200,000+ products from a single source!

sales@angenechem.com

Home > Other Building Blocks > 14114-46-6

14114-46-6

14114-46-6 | 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(2-propyn-1-yl)-

CAS No: 14114-46-6 Catalog No: AG001FZK MDL No:MFCD00078576

Product Description

Catalog Number:
AG001FZK
Chemical Name:
1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(2-propyn-1-yl)-
CAS Number:
14114-46-6
Molecular Formula:
C10H10N4O2
Molecular Weight:
218.2120
MDL Number:
MFCD00078576
IUPAC Name:
3,7-dimethyl-1-prop-2-ynylpurine-2,6-dione
InChI:
InChI=1S/C10H10N4O2/c1-4-5-14-9(15)7-8(11-6-12(7)2)13(3)10(14)16/h1,6H,5H2,2-3H3
InChI Key:
IORPOFJLSIHJOG-UHFFFAOYSA-N
SMILES:
C#CCn1c(=O)n(C)c2c(c1=O)n(C)cn2
UNII:
5YFR5SPS6T
NSC Number:
242985

Properties

Complexity:
386  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
218.08g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
218.216g/mol
Monoisotopic Mass:
218.08g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
58.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0

Literature

Title Journal
1,3-Dialkyl-substituted tetrahydropyrimido[1,2-f]purine-2,4-diones as multiple target drugs for the potential treatment of neurodegenerative diseases. Bioorganic & medicinal chemistry 20131201
Adenosine A2 receptor-mediated regulation of renal hemodynamics and glomerular filtration rate is abolished in diabetes. Advances in experimental medicine and biology 20130101
Hypoxia/reoxygenation impairs memory formation via adenosine-dependent activation of caspase 1. The Journal of neuroscience : the official journal of the Society for Neuroscience 20121003
Presynaptic inhibition of GABAergic synaptic transmission by adenosine in mouse hypothalamic hypocretin neurons. Neuroscience 20120110
A combination of ischemic preconditioning and allopurinol protects against ischemic injury through a nitric oxide-dependent mechanism. Nitric oxide : biology and chemistry 20120101
Adenosine modulates the excitability of layer II stellate neurons in entorhinal cortex through A1 receptors. Hippocampus 20110301
Adenosine reduces GABAergic IPSC frequency via presynaptic A₁ receptors in hypothalamic paraventricular neurons projecting to rostral ventrolateral medulla. Neuroscience letters 20110218
Adenosine receptor regulation of coronary blood flow in Ossabaw miniature swine. The Journal of pharmacology and experimental therapeutics 20101201
Adenosine receptor agonists affect taurine release from mouse brain stem slices in ischemia. Amino acids 20100501
Activity-dependent release of adenosine inhibits the glutamatergic synaptic transmission and plasticity in the hypothalamic hypocretin/orexin neurons. Neuroscience 20090915
The role of the basal forebrain adenosine receptors in sleep homeostasis. Neuroreport 20090715
Functional interaction between purinergic system and opioid withdrawal: in vitro evidence. Current drug safety 20090501
Activation of A(2) adenosine receptors dilates cortical efferent arterioles in mouse. Kidney international 20090401
MDA-MB-231 produces ATP-mediated ICAM-1-dependent facilitation of the attachment of carcinoma cells to human lymphatic endothelial cells. American journal of physiology. Cell physiology 20081101
Hypotensive effects of intravenously administered uridine and cytidine in conscious rats: involvement of adenosine receptors. European journal of pharmacology 20080414
Visualisation of the effects of dilazep on rat afferent and efferent arterioles in vivo. Hypertension research : official journal of the Japanese Society of Hypertension 20080201
Transformation products of extracellular NAD(+) in the rat liver: kinetics of formation and metabolic action. Molecular and cellular biochemistry 20080101
Protective effect of adenosine in diabetic neuropathic pain is mediated through adenosine A1-receptors. Indian journal of physiology and pharmacology 20080101
Sodium intake determines the role of adenosine A2 receptors in control of renal medullary perfusion in the rat. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20071001
Adenosine A2 receptor activation attenuates afferent arteriolar autoregulation during adenosine receptor saturation in rats. Hypertension (Dallas, Tex. : 1979) 20071001
Effect of the adenosine A2a receptor antagonist 3,7-dimethyl-propargylxanthine on anxiety-like and depression-like behavior and alcohol consumption in Wistar Rats. Alcoholism, clinical and experimental research 20070801
Characterization of the potency, selectivity, and pharmacokinetic profile for six adenosine A2A receptor antagonists. Naunyn-Schmiedeberg's archives of pharmacology 20070401
Methotrexate regulates the expression of glucocorticoid receptor alpha and beta isoforms in normal human peripheral mononuclear cells and human lymphocyte cell lines in vitro. Molecular immunology 20070301
Hypertonic stress regulates T-cell function by the opposing actions of extracellular adenosine triphosphate and adenosine. Shock (Augusta, Ga.) 20070301
Intrahepatic adenosine-mediated activation of hepatorenal reflex is via A1 receptors in rats. Canadian journal of physiology and pharmacology 20061101
Contribution of hepatic adenosine A1 receptors to renal dysfunction associated with acute liver injury in rats. Hepatology (Baltimore, Md.) 20061001
Neuroprotective effects of hibernation-regulating substances against low-temperature-induced cell death in cultured hamster hippocampal neurons. Brain research 20060907
Adenosine is upregulated during peritonitis and is involved in downregulation of inflammation. Kidney international 20060801
Inhibitory responses to exogenous adenosine in murine proximal and distal colon. British journal of pharmacology 20060801
[Action of AMP579 and adenosine on potassium or sodium ionic channels in isolated rat and guinea pig ventricular myocytes]. Yao xue xue bao = Acta pharmaceutica Sinica 20060801
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Involvement of adenosine A1 and A2A receptors in (-)-linalool-induced antinociception. Life sciences 20060418
Involvement of adenosine in the effect of fluoxetine on isolated guinea-pig atria. Pharmacological research 20060101
Adenosine receptor antagonists intensify the benzodiazepine withdrawal signs in mice. Pharmacological reports : PR 20060101
Lumenal adenosine and AMP rapidly increase glucose transport by intact small intestine. American journal of physiology. Gastrointestinal and liver physiology 20051201
Vasoconstrictor and vasodilator effects of adenosine in the mouse kidney due to preferential activation of A1 or A2 adenosine receptors. The Journal of pharmacology and experimental therapeutics 20051201
Effects of diadenosine polyphosphates on glomerular volume. British journal of pharmacology 20050401
Mechanism of vasodilation to adenosine in coronary arterioles from patients with heart disease. American journal of physiology. Heart and circulatory physiology 20050401
Adenosine receptor ligands and dizocilpine-induced antinociception in mice. The International journal of neuroscience 20050401
GABA release modified by adenosine receptors in mouse hippocampal slices under normal and ischemic conditions. Neurochemical research 20050401
Mapping interactions between dopamine and adenosine A2a receptors using pharmacologic MRI. Synapse (New York, N.Y.) 20050201
Protective effect of adenosine and purine nucleos(t)ides against the death by hydrogen peroxide and glucose deprivation in rat primary astrocytes. Neuroscience research 20050101
Participation of adenosine system in the ketamine-induced motor activity in mice. Pharmacological reports : PR 20050101
Modulation of seizures and synaptic plasticity by adenosinergic receptors in an experimental model of temporal lobe epilepsy induced by pilocarpine in rats. Epilepsia 20050101
Tetanic depression is overcome by tonic adenosine A(2A) receptor facilitation of L-type Ca(2+) influx into rat motor nerve terminals. The Journal of physiology 20041001
The anticonvulsant action of propofol on epileptiform activity in rat hippocampal slices. Anesthesia and analgesia 20041001
Adenosine A1-receptor modulation of glutamate-induced calcium influx in rat retinal ganglion cells. Investigative ophthalmology & visual science 20041001
P2X receptor activation elicits transporter-mediated noradrenaline release from rat hippocampal slices. The Journal of pharmacology and experimental therapeutics 20040901
Ethanol operant self-administration in rats is regulated by adenosine A2 receptors. Alcoholism, clinical and experimental research 20040901
A putative osmoreceptor system that controls neutrophil function through the release of ATP, its conversion to adenosine, and activation of A2 adenosine and P2 receptors. Journal of leukocyte biology 20040701
Mechanism of inhibitory effect of citalopram on isolated guinea-pig atria in relation to adenosine receptor. Human psychopharmacology 20040701
Roles of adenosine receptors in the regulation of kainic acid-induced neurotoxic responses in mice. Brain research. Molecular brain research 20040618
Adenosine induces apoptosis in the human gastric cancer cells via an intrinsic pathway relevant to activation of AMP-activated protein kinase. Biochemical pharmacology 20040515
The role of intraspinal adenosine A1 receptors in sympathetic regulation. European journal of pharmacology 20040510
[Role of adenosine in intraocular pressure]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20040401
Effects of 2-alkynyladenosine derivatives on intraocular pressure in rabbits. European journal of pharmacology 20040223
Involvement of adenosine A1 and A2A receptors in the adenosinergic modulation of the discriminative-stimulus effects of cocaine and methamphetamine in rats. The Journal of pharmacology and experimental therapeutics 20031201
Adenosinergic protection of dopaminergic and GABAergic neurons against mitochondrial inhibition through receptors located in the substantia nigra and striatum, respectively. The Journal of neuroscience : the official journal of the Society for Neuroscience 20031126
Adenosine kinase inhibitors. 3. Synthesis, SAR, and antiinflammatory activity of a series of l-lyxofuranosyl nucleosides. Journal of medicinal chemistry 20031023
Hypersensitivity of pulmonary C fibers induced by adenosine in anesthetized rats. Journal of applied physiology (Bethesda, Md. : 1985) 20030901
Polydeoxyribonucleotide (PDRN) promotes human osteoblast proliferation: a new proposal for bone tissue repair. Life sciences 20030829
Modification of cardiovascular response of posterior hypothalamic adenosine A(2) receptor stimulation by adenylate cylase, guanylate cyclase and by K(ATP) channel blockade in anesthetized rats. Neuroscience letters 20030619
Antinociceptive mechanisms of orally administered decursinol in the mouse. Life sciences 20030613
Intraspinal adenosine induces spinal cord norepinephrine release in spinal nerve-ligated rats but not in normal or sham controls. Anesthesiology 20030601
Adenosine A1 receptor activation reduces myocardial reperfusion effects on intrinsic cardiac nervous system. American journal of physiology. Regulatory, integrative and comparative physiology 20030501
Endogenous adenosine prevents post-tetanic release facilitation mediated by alpha3beta2 nicotinic autoreceptors. European journal of pharmacology 20030319
Regional differences in the adenosine A(2) receptor-mediated modulation of contractions in rat vas deferens. European journal of pharmacology 20030124
Cross-talk among noradrenaline, adenosine and protein kinase C in the mechanisms of ischemic preconditioning in rabbits. Journal of cardiovascular pharmacology 20030101
Synthesis and evaluation of no-carrier-added 8-cyclopentyl-3-(3-[(18)F]fluoropropyl)-1-propylxanthine ([(18)F]CPFPX): a potent and selective A(1)-adenosine receptor antagonist for in vivo imaging. Journal of medicinal chemistry 20021107
Comparison of the ability of adenosine kinase inhibitors and adenosine receptor agonists to attenuate thermal hyperalgesia and reduce motor performance in rats. Pharmacology, biochemistry, and behavior 20021001
Actions of specific adenosine receptor A1 and A2 agonists and antagonists in recovery of phrenic motor output following upper cervical spinal cord injury in adult rats. Clinical and experimental pharmacology & physiology 20021001
Glucose-induced islet blood flow increase in rats: interaction between nervous and metabolic mediators. American journal of physiology. Endocrinology and metabolism 20020901
Role of extracellular ATP metabolism in regulation of platelet reactivity. The Journal of laboratory and clinical medicine 20020901
Protective effect of resveratrol against pentylenetetrazole-induced seizures and its modulation by an adenosinergic system. Pharmacology 20020701
Adenosine and purine nucleosides protect rat primary astrocytes from peroxynitrite-potentiated, glucose deprivation-induced death: preservation of intracellular ATP level. Experimental neurology 20020701
Inhibition of vaccinia virus replication by adenosine in BSC-40 cells: involvement of A(2) receptor-mediated PKA activation. Archives of virology 20020701
The involvement of nitric oxide on the adenosine A(2) receptor-induced cardiovascular inhibitory responses in the posterior hypothalamus of rats. Neuroscience letters 20020621
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
Structure-activity relationships at human and rat A2B adenosine receptors of xanthine derivatives substituted at the 1-, 3-, 7-, and 8-positions. Journal of medicinal chemistry 20020523
Adenosine acts through an A3 receptor to prevent the induction of murine anti-CD3-activated killer T cells. International journal of cancer 20020520
Spinal noradrenergic activation mediates allodynia reduction from an allosteric adenosine modulator in a rat model of neuropathic pain. Pain 20020501
Adenosine inhibits calcium channel currents via A1 receptors on salamander retinal ganglion cells in a mini-slice preparation. Journal of neurochemistry 20020501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Dopaminergic mechanism for caffeine-produced cocaine seeking in rats. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020401
Involvement of adenosine A2 receptors in the changes of tissue factor-dependent coagulant activity induced by polymorphonuclear leukocytes in endothelial cells. Japanese journal of pharmacology 20020401
Activation of adenosine A2a receptor pathway reduces leukocyte infiltration but enhances edema formation in rat caerulein pancreatitis. Pancreas 20020101
Adenosine receptor ligands and cocaine in conditioned place preference (CPP) test in rats. Polish journal of pharmacology 20020101
Cocaine-induced hyperactivity is more influenced by adenosine receptor agonists than amphetamine-induced hyperactivity. Polish journal of pharmacology 20020101
Regulation of K(+) current in human airway epithelial cells by exogenous and autocrine adenosine. American journal of physiology. Cell physiology 20011201
Adenosine modulates Mg(2+) uptake in distal convoluted tubule cells via A(1) and A(2) purinoceptors. American journal of physiology. Renal physiology 20011201
Evidence for the presence of A(1) adenosine receptors in the aorta of spontaneously hypertensive rats. British journal of pharmacology 20011201
Minoxidil-induced hair growth is mediated by adenosine in cultured dermal papilla cells: possible involvement of sulfonylurea receptor 2B as a target of minoxidil. The Journal of investigative dermatology 20011201
In vivo effects of adenosine A(2) receptor agonist and antagonist on neuronal and astrocytic intermediary metabolism studied with ex vivo (13)C MR spectroscopy. Journal of neurochemistry 20011101
A novel analgesic compound OT-7100 attenuates nociceptive responses in animal models of inflammatory and neuropathic hyperalgesia: a possible involvement of adenosinergic anti-nociception. Japanese journal of pharmacology 20011101
Adenosine A(2a) receptor antagonists: potential therapeutic and neuroprotective effects in Parkinson's disease. Neurotoxicity research 20011101
Role of adenosine in renal protection induced by a brief episode of ischemic preconditioning in rats. Japanese journal of pharmacology 20011001
Methotrexate suppresses NF-kappaB activation through inhibition of IkappaBalpha phosphorylation and degradation. Journal of immunology (Baltimore, Md. : 1950) 20010901
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. British journal of pharmacology 20010901
Effects of adenosine receptor agonists and antagonists in a genetic animal model of primary paroxysmal dystonia. British journal of pharmacology 20010901
Synergism between A(2A)-adenosine receptor activation and vasoactive intestinal peptide to facilitate [3H]-acetylcholine release from the rat motor nerve terminals. Neuroscience letters 20010824
Adenosine A(1) receptors mediate plasma exudation from the oral mucosa. Journal of applied physiology (Bethesda, Md. : 1985) 20010801
Withdrawal and bidirectional cross-withdrawal responses in rats treated with adenosine agonists and morphine. Life sciences 20010706
Sparks and puffs in oligodendrocyte progenitors: cross talk between ryanodine receptors and inositol trisphosphate receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010601
Neuroprotection by caffeine and A(2A) adenosine receptor inactivation in a model of Parkinson's disease. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010515
Adenosine inhibits neutrophil vascular endothelial growth factor release and transendothelial migration via A2B receptor activation. Shock (Augusta, Ga.) 20010401
Adenosine receptor-adenylate cyclase system in the trout testis: involvement in the regulation of germ cell proliferation. Molecular reproduction and development 20010301
Müller cell Ca2+ waves evoked by purinergic receptor agonists in slices of rat retina. Journal of neurophysiology 20010201
Signal pathway involved in the development of hypoxic preconditioning in rat hepatocytes. Hepatology (Baltimore, Md.) 20010101
Efferent arteriole tubuloglomerular feedback in the renal nephron. Kidney international 20010101
Protection by aspirin of indomethacin-induced small intestinal damage in rats: mediation by salicylic acid. Journal of physiology, Paris 20010101
Effect of adenosine A1 and A2 receptor stimulation on hypoxia-induced convulsions in adult mice. Polish journal of pharmacology 20010101
Adenosine inhibits IL-12 and TNF-[alpha] production via adenosine A2a receptor-dependent and independent mechanisms. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20001001
Evidence against a major role of adenosine in oxygen-dependent regulation of erythropoietin in rats. Kidney international 19970801
Adenosine A2 receptors modulate haloperidol-induced catalepsy in rats. European journal of pharmacology 19970611
Involvement of spinal adenosine A1 and A2 receptors in fentanyl-induced muscular rigidity in the rat. Neuroscience letters 19970321
Haloperidol-induced catalepsy is influenced by adenosine receptor antagonists. Polish journal of pharmacology 19970101
Adenosine antagonists potentiate D2 dopamine-dependent activation of Fos in the striatopallidal pathway. Neuroscience 19951001

© 2019 Angene International Limited. All rights Reserved.