Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists

A series of novel indazole derivatives were synthesized, and their structure-activity relationships examined in order to identify potent and selective 5-HT2C receptor agonists. Among these compounds, (S)-2-(7-ethyl-1H-furo[2,3-g]indazol-1-yl)-1-methylethylamine (YM348) had a good in vitro profile, t...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2008-02, Vol.16 (4), p.1966-1982
Main Authors: Shimada, Itsuro, Maeno, Kyoichi, Kazuta, Ken-ichi, Kubota, Hideki, Kimizuka, Tetsuya, Kimura, Yasuharu, Hatanaka, Ken-ichi, Naitou, Yuki, Wanibuchi, Fumikazu, Sakamoto, Shuichi, Tsukamoto, Shin-ichi
Format: Article
Language:English
Subjects:
Animals
Ethylamines - chemical synthesis
Ethylamines - pharmacology
Humans
Indazoles - chemical synthesis
Indazoles - pharmacology
Penile Erection - drug effects
Rats
Serotonin 5-HT2 Receptor Agonists
Serotonin Receptor Agonists - chemical synthesis
Serotonin Receptor Agonists - pharmacology
Structure-Activity Relationship
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Summary:A series of novel indazole derivatives were synthesized, and their structure-activity relationships examined in order to identify potent and selective 5-HT2C receptor agonists. Among these compounds, (S)-2-(7-ethyl-1H-furo[2,3-g]indazol-1-yl)-1-methylethylamine (YM348) had a good in vitro profile, that is, high agonistic activity to the human 5-HT2C receptor subtype (EC50 = 1.0 nM) and high selectivity over 5-HT2A receptors. This compound was also effective in a rat penile erection model when administered p.o.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2007.10.100