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Toloxatone (Humoryl) is an
The reaction between
antidepressant
Antidepressants are a class of medications used to treat major depressive disorder, anxiety disorders, chronic pain, and addiction.
Common side effects of antidepressants include Xerostomia, dry mouth, weight gain, dizziness, headaches, akathi ...
launched in 1984 in France by Sanofi Aventis
Sanofi S.A. is a French multinational pharmaceutical and healthcare company headquartered in Paris, France. The corporation was established in 1973 and merged with Synthélabo in 1999 to form Sanofi-Synthélabo. In 2004, Sanofi-Synthélabo merg ...
for the treatment of depression. It was discontinued in 2002. It acts as a selective reversible inhibitor of MAO-A (RIMA).Synthesis
:
The reaction between glycidol
Glycidol is an organic compound with the formula . The molecule contains both epoxide and alcohol functional groups. Being simple to make and bifunctional, it has a variety of industrial uses. The compound is a colorless, slightly viscous liqui ...
(1) and m-toluidine (2) gives 3-m-toluidinopropane-1,2-diol (3). Treatment with diethyl carbonate
Diethyl carbonate (sometimes abbreviated DEC) is an ester of carbonic acid and ethanol with the formula OC(OCH2CH3)2. At room temperature (25 °C) diethyl carbonate is a colorless liquid with a low flash point.
Diethyl carbonate is used as ...
(4) in the presence of sodium methoxide leads to an intermolecular cycloaddition to give tomoxatone.DE2012120 Claude P Fauran, Guy M Raynaud, Rene A Oliver, Colette A Douzon, (1972 to Delalande Sa).See also
*Befloxatone
Befloxatone (MD-370,503) is a reversible inhibitor of monoamine oxidase A
Reversibility can refer to:
* Time reversibility, a property of some mathematical or physical processes and systems for which time-reversed dynamics are well defined
:* Re ...
* Cimoxatone
Cimoxatone (MD 780515) is a reversible inhibitor of MAO-A (RIMA). It was never marketed.
Cimoxatone has a half-life of 12.4 hours in humans.
See also
* Monoamine oxidase inhibitor
Monoamine oxidase inhibitors (MAOIs) are a drug class, c ...
References
Reversible inhibitors of MAO-A Monoamine oxidase inhibitors 2-Oxazolidinones Primary alcohols 3-Tolyl compounds {{nervous-system-drug-stub