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Details

Stereochemistry RACEMIC
Molecular Formula C20H33N3O3S.ClH
Molecular Weight 432.02
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUINAGOLIDE HYDROCHLORIDE

SMILES

Cl.[H][C@@]12C[C@H](CN(CCC)[C@@]1([H])CC3=C(C2)C(O)=CC=C3)NS(=O)(=O)N(CC)CC

InChI

InChIKey=DVLKVIJLALMCBQ-VENMBWNLSA-N
InChI=1S/C20H33N3O3S.ClH/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;1H/t16-,17+,19-;/m0./s1

HIDE SMILES / InChI
CV-205502 (Quinagolide, Norprolac), a small molecule, dopamine 2-receptor agonist was developed by Novartis for the treatment of prolactinoma and hyperprolactinaemia. It is is a long-acting dopamine agonist with potent D2 and weak D1 activity. Quinagolide exists as a racemate and its relevant clinical activity is mediated predominantly by the (-) enantiomer. It is typically present in the hydrochloride salt form and is marketed as oral tablets under the brand name Norprolac contained as a racemate. Quinagolide is currently available in several countries including Canada, but not approved for treatment in the United States. Owing to its dopaminergic action, the drug exerts a strong inhibitory effect on the secretion of the anterior pituitary hormone prolactin, but does not reduce normal levels of other pituitary hormones. Long-term treatment with Norprolac was found to reduce the size or limit the growth of prolactin-secreting pituitary macroadenomas. In some patients the reduction of prolactin secretion may be accompanied by short- lasting, small increases in plasma growth hormone levels, the clinical significance of which is unknown. As a specific inhibitor of prolactin secretion with a prolonged duration of action, Norprolac has been shown to be effective and suitable for once-a- day oral treatment of patients presenting with hyperprolactinaemia and its clinical manifestations such as galactorrhoea, oligomenorrhoea, amenorrhoea, infertility and reduced libido.

Approval Year

PubMed

PubMed

TitleDatePubMed
CV 205-502: safety, tolerance to, and efficacy of increasing doses in patients with Parkinson's disease in a double-blind, placebo crossover study.
1989 Dec
CV 205-502 treatment of hyperprolactinemia.
1989 Feb
CV 205-502, a new dopamine agonist, versus bromocriptine in the treatment of hyperprolactinaemia.
1991 Jul 1
Effects of tamoxifen and CV 205502 on the morphology and the evolution of the noncancerous mouse mammary gland.
1993 Oct
Patents

Sample Use Guides

Adults The optimal dose must be titrated individually on the basis of the prolactin- lowering effect and tolerability. With the 'starter pack' treatment begins with 25 micrograms/day for the first 3 days, followed by 50 micrograms/day for a further 3 days. From day 7 onwards, the recommended dose is 75 micrograms/day. If necessary, the daily dose may then be increased stepwise until the optimal individual response is attained. The usual maintenance dosage is 75 to 150 micrograms/day. Daily doses of 300 micrograms or higher doses are required in less than one- third of the patients. In such cases, the daily dosage may be increased in steps of 75 to 150 micrograms at intervals not shorter than 4 weeks until satisfactory therapeutic effectiveness is achieved or reduced tolerability, requiring the discontinuation of treatment, occurs.
Route of Administration: Oral
Name Type Language
QUINAGOLIDE HYDROCHLORIDE
MART.   MI   WHO-DD  
Common Name English
Quinagolide hydrochloride [WHO-DD]
Common Name English
QUINAGOLIDE HCL
Common Name English
QUINAGOLIDE HYDROCHLORIDE [MART.]
Common Name English
SDZ-205-502
Code English
NORPROLAC
Brand Name English
SULFAMIDE, N,N-DIETHYL-N'-((3R,4AR,10AS)-1,2,3,4,4A,5,10,10A-OCTAHYDRO-6-HYDROXY-1-PROPYLBENZO(G)QUINOLIN-3-YL)-, HYDROCHLORIDE (1:1), REL-
Common Name English
CV-205-502
Code English
QUINAGOLIDE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
CAS
94424-50-7
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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EPA CompTox
DTXSID20241478
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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EVMPD
SUB04163MIG
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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FDA UNII
33474X943Y
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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MESH
C046650
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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MERCK INDEX
m9431
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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SMS_ID
100000090012
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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RXCUI
236233
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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DRUG BANK
DBSALT001152
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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PUBCHEM
76966248
Created by admin on Fri Dec 15 15:31:50 GMT 2023 , Edited by admin on Fri Dec 15 15:31:50 GMT 2023
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