7794. Propafenone

Nomenclature

CAS number: 54063-53-5
1-[2-[2-Hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-1-propanone; 2′-[2-hydroxy-3-(propylamino)propoxy]-3-phenylpropiophenone; SA-79.
C21H27NO3; mol wt 341.44.
C 73.87%, H 7.97%, N 4.10%, O 14.06%.

Description and references

Sodium channel blocker. Prepn: R. Sachse, DE 2001431 (1971 to Helopharm), C.A. 75, 151538f (1971). Pharmacology: H.-J. Hapke, E. Prigge, Arzneim.-Forsch. 26, 1849 (1976). Pharmacokinetics: M. Hollmann et al., ibid. 33, 763 (1983). HPLC determn in plasma and urine: U. Hofmann et al., J. Chromatogr. B 748, 113 (2000). Review of pharmacology and therapeutic efficacy: H. M. Bryson et al., Drugs 45, 85-130 (1993). Review of clinical trials in supraventricular arrhythmias and atrial fibrillation: A. P. Rae, Am. J. Cardiol. 82, 59N-65N (1998); S. C. Reimold et al., ibid. 66N-71N.

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 34183-22-7
Arythmol (Abbott); Pronon (Yamanouchi); Rythmol (Abbott); Rytmonorm (Abbott).
C21H27NO3.HCl; mol wt 377.90.
C 66.74%, H 7.47%, N 3.71%, O 12.70%, Cl 9.38%.

Properties

Fine white crystals. Slightly bitter taste. Sol in basic lower aliphatic alcohols, CCl4, hot water; slightly sol in cold water. Insol in ether. LD50 in rats (mg/kg): 18.8 i.v.; 700 orally (Hapke, Prigge).

Therapeutic Category

Antiarrhythmic (class IC).

Keywords

Antiarrhythmic