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139180-30-6

139180-30-6 | Phenol, 4-[2-[[7-amino-2-(2-furanyl)[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl]amino]ethyl]-

CAS No: 139180-30-6 Catalog No: AG001AFV MDL No:MFCD00908394

Product Description

Catalog Number:
AG001AFV
Chemical Name:
Phenol, 4-[2-[[7-amino-2-(2-furanyl)[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl]amino]ethyl]-
CAS Number:
139180-30-6
Molecular Formula:
C16H15N7O2
Molecular Weight:
337.3360
MDL Number:
MFCD00908394
IUPAC Name:
4-[2-[[7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl]amino]ethyl]phenol
InChI:
InChI=1S/C16H15N7O2/c17-14-20-15(18-8-7-10-3-5-11(24)6-4-10)21-16-19-13(22-23(14)16)12-2-1-9-25-12/h1-6,9,24H,7-8H2,(H3,17,18,19,20,21,22)
InChI Key:
PWTBZOIUWZOPFT-UHFFFAOYSA-N
SMILES:
Oc1ccc(cc1)CCNc1nc(N)n2c(n1)nc(n2)c1ccco1

Properties

Complexity:
435  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
337.129g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
337.343g/mol
Monoisotopic Mass:
337.129g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
127A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.2  

Literature

Title Journal
The wakefulness promoting drug Modafinil causes adenosine receptor-mediated upregulation of receptor activator of nuclear factor κB ligand in osteoblasts: Negative impact of the drug on peak bone accrual in rats. Toxicology and applied pharmacology 20180601
Imidacloprid, a neonicotinoid insecticide, facilitates tyrosine hydroxylase transcription and phenylethanolamine N-methyltransferase mRNA expression to enhance catecholamine synthesis and its nicotine-evoked elevation in PC12D cells. Toxicology 20180201
Equilibrative nucleoside transporter ENT1 as a biomarker of Huntington disease. Neurobiology of disease 20161201
Cordycepin induces apoptosis of C6 glioma cells through the adenosine 2A receptor-p53-caspase-7-PARP pathway. Chemico-biological interactions 20140605
Adenosine A2A receptor as a drug discovery target. Journal of medicinal chemistry 20140508
Resveratrol mediates anti-atherogenic effects on cholesterol flux in human macrophages and endothelium via PPARγ and adenosine. European journal of pharmacology 20130105
Adenosine A2A receptor modulates vascular response in soluble epoxide hydrolase-null mice through CYP-epoxygenases and PPARγ. American journal of physiology. Regulatory, integrative and comparative physiology 20130101
A novel dihydro-pyrazolo(3,4d)(1,2,4)triazolo(1,5a)pyrimidin-4-one (AJ23) is an antagonist at adenosine A(1) receptors and enhances consolidation of step-down avoidance. Behavioural brain research 20121001
Pharmacological blockade of adenosine A2A receptors diminishes scarring. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20121001
The mechanism of beta-adrenergic preconditioning: roles for adenosine and ROS during triggering and mediation. Basic research in cardiology 20120901
mGlu5 and adenosine A2A receptor interactions regulate the conditioned effects of cocaine. The international journal of neuropsychopharmacology 20120801
The effect of adenosine A(2A) receptor antagonists on hydroxyl radical, dopamine, and glutamate in the striatum of rats with altered function of VMAT2. Neurotoxicity research 20120801
Structural basis for allosteric regulation of GPCRs by sodium ions. Science (New York, N.Y.) 20120713
Suppression of bladder overactivity by adenosine A2A receptor antagonist in a rat model of Parkinson disease. The Journal of urology 20120501
The effect of A(2A) adenosine receptor activation on C-C chemokine receptor 7 expression in human THP1 macrophages during inflammation. Inflammation 20120401
Effect of adenosine A2A receptor antagonist ZM241385 on amygdala-kindled seizures and progression of amygdala kindling. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20120401
Cannabidiol, a non-psychotropic plant-derived cannabinoid, decreases inflammation in a murine model of acute lung injury: role for the adenosine A(2A) receptor. European journal of pharmacology 20120305
Effect of adenosine A(2A) receptor antagonists and L-DOPA on hydroxyl radical, glutamate and dopamine in the striatum of 6-OHDA-treated rats. Neurotoxicity research 20120201
Functional interaction between purinergic receptors: effect of ligands for A2A and P2Y12 receptors on P2Y1 receptor function. FEBS letters 20111215
Adenosine reduces cell surface expression of toll-like receptor 4 and inflammation in response to lipopolysaccharide and matrix products. Journal of cardiovascular translational research 20111201
Computational study of the binding modes of caffeine to the adenosine A2A receptor. The journal of physical chemistry. B 20111201
Structure of the adenosine A(2A) receptor in complex with ZM241385 and the xanthines XAC and caffeine. Structure (London, England : 1993) 20110907
Adenosine A(2A) receptor activation prevents progressive kidney fibrosis in a model of immune-associated chronic inflammation. Kidney international 20110801
New 2-heterocyclyl-imidazo[2,1-i]purin-5-one derivatives as potent and selective human A3 adenosine receptor antagonists. Journal of medicinal chemistry 20110728
Biophysical mapping of the adenosine A2A receptor. Journal of medicinal chemistry 20110714
Adenosine A2(A) receptor modulates the oxidative stress response of primed polymorphonuclear leukocytes after parabolic flight. Human immunology 20110701
Agonist-bound adenosine A2A receptor structures reveal common features of GPCR activation. Nature 20110518
Structural features of adenosine receptors: from crystal to function. Biochimica et biophysica acta 20110501
Structure of an agonist-bound human A2A adenosine receptor. Science (New York, N.Y.) 20110415
Abnormal calcium handling in atrial fibrillation is linked to up-regulation of adenosine A2A receptors. European heart journal 20110301
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 of medicinal chemistry 20110210
Synthesis and biological evaluation of a new series of 1,2,4-triazolo[1,5-a]-1,3,5-triazines as human A(2A) adenosine receptor antagonists with improved water solubility. Journal of medicinal chemistry 20110210
GPCR structure and activation: an essential role for the first extracellular loop in activating the adenosine A2B receptor. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20110201
Pyrimidine derivatives as potent and selective A3 adenosine receptor antagonists. Journal of medicinal chemistry 20110127
Differential recruitment of high affinity A1 and A2A adenosine receptors in the control of colonic neuromuscular function in experimental colitis. European journal of pharmacology 20110115
Involvement of adenosine signaling in controlling the release of ghrelin from the mouse stomach. The Journal of pharmacology and experimental therapeutics 20110101
A(2A) adenosine receptor binding parameters in platelets from patients affected by pathological gambling. Neuropsychobiology 20110101
Adenosine receptor regulation of coronary blood flow in Ossabaw miniature swine. The Journal of pharmacology and experimental therapeutics 20101201
Peripheral adenosine A2A receptors are involved in carrageenan-induced mechanical hyperalgesia in mice. Neuroscience 20101027
Cooperative cardioprotection through adenosine A1 and A2A receptor agonism in ischemia-reperfused isolated mouse heart. Journal of cardiovascular pharmacology 20101001
Inosine reduces pain-related behavior in mice: involvement of adenosine A1 and A2A receptor subtypes and protein kinase C pathways. The Journal of pharmacology and experimental therapeutics 20100801
Adenosine A(2) receptors modulate tubuloglomerular feedback. American journal of physiology. Renal physiology 20100801
Adenosine A(2)A receptor but not HIF-1 mediates Tyrosine hydroxylase induction in hypoxic PC12 cells. Journal of neuroscience research 20100701
Lipopolysaccharide and TNF-alpha modify adenosine A(2A) receptor expression and function in equine monocytes. Veterinary immunology and immunopathology 20100615
Priming of signal transducer and activator of transcription proteins for cytokine-triggered polyubiquitylation and degradation by the A 2A adenosine receptor. Molecular pharmacology 20100601
Activation of adenosine A2A receptor attenuates inflammatory response in a rat model of small-for-size liver transplantation. Transplantation proceedings 20100601
Acadesine inhibits tissue factor induction and thrombus formation by activating the phosphoinositide 3-kinase/Akt signaling pathway. Arteriosclerosis, thrombosis, and vascular biology 20100501
Adenosine activates a2b receptors and enhances chloride secretion in kidney inner medullary collecting duct cells. Hypertension (Dallas, Tex. : 1979) 20100501
Ligand binding and subtype selectivity of the human A(2A) adenosine receptor: identification and characterization of essential amino acid residues. The Journal of biological chemistry 20100423
Role of adenosine A2 receptors in regulation of cerebral blood flow during induced hypotension. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20100401
Predicted 3D structures for adenosine receptors bound to ligands: comparison to the crystal structure. Journal of structural biology 20100401
Adenosine inhibits paraventricular pre-sympathetic neurons through ATP-dependent potassium channels. Journal of neurochemistry 20100401
Synthesis of theophylline derivatives and study of their activity as antagonists at adenosine receptors. Bioorganic & medicinal chemistry 20100315
DNA methylation regulates adenosine A(2A) receptor cell surface expression levels. Journal of neurochemistry 20100301
The role of adenosine receptors in regulating production of tumour necrosis factor-alpha and chemokines by human lung macrophages. British journal of pharmacology 20100301
Blockade of adenosine A2A receptor counteracts neuropeptide-S-induced hyperlocomotion in mice. Naunyn-Schmiedeberg's archives of pharmacology 20100201
Static magnetic field exposure reproduces cellular effects of the Parkinson's disease drug candidate ZM241385. PloS one 20100101
2-Phenylpyrazolo[4,3-d]pyrimidin-7-one as a new scaffold to obtain potent and selective human A3 adenosine receptor antagonists: new insights into the receptor-antagonist recognition. Journal of medicinal chemistry 20091210
Inhibition of the adenosine2A receptor-epoxyeicosatrienoic acid pathway renders Dahl salt-resistant rats hypertensive. Hypertension (Dallas, Tex. : 1979) 20091201
Human follicular lymphoma CD39+-infiltrating T cells contribute to adenosine-mediated T cell hyporesponsiveness. Journal of immunology (Baltimore, Md. : 1950) 20091115
Homology modelling of the human adenosine A2B receptor based on X-ray structures of bovine rhodopsin, the beta2-adrenergic receptor and the human adenosine A2A receptor. Journal of computer-aided molecular design 20091101
Differential regulation of HIF-1alpha isoforms in murine macrophages by TLR4 and adenosine A(2A) receptor agonists. Journal of leukocyte biology 20090901
Cannabidiol ameliorates cognitive and motor impairments in mice with bile duct ligation. Journal of hepatology 20090901
Region-specific neuroprotective effect of ZM 241385 towards glutamate uptake inhibition in cultured neurons. European journal of pharmacology 20090901
Adenosine A2A receptors enable the synaptic effects of cannabinoid CB1 receptors in the rodent striatum. Journal of neurochemistry 20090901
Angiotensin II enhances the afferent arteriolar response to adenosine through increases in cytosolic calcium. Acta physiologica (Oxford, England) 20090801
Role of ATP and related purines in inhibitory neurotransmission to the pig urinary bladder neck. British journal of pharmacology 20090801
Adenosine A1 receptors presynaptically modulate excitatory synaptic input onto subiculum neurons. Brain research 20090714
The adenosine A2A receptor antagonist ZM241385 enhances neuronal survival after oxygen-glucose deprivation in rat CA1 hippocampal slices. British journal of pharmacology 20090701
Community-wide assessment of GPCR structure modelling and ligand docking: GPCR Dock 2008. Nature reviews. Drug discovery 20090601
Synthesis of a series of 8-(substituted-phenyl)xanthines and a study on the effects of substitution pattern of phenyl substituents on affinity for adenosine A(1) and A(2A) receptors. European journal of medicinal chemistry 20090501
Regulation of somatostatin release by adenosine in the mouse stomach. The Journal of pharmacology and experimental therapeutics 20090501
Multiple receptor subtypes and multiple mechanisms of dilation are involved in vascular network dilation caused by adenosine. Microvascular research 20090501
Cardioprotection induced by adenosine A1 receptor agonists in a cardiac cell ischemia model involves cooperative activation of adenosine A2A and A2B receptors by endogenous adenosine. Journal of cardiovascular pharmacology 20090501
A2A adenosine receptor antagonists protect the striatum against rotenone-induced neurotoxicity. Experimental neurology 20090501
Activation of NTS A2a adenosine receptors differentially resets baroreflex control of renal vs. adrenal sympathetic nerve activity. American journal of physiology. Heart and circulatory physiology 20090401
Nitric oxide (NO) does not contribute to the generation or action of adenosine during exercise hyperaemia in rat hindlimb. The Journal of physiology 20090401
Elucidation in the rat of the role of adenosine and A2A-receptors in the hyperaemia of twitch and tetanic contractions. The Journal of physiology 20090401
Adenosine A1 and A2a receptors modulate insulinemia, glycemia, and lactatemia in fetal sheep. American journal of physiology. Regulatory, integrative and comparative physiology 20090301
Adenosine receptor antagonists improve short-term object-recognition ability of spontaneously hypertensive rats: a rodent model of attention-deficit hyperactivity disorder. Behavioural pharmacology 20090301
The role of adenosine A(1) receptors in mediating the inhibitory effects of low frequency stimulation of perforant path on kindling acquisition in rats. Neuroscience 20090218
Modulation of gamma oscillations by endogenous adenosine through A1 and A2A receptors in the mouse hippocampus. Neuropharmacology 20090201
Caffeine modulates TNF-alpha production by cord blood monocytes: the role of adenosine receptors. Pediatric research 20090201
Effect of adenosine A(2A) receptor antagonists on L-DOPA-induced hydroxyl radical formation in rat striatum. Neurotoxicity research 20090201
Adenosine A(1) and A(2A) receptors in mouse prefrontal cortex modulate acetylcholine release and behavioral arousal. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090121
Attenuation of gastric mucosal inflammation induced by indomethacin through activation of the A2A adenosine receptor in rats. Journal of gastroenterology 20090101
Alcohol-induced retrograde memory impairment in rats: prevention by caffeine. Psychopharmacology 20081201
FGF acts as a co-transmitter through adenosine A(2A) receptor to regulate synaptic plasticity. Nature neuroscience 20081201
Atheroprotective effects of methotrexate on reverse cholesterol transport proteins and foam cell transformation in human THP-1 monocyte/macrophages. Arthritis and rheumatism 20081201
The 2.6 angstrom crystal structure of a human A2A adenosine receptor bound to an antagonist. Science (New York, N.Y.) 20081121
Cerebral blood flow response in adenosine 2a receptor knockout mice during transient hypoxic hypoxia. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20081001
Neonatal caffeine induces sex-specific developmental plasticity of the hypoxic respiratory chemoreflex in adult rats. American journal of physiology. Regulatory, integrative and comparative physiology 20080901
Adenosine receptor subtypes in the airways responses to 5'-adenosine monophosphate inhalation of sensitized guinea-pigs. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20080901
Human equilibrative nucleoside transporters 1 and 2 may be differentially modulated by A2B adenosine receptors in placenta microvascular endothelial cells from pre-eclampsia. Placenta 20080901
2-Amino-6-furan-2-yl-4-substituted nicotinonitriles as A2A adenosine receptor antagonists. Journal of medicinal chemistry 20080814
Pharmacological blockade of A2A receptors prevents dermal fibrosis in a model of elevated tissue adenosine. The American journal of pathology 20080601
Involvement of the adenosine A1 and A2A receptors in the antidepressant-like effect of zinc in the forced swimming test. Progress in neuro-psychopharmacology & biological psychiatry 20080515
Hypotensive effects of intravenously administered uridine and cytidine in conscious rats: involvement of adenosine receptors. European journal of pharmacology 20080414
Up-regulation of adenosine receptors in the frontal cortex in Alzheimer's disease. Brain pathology (Zurich, Switzerland) 20080401
Stimulation of adenosine A2A receptor inhibits LPS-induced expression of intercellular adhesion molecule 1 and production of TNF-alpha in human peripheral blood mononuclear cells. Shock (Augusta, Ga.) 20080201
Adenosine A2A receptor agonists inhibit lipopolysaccharide-induced production of tumor necrosis factor-alpha by equine monocytes. Veterinary immunology and immunopathology 20080115
Adenosine A(2A) receptors are required for normal BDNF levels and BDNF-induced potentiation of synaptic transmission in the mouse hippocampus. Journal of neurochemistry 20080101
Activation of adenosine 2A receptors preserves structure and function of podocytes. Journal of the American Society of Nephrology : JASN 20080101
Critical role of hypoxia and A2A adenosine receptors in liver tissue-protecting physiological anti-inflammatory pathway. Molecular medicine (Cambridge, Mass.) 20080101
Interaction of A2A adenosine and D2 dopamine receptors modulates corticostriatal glutamatergic transmission. Neuropharmacology 20071101
Purinergic modulation of glutamate release under ischemic-like conditions in the hippocampus. Neuroscience 20071012
Targeted deletion of A2A adenosine receptors attenuates the protective effects of myocardial postconditioning. American journal of physiology. Heart and circulatory physiology 20071001
The role of adenosine A1 and A2A receptors of entorhinal cortex on piriform cortex kindled seizures in rats. Pharmacological research 20070801
Blockade of adenosine A(2A) receptors prevents staurosporine-induced apoptosis of rat hippocampal neurons. Neurobiology of disease 20070801
Endogenous expression of adenosine A1, A2 and A3 receptors in rat C6 glioma cells. Neurochemical research 20070601
Adenosine closes the K+ channel KCa3.1 in human lung mast cells and inhibits their migration via the adenosine A2A receptor. European journal of immunology 20070601
Effects of stimulation of adenosine A2A receptors on lipopolysaccharide-induced production of reactive oxygen species by equine neutrophils. American journal of veterinary research 20070601
Anticonvulsant effect of A1 but not A2A adenosine receptors of piriform cortex in amygdala-kindled rats. Canadian journal of physiology and pharmacology 20070601
Increase in A2A receptors in the nucleus accumbens after extended cocaine self-administration and its disappearance after cocaine withdrawal. Brain research 20070427
Disruption of adenosinergic modulation of ventilation at rest and during hypercapnia by neonatal caffeine in young rats: role of adenosine A(1) and A(2A) receptors. American journal of physiology. Regulatory, integrative and comparative physiology 20070401
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Activation of adenosine 2A receptors attenuates allograft rejection and alloantigen recognition. Journal of immunology (Baltimore, Md. : 1950) 20070401
Attenuation of reperfusion lung injury and apoptosis by A2A adenosine receptor activation is associated with modulation of Bcl-2 and Bax expression and activation of extracellular signal-regulated kinases. Shock (Augusta, Ga.) 20070301
Cell death in rat cerebellar granule neurons induced by hydrogen peroxide in vitro: mechanisms and protection by adenosine receptor ligands. Brain research 20070209
Stimulation of adenosine A1 and A2A receptors by AMP in the submucosal plexus of guinea pig small intestine. American journal of physiology. Gastrointestinal and liver physiology 20070201
Tonic adenosine A1 and A2A receptor activation is required for the excitatory action of VIP on synaptic transmission in the CA1 area of the hippocampus. Neuropharmacology 20070201
ZM241385, DPCPX, MRS1706 are inverse agonists with different relative intrinsic efficacies on constitutively active mutants of the human adenosine A2B receptor. The Journal of pharmacology and experimental therapeutics 20070201
A novel mechanism of vasoregulation: ADP-induced relaxation of the porcine isolated coronary artery is mediated via adenosine release. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070201
The A2a/A2b receptor antagonist ZM-241385 blocks the cardioprotective effect of adenosine agonist pretreatment in in vivo rat myocardium. American journal of physiology. Heart and circulatory physiology 20070101
Adenosine A2A receptor modulation of juvenile female rat skeletal muscle microvessel permeability. American journal of physiology. Heart and circulatory physiology 20061201
Cl-IB-MECA [2-chloro-N6-(3-iodobenzyl)adenosine-5'-N-methylcarboxamide] reduces ischemia/reperfusion injury in mice by activating the A3 adenosine receptor. The Journal of pharmacology and experimental therapeutics 20061201
Deficits of glutamate transmission in the striatum of experimental hemiballism. Neuroscience 20061117
Adenosine receptors located in the NTS contribute to renal sympathoinhibition during hypotensive phase of severe hemorrhage in anesthetized rats. American journal of physiology. Heart and circulatory physiology 20061101
Expression of adenosine receptors in cardiac fibroblasts as a function of insulin and glucose level. Archives of biochemistry and biophysics 20061101
Corpus cavernosum from men with vasculogenic impotence is partially resistant to adenosine relaxation due to endothelial A(2B) receptor dysfunction. The Journal of pharmacology and experimental therapeutics 20061001
Mouse spinal cord compression injury is reduced by either activation of the adenosine A2A receptor on bone marrow-derived cells or deletion of the A2A receptor on non-bone marrow-derived cells. Neuroscience 20060915
Contribution of adenosine A2A and A2B receptors and heme oxygenase to AMPA-induced dilation of pial arterioles in rats. American journal of physiology. Regulatory, integrative and comparative physiology 20060901
Role of adenosine A1 receptors in the modulation of dopamine D1 and adenosine A2A receptor signaling in the neostriatum. Neuroscience 20060811
Adenosine A(2A) receptors play a role in the pathogenesis of hepatic cirrhosis. British journal of pharmacology 20060801
Contribution of adenosine receptors in the control of arteriolar tone and adenosine-angiotensin II interaction. Kidney international 20060801
Adenosine A2A receptors in diffuse dermal fibrosis: pathogenic role in human dermal fibroblasts and in a murine model of scleroderma. Arthritis and rheumatism 20060801
Functional and cytoarchitectural spinal cord protection by ATL-146e after ischemia/reperfusion is mediated by adenosine receptor agonism. Journal of vascular surgery 20060801
Both endothelium and afferent nerve endings play a role in acetylcholine-induced renal vasodilation. Life sciences 20060724
Early and transient alteration of adenosine A2A receptor signaling in a mouse model of Huntington disease. Neurobiology of disease 20060701
Adenosine A2A receptor stimulation decreases GAT-1-mediated GABA uptake in the globus pallidus of the rat. Neuropharmacology 20060701
Caffeine inhibition of rat carotid body chemoreceptors is mediated by A2A and A2B adenosine receptors. Journal of neurochemistry 20060701
Characterization of [125I]ZM 241385 binding to adenosine A2A receptors in the pineal of sheep brain. Brain research 20060622
Adenosine as an active component of Antrodia cinnamomea that prevents rat PC12 cells from serum deprivation-induced apoptosis through the activation of adenosine A(2A) receptors. Life sciences 20060613
Adenosine A2A receptors promote adenosine-stimulated wound healing in bronchial epithelial cells. American journal of physiology. Lung cellular and molecular physiology 20060501
Adenosine A2A receptor inactivation increases survival in polymicrobial sepsis. Journal of immunology (Baltimore, Md. : 1950) 20060501
Neurogenic secretion mediated by the purinergic P2Y1 receptor in guinea-pig small intestine. European journal of pharmacology 20060424
Complement activation-related cardiac anaphylaxis in pigs: role of C5a anaphylatoxin and adenosine in liposome-induced abnormalities in ECG and heart function. American journal of physiology. Heart and circulatory physiology 20060301
Adenosine receptors as therapeutic targets. Nature reviews. Drug discovery 20060301
Dialysis delivery of an adenosine A2A agonist into the pontine reticular formation of C57BL/6J mouse increases pontine acetylcholine release and sleep. Journal of neurochemistry 20060301
Tachycardia caused by A2A adenosine receptor agonists is mediated by direct sympathoexcitation in awake rats. The Journal of pharmacology and experimental therapeutics 20060201
A2a receptors mediate inhibitory effects of adenosine on colonic motility in the presence of experimental colitis. Inflammatory bowel diseases 20060201
Adenosine concentration in the porcine coronary artery wall and A2A receptor involvement in hypoxia-induced vasodilatation. The Journal of physiology 20060115
Contractile effects of adenosine A1 and A2A receptors in isolated murine hearts. American journal of physiology. Heart and circulatory physiology 20060101
The cellular mechanisms by which adenosine evokes release of nitric oxide from rat aortic endothelium. The Journal of physiology 20060101
Adenosine A1 and A2A receptors of hippocampal CA1 region have opposite effects on piriform cortex kindled seizures in rats. Seizure 20060101
Effects of the A 2A adenosine receptor antagonist KW6002 in the nucleus accumbens in vitro and in vivo. Pharmacology, biochemistry, and behavior 20060101
The role of adenosine A2a receptors in experimental acute pancreatitis. Advances in medical sciences 20060101
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 of medicinal chemistry 20051103
Lipopolysaccharide rapidly modifies adenosine receptor transcripts in murine and human macrophages: role of NF-kappaB in A(2A) adenosine receptor induction. The Biochemical journal 20051101
Adenosine A2A receptor stimulation potentiates nitric oxide release by activated microglia. Journal of neurochemistry 20051101
Synthesis of [1,2,4]triazolo[1,5-a]pyrazines as adenosine A2A receptor antagonists. Bioorganic & medicinal chemistry letters 20051101
Dual presynaptic control by ATP of glutamate release via facilitatory P2X1, P2X2/3, and P2X3 and inhibitory P2Y1, P2Y2, and/or P2Y4 receptors in the rat hippocampus. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050706
Postconditioning reduces infarct size via adenosine receptor activation by endogenous adenosine. Cardiovascular research 20050701
Adenosine receptors co-operate with NMDA preconditioning to protect cerebellar granule cells against glutamate neurotoxicity. Neuropharmacology 20050701
Requisite roles of A2A receptors, nitric oxide, and KATP channels in retinal arteriolar dilation in response to adenosine. Investigative ophthalmology & visual science 20050601
Effect of sleep deprivation on righting reflex in the rat is partially reversed by administration of adenosine A1 and A2 receptor antagonists. Anesthesiology 20050601
Adenosine A2A-receptor blockade abolishes the roll-off respiratory response to hypoxia in awake lambs. American journal of physiology. Regulatory, integrative and comparative physiology 20050501
A2B adenosine receptor mediates human chorionic vasoconstriction and signals through arachidonic acid cascade. American journal of physiology. Heart and circulatory physiology 20050501
In vivo adenosine receptor preconditioning reduces myocardial infarct size via subcellular ERK signaling. American journal of physiology. Heart and circulatory physiology 20050501
Adenosine A2A receptor stimulation increases angiogenesis by down-regulating production of the antiangiogenic matrix protein thrombospondin 1. Molecular pharmacology 20050501
Activation of adenosine receptors in the posterior cingulate cortex impairs memory retrieval in the rat. Neurobiology of learning and memory 20050501
Blockade of adenosine A2A receptors reverses short-term social memory impairments in spontaneously hypertensive rats. Behavioural brain research 20050430
Pharmacological characterisation of the adenosine receptor mediating increased ion transport in the mouse isolated trachea and the effect of allergen challenge. British journal of pharmacology 20050401
Adenosine agonist regulation of outward active transport of fluorescein across retinal pigment epithelium in rabbits. Experimental eye research 20050401
Novel diamino derivatives of [1,2,4]triazolo[1,5-a][1,3,5]triazine as potent and selective adenosine A2a receptor antagonists. Journal of medicinal chemistry 20050324
Modulation of short-term social memory in rats by adenosine A1 and A(2A) receptors. Neuroscience letters 20050316
Adenosine contributes to mu-opioid synaptic inhibition in rat substantia gelatinosa in vitro. Neuroscience letters 20050311
Kinetic and functional properties of [3H]ZM241385, a high affinity antagonist for adenosine A2A receptors. Life sciences 20050211
Upregulation of A2A adenosine receptor expression by TNF-alpha in PBMC of patients with CHF: a regulatory mechanism of inflammation. Journal of cardiac failure 20050201
A2A adenosine receptor induction inhibits IFN-gamma production in murine CD4+ T cells. Journal of immunology (Baltimore, Md. : 1950) 20050115
Effects of adenosine and adenosine A2A receptor agonist on motor nerve conduction velocity and nerve blood flow in experimental diabetic neuropathy. Neurological research 20050101
Characterization of [3H]ZM 241385 binding in wild-type and adenosine A2A receptor knockout mice. European journal of pharmacology 20041103
Adenosine A1 receptors modulate the anxiolytic-like effect of ethanol in the elevated plus-maze in mice. European journal of pharmacology 20040919
Adenosine A2A receptor occupancy stimulates expression of proteins involved in reverse cholesterol transport and inhibits foam cell formation in macrophages. Journal of leukocyte biology 20040901
Striatal adenosine A(2A) receptor blockade increases extracellular dopamine release following l-DOPA administration in intact and dopamine-denervated rats. Neuropharmacology 20040901
Permissive role of adenosine A2A receptors on metabotropic glutamate receptor 5 (mGluR5)-mediated effects in the striatum. Journal of neurochemistry 20040901
Piperazine derivatives of [1,2,4]triazolo[1,5-a][1,3,5]triazine as potent and selective adenosine A2a receptor antagonists. Journal of medicinal chemistry 20040812
[3H]OSIP339391, a selective, novel, and high affinity antagonist radioligand for adenosine A2B receptors. Biochemical pharmacology 20040715
Adenosine's role in hypercapnia-evoked cerebral vasodilation in the rat. Neuroscience letters 20040715
Adenosine A2A receptor blockade differentially influences excitotoxic mechanisms at pre- and postsynaptic sites in the rat striatum. Journal of neuroscience research 20040701
Comparison of inhibitory activity of isomeric triazolopyridine derivatives towards adenosine receptor subtypes or do similar structures reveal similar bioactivities? Bioorganic & medicinal chemistry letters 20040621
A2A adenosine receptor activation improves survival in mouse models of endotoxemia and sepsis. The Journal of infectious diseases 20040515
The role of intraspinal adenosine A1 receptors in sympathetic regulation. European journal of pharmacology 20040510
Role of adenosine A2A receptor in the regulation of gastric somatostatin release. The Journal of pharmacology and experimental therapeutics 20040501
AMPA receptor-mediated presynaptic inhibition at cerebellar GABAergic synapses: a characterization of molecular mechanisms. The European journal of neuroscience 20040501
Endogenous adenosine modulates epileptiform activity in rat hippocampus in a receptor subtype-dependent manner. The European journal of neuroscience 20040501
Adenosine A 2A receptor antagonists prevent the increase in striatal glutamate levels induced by glutamate uptake inhibitors. Journal of neurochemistry 20040401
Activation of adenosine A2A receptor facilitates brain-derived neurotrophic factor modulation of synaptic transmission in hippocampal slices. The Journal of neuroscience : the official journal of the Society for Neuroscience 20040324
Neutrophils both reduce and increase permeability in a cell culture model of the blood-brain barrier. Brain research 20040220
Protection from ischemic liver injury by activation of A2A adenosine receptors during reperfusion: inhibition of chemokine induction. American journal of physiology. Gastrointestinal and liver physiology 20040201
Binding of tritiated and radioiodinated ZM241,385 to brain A2A adenosine receptors. Nuclear medicine and biology 20040201
Adenosine administration produces an antidepressant-like effect in mice: evidence for the involvement of A1 and A2A receptors. Neuroscience letters 20040123
Input-specific modulation of neurotransmitter release in the lateral horn of the spinal cord via adenosine receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience 20040107
Adenosine A2A receptors and depression. Neurology 20031209
Modulation of A2A adenosine receptors and associated Galphas proteins by ZM 241385 treatment of porcine coronary artery. Journal of cardiovascular pharmacology 20031201
Involvement of adenosine A1 receptors in forced walking stress-induced analgesia in mice. Methods and findings in experimental and clinical pharmacology 20031201
Effect of taurine deficiency on adenosine receptor-mediated relaxation of the rat aorta. Vascular pharmacology 20031101
LTP-induced depression of response to hypoxia in hippocampus: effects of adenosine receptor activation. Neuroreport 20031006
The effect of caffeine on peripheral vascular resistance in isolated perfused guinea pig hind limbs. Journal of cardiovascular pharmacology 20031001
Adenosine-A2a receptor down-regulates cerebral smooth muscle L-type Ca2+ channel activity via protein tyrosine phosphatase, not cAMP-dependent protein kinase. Molecular pharmacology 20030901
Brief, repeated, oxygen-glucose deprivation episodes protect neurotransmission from a longer ischemic episode in the in vitro hippocampus: role of adenosine receptors. British journal of pharmacology 20030901
Effects of adenosine receptor antagonists on pial arteriolar dilation during carbon dioxide inhalation. European journal of pharmacology 20030829
Enhanced adenosine A2A receptor facilitation of synaptic transmission in the hippocampus of aged rats. Journal of neurophysiology 20030801
Functional expression of adenosine A2A and A3 receptors in the mouse dendritic cell line XS-106. European journal of pharmacology 20030801
Selective A2A, but not A1 adenosine antagonists enhance the anticataleptic action of trihexyphenidyl in rats. Neuroscience letters 20030731
Adenosine A 2B receptors modulate cAMP levels and induce CREB but not ERK1/2 and p38 phosphorylation in rat skeletal muscle cells. Biochemical and biophysical research communications 20030718
Involvement of adenosine A1 and A2A receptors in the motor effects of caffeine after its acute and chronic administration. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030701
The human D2 dopamine receptor synergizes with the A2A adenosine receptor to stimulate adenylyl cyclase in PC12 cells. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030701
Rapid modification of the glycocalyx caused by ischemia-reperfusion is inhibited by adenosine A2A receptor activation. American journal of physiology. Heart and circulatory physiology 20030601
Induction of neurite outgrowth in PC12 cells by the bacterial nucleoside N6-methyldeoxyadenosine is mediated through adenosine A2a receptors and via cAMP and MAPK signaling pathways. Biochemical and biophysical research communications 20030516
Adenosine receptors mediate glutamate-evoked arteriolar dilation in the rat cerebral cortex. American journal of physiology. Heart and circulatory physiology 20030501
Neuroprotection by caffeine and adenosine A2A receptor blockade of beta-amyloid neurotoxicity. British journal of pharmacology 20030401
Changes of peripheral A2A adenosine receptors in chronic heart failure and cardiac transplantation. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20030201
Regional differences in the adenosine A(2) receptor-mediated modulation of contractions in rat vas deferens. European journal of pharmacology 20030124
Low ethanol sensitivity and increased ethanol consumption in mice lacking adenosine A2A receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience 20021201
Effects of doxazosin and propranolol on A2A adenosine receptors in essential hypertension. Hypertension (Dallas, Tex. : 1979) 20021201
Localization of adenosine A2A-receptors in rat brain with [3H]ZM-241385. Naunyn-Schmiedeberg's archives of pharmacology 20021101
Transducing system operated by adenosine A(2A) receptors to facilitate acetylcholine release in the rat hippocampus. European journal of pharmacology 20021101
KF24345, an adenosine uptake inhibitor, ameliorates the severity and mortality of lethal acute pancreatitis via endogenous adenosine in mice. European journal of pharmacology 20021101
Characterization of adenosine receptors mediating the vasodilator effects of adenosine receptor agonists in the microvasculature of the hamster cheek pouch in vivo. Autonomic & autacoid pharmacology 20020801
Facilitation of noradrenaline release by adenosine A(2A) receptors in the epididymal portion and adenosine A(2B) receptors in the prostatic portion of the rat vas deferens. European journal of pharmacology 20020712
Selective allosteric enhancement of agonist binding and function at human A3 adenosine receptors by a series of imidazoquinoline derivatives. Molecular pharmacology 20020701
Synergistic up-regulation of vascular endothelial growth factor expression in murine macrophages by adenosine A(2A) receptor agonists and endotoxin. The American journal of pathology 20020601
Effects of adenosine receptor agonists on guinea-pig isolated working hearts and the role of endothelium and NO. The Journal of pharmacy and pharmacology 20020601
Adenosine A(2A) receptors mediate hypoxic inhibition of fetal breathing in sheep. American journal of obstetrics and gynecology 20020401
Effects of CGS 21680, a selective adenosine A2A receptor agonist, on allergic airways inflammation in the rat. European journal of pharmacology 20020308
Functional characterization of adenosine receptors and coupling to ATP-sensitive K+ channels in Guinea pig urinary bladder smooth muscle. The Journal of pharmacology and experimental therapeutics 20020301
Adenosine A(2A) receptors in portal hypertension: their role in the abnormal response to adenosine of the cranial mesenteric artery in rabbits. British journal of pharmacology 20020301
KF24345, an adenosine uptake inhibitor, suppresses lipopolysaccharide-induced tumor necrosis factor-alpha production and leukopenia via endogenous adenosine in mice. The Journal of pharmacology and experimental therapeutics 20020101
Purification and characterization of the human adenosine A(2a) receptor functionally expressed in Escherichia coli. European journal of biochemistry 20020101
Hippocampal injury and neurobehavioral deficits following hyperglycemic cerebral ischemia: effect of theophylline and ZM 241385. Journal of neurosurgery 20020101
Adenosine A(2A) receptor facilitation of hippocampal synaptic transmission is dependent on tonic A(1) receptor inhibition. Neuroscience 20020101
Purines and neuroprotection. Advances in experimental medicine and biology 20020101
Adenosine inhibits excitatory transmission to substantia gelatinosa neurons of the adult rat spinal cord through the activation of presynaptic A(1) adenosine receptor. Pain 20011201
Solubilisation and immunoprecipitation of rat striatal adenosine A(2A) receptors. European journal of pharmacology 20011116
Effect of adenosine receptor blockade on pial arteriolar dilation during sciatic nerve stimulation. American journal of physiology. Heart and circulatory physiology 20011101
Oxygen delivery and oxygen consumption in rat hindlimb during systemic hypoxia: role of adenosine. The Journal of physiology 20011101
Adenosine-mediated hypotension in in vivo guinea-pig: receptors involved and role of NO. British journal of pharmacology 20011001
Suppression of presynaptic responses to adenosine by activation of NMDA receptors. European journal of pharmacology 20010907
Adenosine-mediated inhibition of striatal GABAergic synaptic transmission during in vitro ischaemia. Brain : a journal of neurology 20010901
Effects of adenosine receptor agonists and antagonists in a genetic animal model of primary paroxysmal dystonia. British journal of pharmacology 20010901
Role of adenosine and P2 receptors in the penile tumescence in anesthetized dogs. European journal of pharmacology 20010803
AMP-activated protein kinase is highly expressed in neurons in the developing rat brain and promotes neuronal survival following glucose deprivation. Journal of molecular neuroscience : MN 20010801
Selective A(2A) adenosine receptor activation reduces skin pressure ulcer formation and inflammation. American journal of physiology. Heart and circulatory physiology 20010701
Adenosine A(1) and A(2A) receptors modulate sleep state and breathing in fetal sheep. Journal of applied physiology (Bethesda, Md. : 1985) 20010701
Novel short-acting A2A adenosine receptor agonists for coronary vasodilation: inverse relationship between affinity and duration of action of A2A agonists. The Journal of pharmacology and experimental therapeutics 20010701
Receptor subtypes mediating adenosine-induced dilation of cerebral arterioles. American journal of physiology. Heart and circulatory physiology 20010501
Adenosine A(2A) receptor stimulation reduces inflammation and neointimal growth in a murine carotid ligation model. Arteriosclerosis, thrombosis, and vascular biology 20010501
Adenosine A(2A) receptor enhances GABA(A)-mediated IPSCs in the rat globus pallidus. The Journal of physiology 20010415
[3H]MRS 1754, a selective antagonist radioligand for A(2B) adenosine receptors. Biochemical pharmacology 20010315
Absence of the adenosine A(2A) receptor or its chronic blockade decrease ethanol withdrawal-induced seizures in mice. Neuropharmacology 20010301
Cyclic AMP-dependent inhibition of human neutrophil oxidative activity by substituted 2-propynylcyclohexyl adenosine A(2A) receptor agonists. British journal of pharmacology 20010301
Functional and molecular characterization of receptor subtypes mediating coronary microvascular dilation to adenosine. Journal of molecular and cellular cardiology 20010201
[(3)H]ZM241385--an antagonist radioligand for adenosine A(2A) receptors in rat brain. European journal of pharmacology 20010112
Adenosine A(2A) receptors mediate cardiovascular responses to hypoxia in fetal sheep. American journal of physiology. Heart and circulatory physiology 20010101
Potentiation of cytokine induction of group IIA phospholipase A(2) in rat mesangial cells by ATP and adenosine via the A2A adenosine receptor. British journal of pharmacology 20010101
Inactivation of adenosine A2A receptor impairs long term potentiation in the accumbens nucleus without altering basal synaptic transmission. Neuroscience 20010101
Role of endothelium in ischaemia-induced myocardial dysfunction of isolated working hearts: cardioprotection by activation of adenosine A(2A) receptors. Journal of autonomic pharmacology 20010101
Why are A(2B) receptors low-affinity adenosine receptors? Mutation of Asn273 to Tyr increases affinity of human A(2B) receptor for 2-(1-Hexynyl)adenosine. Molecular pharmacology 20001201
Site-directed mutagenesis studies of human A(2A) adenosine receptors: involvement of glu(13) and his(278) in ligand binding and sodium modulation. Biochemical pharmacology 20000901
Use of the triazolotriazine [3H]ZM 241385 as a radioligand at recombinant human A2B adenosine receptors. Drug design and discovery 19991101
Characterization of human A(2B) adenosine receptors: radioligand binding, western blotting, and coupling to G(q) in human embryonic kidney 293 cells and HMC-1 mast cells. Molecular pharmacology 19991001
Comparison of CGS 15943, ZM 241385 and SCH 58261 as antagonists at human adenosine receptors. Naunyn-Schmiedeberg's archives of pharmacology 19990101
125I-4-(2-[7-amino-2-[2-furyl][1,2,4]triazolo[2,3-a][1,3,5] triazin-5-yl-amino]ethyl)phenol, a high affinity antagonist radioligand selective for the A2a adenosine receptor. Molecular pharmacology 19951201

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