Ropinirole HCl

Alias: SKF-101468A; Ropinirole Hydrochloride; Ropinirole HCl; UNII-D7ZD41RZI9; SK and F 101468; SK and F-101,468; SKF 101468;SKF101468A; SKF 101468A
Cat No.:V1265 Purity: ≥98%
Ropinirole HCl (formerly SKF 101468; SKF-101468A; SKF 101468A; Requip), the hydrochloride salt of ropinirole, is a potent and selective dopamine D2 receptors agonist ( Ki = 29 nM) of the non-ergoline class of medications used for PD-Parkinson's disease, RLS/restless legs syndrome and extrapyramidal symptoms.
Ropinirole HCl Chemical Structure CAS No.: 91374-20-8
Product category: Dopamine Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
250mg
500mg
1g
2g
Other Sizes

Other Forms of Ropinirole HCl:

  • Ropinirole (SKF-101468)
  • Ropinirole-d7 hydrochloride (SKF 101468-d7 hydrochloride)
  • Ropinirole-d3 hydrochloride (SKF 101468-d3 hydrochloride)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ropinirole HCl (formerly SKF 101468; SKF-101468A; SKF 101468A; Requip), the hydrochloride salt of ropinirole, is a potent and selective dopamine D2 receptors agonist ( Ki = 29 nM) of the non-ergoline class of medications used for PD-Parkinson's disease, RLS/restless legs syndrome and extrapyramidal symptoms. It can also lessen the negative effects of selective serotonin reuptake inhibitors (SSRIs) and antipsychotics, such as Parkinsonism syndrome, erectile dysfunction, and sexual dysfunction. In the Fe2+-H2O2 reaction system, ropinirole scavenges free radicals and inhibits lipid peroxidation.

Biological Activity I Assay Protocols (From Reference)
Targets
D2 Receptor ( Ki = 0.7 nM ); hD2 Receptor ( pEC50 = 2.8 nM ); hD3 Receptor ( pEC50 = 2.8 nM ); hD4.4 Receptor ( pEC50 = 2.8 nM )
ln Vitro

In vitro activity: Ropinirole hydrochloride(SKF101468 hydrochloride) a selective dopamine D2 receptor inhibitor with IC50 of 29 nM. Ropinirole scavenges free radicals and suppresses lipid peroxidation in the Fe2+–H2O2 reaction system.

ln Vivo
Ropinirole (50 mg/kg, i.p.) induces mice to exhibit biphasic spontaneous locomotor activity. Ropinirole (0.05-1.0 mg/kg SC) inhibits the dyskinesias in mice caused by 2-di-n-propylamino-5,6-di-hydroxytetralin in a dose-dependent manner. When ropirtirole is administered unilaterally to the rat striatum at doses of 1 or 10 μg, it results in pronounced circling and contralateral (away from the injection side) asymmetry in mice. Ropinirole (0.05-1.0 mg/kg SC or 0.1 mg/kg PO) reverses all motor and behavioural deficits induced by MPTP in marmosets.[1] When given intraperitoneally to mice for seven days, ropinirole (2 mg/kg, i.p.) protects striatal dopaminergic neurons from 6-hydroxydopamine (6-OHDA) and increases GSH, catalase, and SOD activities in the striatum.[2] In lesioned rats with striatal over-expression of both D2R and D3R, ropinirole (0.2 mg/kg, i.p.) improves the use of previously akinetic forelimb and produces robust circling behavior in comparison to lesioned animals that received blank vector. In lesioned rats whose D2R or D3R overexpression is the only cause for the subtherapeutic dose of ropinirole to produce only mild motor effects.[3] In healthy volunteers, ropinirole (1–8 mg t.i.d.) has a rapid and total absorption rate of 55%, oral bioavailability of 780 mL/min, and an elimination half-life of 6 hours. Since CYP enzymes, specifically CYP1A2 and CYP3A4, are the primary route of elimination for ropinirole, inhibition of these enzymes may decrease the agent's clearance and result in drug accumulation.[4] Compared to placebo, ropinirole (0.25 mg–4.0 mg per day) treatment dramatically increases patients' ability to fall asleep, the quantity of stage 2 sleep they get, and the quality of their sleep. Ropipriline causes a reduction in periodic limb movements with arousal per hour from 7.0 to 2.5, while a placebo causes an increase from 4.2 to 6.0. Hourly resting limb movements fall from 56.5 to 23.6 when taking ropinirole, but rise from 46.6 to 56.1 when taking a placebo.[5]
Animal Protocol
Male Sprague–Dawley rats weighing 220-350 g
0.1, 1 or 10 mg/kg
i.p.
References

[1]. Pharmacol Biochem Behav . 1991 Jan;38(1):147-54.

[2]. Brain Res . 1999 Aug 14;838(1-2):51-9.

[3]. Brain Res . 2007 Jul 30:1160:113-23.

[4]. Pharmacotherapy . 2000 Jan;20(1 Pt 2):17S-25S.

[5]. Sleep . 2004 Aug 1;27(5):907-14.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H25CLN2O
Molecular Weight
296.84
Exact Mass
296.17
Elemental Analysis
C, 64.74; H, 8.49; Cl, 11.94; N, 9.44; O, 5.39
CAS #
91374-20-8
Related CAS #
Ropinirole; 91374-21-9; Ropinirole-d7 hydrochloride; 1261396-31-9; Ropinirole-d3 hydrochloride; 1329611-00-8
Appearance
Light yellow solid powder
SMILES
CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1.Cl
InChi Key
XDXHAEQXIBQUEZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H24N2O.ClH/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15;/h5-7H,3-4,8-12H2,1-2H3,(H,17,19);1H
Chemical Name
4-[2-(dipropylamino)ethyl]-1,3-dihydroindol-2-one;hydrochloride
Synonyms
SKF-101468A; Ropinirole Hydrochloride; Ropinirole HCl; UNII-D7ZD41RZI9; SK and F 101468; SK and F-101,468; SKF 101468;SKF101468A; SKF 101468A
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 10~16.7 mg/mL (33.7~56.2 mM)
Water: 30~60 mg/mL (101.1~202.1 mM)
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.67 mg/mL (5.63 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.67 mg/mL (5.63 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 1.67 mg/mL (5.63 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 100 mg/mL (336.88 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3688 mL 16.8441 mL 33.6882 mL
5 mM 0.6738 mL 3.3688 mL 6.7376 mL
10 mM 0.3369 mL 1.6844 mL 3.3688 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03176966 Completed Drug: Vitamin E
Drug: Ropinirole
Muscle Cramp
Cirrhosis
Vanderbilt University Medical
Center
September 2, 2016 Phase 4
NCT00823836 Completed Drug: ropinirole PR/XR
Drug: ropinirole IR
Parkinson Disease GlaxoSmithKline March 2009 Phase 3
NCT01627834 Completed Drug: Ropinirole Healthy Dr. Reddy's Laboratories
Limited
October 2009 Phase 1
NCT01627847 Completed Drug: Ropinirole Healthy Dr. Reddy's Laboratories Limited October 2009 Phase 1
NCT03038308 Completed Drug: Ropinirole Hyperprolactinemia
Prolactinoma
Columbia University September 16, 2016 Phase 1
Phase 2
Biological Data
  • Ropinirole HCl
    Ropinirole protects PC12-D2R cells and primary mesencephalic dopamine neurons from cell death induced by oxidative stress by activating Akt signaling pathway.J Biol Chem. 2008 May 30; 283(22): 15469–15478.
  • Ropinirole HCl
    Ropinirole mediated activation of Akt.


    Ropinirole HCl
    Downstream effectors of Akt signaling pathway activated by ropinirole.J Biol Chem. 2008 May 30; 283(22): 15469–15478.
  • Ropinirole HCl
    Loss of Akt and GSK-3β induces cell death in PC12-D2R cells.J Biol Chem. 2008 May 30; 283(22): 15469–15478.
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