9003. Suplatast Tosylate

Nomenclature

CAS number: 94055-76-2
[3-[[4-(3-Ethoxy-2-hydroxypropoxy)phenyl]amino]-3-oxopropyl]dimethylsulfonium salt with 4-methylbenzenesulfonic acid; (±)-[2-[[p-(3-ethoxy-2-hydroxypropoxy)phenyl]carbamoyl]ethyl]dimethylsulfonium p-toluenesulfonate; IPD-1151T; IPD (Taiho).
C16H26NO4S.C7H7O3S; mol wt 499.64.
C 55.29%, H 6.66%, N 2.80%, O 22.42%, S 12.84%.

Description and references

Selective inhibitor of the IgE antibody response; inhibits interleukin-4 gene expression and mast cell differentiation. Prepn: A. Koda et al., DE 3408708; eidem, US 4556737 (1984, 1985 both to Taiho). Suppression of IL-4 production and the IgE response: Y. Yanagihara et al., Jpn. J. Pharmacol. 61, 23, 31 (1993). Effect on mast cell differentiation: S. Konno et al., Eur. J. Pharmacol. 259, 15 (1994). Series of articles on toxicology: J. Toxicol. Sci. 17, Suppl. 2, 1-205, (1992); C.A. 117, 103839-103846; 103995 (1992). Acute toxicity: K. Yamishita et al., ibid. 1. Clinical evaluation in asthma: J. Tamaoki et al., Lancet 356, 273 (2000).

Chemical structure

Properties

Crystals, mp 70-73°. LD50 in male, female mice, male, female rats (mg/kg): 81, 96, 96, 93 i.v.; in mice, rats (g/kg): >12.5, >10 orally (Yamashita).

Therapeutic Category

Antiallergic; antiasthmatic.

Keywords

Antiallergic; Antiasthmatic (Nonbronchodilator)