Quinagolide

Quinagolide
	; Structure without stereochemistry
Clinical data
Trade names	Norprolac
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
ATC code	G02CB04 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name N,N-diethyl-N'-[(3S,4aS,10aR)-6-hydroxy-1-propyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-3-yl]sulfamide;
CAS Number	87056-78-8 ;
PubChem CID	55645;
ChemSpider	2343034 ;
UNII	80Q9QWN15M;
KEGG	D07217 ;
ChEMBL	ChEMBL290962 ;
Chemical and physical data
Formula	C20H33N3O3S
Molar mass	395.56 g·mol−1
	InChI InChI=1S/C20H33N3O3S/c1-4-10-22-14-17(21-27(25,26)23(5-2)6-3)11-16-12-18-15(13-19(16)22)8-7-9-20(18)24/h7-9,16-17,19,21,24H,4-6,10-14H2,1-3H3/t16-,17+,19-/m1/s1 ; Key:GDFGTRDCCWFXTG-ZIFCJYIRSA-N ;
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Quinagolide (INN, BAN; brand name Norprolac) is a selective D₂ receptor agonist that is used to reduce elevated levels of prolactin (hyperprolactinemia).[1] It has also been found to be effective in the treatment of breast pain.[2]

Stereochemistry

Quinagolide is a racemate composed of the following two enantiomers:[3]

Enantiomeres of Quinagolide
(+)-Quinagolid CAS number: 140630-79-1	(-)-Quinagolid CAS number: 140630-80-4

Di Sarno A, Landi ML, Marzullo P, Di Somma C, Pivonello R, Cerbone G, et al. (July 2000). "The effect of quinagolide and cabergoline, two selective dopamine receptor type 2 agonists, in the treatment of prolactinomas". Clinical Endocrinology. 53 (1): 53–60. doi:10.1046/j.1365-2265.2000.01016.x. PMID 10931080.
Pluchinotta AM (20 April 2015). The Outpatient Breast Clinic: Aiming at Best Practice. Springer. pp. 167–. ISBN 978-3-319-15907-2.
Rote Liste Service GmbH (Hrsg.) (2017). Rote Liste 2017 - Arzneimittelverzeichnis für Deutschland (einschließlich EU-Zulassungen und bestimmter Medizinprodukte) [Red List 2017 - List of medicinal products for Germany (including EU approvals and certain medical devices)] (in German) (57th ed.). Frankfurt/Main: Rote Liste Service GmbH. p. 214. ISBN 978-3-946057-10-9.

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