91374-20-8 Usage
Description
Different sources of media describe the Description of 91374-20-8 differently. You can refer to the following data:
1. 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.
2. Ropinirole is a potent dopamine D2 receptor agonist (Ki = 29 nM in a radioligand binding assay). It is selective for D2 over D1 dopamine receptors (Ki = >100,000 nM) as well as a panel of adrenergic, serotonin, benzodiazepine, and GABA receptors (IC50s = >9,000 nM). Ropinirole reduces spontaneous locomotor activity in mice at doses less than 50 mg/kg but increases it at a dose of 100 mg/kg. It also induces contralateral asymmetry in an open field test in 6-OHDA-lesioned mice. Ropinirole (0.01-1 mg/kg) reverses locomotor deficits and restores interest in novel stimuli in a marmoset model of Parkinson''s disease induced by MPTP. Formulations containing ropinirole have been used for the treatment of Parkinson''s disease motor dysfunction.
Chemical Properties
Off-White Solid
Uses
Different sources of media describe the Uses of 91374-20-8 differently. You can refer to the following data:
1. An antiparkinsonian agent. A selective dopamine D2-receptor agonist
2. antiparkinsonian;non-ergoline D2, D3, and D4 dopamine receptor agonist with highest affinity for D3
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.
Check Digit Verification of cas no
The CAS Registry Mumber 91374-20-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,1,3,7 and 4 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 91374-20:
(7*9)+(6*1)+(5*3)+(4*7)+(3*4)+(2*2)+(1*0)=128
128 % 10 = 8
So 91374-20-8 is a valid CAS Registry Number.
InChI:InChI=1/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
91374-20-8Relevant articles and documents
Method for preparing ropinirole hydrochloride
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Paragraph 0062; 0063; 0066, (2018/09/12)
The invention belongs to the technical field of medicinal chemistry and organic chemistry, and particularly relates to a method for preparing ropinirole hydrochloride. A novel compound 4 is synthesized by the aid of the method and is used as a raw material for preparing the ropinirole hydrochloride. The particular method includes dissolving the compound 4 in one or a plurality of types of ethyl alcohol/methanol/ethyl acetate to obtain liquid, adding Pd/C into the ethyl alcohol/methanol/ethyl acetate, and carrying out reaction to obtain compounds 5; dissolving the compounds 5, p-toluenesulfonylchloride and pyridine in one or a plurality of types of dichloromethane/trichloromethane/1, 2-dichloroethane/pyridine, and carrying out reaction to obtain compounds 6; dissolving the compounds 6, NaIand dipropyl amine in one or a plurality of types of DMF (dimethyl formamide)/DMSO (dimethylsulfoxide)/Toluene, and carrying out reaction to obtain ropinirole; dissolving the ropinirole in 1, 4 dioxane with hydrochloric acid, and carrying out reduced-pressure compression to obtain the ropinirole hydrochloride. A proportion of the compounds 5 to the p-toluenesulfonyl chloride to the pyridine is equal to 1:1.2:1.2. A proportion of the compounds 6 to the NaI to the dipropyl amine is equal to 1:1:1.2. The novel method for preparing the ropinirole hydrochloride has the advantages that the method includes simple and convenient steps and can be practically put into production, and raw materials for the ropinirole hydrochloride are simple and are easily available.
Improved preparation method for ropinirole hydrochloride
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, (2016/10/09)
The invention discloses an improved preparation method for ropinirole hydrochloride. The ropinirole hydrochloride is a compound shown in the formula I and is prepared through a series of reactions with 2-phenylethanol as a starting raw material. Compared with the prior art, according to the method, raw materials are cheap and easy to get, reaction conditions are mild, technological operation is easy, control is easy, the product is high in total yield and purity, and the method is suitable for industrial production.
PROCESS FOR THE PREPARATION OF ROPINIROLE AND SALTS THEREOF
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Page/Page column 8, (2011/07/07)
The present invention relates to an improved process for the preparation of Ropinirole and pharmaceutical acceptable salts or derivatives thereof, in particular to a process for large scale production of Ropinirole and salts thereof in high yield and high purity and pharmaceutical preparations containing said compounds.
