3-(formylamino)-β-carboline | 95935-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(formylamino)-β-carboline
• 英文别名: N-(9H-beta-Carbolin-3-yl)-formamide；N-(9H-pyrido[3,4-b]indol-3-yl)formamide
• CAS: 95935-50-5
• 化学式: C₁₂H₉N₃O
• 分子量: 211.223
• InChiKey: YLIKNFBWEFRNOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  β-咔啉-3-羧酸乙酯 在 盐酸 、 乙酸酐 、 一水合肼 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 8.33h， 生成 3-(formylamino)-β-carboline
  参考文献：
  名称：

  3-Amino-.beta.-carboline derivatives and the benzodiazepine receptor. Synthesis of a selective antagonist of the sedative action of diazepam

  摘要：

  Seven 3-N-substituted derivatives of 3-amino-beta-carboline were synthesized and their affinities for the benzodiazepine receptor were assessed in vitro. Two compounds, 3-(ethylamino)-beta-carboline and 3-[(methoxycarbonyl)amino]-beta-carboline (beta-CMC), showing IC50 values of 460 and 71 nM, respectively, were selected for in vivo studies. The former compound showed long-lasting proconvulsant activity in Papio papio baboons while beta-CMC was shown in mice to selectively antagonize the sedative effects of diazepam without exhibiting convulsant, proconvulsant, or anxiogenic activity by itself.

  DOI：

  10.1021/jm00383a024

文献信息

• DODD, R. H.;OUANNES, C.;CARVALHO, L. P. DE;VALIN, A.;VENAULT, P.;CHAPOUTH+, J. MED. CHEM., 1985, 28, N 6, 824-828
  作者：DODD, R. H.、OUANNES, C.、CARVALHO, L. P. DE、VALIN, A.、VENAULT, P.、CHAPOUTH+

  DOI：——

  日期：——
• POTIER, P.;DODD, R.;ROSSIER, J. P.
  作者：POTIER, P.、DODD, R.、ROSSIER, J. P.

  DOI：——

  日期：——
• 3-Amino-.beta.-carboline derivatives and the benzodiazepine receptor. Synthesis of a selective antagonist of the sedative action of diazepam
  作者：Robert H. Dodd、Catherine Ouannes、Lia Prado de Carvalho、Anne Valin、Patrice Venault、Georges Chapouthier、Jean Rossier、Pierre Potier

  DOI：10.1021/jm00383a024

  日期：1985.6

  Seven 3-N-substituted derivatives of 3-amino-beta-carboline were synthesized and their affinities for the benzodiazepine receptor were assessed in vitro. Two compounds, 3-(ethylamino)-beta-carboline and 3-[(methoxycarbonyl)amino]-beta-carboline (beta-CMC), showing IC50 values of 460 and 71 nM, respectively, were selected for in vivo studies. The former compound showed long-lasting proconvulsant activity in Papio papio baboons while beta-CMC was shown in mice to selectively antagonize the sedative effects of diazepam without exhibiting convulsant, proconvulsant, or anxiogenic activity by itself.