Quinagolide

Chemical compound
  • G02CB04 (WHO)
Legal statusLegal status
  • In general: ℞ (Prescription only)
Identifiers
  • 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 ☒N
PubChem CID
  • 55645
ChemSpider
  • 2343034 checkY
UNII
  • 80Q9QWN15M
KEGG
  • D07217 checkY
ChEMBL
  • ChEMBL290962 checkY
Chemical and physical dataFormulaC20H33N3O3SMolar mass395.56 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 checkY
  • Key:GDFGTRDCCWFXTG-ZIFCJYIRSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Quinagolide (INNTooltip International nonproprietary name, BANTooltip British Approved Name), sold under the brand name Norprolac, is a selective dopamine D2 receptor agonist which 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] It is used in the UK, but it is not available in US.

Chemistry

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

References

  1. ^ 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. S2CID 31677949.
  2. ^ Pluchinotta AM (20 April 2015). The Outpatient Breast Clinic: Aiming at Best Practice. Springer. pp. 167–. ISBN 978-3-319-15907-2.
  3. ^ 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.


  • v
  • t
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D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
  • See also: Receptor/signaling modulators
  • Adrenergics
  • Serotonergics
  • Monoamine reuptake inhibitors
  • Monoamine releasing agents
  • Monoamine metabolism modulators
  • Monoamine neurotoxins