SYNTHESIS OF PHENANTHRIDIN-3-ONE DERIVATIVES - NONSTEROIDAL INHIBITORS OF STEROID 5-ALPHA-REDUCTASE

被引:21
作者
MOOK, RA
LACKEY, K
BENNETT, C
机构
[1] Glaxo Research Institute, Research Triangle Park, NC 27709, Five Moore Drive
关键词
D O I
10.1016/0040-4039(95)00690-E
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short and efficient six-step synthesis of novel phenanthridin-3-one derivatives is described. The synthesis of these derivatives is highlighted by the cyclization of a suitably placed ketone side chain with a thioiminium ion. The derivatives prepared were found to be inhibitors of human steroid 5-alpha reductase.
引用
收藏
页码:3969 / 3972
页数:4
相关论文
共 12 条
[1]  
Rasmusson, Toney, Chapter 23. Therapeutic Control of Androgen Action, Annual Reports in Medicinal Chemistry., pp. 225-234, (1994)
[2]  
Russell, Wilson, Annual Rev. Biochem., 63, pp. 25-61, (1994)
[3]  
Pochi, Drug Development Research, 13, pp. 157-168, (1988)
[4]  
Bakshi, Patel, Rasmusson, Baginsky, Cimis, Ellsworth, Chang, Bull, Tolman, Harris, J. Med. Chem., 37, (1994)
[5]  
Frye, Haffner, Maloney, Mook, Dorsey, Hiner, Et al., J. Med. Chem., 37, pp. 2352-2360, (1994)
[6]  
Jones, Audia, Lahhorn, McQuaid, Neubauer, Pike, Pennington, Stamm, Toomey, Hirsh, J. Med. Chem., 36, pp. 421-423, (1993)
[7]  
Kamochi, Watanabe, Heterocycles, 26, pp. 2385-2391, (1987)
[8]  
Oare, Henderson, Sanner, Heathcock, J. Org. Chem., 55, pp. 132-157, (1990)
[9]  
Goasdoue, Goasdoue, Gaudemar, Tetrahedron Lett., 25, pp. 537-540, (1994)
[10]  
Tamaru, Harada, Yoshida, J. Am. Chem. Soc., 101, (1979)