Quinagolide hydrochlorideProduct ingredient for Quinagolide
- Name
- Quinagolide hydrochloride
- Drug Entry
- Quinagolide
Quinagolide is a non-ergot-derived selective dopamine D2 receptor agonist used for the treatment of elevated levels of prolactin or hyperprolactinaemia. Hyperprolalctinaemia is associated with gonadal dysfunction, including infertility and reduced libido, as well as long-term complications such as osteoporosis 1. Newer dopamine receptor agonists such as quinagolide and Cabergoline are shown to effectively inhibit prolactin secretion with improved efficacy over Bromocriptine. These drugs are effective in patients who are intolerant or resistant to Bromocriptine. 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.
- Accession Number
- DBSALT001152
- Structure
- Synonyms
- Quinagolide HCl
- External IDs
- SDZ 205-502 / SDZ-205-502
- UNII
- 33474X943Y
- CAS Number
- 94424-50-7
- Weight
- Average: 432.02
Monoisotopic: 431.2009408 - Chemical Formula
- C20H34ClN3O3S
- InChI Key
- DVLKVIJLALMCBQ-VENMBWNLSA-N
- InChI
- 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
- IUPAC Name
- (3R,4aR,10aS)-3-[(diethylsulfamoyl)amino]-1-propyl-1H,2H,3H,4H,4aH,5H,10H,10aH-benzo[g]quinolin-6-ol hydrochloride
- SMILES
- Cl.CCCN1C[C@@H](C[C@H]2CC3=C(O)C=CC=C3C[C@H]12)NS(=O)(=O)N(CC)CC
- External Links
- ChemSpider
- 32702007
- Predicted Properties
Property Value Source Water Solubility 0.154 mg/mL ALOGPS logP 2.56 ALOGPS logP 2.5 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 10.2 Chemaxon pKa (Strongest Basic) 8.22 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 72.88 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 109.66 m3·mol-1 Chemaxon Polarizability 44.61 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon