Synthesis, structural reassignment, and biological activity of type B MAO inhibitors based on the 5H-indeno[1,2-c]pyridazin-5-one core

被引：34
作者：
Frederick, Raphael
Dumont, Willy
Ooms, Frederic
Aschenbach, Lindsey
van der Schyf, Cornelis J.
Castagnoli, Neal
Wouters, Johan
Krief, Alain [1 ]
机构：
[1] Fac Univ Notre Dame Paix, Lab Chim Organ Synth, COS, B-5000 Namur, Belgium
[2] Fac Univ Notre Dame Paix, Drug Design & Discovery Ctr, Lab Chim Biol Struct, B-5000 Namur, Belgium
[3] Fac Univ Notre Dame Paix, Drug Design & Discovery Ctr, Dept Pharm, B-5000 Namur, Belgium
[4] Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA
[5] Texas Tech Univ, Hlth Sci Ctr, Dept Pharmaceut Sci, Amarillo, TX 79106 USA
来源：
JOURNAL OF MEDICINAL CHEMISTRY | 2006年 / 49卷 / 12期
关键词：
D O I：
10.1021/jm051091j
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The synthesis and enzyme inhibitor properties of reversible type B monoamine oxidase inhibitors are described. These compounds belong to the 5H-indeno[ 1,2-c] pyridazine family and possess a hydrophobic benzyloxy or 4,4,4-trifluorobutoxy side chain which, in contrast to a previous assignment, has been unambiguously located at C( 8) of the heterocyclic moiety. Investigation of the regioisomeric structures establishes that substitution of the 5H-indeno[ 1,2-c] pyridazin-5-one core at C( 7) vs C( 8) dramatically influences the MAO-inhibiting properties of these compounds.
引用
收藏
页码：3743 / 3747
页数：5
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