CAS 91374-20-8 Ropinirole Hydrochloride (HCID 68727)

개요

Ropinirole hydrochloride is a member of indoles.

이름 및 식별자

우선 이름: Ropinirole Hydrochloride
IUPAC: 4-[2-(dipropylamino)ethyl]-1,3-dihydroindol-2-one;hydrochloride
영어명: Ropinirole hydrochloride
분자식: C16H24N2O.ClH
분자량: 296.84

이름 및 동의어

Ropinirole hydrochloride91374-20-8Ropinirole HClReQuip XLSK&F 101468-ARopinirole (as hydrochloride)D7ZD41RZI9SK&F-101468-A4-(2-(Dipropylamino)ethyl)-2-indolinone monohydrochlorideDTXCID00161024DTXSID502385332(H)-Indol-2-one, 4-(2-(dipropylamino)ethyl)-1,3-dihydro-, monohydrochloride

이름 더 보기

REQUIP4-[2-(Di-n-propylamino)ethyl]-2(3H)-indolone HydrochlorideRequiSKF-101468ASKF-101468 HClRopinirole HCl API(Rac) Hexestrol-d4Ropinirole Hcl ,99%Ropinirole hydrochlo

4-[2-(Dipropylamino)ethyl]-2-indolinone monohydrochlorideRopilynz xlAimpart xlIpinnia xlRaponer xlRepinex xlSpiroco xlRalnea xl

데이터베이스 식별자

CAS: 91374-20-8
PubChem CID: 68727
DTXSID: DTXSID50238533
ChEMBL: CHEMBL1200411
ChEBI: CHEBI:8889
UNII: D7ZD41RZI9
EC Number: 635-615-9

물성

구조 계산 물성

극성 표면적: 32.3 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 2
회전 가능 결합 수: 7
무거운 원자 수: 20
형식 전하: 0
복잡도: 286

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

Animal DrugsEMA approved medicines: Veterinary medicine

물리화학적 성질

녹는점: 241 · 241-243°C
저장 조건: 2 · 2-8°C
용해도: 2 O: · H2O: >10mg/mL
물리적 상태: 가루
산도 계수 (pKa): 9.5 · 9.5
색상: 연노랑
주요 응용: 의약품(소분자)
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

화학적 성질

Off-White Solid

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationRopinirole hydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 4 (100%)

독성 정보

TreatmentGeneral supportive measures are recommended. Vital signs should be maintained, if necessary. Removal of any unabsorbed material (e.g., by gastric lavage) should be considered. (L1712)

Exposure RoutesOral. Absolute bioavailability is 55%, indicating a first pass effect. Food does not affect the extent of absorption.

Toxicity Summary · 1건

Ropinirole binds the dopamine receptors D<sub>3</sub> and D<sub>2</sub>. Although the precise mechanism of action of ropinirole as a treatment for Parkinson's disease is unknown, it is believed to be related to its ability to stimulate these receptors in the striatum. This conclusion is supported by electrophysiologic studies in animals that have demonstrated that ropinirole influences striatal neuronal firing rates via activation of dopamine receptors in the striatum and the substantia nigra, the site of neurons that send projections to the striatum.

Signs and Symptoms · 1건

Symptoms of overdose include agitation, chest pain, confusion, drowsiness, facial muscle movements, grogginess, increased jerkiness of movement, symptoms of low blood pressure (dizziness, light-headedness)upon standing, nausea, and vomiting.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Ropinirole hydrochloride

vLess-DILI-concern

4

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

안전 데이터

wgk: 3
rtecs: NM3288250
ridadr: UN 3077 9/PG 3
HS 번호: 2933790002
risk_code: 22-50/53-36/38
hazard_code: Xn,N,Xi
safety_code: 36-60-61-37/39-26
Hazard Classifications: Acute Tox. 4 OralAquatic Acute 1
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Hepatic. Ropinirole is extensively metabolized to inactive metabolites via N -despropylation and hydroxylation pathways, largely by the P450 isoenzyme CYP1A2. N-despropyl ropinirole is the predominant metabolite found in urine (40%), followed by the carboxylic acid metabolite (10%), and the glucuronide of the hydroxy metabolite (10%). Route of Elimination: Ropinirole is extensively metabolized by the liver to inactive metabolites, and less than 10% of the administered dose is excreted as unchanged drug in urine. Half Life: 6 hours

FDA Pharmacological Classification · 2건

ROPINIROLE HYDROCHLORIDE

Dopamine Agonists [MoA]; Nonergot Dopamine Agonist [EPC]

MeSH Pharmacological Classification · 2건

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists.

Drugs that bind to and activate dopamine receptors.

용도 및 제조

UsesFor the treatment of the signs and symptoms of idiopathic Parkinson's disease. Also used for the treatment of restless legs syndrome.

응용 분야 · 3건

개요ReQuip 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.

용도An antiparkinsonian agent. A selective dopamine D2-receptor agonist

일반 설명Ropinirole 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.