91374-20-8 Usage
Description
Ropinirole hydrochloride, also known as 4-(2-(dipropylamino)ethyl)indolin-2-one hydrochloride (Requip), is a white to pale greenish yellow powder that is very soluble in water. It is a potent dopamine D2 receptor agonist with high selectivity for D2 over D1 dopamine receptors and minimal activity at other receptors. Ropinirole is rapidly absorbed after oral administration, with maximal plasma concentrations reached in about 1.5 hours and an elimination half-life of approximately 3 hours. It is cleared by metabolism in the liver, with only 10% being excreted unchanged. The main CYP450 isozyme involved in the metabolism of ropinirole is CYP1A2.
Uses
Used in Parkinson's Disease Treatment:
Ropinirole hydrochloride is used as an antiparkinsonian agent for the treatment of the signs and symptoms of idiopathic Parkinson's disease (PD). It acts as a selective dopamine D2-receptor agonist, with the highest affinity for D3 receptors, helping to alleviate motor dysfunction associated with PD.
Used in Restless Legs Syndrome (RLS) Treatment:
Ropinirole hydrochloride is used as a treatment for moderate to severe primary RLS, a neurological disorder characterized by an uncontrollable urge to move the legs, typically due to uncomfortable sensations.
Used in Drug Development:
Ropinirole hydrochloride serves as a starting point for the development of new drugs targeting dopamine receptors, potentially leading to improved treatments for various neurological disorders.
Used in Research:
Ropinirole hydrochloride is used in research settings to study the role of dopamine receptors in various neurological conditions and to develop a better understanding of the mechanisms underlying their therapeutic effects.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Ropinirole hydrochloride is used as an active pharmaceutical ingredient in the formulation of medications for the treatment of Parkinson's disease and restless legs syndrome.
Brand Name:
Requip (GlaxoSmithKline) is the brand name under which ropinirole hydrochloride is marketed.
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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, (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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, (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.