2311. Cinromide

Nomenclature

CAS number: 58473-74-8
(2E)-3-(3-Bromophenyl)-N-ethyl-2-propenamide; trans-3-bromo-N-ethylcinnamamide; BW-122U; Vumide (Burroughs Wellcome).
C11H12BrNO; mol wt 254.12.
C 51.99%, H 4.76%, Br 31.44%, N 5.51%, O 6.30%.

Description and references

Cinnamic acid derivative with anti-epileptic activity. Prepn: E. M. Grivsky, DE 2535599; idem, US 4041071 (1976, 1977 to Burroughs Wellcome). Pharmacology: F. E. Soroko et al., J. Pharm. Pharmacol. 33, 741 (1981); G. H. Fromm et al., Epilepsia 24, 394 (1983). Pharmacokinetics and metabolism: R. R. Maddox, B. B. Wannamaker, Curr. Ther. Res. 32, 165 (1982). Mass spec determn in plasma and urine: R. J. Perchalski et al., Anal. Chem. 54, 1466 (1982). Controlled clinical trials: J. W. Allen et al., Epilepsia 24, 422 (1983); B. Spilker et al., Curr. Ther. Res. 34, 7 (1983).

Chemical structure

Properties

Crystals from ethanol-water, mp 89-90°. LD50 in mice (mg/kg): 660 ±28 i.p.; 2277 ±250 orally (Soroko).

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant