5-(4,5-dihydro-4-methyl-1H-imidazol-2-yl)-1,3-dimethyl-1H-pyrazol-4-amine | 111770-45-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 5-(4,5-dihydro-4-methyl-1H-imidazol-2-yl)-1,3-dimethyl-1H-pyrazol-4-amine
• 英文别名: 1,3-dimethyl-5-(5-methyl-4,5-dihydro-1H-imidazol-2-yl)pyrazol-4-amine
• CAS: 111770-45-7
• 化学式: C₉H₁₅N₅
• 分子量: 193.252
• InChiKey: DCPDEZKFKQDBPC-UHFFFAOYSA-N

物化性质

• 沸点：
  365.6±52.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4,5-dihydro-4-methyl-1H-imidazol-2-yl)-1,3-dimethyl-1H-pyrazol-4-amine 、 原丙酸三乙酯 以32%的产率得到
  参考文献：
  名称：

  DEWALD, HORACE A.;BEESON, NICHOLAS W.;HERSHENSON, FRED M.;WISE, LAWRENCE +, J. MED. CHEM., 31,(1988) N 2, 454-461

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-丙二胺 、 4-amino-5-cyano-1,3-dimethyl pyrazole 在 对甲苯磺酸 作用下， 反应 3.0h， 以86%的产率得到5-(4,5-dihydro-4-methyl-1H-imidazol-2-yl)-1,3-dimethyl-1H-pyrazol-4-amine
  参考文献：
  名称：

  Synthesis and potential antipsychotic activity of 1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidines

  摘要：

  The synthesis of a series of 1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidines is reported along with the effects of these compounds in preclinical tests for antipsychotic activity. Certain of these compounds displayed antipsychotic-like effects in conditioned avoidance tests, but unlike currently used antipsychotic drugs, they did not have affinity for brain dopamine receptors. These compounds also did not cause dystonias predictive of extrapyramidal side effects in monkeys at doses that produced behavioral effects. On the basis of this unique biological profile, a member of this series 7,8-dihydro-8-ethyl-1,3,5-trimethyl-1H-imidao[1,2-c]pyrazol[3,4-e] pyrimidine (19, CI-943), has been selected for clinical evaluation as an antipsychotic agent.

  DOI：

  10.1021/jm00397a032

文献信息

• DEWALD, HORACE A.;BEESON, NICHOLAS W.;HERSHENSON, FRED M.;WISE, LAWRENCE +, J. MED. CHEM., 31,(1988) N 2, 454-461
  作者：DEWALD, HORACE A.、BEESON, NICHOLAS W.、HERSHENSON, FRED M.、WISE, LAWRENCE +

  DOI：——

  日期：——
• Synthesis and potential antipsychotic activity of 1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidines
  作者：Horace A. DeWald、Nicholas W. Beeson、Fred M. Hershenson、Lawrence D. Wise、David A. Downs、Thomas G. Heffner、Linda L. Coughenour、Thomas A. Pugsley

  DOI：10.1021/jm00397a032

  日期：1988.2

  The synthesis of a series of 1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidines is reported along with the effects of these compounds in preclinical tests for antipsychotic activity. Certain of these compounds displayed antipsychotic-like effects in conditioned avoidance tests, but unlike currently used antipsychotic drugs, they did not have affinity for brain dopamine receptors. These compounds also did not cause dystonias predictive of extrapyramidal side effects in monkeys at doses that produced behavioral effects. On the basis of this unique biological profile, a member of this series 7,8-dihydro-8-ethyl-1,3,5-trimethyl-1H-imidao[1,2-c]pyrazol[3,4-e] pyrimidine (19, CI-943), has been selected for clinical evaluation as an antipsychotic agent.