10'-chloro-3',4'-dihydro-2'H-spiro[cyclopropane-1,7'(6'H)-pyrimido[2,1-a]isoquinolin]-6'-one | 194724-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 10'-chloro-3',4'-dihydro-2'H-spiro[cyclopropane-1,7'(6'H)-pyrimido[2,1-a]isoquinolin]-6'-one
• 英文别名: 10-chlorospiro[3,4-dihydro-2H-pyrimido[2,1-a]isoquinoline-7,1'-cyclopropane]-6-one
• CAS: 194724-57-7
• 化学式: C₁₄H₁₃ClN₂O
• 分子量: 260.723
• InChiKey: WTSADYRDTWXEEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-amino-7-chlorofuro[2,3-c]isoquinoline 、 1,3-二溴丙烷 在 calcium oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 96.0h， 以32%的产率得到10'-chloro-3',4'-dihydro-2'H-spiro[cyclopropane-1,7'(6'H)-pyrimido[2,1-a]isoquinolin]-6'-one
  参考文献：
  名称：

  Polycyclic N-Heterocyclic Compounds 74: Rearrangement Reaction of 5-Amino-1,2-dihydrofuro[2,3-c]isoquinolines with α,ω-Dibromoalkanes and Evaluation of Product Bronchodilator Activity

  摘要：

  Reaction of 5-amino-1,2-dihydrofuro[2,3-c]isoquinolines with 1,2-dibromoethane and 1,3-dibromopropane in the presence of a base afforded 2',3'-dihydrospiro[cyclopropane-1,6'(5'H)-imidazo[2,1-a]isoquinolin]-5'-ones land 3',4'-dihydro-2'H-spiro[cyclopropane-1,7'(6'H)-pyrimido[2,1-a]isoquinolin]-6'-ones, respectively. Certain of the products showed significant bronchodilator activity.

  DOI：

  10.1080/00397911.2010.532899

文献信息

• Polycyclic <i>N</i>-Heterocyclic Compounds 74: Rearrangement Reaction of 5-Amino-1,2-dihydrofuro[2,3-<i>c</i>]isoquinolines with <font>α</font>,<font>ω</font>-Dibromoalkanes and Evaluation of Product Bronchodilator Activity
  作者：Kensuke Okuda、Masahiko Yoshida、Takashi Hirota、Kenji Sasaki

  DOI：10.1080/00397911.2010.532899

  日期：2012.3.15

  Reaction of 5-amino-1,2-dihydrofuro[2,3-c]isoquinolines with 1,2-dibromoethane and 1,3-dibromopropane in the presence of a base afforded 2',3'-dihydrospiro[cyclopropane-1,6'(5'H)-imidazo[2,1-a]isoquinolin]-5'-ones land 3',4'-dihydro-2'H-spiro[cyclopropane-1,7'(6'H)-pyrimido[2,1-a]isoquinolin]-6'-ones, respectively. Certain of the products showed significant bronchodilator activity.