6521. Nicorandil

Nomenclature

CAS number: 65141-46-0
N-[2-(Nitrooxy)ethyl]-3-pyridinecarboxamide; N-(2-hydroxyethyl)nicotinamide nitrate (ester); SG-75; Adancor (Merck-Clévenot); Ikorel (RPR); Perisalol (Chugai); Sigmart (Chugai).
C8H9N3O4; mol wt 211.17.
C 45.50%, H 4.30%, N 19.90%, O 30.31%.

Description and references

Nicotinamide derivative; exhibits dual mechanism of action as both nitrovasodilator and potassium channel activator. Prepn: H. Nagano et al., DE 2714713; eidem, US 4200640 (1977, 1980 both to Chugai). Pharmacology: N. Taira et al., Clin. Exp. Pharmacol. Physiol. 6, 301 (1979). Mechanism of action: F. Yoneyama et al., Cardiovasc. Drugs Ther. 4, 1119 (1990). Symposia on pharmacology and clinical efficacy: Am. J. Cardiol. 63, Suppl, 1J-85J (1989); J. Cardiovasc. Pharmacol. 20, Suppl. 3, S1-S108 (1992). Review of clinical potential in ischemic heart disease: H. Purcell, K. Fox, Br. J. Clin. Pract. 47, 150-154 (1993). Clinical prevention of coronary events in patients with angina: IONA Study Group, Lancet 359, 1269 (2002).

Chemical structure

Properties

Colorless needles from ether/ethanol, mp 92-93°. LD50 in rats (mg/kg): 1200-1300 orally; 800-1000 i.v. (Nagano).

Therapeutic Category

Antianginal.

Keywords

Antianginal; Potassium Channel Activator/Opener