Chemistry:Toloxatone
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Toloxatone (Humoryl) is an antidepressant launched in 1984 in France by Sanofi Aventis for the treatment of depression. It was discontinued in 2002.[1] It acts as a selective reversible inhibitor of MAO-A (RIMA).[2]
Synthesis
The reaction between glycidol (1) and m-toluidine (2) gives 3-m-toluidinopropane-1,2-diol (3). Treatment with diethyl carbonate (4) in the presence of sodium methoxide leads to an intermolecular cycloaddition to give tomoxatone.[3][4][5]
See also
References
- ↑ "Humoryl 200mg gelule 30". https://sante.lefigaro.fr/medicaments/3215528-humoryl-200mg-gelule-30.
- ↑ "Comparison of the monoamine oxidase inhibiting properties of two reversible and selective monoamine oxidase-A inhibitors moclobemide and toloxatone, and assessment of their effect on psychometric performance in healthy subjects". British Journal of Clinical Pharmacology 30 (6): 805–16. December 1990. doi:10.1111/j.1365-2125.1990.tb05445.x. PMID 1705137.
- ↑ Sungurbey, K .; Castaer, J .; Toloxatone. Drugs Fut 1976, 1, 12, 569.
- ↑ Douzon, C.; Fauvan, C.; Une nouvelle serie d'antidpresseurs: les derivs de l'hydroxymthyl-5-oxazolidinone-2. Chimie Thrapeutique 1973, 3, 324-327.
- ↑ DE2012120 Claude P Fauran, Guy M Raynaud, Rene A Oliver, Colette A Douzon, U.S. Patent 3,655,687 (1972 to Delalande Sa).
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