1,3,4,6,7,12b-hexahydro-[1,3]dioxolo[4,5-g]pyrido[2,1-a]isoquinolin-2-one | 86457-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1,3,4,6,7,12b-hexahydro-[1,3]dioxolo[4,5-g]pyrido[2,1-a]isoquinolin-2-one
• 英文别名: 9.10-Methylendioxy-1.2.3.4.6.7-hexahydro-11bH-benzochinolizin-2-on
• CAS: 86457-18-3
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: KCSBGSDPSVFYAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,3,4,6,7,12b-hexahydro-[1,3]dioxolo[4,5-g]pyrido[2,1-a]isoquinolin-2-one 在 potassium tert-butylate 、 氨 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and antihypertensive activity of a series of spiro[1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine-2,5'-oxazolidin-2'-one]s

  摘要：

  The 2R*,11bS* and 2S*,11bS* diastereoisomers of the spiro[1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine-2, 5'-oxazolidin-2'-one] system were prepared by stereoselective methods. Evaluation of these compounds for antihypertensive activity by oral administration to the spontaneously hypertensive rat showed the 2S*,11bS* series was the more potent. Within that series it was found that small alkyl substituents at positions 3 and 4' enhanced antihypertensive activity and that methoxyl substitution at positions 9 and 10 was optimal. (2S,3S,11bS)-Spiro-[2-ethyl-9,10-dimethoxy-1,3,4,6,7, 11b-hexahydro-2H-benzo[a]quinolizine-2,5'-oxazolidin-2'-one] [(-)-9e] was one of the most efficacious compounds of this series, while its antipode, (+)-9e, was inactive. Selected compounds in this series were shown to be alpha-adrenoceptor antagonists.

  DOI：

  10.1021/jm00364a013
• 作为产物：
  描述：

  N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-N-(but-3-yn-1-yl)formamide 在 BrettPhosAuNTf₂ 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以61%的产率得到1,3,4,6,7,12b-hexahydro-[1,3]dioxolo[4,5-g]pyrido[2,1-a]isoquinolin-2-one
  参考文献：
  名称：

  通过金催化引发的级联过程获得富电子芳烃稠合六氢喹啉酮

  摘要：

  黄金级联：以束缚的、富电子的芳烃作为内部亲核试剂，金催化的酰胺环化成炔引发级联过程，以费里尔重排结束。富含电子的芳烃六氢喹啉-2-酮以良好的产率形成，只需几步即可转化为吲哚生物碱。

  DOI：

  10.1002/anie.201203303

文献信息

• Brossi et al., Helvetica Chimica Acta, 1958, vol. 41, p. 119,129
  作者：Brossi et al.

  DOI：——

  日期：——