes cyclic amidines ranging from five- to nine-membered rings, of which 2-iminopiperidine and 2-iminohomopiperidine were the most potent inhibitors, with IC50 values of 1.0 and 2.0 mu M, respectively, for human inducible nitric oxide synthase. This series of cyclic inhibitors was further expanded to include analogs with heteroatoms in the S-position of the six-membered ring. This modification was tolerated for sulfur and oxygen, but nitrogen reduced the inhibitory potency. The oral administration of 2-iminopiperidine in lipopolysaccharide (LPS)-treated rats inhibited the LPS-induced increase in plasma nitrite/nitrate levels in a dose-dependent manner, demonstrating its ability to inhibit inducible NOS activity in vivo. These cyclic amidines represent a new class of potent NOS inhibitors and the foundation for potential therapeutic agents.