||A concise synthesis of 2-(1,2,3,4-tetrahydro-6-methoxynaphthalen-4-yl) ethanamine, a key intermediate in the elaboration compound library of agomelatine analogs
Kasséhin Urbain C. ,
Gbaguidi A. Fernand ,
McCurdy Christopher R. ,
Poupaert Jacques H. ,
||Journal of Chemical and Pharmaceutical Research
||Agomelatine, a melatonin-like antidepressant drug based on a naphthalene scaffold, has received considerable attention these last twenty years. This drug molecule undergoes important liver first pass effect and suffers therefore of a short plasma half-life. In an effort to circumvent this drawback, we designed an approch based on the use of a tetraline scaffold to replace the original naphthalene template. Using a concise synthetic method involving a threestep approach and starting a commercially available tetralone precursor,we successfully designed a tetraline scaffold, a pivotal template which could be further elaborated into a compound library of agomelatine analogs. Further work is now under progress along this line.
||agomelatine, melatonin, melatonergic agonist, thioamide, tetrahydronaphthalenic, bioisostere, microwave activation.
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