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155270-99-8,MFCD00928421
Catalog No.:AA001NOY

155270-99-8 | 1H-Purine-2,6-dione, 8-[(1E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-methyl-

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  • Technical Information
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Technical Information
Catalog Number:
AA001NOY
Chemical Name:
1H-Purine-2,6-dione, 8-[(1E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-methyl-
CAS Number:
155270-99-8
Molecular Formula:
C20H24N4O4
Molecular Weight:
384.4290
MDL Number:
MFCD00928421
SMILES:
COc1cc(/C=C/c2nc3c(n2C)c(=O)n(c(=O)n3CC)CC)ccc1OC
Properties
Computed Properties
 
Complexity:
613  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
5  
Rotatable Bond Count:
6  
XLogP3:
2.5  

Literature

Title: Equilibrative nucleoside transporter ENT1 as a biomarker of Huntington disease.

Journal: Neurobiology of disease 20161201

Title: Getting personal: Endogenous adenosine receptor signaling in lymphoblastoid cell lines.

Journal: Biochemical pharmacology 20160901

Title: Adenosine A2A receptor as a drug discovery target.

Journal: Journal of medicinal chemistry 20140508

Title: 1,3-Dialkyl-substituted tetrahydropyrimido[1,2-f]purine-2,4-diones as multiple target drugs for the potential treatment of neurodegenerative diseases.

Journal: Bioorganic & medicinal chemistry 20131201

Title: Population pharmacokinetic-pharmacodynamic analysis of istradefylline in patients with Parkinson disease.

Journal: Journal of clinical pharmacology 20121001

Title: Design and synthesis of 8-substituted benzamido-phenylxanthine derivatives as MAO-B inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20120215

Title: Istradefylline for Parkinson's disease patients experiencing motor fluctuations: results of the KW-6002-US-018 study.

Journal: Parkinsonism & related disorders 20120201

Title: Istradefylline for the treatment of Parkinson's disease.

Journal: Expert opinion on pharmacotherapy 20120101

Title: Functional changes in postsynaptic adenosine A(2A) receptors during early stages of a rat model of Huntington disease.

Journal: Experimental neurology 20111101

Title: An improved model to investigate the efficacy of antidyskinetic agents in hemiparkinsonian rats.

Journal: Fundamental & clinical pharmacology 20111001

Title: Synthesis and biological activity of tricyclic cycloalkylimidazo-, pyrimido- and diazepinopurinediones.

Journal: European journal of medicinal chemistry 20110901

Title: An update on adenosine A2A receptors as drug target in Parkinson's disease.

Journal: CNS & neurological disorders drug targets 20110901

Title: Biophysical mapping of the adenosine A2A receptor.

Journal: Journal of medicinal chemistry 20110714

Title: Re: Efflux transporter-mediated interactions with atorvastatin--interesting findings with multiple substrates: istradefylline, verapamil, and rifampicin.

Journal: Journal of clinical pharmacology 20110501

Title: Novel therapy in Parkinson's disease: adenosine A(2A) receptor antagonists.

Journal: Expert opinion on drug metabolism & toxicology 20110401

Title: International Union of Basic and Clinical Pharmacology. LXXXI. Nomenclature and classification of adenosine receptors--an update.

Journal: Pharmacological reviews 20110301

Title: Discovery of phosphoric acid mono-{2-[(E/Z)-4-(3,3-dimethyl-butyrylamino)-3,5-difluoro-benzoylimino]-thiazol-3-ylmethyl} ester (Lu AA47070): a phosphonooxymethylene prodrug of a potent and selective hA(2A) receptor antagonist.

Journal: Journal of medicinal chemistry 20110210

Title: Population pharmacokinetic analysis of istradefylline in healthy subjects and in patients with Parkinson's disease.

Journal: Journal of clinical pharmacology 20110101

Title: In vivo characterization of a dual adenosine A2A/A1 receptor antagonist in animal models of Parkinson's disease.

Journal: Journal of medicinal chemistry 20101125

Title: An efficient route to xanthine based A(2A) adenosine receptor antagonists and functional derivatives.

Journal: Organic & biomolecular chemistry 20100921

Title: Hit-to-lead optimization of a series of carboxamides of ethyl 2-amino-4-phenylthiazole-5-carboxylates as novel adenosine A2A receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20100901

Title: Clinical efficacy of istradefylline (KW-6002) in Parkinson's disease: a randomized, controlled study.

Journal: Movement disorders : official journal of the Movement Disorder Society 20100730

Title: A long-term study of istradefylline in subjects with fluctuating Parkinson's disease.

Journal: Parkinsonism & related disorders 20100701

Title: Istradefylline as monotherapy for Parkinson disease: results of the 6002-US-051 trial.

Journal: Parkinsonism & related disorders 20100101

Title: Caffeine and an adenosine A(2A) receptor antagonist prevent memory impairment and synaptotoxicity in adult rats triggered by a convulsive episode in early life.

Journal: Journal of neurochemistry 20100101

Title: Efflux transporter-mediated interactions with atorvastatin--interesting findings with multiple substrates: istradefylline, verapamil, and rifampicin.

Journal: Journal of clinical pharmacology 20091201

Title: Effects of the adenosine A 2A antagonist KW 6002 (istradefylline) on pimozide-induced oral tremor and striatal c-Fos expression: comparisons with the muscarinic antagonist tropicamide.

Journal: Neuroscience 20090929

Title: Differential actions of adenosine A1 and A2A antagonists on the effort-related effects of dopamine D2 antagonism.

Journal: Behavioural brain research 20090719

Title: Adenosine, adenosine A 2A antagonists, and Parkinson's disease.

Journal: Parkinsonism & related disorders 20090701

Title: Histone H3 phosphorylation is under the opposite tonic control of dopamine D2 and adenosine A2A receptors in striatopallidal neurons.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20090601

Title: Antagonists of the human A(2A) receptor. Part 5: Highly bio-available pyrimidine-4-carboxamides.

Journal: Bioorganic & medicinal chemistry letters 20090515

Title: Antagonists of the human A(2A) adenosine receptor. 4. Design, synthesis, and preclinical evaluation of 7-aryltriazolo[4,5-d]pyrimidines.

Journal: Journal of medicinal chemistry 20090108

Title: Study of istradefylline in patients with Parkinson's disease on levodopa with motor fluctuations.

Journal: Movement disorders : official journal of the Movement Disorder Society 20081115

Title: The effects of adenosine A2A receptor antagonists on haloperidol-induced movement disorders in primates.

Journal: Psychopharmacology 20081001

Title: Dual inhibition of monoamine oxidase B and antagonism of the adenosine A(2A) receptor by (E,E)-8-(4-phenylbutadien-1-yl)caffeine analogues.

Journal: Bioorganic & medicinal chemistry 20080915

Title: A study of the pharmacokinetic interaction of istradefylline, a novel therapeutic for Parkinson's disease, and atorvastatin.

Journal: Journal of clinical pharmacology 20080901

Title: Positron emission tomography analysis of [11C]KW-6002 binding to human and rat adenosine A2A receptors in the brain.

Journal: Synapse (New York, N.Y.) 20080901

Title: A 12-week, placebo-controlled study (6002-US-006) of istradefylline in Parkinson disease.

Journal: Neurology 20080603

Title: Inflammation in Parkinson's disease: an update.

Journal: Current opinion in investigational drugs (London, England : 2000) 20080501

Title: Tremorolytic effects of adenosine A2A antagonists: implications for parkinsonism.

Journal: Frontiers in bioscience : a journal and virtual library 20080501

Title: Adenosine A2A receptor blockade prevents memory dysfunction caused by beta-amyloid peptides but not by scopolamine or MK-801.

Journal: Experimental neurology 20080401

Title: A critical role of the adenosine A2A receptor in extrastriatal neurons in modulating psychomotor activity as revealed by opposite phenotypes of striatum and forebrain A2A receptor knock-outs.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20080319

Title: Adenosine A2A receptor antagonists exert motor and neuroprotective effects by distinct cellular mechanisms.

Journal: Annals of neurology 20080301

Title: Adenosine A2A receptor antagonist istradefylline (KW-6002) reduces 'off' time in Parkinson's disease: a double-blind, randomized, multicenter clinical trial (6002-US-005).

Journal: Annals of neurology 20080301

Title: Parkinson's Disease and Related Disorders--XVIIth WFN world congress.

Journal: IDrugs : the investigational drugs journal 20080301

Title: Are adenosine antagonists, such as istradefylline, caffeine, and chocolate, useful in the treatment of Parkinson's disease?

Journal: Annals of neurology 20080301

Title: Identification of novel, water-soluble, 2-amino-N-pyrimidin-4-yl acetamides as A2A receptor antagonists with in vivo efficacy.

Journal: Journal of medicinal chemistry 20080214

Title: Regulation of DARPP-32 phosphorylation by Delta9-tetrahydrocannabinol.

Journal: Neuropharmacology 20080101

Title: The effect of caffeine to increase reaction time in the rat during a test of attention is mediated through antagonism of adenosine A2A receptors.

Journal: Behavioural brain research 20071211

Title: Phenylethyl-substituted pyrimido[2,1-f]purinediones and related compounds: structure-activity relationships as adenosine A(1) and A(2A) receptor ligands.

Journal: Bioorganic & medicinal chemistry 20071115

Title: N9-benzyl-substituted 1,3-dimethyl- and 1,3-dipropyl-pyrimido[2,1-f]purinediones: synthesis and structure-activity relationships at adenosine A1 and A2A receptors.

Journal: Bioorganic & medicinal chemistry 20070715

Title: The effect of striatal dopamine depletion and the adenosine A2A antagonist KW-6002 on reversal learning in rats.

Journal: Neurobiology of learning and memory 20070701

Title: Amphetamine and the adenosine A(2A) antagonist KW-6002 enhance the effects of conditional temporal probability of a stimulus in rats.

Journal: Behavioral neuroscience 20070601

Title: Characterization of the potency, selectivity, and pharmacokinetic profile for six adenosine A2A receptor antagonists.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20070401

Title: 2,6,8-trisubstituted 1-deazapurines as adenosine receptor antagonists.

Journal: Journal of medicinal chemistry 20070222

Title: Forebrain adenosine A2A receptors contribute to L-3,4-dihydroxyphenylalanine-induced dyskinesia in hemiparkinsonian mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20061227

Title: Novel neuroprotection by caffeine and adenosine A(2A) receptor antagonists in animal models of Parkinson's disease.

Journal: Journal of the neurological sciences 20061025

Title: Multifunctional neuroprotective drugs targeting monoamine oxidase inhibition, iron chelation, adenosine receptors, and cholinergic and glutamatergic action for neurodegenerative diseases.

Journal: Expert opinion on investigational drugs 20060801

Title: Regulation of phosphorylation of the GluR1 AMPA receptor by dopamine D2 receptors.

Journal: Journal of neurochemistry 20060101

Title: The effect of the adenosine A(2A) antagonist KW-6002 on motor and motivational processes in the rat.

Journal: Psychopharmacology 20060101

Title: Effects of the A 2A adenosine receptor antagonist KW6002 in the nucleus accumbens in vitro and in vivo.

Journal: Pharmacology, biochemistry, and behavior 20060101

Title: New therapies for the treatment of Parkinson's disease: adenosine A2A receptor antagonists.

Journal: Life sciences 20051112

Title: Interactions between metabotropic glutamate 5 and adenosine A2A receptors in normal and parkinsonian mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20051109

Title: 2-n-Butyl-9-methyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine and analogues as A2A adenosine receptor antagonists. Design, synthesis, and pharmacological characterization.

Journal: Journal of medicinal chemistry 20051103

Title: Pharmacological validation of a mouse model of l-DOPA-induced dyskinesia.

Journal: Experimental neurology 20050701

Title: Istradefylline, a novel adenosine A2A receptor antagonist, for the treatment of Parkinson's disease.

Journal: Expert opinion on investigational drugs 20050601

Title: Therapeutic potential of adenosine A(2A) receptor antagonists in Parkinson's disease.

Journal: Pharmacology & therapeutics 20050301

Title: KW-6002 protects from MPTP induced dopaminergic toxicity in the mouse.

Journal: Neuropharmacology 20050301

Title: Other pharmacological treatments for motor complications and dyskinesias.

Journal: Movement disorders : official journal of the Movement Disorder Society 20050101

Title: Adenosine A2A receptor antagonists for Parkinson's disease: rationale, therapeutic potential and clinical experience.

Journal: Drugs & aging 20050101

Title: Multigram-scale syntheses, stability, and photoreactions of A2A adenosine receptor antagonists with 8-styrylxanthine structure: potential drugs for Parkinson's disease.

Journal: The Journal of organic chemistry 20040514

Title: Adenosine A(2A) receptor-mediated modulation of GABA and glutamate release in the output regions of the basal ganglia in a rodent model of Parkinson's disease.

Journal: Neuroscience 20040101

Title: A2A antagonists as novel non-dopaminergic therapy for motor dysfunction in PD.

Journal: Neurology 20031209

Title: A2A receptors in neuroprotection of dopaminergic neurons.

Journal: Neurology 20031209

Title: Monoamine oxidase B inhibition and neuroprotection: studies on selective adenosine A2A receptor antagonists.

Journal: Neurology 20031209

Title: Adenosine A2A receptors in neuroadaptation to repeated dopaminergic stimulation: implications for the treatment of dyskinesias in Parkinson's disease.

Journal: Neurology 20031209

Title: Adenosine A2A receptors and depression.

Journal: Neurology 20031209

Title: Progress in pursuit of therapeutic A2A antagonists: the adenosine A2A receptor selective antagonist KW6002: research and development toward a novel nondopaminergic therapy for Parkinson's disease.

Journal: Neurology 20031209

Title: Translating A2A antagonist KW6002 from animal models to parkinsonian patients.

Journal: Neurology 20031209

Title: A2A antagonist prevents dopamine agonist-induced motor complications in animal models of Parkinson's disease.

Journal: Experimental neurology 20031101

Title: Nondopaminergic symptomatic therapies for Parkinson's disease: turn on or turn off?

Journal: Neurology 20030812

Title: Adenosine A(2A) receptor antagonist treatment of Parkinson's disease.

Journal: Neurology 20030812

Title: Randomized trial of the adenosine A(2A) receptor antagonist istradefylline in advanced PD.

Journal: Neurology 20030812

Title: Blockade of A2A adenosine receptors prevents basic fibroblast growth factor-induced reactive astrogliosis in rat striatal primary astrocytes.

Journal: Glia 20030801

Title: Inhibition of monoamine oxidase B by selective adenosine A2A receptor antagonists.

Journal: Bioorganic & medicinal chemistry 20030403

Title: Cellular and behavioural effects of the adenosine A2a receptor antagonist KW-6002 in a rat model of l-DOPA-induced dyskinesia.

Journal: Journal of neurochemistry 20030301

Title: Distribution of adenosine A(2A) receptor antagonist KW-6002 and its effect on gene expression in the rat brain.

Journal: Brain research 20021025

Title: [The treatment of Parkinson's disease--adenosine A2A receptor antagonists].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20020101

Title: Neuroprotection by adenosine A2A receptor blockade in experimental models of Parkinson's disease.

Journal: Journal of neurochemistry 20020101

Title: Evaluation of [4-O-methyl-(11)C]KW-6002 as a potential PET ligand for mapping central adenosine A(2A) receptors in rats.

Journal: Synapse (New York, N.Y.) 20011201

Title: Solubilisation and immunoprecipitation of rat striatal adenosine A(2A) receptors.

Journal: European journal of pharmacology 20011116

Title: Adenosine A(2a) receptor antagonists: potential therapeutic and neuroprotective effects in Parkinson's disease.

Journal: Neurotoxicity research 20011101

Title: Adenosine A2A receptor antagonists are potential antidepressants: evidence based on pharmacology and A2A receptor knockout mice.

Journal: British journal of pharmacology 20010901

Title: Neuroprotection by caffeine and A(2A) adenosine receptor inactivation in a model of Parkinson's disease.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010515

Title: KW-6002 (Kyowa Hakko Kogyo).

Journal: Current opinion in investigational drugs (London, England : 2000) 20010501

Title: Selective adenosine A2A receptor antagonists.

Journal: Farmaco (Societa chimica italiana : 1989) 20010101

Title: Combined use of the adenosine A(2A) antagonist KW-6002 with L-DOPA or with selective D1 or D2 dopamine agonists increases antiparkinsonian activity but not dyskinesia in MPTP-treated monkeys.

Journal: Experimental neurology 20000401

Title: Actions of adenosine A2A receptor antagonist KW-6002 on drug-induced catalepsy and hypokinesia caused by reserpine or MPTP.

Journal: Psychopharmacology 19991101

Title: Chen JF, et al. Neuroprotection by caffeine and A(2A) adenosine receptor inactivation in a model of Parkinson's disease. J Neurosci. 2001 May 15;21(10):RC143.

Title: Shiozaki S, et al. Actions of adenosine A2A receptor antagonist KW-6002 on drug-induced catalepsy and hypokinesia caused by reserpine or MPTP. Psychopharmacology (Berl). 1999 Nov;147(1):90-5.

Title: Kanda T, et al. Combined use of the adenosine A(2A) antagonist KW-6002 with L-DOPA or with selective D1 or D2 dopamine agonists increases antiparkinsonian activity but not dyskinesia in MPTP-treated monkeys. Exp Neurol. 2000 Apr;162(2):321-7.

Title: Brambilla R, et al. Blockade of A2A adenosine receptors prevents basic fibroblast growth factor-induced reactive astrogliosis in rat striatal primary astrocytes. Glia. 2003 Aug;43(2):190-4.

Title: Mihara T, et al. Pharmacological characterization of a novel, potent adenosine A1 and A2A receptor dual antagonist, 5--amino-3-(4-fluorophenyl)pyrazin-2-yl-1-isopropylpyridine-2(1H)-one (ASP5854), in models of Parkinson's disease and cognition. J Pharm

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SDS
Tags:155270-99-8 Molecular Formula|155270-99-8 MDL|155270-99-8 SMILES|155270-99-8 1H-Purine-2,6-dione, 8-[(1E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-methyl-