4879. Ibudilast

Nomenclature

CAS number: 50847-11-5
2-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone; 3-isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine; KC-404; Ketas (Kyorin).
C14H18N2O; mol wt 230.31.
C 73.01%, H 7.88%, N 12.16%, O 6.95%.

Description and references

Leukotriene D4 antagonist. Prepn: T. Irikura et al., DE 2315801; eidem, US 3850941 (1973, 1974 both to Kyorin). Pharmacology and antiallergic activity: K. Nishino et al., Jpn. J. Pharmacol. 33, 267 (1983); H. Nagai et al., ibid. 1215. In vitro cerebral vasodilating activity: M. Ohashi et al., Arch. Int. Pharmacodyn. 280, 216 (1986); in vivo activity: W. M. Armstead et al., J. Pharmacol. Exp. Ther. 244, 138 (1988). Bronchodilating activity in animals: S. Mue et al., Arch. Int. Pharmacodyn. 283, 153 (1986). Antiplatelet activity in animals: M. Ohashi et al., ibid. 321; M. Ohashi et al., Gen. Pharmacol. 17, 385 (1986).

Chemical structure

Properties

Crystals from hexane, mp 53.5-54°. Slightly sol in water, freely sol in organic solvents. LD50 i.v. in mice: 260 mg/kg (Irikura, 1973).

Therapeutic Category

Antiallergic; antiasthmatic; vasodilator (cerebral).

Keywords

Antiallergic; Antiasthmatic (Nonbronchodilator); Leukotriene Antagonist; Vasodilator (Cerebral)