N-cyano-N'-<3-(imidazol-4-yl)propyl>-S-methylisothiourea | 115414-12-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-cyano-N'-<3-(imidazol-4-yl)propyl>-S-methylisothiourea
• 英文别名: N-cyano-N'-[3-(imidazol-4-yl)propyl]-S-methylisothiourea
• CAS: 115414-12-5
• 化学式: C₉H₁₃N₅S
• 分子量: 223.302
• InChiKey: PRAGHIFQLWDCFO-UHFFFAOYSA-N

物化性质

• 沸点：
  449.8±47.0 °C(predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  76.86
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-cyano-N'-<3-(imidazol-4-yl)propyl>-S-methylisothiourea 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 53.0h， 生成 N-<3-(imidazol-4-yl)propyl>-N'-<2-(2-pyridylmethylthio)ethyl>guanidine tripricrate
  参考文献：
  名称：

  Studies on histaminergic compounds VI. Synthesis and structure—activity relationships of a series of cimetidine and impromidine congeners

  摘要：

  DOI：

  10.1016/0223-5234(87)90031-6
• 作为产物：
  描述：

  N-氰亚胺基-S,S-二硫代碳酸二甲酯 、 3-(1H-咪唑-4-基)-丙胺 以 乙醇 为溶剂， 反应 1.0h， 以70%的产率得到N-cyano-N'-<3-(imidazol-4-yl)propyl>-S-methylisothiourea
  参考文献：
  名称：

  Studies on histaminergic compounds VI. Synthesis and structure—activity relationships of a series of cimetidine and impromidine congeners

  摘要：

  DOI：

  10.1016/0223-5234(87)90031-6

文献信息

• Inhibition of brain [3H]cimetidine binding by improgan-like antinociceptive drugs
  作者：Rebecca Stadel、Amanda B. Carpenter、Julia W. Nalwalk、Iwan J.P. de Esch、Elwin Janssen、Lindsay B. Hough

  DOI：10.1016/j.ejphar.2010.01.026

  日期：2010.4

  [H-3]cimetidine, a radiolabeled histamine H-2 receptor antagonist, binds with high affinity to an unknown hemoprotein in the brain which is not the histamine H-2 receptor. Improgan, a close chemical congener of cimetidine, is a highly effective pain-relieving drug following CNS administration, yet its mechanism of action remains unknown. To test the hypothesis that the [H-3]cimetidine-binding site is the improgan antinociceptive target, improgan, cimetidine, and 8 other chemical congeners were studied as potential inhibitors of [H-3]cimetidine binding in membrane fractions from the rat brain. All compounds produced a concentration-dependent inhibition of [H-3]cimetidine binding over a 500-fold range of potencies (K-i values were 14.5 to >8000 nM). However, antinociceptive potencies in rats did not significantly correlate with [H-3] cimetidine-binding affinities (r=0.018, p=0.97, n=10). These results suggest that the [H-3]cimetidine-binding site is not the analgesic target for improgan-like drugs. (C) 2010 Elsevier B.V. All rights reserved.