5-propyl-1,2,3,4,8,9-hexahydropyrimido[4',5':4,5]furo[2,3-c]isoquinolin-8-one | 879476-17-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡啶类
• 英文名称: 5-propyl-1,2,3,4,8,9-hexahydropyrimido[4',5':4,5]furo[2,3-c]isoquinolin-8-one
• 英文别名: 5-Propyl-1,2,3,4-tetrahydro-9H-7-oxa-6,9,11-triaza-benzo[c]fluoren-8-one；8-propyl-11-oxa-9,14,16-triazatetracyclo[8.7.0.02,7.012,17]heptadeca-1(10),2(7),8,12(17),15-pentaen-13-one
• CAS: 879476-17-2
• 化学式: C₁₆H₁₇N₃O₂
• 分子量: 283.33
• InChiKey: QZKBJAYOGSTPSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-propyl-1,2,3,4,8,9-hexahydropyrimido[4',5':4,5]furo[2,3-c]isoquinolin-8-one 在 hydrazine hydrate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 39.0h， 生成 11-propyl-7,8,9,10-tetrahydro[1,2,4]triazolo[5'',1'':6',1']pyrimido[4',5':4,5]-furo[2,3-c]isoquinoline
  参考文献：
  名称：

  New heterocyclic systems based on 5,6,7,8-tetrahydroisoquinolines

  摘要：

  A method has been developed for the synthesis of new 8-amino-substituted 5-propyl(isobutyl)-1,2,3,4-tetra-hydropyrimido[4',5':4,5]furo[2,3-c]isoquinolines from 3-oxo derivatives of 5,6,7,8-tetra-hydroisoquinolines. Isomeric triazoles, condensed at the edge [c] of the pyrimidine ring, have been obtained from the 8-hydrazino derivatives. A Dimroth rearrangement was carried out in acidic medium.

  DOI：

  10.1007/s10593-013-1192-6
• 作为产物：
  描述：

  3-oxo-1-propyl-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile 在 sodium ethanolate 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 5-propyl-1,2,3,4,8,9-hexahydropyrimido[4',5':4,5]furo[2,3-c]isoquinolin-8-one
  参考文献：
  名称：

  New heterocyclic systems based on 5,6,7,8-tetrahydroisoquinolines

  摘要：

  A method has been developed for the synthesis of new 8-amino-substituted 5-propyl(isobutyl)-1,2,3,4-tetra-hydropyrimido[4',5':4,5]furo[2,3-c]isoquinolines from 3-oxo derivatives of 5,6,7,8-tetra-hydroisoquinolines. Isomeric triazoles, condensed at the edge [c] of the pyrimidine ring, have been obtained from the 8-hydrazino derivatives. A Dimroth rearrangement was carried out in acidic medium.

  DOI：

  10.1007/s10593-013-1192-6

文献信息

• Synthesis and structure of condensed triazolo- and tetrazolopyrimidines
  作者：Samvel N. Sirakanyan、Athina Geronikaki、Domenico Spinelli、Anush A. Hovakimyan、Azat S. Noravyan

  DOI：10.1016/j.tet.2013.10.015

  日期：2013.12

  Herein we present the synthesis of several new hydrazino derivatives of cyclopenta[c]pyridine, 5,6,7,8-tetrahydroisoquinoline and pyrano[3,4-c]pyridine from 3-oxo-4-cyano fused pyridine derivatives. The hydrazino derivatives obtained were used as starting materials for the synthesis of isomeric triazolopyrimidines as well as tetrazolopyrimidines. Furthermore, the rearrangement of triazolopyrimidines

  本文中，我们从3-氧代-4-氰基稠合的吡啶衍生物合成了几种新的环戊基[ c ]吡啶，5,6,7,8-四氢异喹啉和吡喃[3,4- c ]吡啶的肼衍生物。获得的肼基衍生物用作合成异构的三唑并嘧啶和四唑并嘧啶的起始原料。此外，还提出了将三唑并嘧啶7重新排列为三唑并嘧啶8。在DMSO中，四唑并嘧啶10与相关的叠氮嘧啶9处于平衡状态。。通过X射线晶体学证实了四唑并嘧啶的结构。测试合成的化合物的抗微生物活性。