9570. Tranilast

Nomenclature

CAS number: 53902-12-8
2-[[3-(3,4-Dimethoxyphenyl)-1-oxo-2-propenyl]amino]benzoic acid; N-(3′,4′-dimethoxycinnamoyl)anthranilic acid; N-5′; Rizaben (Kissei).
C18H17NO5; mol wt 327.33.
C 66.05%, H 5.23%, N 4.28%, O 24.44%.

Description and references

Orally active anti-allergic agent. Prepn: K. Harita et al., DE 2402398; idem, US 3940422 (1974, 1976 both to Kissei). Pharmacological properties: H. Azuma et al., Br. J. Pharmacol. 58, 483 (1976). Mechanism of action study: Y. Iijima et al., Biochem. Biophys. Res. Commun. 93, 912 (1980). Clinical study in pediatric bronchial asthma: H. Shioda, Allergy 34, 213 (1979). Toxicity studies: M. Nakazawa et al., Oyo Yakuri 12, 385, 407 (1976), C.A. 88, 115327-8 (1978). Series of articles on teratogenicity tests: Iyakuhin Kenkyu 9, 148-193 (1978), C.A. 88, 130930f, 146300m-303q (1978).

Chemical structure

Properties

Crystals from chloroform, mp 211-213°. LD50 in male, female mice, male, female rats (mg/kg): 780, 680, 1600, 1100 orally; 410, 385, 405, 395 i.p.; 2630, 2820, 3630, 3060 s.c. (Nakazawa, p 385).

Therapeutic Category

Antiallergic.

Keywords

Antiallergic