| Identification | More | [Name]
Ropinirole hydrochloride | [CAS]
91374-20-8 | [Synonyms]
4-(2-dipropylaminoethyl)-1,3-dihydroindol-2-one hydrochloride
REQUIP
ROPINIROLE HCL
ROPINIROLE HYDROCHLORIDE
SKF-101468A
1,3-dihydro-4-(2-(dipropylamino)ethyl)-2h-indol-2-onemonohydrochloride
1,3-dihydro-4-(2-(dipropylamino)ethyl)-2h-indol-2-onmonohydrochloride
4-(2-(dipropylamino)ethyl)-2-indolinonemonohydrochloride
Ropinirol hydrochloride
4-[2-(Di-n-propylamino)ethyl]-2(3H)-indolone Hydrochloride
4-[2-(Dipropylamino)ethyl]-1,3-dihydro-2H-indol-2-one Hydrochloride
Requi
SKF 101468 hydrochloride, 4-[2-(Dipropylamino)ethyl]-1,3-dihydro-2H-indol-2-one hydrochloride
4-[2-(Dipropylamino)ethyl]-2-indolinone·hydrochloride
4-[2-(Dipropylamino)ethyl]indoline-2-one·hydrochloride | [EINECS(EC#)]
635-615-9 | [Molecular Formula]
C16H25ClN2O | [MDL Number]
MFCD01754173 | [Molecular Weight]
296.84 | [MOL File]
91374-20-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
241-243°C | [storage temp. ]
Room temp | [solubility ]
H2O: >10mg/mL | [form ]
powder | [color ]
light yellow | [Usage]
An antiparkinsonian agent. A selective dopamine D2-receptor agonist | [InChI]
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 | [InChIKey]
XDXHAEQXIBQUEZ-UHFFFAOYSA-N | [SMILES]
C12CC(=O)NC=1C=CC=C2CCN(CCC)CCC.Cl | [CAS DataBase Reference]
91374-20-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S36:Wear suitable protective clothing .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 3077 9/PG 3 | [WGK Germany ]
3 | [RTECS ]
NM3288250 | [HS Code ]
2933790002 |
| Hazard Information | Back Directory | [Description]
ReQuip was launched in the UK as a monotherapy or in combination with
low-dose levodopa for the treatment of early-stage idiopathic Parkinson's disease.
An eight step (24% overall yield) synthesis from isochroman provides access to
ropinirole. It is a non-ergot postsynaptic dopamine D2 agonist with activity in the
extrapyramidal system. It has weak or no significant activity at α2-adrenergic, 5-HT2
receptors and is inactive at 5-HT1, benzodiazepine, GABA, α1 and β adrenoreceptors.
Thus it has essentially no CNS side effects, fewer dyskinesias and on-off fluctuations.
In animals, it was able to reverse all motor deficits induced by MPTP. Tolerance is
not developed and ropinirole has similar postsynaptic potency to apomorphine but
with significantly less stereotyped behavior. | [Chemical Properties]
Off-White Solid | [Originator]
SmithKline Beecham (UK) | [Uses]
An antiparkinsonian agent. A selective dopamine D2-receptor agonist | [Uses]
antiparkinsonian;non-ergoline D2, D3, and D4 dopamine receptor agonist with highest affinity for D3 | [Definition]
ChEBI: Ropinirole hydrochloride is a member of indoles. | [Brand name]
Requip (GlaxoSmithKline). | [General Description]
Ropinirole hydrochloride,4-(2-(dipropylamino)ethyl)indolin-2-one hydrochloride(Requip), is a white to pale greenish yellow powder that isvery soluble in water. Ropinirole is rapidly absorbed afteroral administration with maximal plasma concentrationsgenerally reached after about 1.5 hours, and the eliminationhalf-life appears to be approximately 3 hours. Ropinirole isalso rapidly and extensively distributed from the vascularcompartment and shows low plasma protein binding that isindependent of its plasma concentration. This drug iscleared by metabolism in the liver, with only 10% being excretedunchanged. The main metabolite of ropinirole is theN-despropyl metabolite. The glucuronide of this metaboliteand the carboxylic acid metabolite, 4-carboxymethylindolin-2-one, account only for 10% of the administered dose.None of the metabolites is pharmacologically active, and theexcretion of ropinirole-derived products is mainly via theurine. The main CYP450 isozyme involved in the metabolismof ropinirole is CYP1A2. Inhibitors or inducers ofthis enzyme have been shown to alter the clearance ofropinirole.Ropinirole is believed to act as an agonist atpostsynaptic D2 receptors. Ropinirole is indicated for thetreatment of the signs and symptoms of idiopathic PD andmoderate to severe primary RLS. | [Biological Activity]
Selective D 2 -like receptor agonist (D 3 > D 2 > D 4 ). Causes biphasic spontaneous locomotor activity and contralateral circling in 6-OHDA-lesioned mice. Displays antiParkinsonian activity. | [Biochem/physiol Actions]
An agonist at the D2 and D3 dopamine receptor subtypes, binding with higher affinity to D3 than to D2 or D4. It has negligible effect on D1-receptors. It has medium in vitro affinity to opioid receptors. Ropinirole is said to have virtually no affinity to 5-HT1, 5-HT2, benzodiazepine, GABA, muscarinic, α1-, α2-, and β-adrenoreceptors. Used as antiparkinsonian drug. | [storage]
Room temperature (desiccate) |
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