5518. Lisuride

Nomenclature

CAS number: 18016-80-3
N′-[(8α)-9,10-didehydro-6-methylergolin-8-yl]-N,N-diethylurea; 9-(3,3-diethylureido)-4,6,6a,7,8,9-hexahydro-7-methylindolo[4,3-f,g]quinoline; 1,1-diethyl-3-(d-6-methylisoergolen-8-yl)urea; N-(d-6-methyl-8-isoergolenyl)-N,N-diethylurea; methylergol carbamide; lysuride.
C20H26N4O; mol wt 338.45.
C 70.97%, H 7.74%, N 16.55%, O 4.73%.

Description and references

Dopamine D2-receptor agonist. Prepn: V. Zikan, M. Semonsky, Collect. Czech. Chem. Commun. 25, 1922 (1960); eidem, Pharmazie 23, 147 (1968). Pharmacology and toxicity: Z. Votava, I. Lamplova, Physiol. Bohemoslov. 12, 37 (1963), C.A. 59, 9221d (1963).

Chemical structure

Properties

Crystals from benzene, mp 186°. [α]D20 +313° (c = 0.60 in pyridine).

Derivative

Maleate.

Nomenclature

CAS number: 19875-60-6
Apodel (Meiji); Cuvalit (Schering AG); Dopergin (Schering AG); Eunal (Schering); Lysenyl (Spofa); Revanil (Roche).
C20H26N4O.C4H4O4; mol wt 454.52.
C 63.42%, H 6.65%, N 12.33%, O 17.60%.

Properties

Prisms from ethanol, mp 200° (dec). [α]D20 +288° (c = 0.5 in methanol). uv max (methanol): 313 nm. LD50 i.v. in mice: 14.4 mg/kg (Votava, Lamplova).

Therapeutic Category

Antimigraine; prolactin inhibitor; antiparkinsonian.

Keywords

Antimigraine; Dopamine Receptor Agonist; Prolactin Inhibitor