490. Amlexanox

Nomenclature

CAS number: 68302-57-8
2-Amino-7-(1-methylethyl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid; 2-amino-7-isopropyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid; 2-amino-7-isopropyl-1-azaxanthone-3-carboxylic acid; amoxanox; AA-673; CHX-3673; Aphthasol (Block); Elics (Senju); Solfa (Takeda).
C16H14N2O4; mol wt 298.29.
C 64.42%, H 4.73%, N 9.39%, O 21.45%.

Description and references

Inhibits release of allergic mediators from mast cells. Prepn: A. Nohara et al., BE 864647; US 4143042 (1978, 1979 both to Takeda); eidem, J. Med. Chem. 28, 559 (1985). Mode of action studies: T. Saijo et al., Int. Arch. Allergy Appl. Immunol. 79, 231 (1986); H. Makino et al., ibid. 82, 66 (1987). Pharmacodynamics: G. Rankov et al., Ophthalmic Res. 22, 359 (1990). Clinical trial in aphthous ulcers: R. O. Greer, Jr. et al., J. Oral Maxillofac. Surg. 51, 243 (1993).

Chemical structure

Properties

Crystals from DMF, mp >300°.

Therapeutic Category

Antiallergic; antiasthmatic.

Keywords

Antiallergic; Antiasthmatic (Nonbronchodilator); 5-Lipoxygenase Inhibitor