8045. Quinagolide

Nomenclature

CAS number: 87056-78-8
(3R,4aR,10aS)-rel-N,N-Diethyl-N′-(1,2,3,4,4a,5,10,10a-octahydro-6-hydroxy-1-propylbenzo[g]quinolin-3-yl)sulfamide; (±)-1-n-propyl-3α-diethylsulfamoylamino-6-hydroxy-1,2,3,4,4aα,5,10,10aβ-octahydrobenzo[g]quinoline.
C20H33N3O3S; mol wt 395.56.
C 60.73%, H 8.41%, N 10.62%, O 12.13%, S 8.11%.

Description and references

Nonergot dopamine D2-receptor agonist. Prepn: R. Nordmann, T. J. Petcher, EP 77754; eidem, US 4565818 (1983, 1986 both to Sandoz); eidem, J. Med. Chem. 28, 367 (1985). Receptor binding study in vivo: A. Closse et al., Brain Res. 440, 123 (1988). Clinical pharmacology: R. C. Gaillard, J. Brownell, Life Sci. 43, 1355 (1988). Clinical evaluation in hyperprolactinemia: C. Rasmussen et al., Acta Endocrinol. 125, 170 (1991).

Chemical structure

Properties

Beige powder, mp 122.5-124°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 94424-50-7
CV-205-502; SDZ-205-502; Norprolac (Novartis).
C20H33N3O3S.HCl; mol wt 432.02.
C 55.60%, H 7.93%, N 9.73%, O 11.11%, S 7.42%, Cl 8.21%.

Properties

Crystals from methylene chloride + methanol, mp 234-236°.

Therapeutic Category

Prolactin inhibitor.

Keywords

Dopamine Receptor Agonist; Prolactin Inhibitor