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101204-49-3,MFCD08544553
Catalog No.:AA008Y15

101204-49-3 | 2'-DEOXY-N6-METHYLADENOSINE 3',5'-BISPHOSPHATE TETRAAMMONIUM SALT

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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA008Y15
Chemical Name:
2'-DEOXY-N6-METHYLADENOSINE 3',5'-BISPHOSPHATE TETRAAMMONIUM SALT
CAS Number:
101204-49-3
Molecular Formula:
C11H26N8O9P2
Molecular Weight:
476.3199
MDL Number:
MFCD08544553
SMILES:
CNc1ncnc2c1ncn2C1C[C@@H](C(O1)COP(=O)(O)O)OP(=O)(O)O.N.N.N
Properties
Computed Properties
 
Complexity:
617  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
13  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
7  
XLogP3:
-2.9  

Literature

Title: P2Y1 receptor activation by photolysis of caged ATP enhances neuronal network activity in the developing olfactory bulb.

Journal: Purinergic signalling 20120601

Title: Effects of P2Y(1) receptor antagonism on the reactivity of platelets from patients with stable coronary artery disease using aspirin and clopidogrel.

Journal: British journal of pharmacology 20120501

Title: Postsynaptic mechanisms of CO(2) responses in parafacial respiratory neurons of newborn rats.

Journal: The Journal of physiology 20120401

Title: P2Y1 purinoceptor inhibition reduces extracellular signal-regulated protein kinase 1/2 phosphorylation in spinal cord and dorsal root ganglia: implications for cancer-induced bone pain.

Journal: Acta biochimica et biophysica Sinica 20120401

Title: Dynamic mass redistribution assays decode surface influence on signaling of endogenous purinergic P2Y receptors.

Journal: Assay and drug development technologies 20120201

Title: P2Y1 receptor modulation of Ca2+-activated K+ currents in medium-sized neurons from neonatal rat striatal slices.

Journal: Journal of neurophysiology 20120201

Title: Combined blockade of ADP receptors and PI3-kinase p110β fully prevents platelet and leukocyte activation during hypothermic extracorporeal circulation.

Journal: PloS one 20120101

Title: Functional contribution of P2Y1 receptors to the control of coronary blood flow.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20111201

Title: Prevention of extracellular ADP-induced ATP accumulation of the cultured rat spinal astrocytes via P2Y(1)-mediated inhibition of AMPK.

Journal: Neuroscience letters 20111010

Title: Local Ca2+ detection and modulation of synaptic release by astrocytes.

Journal: Nature neuroscience 20110911

Title: Nucleotides control the excitability of sensory neurons via two P2Y receptors and a bifurcated signaling cascade.

Journal: Pain 20110801

Title: P2Y purinergic regulation of the glycine neurotransmitter transporters.

Journal: The Journal of biological chemistry 20110325

Title: ADP ribose is an endogenous ligand for the purinergic P2Y1 receptor.

Journal: Molecular and cellular endocrinology 20110210

Title: P2Y1 and P2Y13 purinergic receptors mediate Ca2+ signaling and proliferative responses in pulmonary artery vasa vasorum endothelial cells.

Journal: American journal of physiology. Cell physiology 20110201

Title: Purinergic receptor agonists modulate phagocytosis and clearance of apoptotic cells in macrophages.

Journal: Immunobiology 20110101

Title: Involvement of P2X receptors in the regulation of insulin secretion, proliferation and survival in mouse pancreatic β-cells.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20110101

Title: Platelet adhesion and degranulation induce pro-survival and pro-angiogenic signalling in ovarian cancer cells.

Journal: PloS one 20110101

Title: Metabolic regulation of coronary vascular tone: role of hydrogen peroxide, purinergic components, and angiotensin.

Journal: European journal of pharmacology 20101025

Title: TGF-β and LPS modulate ADP-induced migration of microglial cells through P2Y1 and P2Y12 receptor expression.

Journal: Journal of neurochemistry 20101001

Title: Facilitation of Ih channels by P2Y1 receptors activation in Mesencephalic trigeminal neurons.

Journal: Neuroscience letters 20100927

Title: Purinergic receptors in the rat lens: activation of P2X receptors following hyperosmotic stress.

Journal: Investigative ophthalmology & visual science 20100801

Title: Assessment and characterization of purinergic contractions and relaxations in the rat urinary bladder.

Journal: Basic & clinical pharmacology & toxicology 20100701

Title: Adenosine triphosphate stimulates RANKL expression through P2Y1 receptor-cyclo-oxygenase-dependent pathway in human periodontal ligament cells.

Journal: Journal of periodontal research 20100601

Title: P2Y1 receptors mediate apamin-sensitive and -insensitive inhibitory junction potentials in murine colonic circular smooth muscle.

Journal: The Journal of pharmacology and experimental therapeutics 20100501

Title: Two-pore potassium ion channels are inhibited by both G(q/11)- and G(i)-coupled P2Y receptors.

Journal: Molecular and cellular neurosciences 20100401

Title: Endogenous purinergic signaling is required for osmotic volume regulation of retinal glial cells.

Journal: Journal of neurochemistry 20100301

Title: Acetylsalicylic acid enhances purinergic receptor-mediated outward currents in rat megakaryocytes.

Journal: American journal of physiology. Cell physiology 20100301

Title: Axons and astrocytes release ATP and glutamate to evoke calcium signals in NG2-glia.

Journal: Glia 20100101

Title: CNGA2 contributes to ATP-induced noncapacitative Ca2+ influx in vascular endothelial cells.

Journal: Journal of vascular research 20100101

Title: Extracellular ADP regulates lesion-induced in vivo cell proliferation and death in the zebrafish retina.

Journal: Journal of neurochemistry 20091001

Title: Role of P2Y1 receptor in astroglia-to-neuron signaling at dorsal spinal cord.

Journal: Journal of neuroscience research 20090901

Title: P2 receptor-mediated signaling in spherical bushy cells of the mammalian cochlear nucleus.

Journal: Journal of neurophysiology 20090901

Title: Role of purinergic P2Y1 receptors in regulation of vasopressin and oxytocin secretion.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20090801

Title: Electrical stimulation of the mucosa evokes slow EPSPs mediated by NK1 tachykinin receptors and by P2Y1 purinoceptors in different myenteric neurons.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20090701

Title: The NANC relaxation of the human ileal longitudinal and circular muscles is inhibited by MRS 2179, a P2 purinoceptor antagonist.

Journal: Life sciences 20090619

Title: Mechanism of activation and functional role of protein kinase Ceta in human platelets.

Journal: The Journal of biological chemistry 20090515

Title: Investigation of the role of adrenergic and non-nitrergic, non-adrenergic neurotransmission in the sheep isolated internal anal sphincter.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20090301

Title: P2Y1 receptor signaling enhances neuroprotection by astrocytes against oxidative stress via IL-6 release in hippocampal cultures.

Journal: Glia 20090201

Title: Platelet responsiveness to yohimbine hydrochloride and MRS2179 in the context of the interaction between collagen and epinephrine in acute coronary syndrome.

Journal: Blood cells, molecules & diseases 20090101

Title: Ca2+ signaling in injured in situ endothelium of rat aorta.

Journal: Cell calcium 20080901

Title: P2Y1 receptor antagonists as novel antithrombotic agents.

Journal: Bioorganic & medicinal chemistry letters 20080601

Title: Contribution of P2Y(1) receptors to ADP signalling in mouse spinal cord cultures.

Journal: Neuroscience letters 20080425

Title: Functional evidence for purinergic inhibitory neuromuscular transmission in the mouse internal anal sphincter.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20080401

Title: Acyl derivatives of coenzyme A inhibit platelet function via antagonism at P2Y1 and P2Y12 receptors: a new finding that may influence the design of anti-thrombotic agents.

Journal: Platelets 20080301

Title: P2Y1 receptors mediate inhibitory neuromuscular transmission and enteric neuronal activation in small intestine.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20080201

Title: Possible role of extracellular nucleotides in ectopic ossification of human spinal ligaments.

Journal: Journal of pharmacological sciences 20080101

Title: GPR17: molecular modeling and dynamics studies of the 3-D structure and purinergic ligand binding features in comparison with P2Y receptors.

Journal: BMC bioinformatics 20080101

Title: Inhibition of ATP-induced glutamate release by MRS2179 in cultured dorsal spinal cord astrocytes.

Journal: Pharmacology 20080101

Title: Nucleotide P2Y1 receptor regulates EGF receptor mitogenic signaling and expression in epithelial cells.

Journal: Journal of cell science 20071215

Title: Pulses of somatostatin release are slightly delayed compared with insulin and antisynchronous to glucagon.

Journal: Regulatory peptides 20071204

Title: P2Y receptor-activating nucleotides modulate cellular reactive oxygen species production in dissociated hippocampal astrocytes and neurons in culture independent of parallel cytosolic Ca(2+) rise and change in mitochondrial potential.

Journal: Journal of neuroscience research 20071115

Title: The ADP receptor P2Y(1) mediates t-PA release in pigs during cardiac ischemia.

Journal: Journal of thrombosis and thrombolysis 20071001

Title: Reference curves for aggregation and ATP secretion to aid diagnose of platelet-based bleeding disorders: effect of inhibition of ADP and thromboxane A(2) pathways.

Journal: Platelets 20070801

Title: ATP modulates cell proliferation and elicits two different electrophysiological responses in human mesenchymal stem cells.

Journal: Stem cells (Dayton, Ohio) 20070701

Title: ATP release and hydrolysis contribute to rat pial arteriolar dilatation elicited by neuronal activation.

Journal: Experimental physiology 20070701

Title: Inhibitory neuromuscular transmission mediated by the P2Y1 purinergic receptor in guinea pig small intestine.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070601

Title: Glycoprotein Ibalpha inhibition and ADP receptor antagonists, but not aspirin, reduce platelet thrombus formation in flowing blood exposed to atherosclerotic plaques.

Journal: Thrombosis and haemostasis 20070301

Title: Stimulation of adenosine A1 and A2A receptors by AMP in the submucosal plexus of guinea pig small intestine.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070201

Title: A novel mechanism of vasoregulation: ADP-induced relaxation of the porcine isolated coronary artery is mediated via adenosine release.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070201

Title: P2Y1 receptor modulation of the pre-Bötzinger complex inspiratory rhythm generating network in vitro.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070131

Title: ATP increases intracellular calcium in supraoptic neurons by activation of both P2X and P2Y purinergic receptors.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20070101

Title: Mitochondrial calcium transport is regulated by P2Y1- and P2Y2-like mitochondrial receptors.

Journal: Journal of cellular biochemistry 20061101

Title: Regulation of death and survival in astrocytes by ADP activating P2Y1 and P2Y12 receptors.

Journal: Biochemical pharmacology 20061016

Title: P2Y1 receptors mediate inhibitory purinergic neuromuscular transmission in the human colon.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20061001

Title: Enhanced food intake after stimulation of hypothalamic P2Y1 receptors in rats: modulation of feeding behaviour by extracellular nucleotides.

Journal: The European journal of neuroscience 20061001

Title: PAR4, but not PAR1, signals human platelet aggregation via Ca2+ mobilization and synergistic P2Y12 receptor activation.

Journal: The Journal of biological chemistry 20060908

Title: P2Y receptor-mediated excitation in the posterior hypothalamus.

Journal: The European journal of neuroscience 20060901

Title: Glucose induces glucagon release pulses antisynchronous with insulin and sensitive to purinoceptor inhibition.

Journal: Endocrinology 20060701

Title: Pharmacological profiles of cloned mammalian P2Y-receptor subtypes.

Journal: Pharmacology & therapeutics 20060601

Title: P2Y1 and P2Y2 receptor distribution varies along the human placental vascular tree: role of nucleotides in vascular tone regulation.

Journal: The Journal of physiology 20060601

Title: Can the PFA-100 be modified to detect P2Y12 inhibition?

Journal: Journal of thrombosis and haemostasis : JTH 20060601

Title: Differential coupling of the P2Y1 receptor to Galpha14 and Galphaq/11 proteins during the development of the rat salivary gland.

Journal: Archives of oral biology 20060501

Title: Neurogenic secretion mediated by the purinergic P2Y1 receptor in guinea-pig small intestine.

Journal: European journal of pharmacology 20060424

Title: Activation of P2Y1 receptor triggers two calcium signaling pathways in bone marrow erythroblasts.

Journal: European journal of pharmacology 20060318

Title: Endothelium-dependent relaxation evoked by ATP and UTP in the aorta of P2Y2-deficient mice.

Journal: British journal of pharmacology 20060301

Title: Extracellular nucleotide signaling in adult neural stem cells: synergism with growth factor-mediated cellular proliferation.

Journal: Development (Cambridge, England) 20060201

Title: Metabotropic P2Y1 receptors inhibit P2X3 receptor-channels in rat dorsal root ganglion neurons.

Journal: European journal of pharmacology 20051003

Title: Pharmacological characterization of nucleotide P2Y receptors on endothelial cells of the mouse aorta.

Journal: British journal of pharmacology 20050901

Title: 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.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050706

Title: Inhibition of purinoceptors amplifies glucose-stimulated insulin release with removal of its pulsatility.

Journal: Diabetes 20050701

Title: The novel suramin analogue NF864 selectively blocks P2X1 receptors in human platelets with potency in the low nanomolar range.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20050701

Title: Metabotropic P2Y purinoceptor-mediated presynaptic and postsynaptic enhancement of cerebellar GABAergic transmission.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050223

Title: ADP acting on P2Y13 receptors is a negative feedback pathway for ATP release from human red blood cells.

Journal: Circulation research 20050204

Title: Direct excitation of inhibitory interneurons by extracellular ATP mediated by P2Y1 receptors in the hippocampal slice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20041201

Title: Architecture of P2Y nucleotide receptors: structural comparison based on sequence analysis, mutagenesis, and homology modeling.

Journal: Journal of medicinal chemistry 20041021

Title: Regulation of rat hepatocyte function by P2Y receptors: focus on control of glycogen phosphorylase and cyclic AMP by 2-methylthioadenosine 5'-diphosphate.

Journal: The Journal of pharmacology and experimental therapeutics 20041001

Title: Stimulation of Xenopus P2Y1 receptor activates CFTR in A6 cells.

Journal: Pflugers Archiv : European journal of physiology 20041001

Title: Synergistic action between inhibition of P2Y12/P2Y1 and P2Y12/thrombin in ADP- and thrombin-induced human platelet activation.

Journal: British journal of pharmacology 20040801

Title: The P2Y1 receptor plays an essential role in the platelet shape change induced by collagen when TxA2 formation is prevented.

Journal: Journal of thrombosis and haemostasis : JTH 20040601

Title: Synthesis and biological activity of 2-alkylated deoxyadenosine bisphosphate derivatives as P2Y(1) receptor antagonists.

Journal: Bioorganic & medicinal chemistry 20040401

Title: ATP release triggered by activation of the Ca2+-activated K+ channel in human airway Calu-3 cells.

Journal: American journal of respiratory cell and molecular biology 20040301

Title: Membrane type-1 matrix metalloproteinase stimulates tumour cell-induced platelet aggregation: role of receptor glycoproteins.

Journal: British journal of pharmacology 20040101

Title: ATP modulates intracellular Ca2+ and firing rate through a P2Y1 purinoceptor in cane toad pacemaker cells.

Journal: The Journal of physiology 20031101

Title: Differential involvement of the P2Y1 and P2Y12 receptors in platelet procoagulant activity.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20031001

Title: Nucleotide coronary vasodilation in guinea pig hearts.

Journal: American journal of physiology. Heart and circulatory physiology 20030901

Title: Nucleotide-mediated calcium signaling in rat cortical astrocytes: Role of P2X and P2Y receptors.

Journal: Glia 20030901

Title: Slow excitatory synaptic transmission mediated by P2Y1 receptors in the guinea-pig enteric nervous system.

Journal: The Journal of physiology 20030715

Title: The platelet P2Y receptors as targets for new antithrombotic drugs.

Journal: Journal of thrombosis and haemostasis : JTH 20030601

Title: Inhibition of localized thrombosis in P2Y1-deficient mice and rodents treated with MRS2179, a P2Y1 receptor antagonist.

Journal: Journal of thrombosis and haemostasis : JTH 20030601

Title: P2Y receptor specific for diadenosine tetraphosphate in lung: selective inhibition by suramin, PPADS, Ip5I, and not by MRS-2197.

Journal: European journal of pharmacology 20030502

Title: Effects of inhibition of P2Y(1) and P2Y(12) on whole blood clotting, coagulum elasticity and fibrinolysis resistance studied with free oscillation rheometry.

Journal: Thrombosis research 20030315

Title: Stimulation of P2Y1 receptors causes anxiolytic-like effects in the rat elevated plus-maze: implications for the involvement of P2Y1 receptor-mediated nitric oxide production.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030301

Title: P2Y receptor-mediated inhibition of voltage-dependent Ca2+ channels in rat dorsal root ganglion neurons.

Journal: Synapse (New York, N.Y.) 20030201

Title: P2Y(1) receptor activation inhibits NMDA receptor-channels in layer V pyramidal neurons of the rat prefrontal and parietal cortex.

Journal: Neurochemistry international 20030101

Title: The P2Y(1) receptor as a target for new antithrombotic drugs: a review of the P2Y(1) antagonist MRS-2179.

Journal: Cardiovascular drug reviews 20030101

Title: The relative importance of the ADP receptors, P2Y12 and P2Y1, in thrombin-induced platelet activation.

Journal: Thrombosis research 20030101

Title: Acyclic analogues of adenosine bisphosphates as P2Y receptor antagonists: phosphate substitution leads to multiple pathways of inhibition of platelet aggregation.

Journal: Journal of medicinal chemistry 20021219

Title: Quantitation of the P2Y(1) receptor with a high affinity radiolabeled antagonist.

Journal: Molecular pharmacology 20021101

Title: Purine and pyrimidine (P2) receptors as drug targets.

Journal: Journal of medicinal chemistry 20020912

Title: Extracellular adenine nucleotides regulate Na+/H+ exchanger NHE3 activity in A6-NHE3 transfectants by a cAMP/PKA-dependent mechanism.

Journal: The Journal of membrane biology 20020801

Title: P2Y(1) and P2Y(2) receptors are coupled to the NO/cGMP pathway to vasodilate the rat arterial mesenteric bed.

Journal: British journal of pharmacology 20020701

Title: 2-Chloro-N6-methyl-(N)-methanocarba-2'-deoxyadenosine-3',5'-bisphosphate is a selective high affinity P2Y1 receptor antagonist: commentary on Boyer et al.

Journal: British journal of pharmacology 20020401

Title: 2-Chloro N(6)-methyl-(N)-methanocarba-2'-deoxyadenosine-3',5'-bisphosphate is a selective high affinity P2Y(1) receptor antagonist.

Journal: British journal of pharmacology 20020401

Title: Novel antagonists acting at the P2Y(1) purinergic receptor: synthesis and conformational analysis using potentiometric and nuclear magnetic resonance titration techniques.

Journal: Journal of medicinal chemistry 20020214

Title: Nucleotide-mediated relaxation in guinea-pig aorta: selective inhibition by MRS2179.

Journal: British journal of pharmacology 20020101

Title: Effects of P2Y(1) and P2Y(12) receptor antagonists on ADP-induced shape change of equine platelets: comparison with human platelets.

Journal: Platelets 20020101

Title: Extracellular ADP is a powerful osteolytic agent: evidence for signaling through the P2Y(1) receptor on bone cells.

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

Title: Key role of the P2Y(1) receptor in tissue factor-induced thrombin-dependent acute thromboembolism: studies in P2Y(1)-knockout mice and mice treated with a P2Y(1) antagonist.

Journal: Circulation 20010206

Title: Inhibition of platelet function by administration of MRS2179, a P2Y1 receptor antagonist.

Journal: European journal of pharmacology 20010202

Title: Structure-activity relationships of pyridoxal phosphate derivatives as potent and selective antagonists of P2X1 receptors.

Journal: Journal of medicinal chemistry 20010201

Title: Endothelium-dependent, MRS2179-independent actions of uridine 5'-triphosphate in guinea pig aorta.

Journal: Proceedings of the Western Pharmacology Society 20010101

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Tags:101204-49-3 Molecular Formula|101204-49-3 MDL|101204-49-3 SMILES|101204-49-3 2'-DEOXY-N6-METHYLADENOSINE 3',5'-BISPHOSPHATE TETRAAMMONIUM SALT