Home Amines 35920-39-9
35920-39-9,MFCD00069195
Catalog No.:AA01CB3L

35920-39-9 | b-D-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-

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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA01CB3L
Chemical Name:
b-D-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-
CAS Number:
35920-39-9
Molecular Formula:
C12H16N6O4
Molecular Weight:
308.2932
MDL Number:
MFCD00069195
SMILES:
CCNC(=O)[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1ncnc2N
Properties
Computed Properties
 
Complexity:
426  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
-0.7  

Downstream Synthesis Route

[1]Prasad,RajNandan;Bariana,DilbaghS.;Fung,Anthony;Savic,Milica;Tietje,Karin;etal.[JournalofMedicinalChemistry,1980,vol.23,#3,p.313-319]

100-39-0    35920-39-9   
N6-benzyl-5'-N-ethylcarboxamidoadenosine 

[1]Gallo-Rodriguez,Carola;Ji,Xiao-duo;Melman,Neli;Siegman,BarryD.;Sanders,LawrenceH.;etal.[JournalofMedicinalChemistry,1994,vol.37,#5,p.636-646]

100-39-0    35920-39-9   
N6-benzyladenosine-5'-N-cyclopropyluronamide 

[1]Gallo-Rodriguez,Carola;Ji,Xiao-duo;Melman,Neli;Siegman,BarryD.;Sanders,LawrenceH.;etal.[JournalofMedicinalChemistry,1994,vol.37,#5,p.636-646]

[1]Prasad,RajNandan;Bariana,DilbaghS.;Fung,Anthony;Savic,Milica;Tietje,Karin;etal.[JournalofMedicinalChemistry,1980,vol.23,#3,p.313-319]

[1]Olsson;Kusachi;Thompson;Ukena;Padgett;Daly[Journalofmedicinalchemistry,1986,vol.29,#9,p.1683-1689]

Literature

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Title: In vivo adenosine A(2B) receptor desensitization in guinea-pig airway smooth muscle: implications for asthma.

Journal: European journal of pharmacology 20071201

Title: 5-amino-2-phenyl[1,2,3]triazolo[1,2-a][1,2,4]benzotriazin-1-one: a versatile scaffold to obtain potent and selective A3 adenosine receptor antagonists.

Journal: Journal of medicinal chemistry 20071115

Title: Adenosine A1 but not A2a receptor agonist reduces hyperalgesia caused by a surgical incision in rats: a pertussis toxin-sensitive G protein-dependent process.

Journal: Anesthesiology 20071101

Title: Adenosine deaminase 1 and concentrative nucleoside transporters 2 and 3 regulate adenosine on the apical surface of human airway epithelia: implications for inflammatory lung diseases.

Journal: Biochemistry 20070911

Title: Protein kinase C protects preconditioned rabbit hearts by increasing sensitivity of adenosine A2b-dependent signaling during early reperfusion.

Journal: Journal of molecular and cellular cardiology 20070901

Title: Pharmacologic characterization of novel adenosine A2A receptor agonists in equine neutrophils.

Journal: American journal of veterinary research 20070901

Title: A(2b) receptor mediates adenosine inhibition of taurine efflux from pituicytes.

Journal: Biology of the cell 20070801

Title: Adenosine receptor activation ameliorates type 1 diabetes.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070801

Title: Involvement of guanylate cyclase in the cardiovascular response induced by adenosine A2B receptor stimulation in the posterior hypothalamus of the anesthetized rats.

Journal: Autonomic neuroscience : basic & clinical 20070731

Title: Rapid stimulation of presynaptic serotonin transport by A(3) adenosine receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20070701

Title: Involvement of A1 adenosine receptors and neural pathways in adenosine-induced bronchoconstriction in mice.

Journal: American journal of physiology. Lung cellular and molecular physiology 20070701

Title: ATP modulates the release of noradrenaline through two different prejunctional receptors on the adrenergic nerves of rat prostate.

Journal: Clinical and experimental pharmacology & physiology 20070701

Title: Effects of stimulation of adenosine A2A receptors on lipopolysaccharide-induced production of reactive oxygen species by equine neutrophils.

Journal: American journal of veterinary research 20070601

Title: Synthesis of hybrid molecules of caffeine and eudistomin D and its effects on adenosine receptors.

Journal: Bioorganic & medicinal chemistry 20070501

Title: Adenosine is not a direct GHSR agonist--artificial cross-talk between GHSR and adenosine receptor pathways.

Journal: Acta physiologica (Oxford, England) 20070501

Title: Cross-regulation of carbon monoxide and the adenosine A2a receptor in macrophages.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20070501

Title: Structure-activity relationships of 2,N(6),5'-substituted adenosine derivatives with potent activity at the A2B adenosine receptor.

Journal: Journal of medicinal chemistry 20070419

Title: N(6)-[(hetero)aryl/(cyclo)alkyl-carbamoyl-methoxy-phenyl]-(2-chloro)-5'-N-ethylcarboxamido-adenosines: the first example of adenosine-related structures with potent agonist activity at the human A(2B) adenosine receptor.

Journal: Bioorganic & medicinal chemistry 20070401

Title: Adenosine opposes thrombin-induced inhibition of intercellular calcium wave in corneal endothelial cells.

Journal: Investigative ophthalmology & visual science 20070401

Title: Effect of a specific and selective A(2B) adenosine receptor antagonist on adenosine agonist AMP and allergen-induced airway responsiveness and cellular influx in a mouse model of asthma.

Journal: The Journal of pharmacology and experimental therapeutics 20070301

Title: New fluorescent adenosine A1-receptor agonists that allow quantification of ligand-receptor interactions in microdomains of single living cells.

Journal: Journal of medicinal chemistry 20070222

Title: Role of adenosine receptors in the regulation of angiogenic factors and neovascularization in hypoxia.

Journal: The Journal of pharmacology and experimental therapeutics 20070201

Title: Synthesis and biological evaluation of novel 1-deoxy-1-[6-[((hetero)arylcarbonyl)hydrazino]- 9H-purin-9-yl]-N-ethyl-beta-D-ribofuranuronamide derivatives as useful templates for the development of A2B adenosine receptor agonists.

Journal: Journal of medicinal chemistry 20070125

Title: Structure-activity relationship study of prion inhibition by 2-aminopyridine-3,5-dicarbonitrile-based compounds: parallel synthesis, bioactivity, and in vitro pharmacokinetics.

Journal: Journal of medicinal chemistry 20070111

Title: Evidence for the involvement of nitric oxide in A2B receptor-mediated vasorelaxation of mouse aorta.

Journal: American journal of physiology. Heart and circulatory physiology 20070101

Title: The thyroid disruptor 1,1,1-trichloro-2,2-bis(p-chlorophenyl)-ethane appears to be an uncompetitive inverse agonist for the thyrotropin receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20070101

Title: Intratumoral lymphatic vessels and VEGF-C expression are predictive factors of lymph node relapse in T1-T4 N0 laryngopharyngeal squamous cell carcinoma.

Journal: Annals of surgical oncology 20070101

Title: Human micro- and macrovessel-derived endothelial cells: a comparative study on the effects of adrenaline and a selective adenosine A2-type receptor agonist under normoxic and hypoxic conditions.

Journal: Pharmacological reports : PR 20070101

Title: Regulation of pharmacology by hetero-oligomerization between A1 adenosine receptor and P2Y2 receptor.

Journal: Biochemical and biophysical research communications 20061215

Title: Loss of vascular adenosine A1 receptors with age in the rat heart.

Journal: Vascular pharmacology 20061201

Title: The impact of adenosine and A(2B) receptors on glucose homoeostasis.

Journal: The Journal of pharmacy and pharmacology 20061201

Title: Expression of adenosine receptors in cardiac fibroblasts as a function of insulin and glucose level.

Journal: Archives of biochemistry and biophysics 20061101

Title: Adenosine A1 receptors mediate mobilization of calcium in human bronchial smooth muscle cells.

Journal: American journal of respiratory cell and molecular biology 20061001

Title: Corpus cavernosum from men with vasculogenic impotence is partially resistant to adenosine relaxation due to endothelial A(2B) receptor dysfunction.

Journal: The Journal of pharmacology and experimental therapeutics 20061001

Title: Cross-talk between G(s)- and G(q)-coupled pathways in regulation of interleukin-4 by A(2B) adenosine receptors in human mast cells.

Journal: Molecular pharmacology 20060801

Title: Real-time and high throughput monitoring of cAMP in live cells using a fluorescent membrane potential-sensitive dye.

Journal: Assay and drug development technologies 20060801

Title: NECA at reperfusion limits infarction and inhibits formation of the mitochondrial permeability transition pore by activating p70S6 kinase.

Journal: Basic research in cardiology 20060701

Title: Orthogonal activation of the reengineered A3 adenosine receptor (neoceptor) using tailored nucleoside agonists.

Journal: Journal of medicinal chemistry 20060504

Title: N6-ethyl-2-alkynyl NECAs, selective human A3 adenosine receptor agonists.

Journal: Bioorganic & medicinal chemistry letters 20060501

Title: Postconditioning protects rabbit hearts through a protein kinase C-adenosine A2b receptor cascade.

Journal: Cardiovascular research 20060501

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Characterization of adenosine receptors in the human bladder carcinoma T24 cell line.

Journal: European journal of pharmacology 20060424

Title: Astrocytes promote myelination in response to electrical impulses.

Journal: Neuron 20060316

Title: Moderate hypoxia induces xanthine oxidoreductase activity in arterial endothelial cells.

Journal: Free radical biology & medicine 20060315

Title: Role of the second transmembrane domain of rat adenosine A1 receptor in ligand-receptor interaction.

Journal: Biochemical pharmacology 20060314

Title: Solid phase synthesis and antiprotozoal evaluation of di- and trisubstituted 5'-carboxamidoadenosine analogues.

Journal: Bioorganic & medicinal chemistry 20060301

Title: A membrane-permeable peptide containing the last 21 residues of the G alpha(s) carboxyl terminus inhibits G(s)-coupled receptor signaling in intact cells: correlations between peptide structure and biological activity.

Journal: Molecular pharmacology 20060301

Title: Binding of the viral immunogenic octapeptide VSV8 to native glucose-regulated protein Grp94 (gp96) and its inhibition by the physiological ligands ATP and Ca2+.

Journal: The FEBS journal 20060201

Title: Purinergic substances promote murine keratinocyte proliferation and enhance impaired wound healing in mice.

Journal: Wound repair and regeneration : official publication of the Wound Healing Society [and] the European Tissue Repair Society 20060101

Title: 2-(Benzimidazol-2-yl)quinoxalines: a novel class of selective antagonists at human A(1) and A(3) adenosine receptors designed by 3D database searching.

Journal: Journal of medicinal chemistry 20051229

Title: Pharmacological characterization of novel adenosine ligands in recombinant and native human A2B receptors.

Journal: Biochemical pharmacology 20051125

Title: Influence of adenosine receptor agonists on benzodiazepine withdrawal signs in mice.

Journal: European journal of pharmacology 20051031

Title: Neuroprotective effect of paeoniflorin on cerebral ischemic rat by activating adenosine A1 receptor in a manner different from its classical agonists.

Journal: British journal of pharmacology 20051001

Title: Caffeine intake induces an alteration in human neutrophil A2A adenosine receptors.

Journal: Cellular and molecular life sciences : CMLS 20051001

Title: Gs protein-coupled adenosine receptor signaling and lytic function of activated NK cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20051001

Title: Mast cell involvement in the adenosine mediated airway hyper-reactivity in a murine model of ovalbumin-induced lung inflammation.

Journal: British journal of pharmacology 20050801

Title: Adenosine signaling promotes neuronal, catecholaminergic differentiation of primary neural crest cells and CNS-derived CAD cells.

Journal: Molecular and cellular neurosciences 20050701

Title: Involvement of p38-mitogen-activated protein kinase in adenosine receptor-mediated relaxation of coronary artery.

Journal: American journal of physiology. Heart and circulatory physiology 20050601

Title: Expression, pharmacological profile, and functional coupling of A2B receptors in a recombinant system and in peripheral blood cells using a novel selective antagonist radioligand, [3H]MRE 2029-F20.

Journal: Molecular pharmacology 20050601

Title: A2B adenosine receptor mediates human chorionic vasoconstriction and signals through arachidonic acid cascade.

Journal: American journal of physiology. Heart and circulatory physiology 20050501

Title: Human breast cancer cell line MDA-MB-231 expresses endogenous A2B adenosine receptors mediating a Ca2+ signal.

Journal: British journal of pharmacology 20050501

Title: Involvement of mast cells in adenosine-mediated bronchoconstriction and inflammation in an allergic mouse model.

Journal: The Journal of pharmacology and experimental therapeutics 20050401

Title: Adenosine agonist regulation of outward active transport of fluorescein across retinal pigment epithelium in rabbits.

Journal: Experimental eye research 20050401

Title: Binding thermodynamics as a tool to investigate the mechanisms of drug-receptor interactions: thermodynamics of cytoplasmic steroid/nuclear receptors in comparison with membrane receptors.

Journal: Journal of medicinal chemistry 20050324

Title: The role of adenosine A2A and A2B receptors in the regulation of TNF-alpha production by human monocytes.

Journal: Biochemical pharmacology 20050315

Title: Synthesis, biological evaluation, and molecular modeling of ribose-modified adenosine analogues as adenosine receptor agonists.

Journal: Journal of medicinal chemistry 20050310

Title: Role of A1 adenosine receptors in regulation of vascular tone.

Journal: American journal of physiology. Heart and circulatory physiology 20050301

Title: Adenosine receptor mediates nicotine-induced antinociception in formalin test.

Journal: Pharmacological research 20050301

Title: Different modulation of inhibitory and stimulatory pathways mediated by adenosine after chronic in vivo agonist exposure.

Journal: Brain research 20050121

Title: A2B adenosine receptor activity is reduced in neutrophils from patients with systemic sclerosis.

Journal: Arthritis research & therapy 20050101

Title: Modulation of cytokine release by purine receptors in patients with rheumatoid arthritis.

Journal: Clinical and experimental rheumatology 20050101

Title: Participation of adenosine system in the ketamine-induced motor activity in mice.

Journal: Pharmacological reports : PR 20050101

Title: New 8-substituted xanthiene derivatives as potent bronchodilators.

Journal: Farmaco (Societa chimica italiana : 1989) 20050101

Title: Ring opening reactions: synthesis of AICAR analogs as potential antimetabolite agents.

Journal: Nucleosides, nucleotides & nucleic acids 20050101

Title: Functional effects of enhancing or silencing adenosine A2b receptors in cardiac fibroblasts.

Journal: American journal of physiology. Heart and circulatory physiology 20041201

Title: Regulation of A2B adenosine receptor functioning by tumour necrosis factor a in human astroglial cells.

Journal: Journal of neurochemistry 20041201

Title: 2-Substituted adenosine derivatives: affinity and efficacy at four subtypes of human adenosine receptors.

Journal: Biochemical pharmacology 20041115

Title: Adenosine receptors involved in modulation of noradrenaline release in isolated rat tail artery.

Journal: European journal of pharmacology 20041103

Title: Coupling of the human A1 adenosine receptor to different heterotrimeric G proteins: evidence for agonist-specific G protein activation.

Journal: British journal of pharmacology 20041101

Title: Synthesis and biological evaluation of novel N6-[4-(substituted)sulfonamidophenylcarbamoyl]adenosine-5'-uronamides as A3 adenosine receptor agonists.

Journal: Journal of medicinal chemistry 20041021

Title: Influence of the combined treatment of LY 300164 (an AMPA/kainate receptor antagonist) with adenosine receptor agonists on the electroconvulsive threshold in mice.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20041001

Title: Negative chronotropic response to adenosine receptor stimulation in rat right atria after run training.

Journal: Clinical and experimental pharmacology & physiology 20041001

Title: Purine modulation of cytokine release during diuretic therapy of rheumatoid arthritis.

Journal: Nucleosides, nucleotides & nucleic acids 20041001

Title: ATP-sensitive potassium channels and endogenous adenosine are involved in spinal antinociception produced by locus coeruleus stimulation.

Journal: The International journal of neuroscience 20040801

Title: Synthesis and biological activity of new potential agonists for the human adenosine A2A receptor.

Journal: Journal of medicinal chemistry 20040729

Title: [3H]OSIP339391, a selective, novel, and high affinity antagonist radioligand for adenosine A2B receptors.

Journal: Biochemical pharmacology 20040715

Title: New, non-adenosine, high-potency agonists for the human adenosine A2B receptor with an improved selectivity profile compared to the reference agonist N-ethylcarboxamidoadenosine.

Journal: Journal of medicinal chemistry 20040715

Title: 1,2,4-triazolo[4,3-a]quinoxalin-1-one moiety as an attractive scaffold to develop new potent and selective human A3 adenosine receptor antagonists: synthesis, pharmacological, and ligand-receptor modeling studies.

Journal: Journal of medicinal chemistry 20040701

Title: Adenosine-activated mast cells induce IgE synthesis by B lymphocytes: an A2B-mediated process involving Th2 cytokines IL-4 and IL-13 with implications for asthma.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20040615

Title: Comparative analysis of putative agonist-binding modes in the human A1 adenosine receptor.

Journal: Chembiochem : a European journal of chemical biology 20040607

Title: Adenosine receptor, protein kinase G, and p38 mitogen-activated protein kinase-dependent up-regulation of serotonin transporters involves both transporter trafficking and activation.

Journal: Molecular pharmacology 20040601

Title: An IgM class anti-neutrophil cytoplasm antibody inhibits neutrophil adhesion and apoptosis via a Syk dependent signaling cascade.

Journal: Molecular immunology 20040601

Title: Characterization of glycine N-methyltransferase from rabbit liver.

Journal: Biochemistry and cell biology = Biochimie et biologie cellulaire 20040601

Title: Development of a sensitive and HTS-compatible reporter gene assay for functional analysis of human adenosine A2a receptors in CHO-K1 cells.

Journal: Assay and drug development technologies 20040601

Title: [(3)H]Adenosine uptake in brainstem membranes of CD-1 mice lacking the adenosine A(2a) receptor.

Journal: Life sciences 20040528

Title: The role of intraspinal adenosine A1 receptors in sympathetic regulation.

Journal: European journal of pharmacology 20040510

Title: Novel amino acid derived natural products from the ascidian Atriolum robustum: identification and pharmacological characterization of a unique adenosine derivative.

Journal: Journal of medicinal chemistry 20040422

Title: Regional and endothelial differences in cyclosporine attenuation of adenosine receptor-mediated vasorelaxations.

Journal: Journal of cardiovascular pharmacology 20040401

Title: NECA and bradykinin at reperfusion reduce infarction in rabbit hearts by signaling through PI3K, ERK, and NO.

Journal: Journal of molecular and cellular cardiology 20040301

Title: Pulmonary surfactant secretion in briefly cultured mouse type II cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20040201

Title: A1 and A2A adenosine receptor modulation of alpha 1-adrenoceptor-mediated contractility in human cultured prostatic stromal cells.

Journal: British journal of pharmacology 20040101

Title: A2B adenosine receptor agonists: synthesis and biological evaluation of 2-phenylhydroxypropynyl adenosine and NECA derivatives.

Journal: Nucleosides, nucleotides & nucleic acids 20040101

Title: Effects of stable adenosine receptor agonists on bone marrow hematopoietic cells as inferred from the cytotoxic action of 5-fluorouracil.

Journal: Physiological research 20040101

Title: The role of the basolateral outwardly rectifying chloride channel in human airway epithelial anion secretion.

Journal: American journal of respiratory cell and molecular biology 20031201

Title: Structure of the N-terminal domain of GRP94. Basis for ligand specificity and regulation.

Journal: The Journal of biological chemistry 20031128

Title: A(2A) adenosine receptor ligands and proinflammatory cytokines induce PC 12 cell death through apoptosis.

Journal: Biochemical pharmacology 20031115

Title: Modeling the adenosine receptors: comparison of the binding domains of A2A agonists and antagonists.

Journal: Journal of medicinal chemistry 20031106

Title: Oligodendrocytes express functional A1 adenosine receptors that stimulate cellular migration.

Journal: Glia 20031101

Title: Comparative pharmacological studies on the A2 adenosine receptor agonist 5'-n-ethyl-carboxamidoadenosine and its F19 isotope labelled derivative.

Journal: Journal of pharmacological sciences 20031101

Title: Adenosine receptor agonists: from basic medicinal chemistry to clinical development.

Journal: Expert opinion on emerging drugs 20031101

Title: Effect of taurine deficiency on adenosine receptor-mediated relaxation of the rat aorta.

Journal: Vascular pharmacology 20031101

Title: The G(s)-coupled adenosine A(2B) receptor recruits divergent pathways to regulate ERK1/2 and p38.

Journal: Experimental cell research 20031015

Title: Adenosine-induced IL-6 expression in pituitary folliculostellate cells is mediated via A2b adenosine receptors coupled to PKC and p38 MAPK.

Journal: British journal of pharmacology 20031001

Title: Pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine derivatives as adenosine receptor antagonists. Influence of the N5 substituent on the affinity at the human A 3 and A 2B adenosine receptor subtypes: a molecular modeling investigation.

Journal: Journal of medicinal chemistry 20030925

Title: Antagonist pharmacology of adenosine A2B receptors from rat, guinea pig and dog.

Journal: European journal of pharmacology 20030815

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

Journal: Glia 20030801

Title: An angiogenic switch in macrophages involving synergy between Toll-like receptors 2, 4, 7, and 9 and adenosine A(2A) receptors.

Journal: The American journal of pathology 20030801

Title: Adenosine slows migration of dendritic cells but does not affect other aspects of dendritic cell maturation.

Journal: The Journal of investigative dermatology 20030801

Title: Activation of mast cells by immunoglobulin E-receptor cross-linkage, but not through adenosine receptors, induces A1 expression and promotes survival.

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20030801

Title: Adenosine A 2B receptors modulate cAMP levels and induce CREB but not ERK1/2 and p38 phosphorylation in rat skeletal muscle cells.

Journal: Biochemical and biophysical research communications 20030718

Title: Characterization of adenosine receptor(s) involved in adenosine-induced bronchoconstriction in an allergic mouse model.

Journal: American journal of physiology. Lung cellular and molecular physiology 20030601

Title: Purinergic receptors on microglial cells: functional expression in acute brain slices and modulation of microglial activation in vitro.

Journal: The European journal of neuroscience 20030601

Title: Adenosine affects the calcium dynamics of rat portal vein.

Journal: Autonomic & autacoid pharmacology 20030601

Title: Binding of HTLV-1 virions to T cells occurs by a temperature and calcium-dependent process and is blocked by certain type 2 adenosine receptor antagonists.

Journal: Virus research 20030501

Title: N6-cyclopentyl-2-(3-phenylaminocarbonyltriazene-1-yl)adenosine (TCPA), a very selective agonist with high affinity for the human adenosine A1 receptor.

Journal: Journal of medicinal chemistry 20030410

Title: Adenosine stimulates anion secretion across cultured and native adult human vas deferens epithelia.

Journal: Biology of reproduction 20030301

Title: Central nervous system effects of caffeine and adenosine on fatigue.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20030201

Title: Regional differences in the adenosine A(2) receptor-mediated modulation of contractions in rat vas deferens.

Journal: European journal of pharmacology 20030124

Title: Adenosine receptor subtypes mediating coronary vasodilation in rat hearts.

Journal: Journal of cardiovascular pharmacology 20030101

Title: Synthesis of carbocyclic analogues of MECA and NECA 1,2-disubstituted as potential adenosine receptor agonists.

Journal: Nucleosides, nucleotides & nucleic acids 20030101

Title: Effects of doxazosin and propranolol on A2A adenosine receptors in essential hypertension.

Journal: Hypertension (Dallas, Tex. : 1979) 20021201

Title: Possible role of mast cells in cineole-induced scratching behavior in mice.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20021001

Title: Structural determinants of A(3) adenosine receptor activation: nucleoside ligands at the agonist/antagonist boundary.

Journal: Journal of medicinal chemistry 20020926

Title: The effects of adenosine receptor agonists and antagonists on morphine state-dependent memory of passive avoidance.

Journal: Neurobiology of learning and memory 20020901

Title: Involvement of mitogen protein kinase cascade in agonist-mediated human A(3) adenosine receptor regulation.

Journal: Biochimica et biophysica acta 20020819

Title: Relaxation of the mouse isolated aorta and carotid artery in response to adenosine analogues in genetically-modified mice lacking the adenosine A(2A) receptor.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20020801

Title: Induction of interleukin 8 release from the HMC-1 mast cell line: synergy between stem cell factor and activators of the adenosine A(2b) receptor.

Journal: Biochemical pharmacology 20020715

Title: Synergistic up-regulation of vascular endothelial growth factor expression in murine macrophages by adenosine A(2A) receptor agonists and endotoxin.

Journal: The American journal of pathology 20020601

Title: [The [18F]-FNECA serves as a suitable radioligand for PET investigation of purinergic receptor expression].

Journal: Orvosi hetilap 20020526

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Adenosine receptor-mediated control of in vitro release of pain-related neuropeptides from the rat spinal cord.

Journal: European journal of pharmacology 20020419

Title: Role of vasodilator-stimulated phosphoprotein in PKA-induced changes in endothelial junctional permeability.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20020401

Title: Dopaminergic mechanism for caffeine-produced cocaine seeking in rats.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020401

Title: Rhythmic gene expression in pituitary depends on heterologous sensitization by the neurohormone melatonin.

Journal: Nature neuroscience 20020301

Title: Basolateral potassium channels of rabbit colon epithelium: role in sodium absorption and chloride secretion.

Journal: Biochimica et biophysica acta 20020218

Title: Cardiac effects of adenosine in A(2A) receptor knockout hearts: uncovering A(2B) receptors.

Journal: American journal of physiology. Heart and circulatory physiology 20020201

Title: Evidence for an atypical receptor mediating the augmented bronchoconstrictor response to adenosine induced by allergen challenge in actively sensitized Brown Norway rats.

Journal: British journal of pharmacology 20020201

Title: Effects of adenosine on bacterial lipopolysaccharide- and interleukin 1-induced nitric oxide release from equine articular chondrocytes.

Journal: American journal of veterinary research 20020201

Title: Effects of adenosine agonists on consumptive behaviour and body temperature.

Journal: The Journal of pharmacy and pharmacology 20020201

Title: 2,5'-Disubstituted adenosine derivatives: evaluation of selectivity and efficacy for the adenosine A(1), A(2A), and A(3) receptor.

Journal: Journal of medicinal chemistry 20020117

Title: Comparison of the vascular effects of adenosine in isolated mouse heart and aorta.

Journal: American journal of physiology. Heart and circulatory physiology 20020101

Title: Cocaine-induced hyperactivity is more influenced by adenosine receptor agonists than amphetamine-induced hyperactivity.

Journal: Polish journal of pharmacology 20020101

Title: 7-Nitrobenzofurazan (NBD) derivatives of 5'-N-ethylcarboxamidoadenosine (NECA) as new fluorescent probes for human A(3) adenosine receptors.

Journal: Bioorganic & medicinal chemistry letters 20011203

Title: Regulation of SP-B and SP-C secretion in rat type II cells in primary culture.

Journal: American journal of physiology. Lung cellular and molecular physiology 20011201

Title: Neoceptor concept based on molecular complementarity in GPCRs: a mutant adenosine A(3) receptor with selectively enhanced affinity for amine-modified nucleosides.

Journal: Journal of medicinal chemistry 20011122

Title: Effects of adenosine receptor agonists and antagonists on pentylenetetrazole-induced amnesia.

Journal: European journal of pharmacology 20011102

Title: Inhibition of human mast cell activation with the novel selective adenosine A(2B) receptor antagonist 3-isobutyl-8-pyrrolidinoxanthine (IPDX)(2).

Journal: Biochemical pharmacology 20011101

Title: Adenosine-mediated hypotension in in vivo guinea-pig: receptors involved and role of NO.

Journal: British journal of pharmacology 20011001

Title: The plasma protein extravasation induced by adenosine and its analogues in the rat dorsal skin: evidence for the involvement of capsaicin sensitive primary afferent neurones and mast cells.

Journal: British journal of pharmacology 20010901

Title: Pharmacological characterization of adenosine receptors in PGT-beta mouse pineal gland tumour cells.

Journal: British journal of pharmacology 20010901

Title: Arrestin specificity for G protein-coupled receptors in human airway smooth muscle.

Journal: The Journal of biological chemistry 20010831

Title: P2Y(11) receptor expression by human lymphocytes: evidence for two cAMP-linked purinoceptors.

Journal: European journal of pharmacology 20010831

Title: 5'-O-alkyl ethers of N,2-substituted adenosine derivatives: partial agonists for the adenosine A1 and A3 receptors.

Journal: Journal of medicinal chemistry 20010830

Title: Why do asthmatic subjects respond so strongly to inhaled adenosine?

Journal: Life sciences 20010803

Title: Proliferation, migration, and ERK activation in human retinal endothelial cells through A(2B) adenosine receptor stimulation.

Journal: Investigative ophthalmology & visual science 20010801

Title: Functional characterization of coronary vascular adenosine receptors in the mouse.

Journal: British journal of pharmacology 20010801

Title: Introduction of alkynyl chains on C-8 of adenosine led to very selective antagonists of the A(3) adenosine receptor.

Journal: Bioorganic & medicinal chemistry letters 20010723

Title: Withdrawal and bidirectional cross-withdrawal responses in rats treated with adenosine agonists and morphine.

Journal: Life sciences 20010706

Title: Role of cyclic nucleotides in vasodilations of the rat thoracic aorta induced by adenosine analogues.

Journal: British journal of pharmacology 20010701

Title: Modulation of ethanol-induced motor incoordination by mouse striatal A(1) adenosinergic receptor.

Journal: Brain research bulletin 20010701

Title: Protective effect of adenosine receptor agonists in a new model of epilepsy--seizures evoked by mitochondrial toxin, 3-nitropropionic acid, in mice.

Journal: Neuroscience letters 20010608

Title: Differential effects of UTP, ATP, and adenosine on ciliary activity of human nasal epithelial cells.

Journal: American journal of physiology. Cell physiology 20010601

Title: Ring-Constrained (N)-methanocarba nucleosides as adenosine receptor agonists: independent 5'-uronamide and 2'-deoxy modifications.

Journal: Bioorganic & medicinal chemistry letters 20010521

Title: Age-related changes in adenosine-mediated relaxation of coronary and aortic smooth muscle.

Journal: American journal of physiology. Heart and circulatory physiology 20010501

Title: Aberrant amplification of A(2A) receptor signaling in striatal cells expressing mutant huntingtin.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20010501

Title: Glucocorticoid enhances the response of type II cells from newborn rats to surfactant secretagogues.

Journal: Biochimica et biophysica acta 20010430

Title: Pharmacology of a unique adenosine binding site in rat brain using a selective ligand.

Journal: Clinical and experimental pharmacology & physiology 20010401

Title: Effect of 9-(6,7-dideoxy-beta-D-allo-hept-5-ynofuranosyl)adenine on noradrenaline release from vascular sympathetic nerves.

Journal: Clinical and experimental pharmacology & physiology 20010401

Title: Adenosine inhibits neutrophil vascular endothelial growth factor release and transendothelial migration via A2B receptor activation.

Journal: Shock (Augusta, Ga.) 20010401

Title: Adenosine agonists CGS 21680 and NECA inhibit the initiation of cocaine self-administration.

Journal: Pharmacology, biochemistry, and behavior 20010401

Title: [3H]MRS 1754, a selective antagonist radioligand for A(2B) adenosine receptors.

Journal: Biochemical pharmacology 20010315

Title: Adenosine enhances neuroexcitability by inhibiting a slow postspike afterhyperpolarization in rabbit vagal afferent neurons.

Journal: Circulation 20010306

Title: Design, synthesis, and evaluation of novel A2A adenosine receptor agonists.

Journal: Journal of medicinal chemistry 20010215

Title: Extracellular adenosine-induced apoptosis in mouse neuroblastoma cells: studies on involvement of adenosine receptors and adenosine uptake.

Journal: Biochemical pharmacology 20010215

Title: Regulation of G protein-coupled receptor-adenylyl cyclase responsiveness in human airway smooth muscle by exogenous and autocrine adenosine.

Journal: American journal of respiratory cell and molecular biology 20010201

Title: 3-Aryl[1,2,4]triazino[4,3-a]benzimidazol-4(10H)-ones: a new class of selective A1 adenosine receptor antagonists.

Journal: Journal of medicinal chemistry 20010201

Title: Nucleosides and nucleotides. 200. Reinvestigation of 5'-N-ethylcarboxamidoadenosine derivatives: structure-activity relationships for P(3) purinoceptor-like proteins.

Journal: Journal of medicinal chemistry 20010118

Title: Adenosine A2B receptors behave as an alternative anchoring protein for cell surface adenosine deaminase in lymphocytes and cultured cells.

Journal: Molecular pharmacology 20010101

Title: Cloning of a chick A3 adenosine receptor: characterization of ligand binding and receptor-effector coupling of chick A1 and A3 adenosine receptors.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010101

Title: Characterization of prejunctional purinoceptors inhibiting noradrenaline release in rat mesenteric arteries.

Journal: Japanese journal of pharmacology 20010101

Title: Synthesis and adenosine receptor affinity and potency of 8-alkynyl derivatives of adenosine.

Journal: Nucleosides, nucleotides & nucleic acids 20010101

Title: Role of endothelium in ischaemia-induced myocardial dysfunction of isolated working hearts: cardioprotection by activation of adenosine A(2A) receptors.

Journal: Journal of autonomic pharmacology 20010101

Title: 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.

Journal: Molecular pharmacology 20001201

Title: [(3)H]MRE 3008F20: a novel antagonist radioligand for the pharmacological and biochemical characterization of human A(3) adenosine receptors.

Journal: Molecular pharmacology 20000501

Title: Activation of the A3 adenosine receptor affects cell cycle progression and cell growth.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20000301

Title: 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.

Journal: Molecular pharmacology 19991001

Title: 2-Substituted N-ethylcarboxamidoadenosine derivatives as high-affinity agonists at human A3 adenosine receptors.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 19990801

Title: Identification of the adenine binding site of the human A1 adenosine receptor.

Journal: The Journal of biological chemistry 19990205

Title: Differences in the order of potency for agonists but not antagonists at human and rat adenosine A2A receptors.

Journal: Biochemical pharmacology 19990101

Title: 2'-C-Methyl analogues of selective adenosine receptor agonists: synthesis and binding studies.

Journal: Journal of medicinal chemistry 19980507

Title: Comparative pharmacology of human adenosine receptor subtypes - characterization of stably transfected receptors in CHO cells.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 19980101

Title: Effect of adenosine receptor agonists and antagonists on morphine-induced catalepsy in mice.

Journal: European journal of pharmacology 19971029

Title: Mechanism and pressor relevance of the short-term cardiovascular and renin excitatory actions of the selective A2A-adenosine receptor agonists.

Journal: Journal of cardiovascular pharmacology 19970901

Title: Pharmacological characterization of novel A3 adenosine receptor-selective antagonists.

Journal: Neuropharmacology 19970901

Title: Adenosine A2 receptors modulate haloperidol-induced catalepsy in rats.

Journal: European journal of pharmacology 19970611

Title: Characterization of human A2A adenosine receptors with the antagonist radioligand [3H]-SCH 58261.

Journal: British journal of pharmacology 19970501

Title: Characterization of the human brain putative A2B adenosine receptor expressed in Chinese hamster ovary (CHO.A2B4) cells.

Journal: British journal of pharmacology 19961101

Title: Effects of adenosine analogues on apomorphine-induced penile erection in rats.

Journal: General pharmacology 19951201

Title: Site-directed mutagenesis identifies residues involved in ligand recognition in the human A2a adenosine receptor.

Journal: The Journal of biological chemistry 19950609

Title: Species difference in the G protein selectivity of the human and bovine A1-adenosine receptor.

Journal: The Journal of biological chemistry 19941223

Title: Role of the second extracellular loop of adenosine receptors in agonist and antagonist binding. Analysis of chimeric A1/A3 adenosine receptors.

Journal: The Journal of biological chemistry 19941007

Title: Structure-activity relationships of N6-benzyladenosine-5'-uronamides as A3-selective adenosine agonists.

Journal: Journal of medicinal chemistry 19940304

Title: Functional characterization of the A2b adenosine receptor in NIH 3T3 fibroblasts.

Journal: Biochemical pharmacology 19940302

Title: A threonine residue in the seventh transmembrane domain of the human A1 adenosine receptor mediates specific agonist binding.

Journal: The Journal of biological chemistry 19940128

Title: Noradrenaline but not dopamine involved in NMDA receptor-mediated hyperalgesia induced by theophylline in awake rats.

Journal: European journal of pharmacology 19940124

Title: Molecular cloning and characterization of the human A3 adenosine receptor.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19931101

Title: N-ethyl-carboxamide adenosine inhibits perioral dyskinesias induced by sulpiride + SKF 38393 in rabbits.

Journal: European journal of pharmacology 19921113

Title: [Effects of agonists and antagonists of benzodiazepine, GABA and NMDA receptors, on caffeine-induced seizures in mice].

Journal: Yakubutsu, seishin, kodo = Japanese journal of psychopharmacology 19920801

Title: Enhanced fatty acid biosynthesis and normal surfactant secretion in hypertrophic rat type II cells.

Journal: The American journal of physiology 19910601

Title: Allosteric enhancement of adenosine A1 receptor binding and function by 2-amino-3-benzoylthiophenes.

Journal: Molecular pharmacology 19901201

Title: Binding of the adenosine A2 receptor ligand [3H]CGS 21680 to human and rat brain: evidence for multiple affinity sites.

Journal: Journal of neurochemistry 19901101

Title: Hemodynamic effects of adenosine agonists in the conscious spontaneously hypertensive rat.

Journal: The Journal of pharmacology and experimental therapeutics 19900901

Title: Caffeine-induced seizures: apparent proconvulsant action of N-ethyl carboxamidoadenosine (NECA).

Journal: Life sciences 19900101

Title: [3H]CGS 21680, a selective A2 adenosine receptor agonist directly labels A2 receptors in rat brain.

Journal: The Journal of pharmacology and experimental therapeutics 19891201

Title: Comparison of the behavioral effects of adenosine agonists and dopamine antagonists in mice.

Journal: Psychopharmacology 19890101

Title: Potent convulsant actions of the adenosine receptor antagonist, xanthine amine congener (XAC).

Journal: Life sciences 19890101

Title: Doxofylline, an antiasthmatic drug lacking affinity for adenosine receptors.

Journal: Archives internationales de pharmacodynamie et de therapie 19880101

Title: Knapp CM, et al. Adenosine agonists CGS 21680 and NECA inhibit the initiation of cocaine self-administration. Pharmacol Biochem Behav. 2001 Apr;68(4):797-803.

Title: Elsherbiny NM, et al. Reno-protective effect of NECA in diabetic nephropathy: implication of IL-18 and ICAM-1. Eur Cytokine Netw. 2012 Jul-Sep;23(3):78-86.

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Tags:35920-39-9 Molecular Formula|35920-39-9 MDL|35920-39-9 SMILES|35920-39-9 b-D-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-