6840. Olopatadine

Nomenclature

CAS number: 113806-05-6
(11Z)-11-[3-(Dimethylamino)propylidene]-6,11-dihydrodibenz[b,e]oxepin-2-acetic acid.
C21H23NO3; mol wt 337.41.
C 74.75%, H 6.87%, N 4.15%, O 14.23%.

Description and references

Dual acting histamine H1-receptor antagonist and mast cell stabilizer. Prepn: E. Oshima et al., EP 235796; eidem, US 5116863 (1987, 1992 both to Kyowa); eidem, J. Med. Chem. 35, 2074 (1992). Pharmacology: C. Kamei et al., Arzneim.-Forsch. 45, 1005 (1995); J. M. Yanni et al., J. Ocul. Pharmacol. Ther. 12, 389 (1996). Receptor binding profile: N. A. Sharif et al., J. Pharmacol. Exp. Ther. 278, 1252 (1996). Clinical trial in allergic conjunctivitis: M. B. Abelson, L. Spitalny, Am. J. Ophthalmol. 125, 797 (1998).

Chemical structure

Properties

Crystallized as the hemihydrate from 2-propanol + water, mp 188-189.5°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 140462-76-6
AL-4943A; KW-4679; Opatanol (Alcon); Patanol (Alcon).
C21H23NO3.HCl; mol wt 373.87.
C 67.46%, H 6.47%, N 3.75%, O 12.84%, Cl 9.48%.

Properties

Crystals from acetone-water, mp 248° (dec). Sol in water.

Therapeutic Category

Antiallergic; antihistaminic.

Keywords

Antihistaminic; Tricyclics; Other Tricyclics