Suplatast tosilate
Suplatast tosilate (INN) is an inhibitor of cytokine T helper cells. Overstimulation of these Th2 cells can lead to an allergic reaction, so the drug is used as an antihistamine. It has also been used in the treatment of Kimura's disease.
Synthesis
Acylation of 1-(4-aminophenoxy)-3-ethoxypropan-2-ol (1) with 3-methylthiopropionyl chloride (2) gives the amide (3). Methylation of the thioether using methyl tosylate (4) yields suplatast as its toluenesulfonic acid salt.
References
Further reading
- Sano Y (December 1996). "[Anti-inflammatory drugs for the treatment of bronchial hyperresponsiveness]". Nihon Kyōbu Shikkan Gakkai Zasshi (in Japanese). 34 Suppl: 48–53. PMID 9216184.