(1,3,8-Trimethyl-7,8-dihydro-1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidin-5-yl)-acetic acid ethyl ester | 111770-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (1,3,8-Trimethyl-7,8-dihydro-1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidin-5-yl)-acetic acid ethyl ester
• 英文别名: Ethyl 2-(3,5,11-trimethyl-3,4,7,9,12-pentazatricyclo[7.3.0.02,6]dodeca-1(12),2(6),4,7-tetraen-8-yl)acetate
• CAS: 111770-21-9
• 化学式: C₁₄H₁₉N₅O₂
• 分子量: 289.337
• InChiKey: OZVCCWSNECHNPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1,3,8-Trimethyl-7,8-dihydro-1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidin-5-yl)-acetic acid ethyl ester 、 二氧化锰 以62%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：

  ethyl 3-[2-(4-amino-2,5-dimethylpyrazol-3-yl)-4-methyl-4,5-dihydroimidazol-1-yl]-3-oxopropanoate 以40%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：

文献信息

• 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.