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

被引:1
作者
Okuda, Kensuke [1 ]
Yoshida, Masahiko [2 ]
Hirota, Takashi [2 ]
Sasaki, Kenji [2 ]
机构
[1] Gifu Pharmaceut Univ, Lab Med & Pharmaceut Chem, Gifu 5011196, Japan
[2] Okayama Univ, Fac Pharmaceut Sci, Okayama 700, Japan
关键词
Bronchodilator activity; furo[2,3-c]isoquinoline; rearrangement; ring cleavage; spiroheterocycle; CLEAVAGE;
D O I
10.1080/00397911.2010.532899
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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.
引用
收藏
页码:865 / 871
页数:7
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