ethyl 3-amino-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylimino]propanoate | 108082-70-8

• 英文名称: ethyl 3-amino-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylimino]propanoate
• CAS: 108082-70-8
• 化学式: C₁₂H₂₀N₄O₂S
• 分子量: 284.382
• InChiKey: QHKJRUKVDCQDQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  19.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  90.86
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-amino-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylimino]propanoate 在 盐酸 作用下， 反应 2.0h， 以77%的产率得到thio>ethyl>amidino>acetic acid dihydrochloride
  参考文献：
  名称：

  Zwitterionic analogs of cimetidine as H2 receptor antagonists

  摘要：

  A series of analogues of the H2 receptor histamine antagonist cimetidine have been synthesized in which the dipolar cyanoguanidine group has been replaced by a number of zwitterionic moieties. Although none of the compounds is more effective than cimetidine in blocking histamine-stimulated tachycardia on the isolated guinea pig atrium, the activities of most of the compounds possessing rigid dipoles can be accounted for on the basis of dipole orientation relative to the common side chain and by considering the active species in each case to be the zwitterion. These findings are in general agreement with those found for analogues having conjugated groups as dipoles.

  DOI：

  10.1021/jm00390a006
• 作为产物：
  描述：

  β-乙氧基-β-亚氨基丙酸乙酯 、 2-(((5-甲基-1H-咪唑-4-基)甲基)硫代)乙胺 以 乙醇 为溶剂， 反应 48.0h， 以7.50 g的产率得到ethyl 3-amino-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylimino]propanoate
  参考文献：
  名称：

  Zwitterionic analogs of cimetidine as H2 receptor antagonists

  摘要：

  A series of analogues of the H2 receptor histamine antagonist cimetidine have been synthesized in which the dipolar cyanoguanidine group has been replaced by a number of zwitterionic moieties. Although none of the compounds is more effective than cimetidine in blocking histamine-stimulated tachycardia on the isolated guinea pig atrium, the activities of most of the compounds possessing rigid dipoles can be accounted for on the basis of dipole orientation relative to the common side chain and by considering the active species in each case to be the zwitterion. These findings are in general agreement with those found for analogues having conjugated groups as dipoles.

  DOI：

  10.1021/jm00390a006

文献信息

• YOUNG R. C.; GANELLIN C. R.; GRAHAM M. J.; MITCHELL R. C.; ROANTREE M. L.+, J. MED. CHEM., 30,(1987) N 7, 1150-1156
  作者：YOUNG R. C.、 GANELLIN C. R.、 GRAHAM M. J.、 MITCHELL R. C.、 ROANTREE M. L.+

  DOI：——

  日期：——