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148589-13-3 | 1H-Purine-2,6-dione, 8-[2-(3-chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-
CAS No: 148589-13-3 Catalog No: AG001L1Q MDL No:
Product Description
Catalog Number:
AG001L1Q
Chemical Name:
1H-Purine-2,6-dione, 8-[2-(3-chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-
CAS Number:
148589-13-3
Molecular Formula:
C16H15ClN4O2
Molecular Weight:
330.7689
IUPAC Name:
8-[(E)-2-(3-chlorophenyl)ethenyl]-1,3,7-trimethylpurine-2,6-dione
InChI:
InChI=1S/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-14-13(19)15(22)21(3)16(23)20(14)2/h4-9H,1-3H3/b8-7+
InChI Key:
WBWFIUAVMCNYPG-BQYQJAHWSA-N
SMILES:
Clc1cccc(c1)C=Cc1nc2c(n1C)c(=O)n(c(=O)n2C)C
Properties
Complexity:
526
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1
Exact Mass:
330.088g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
330.772g/mol
Monoisotopic Mass:
330.088g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
58.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5
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 |
| 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 |
| 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 |
| CSC counteracts l-DOPA-induced overactivity of the corticostriatal synaptic ultrastructure and function in 6-OHDA-lesioned rats. | Brain research 20110227 |
| Compensatory upregulation of the adenosine system following phenylephrine-induced hypertrophy in cultured rat ventricular myocytes. | American journal of physiology. Heart and circulatory physiology 20100201 |
| Adenosine receptor interactions alter cardiac contractility in rat heart. | Clinical and experimental pharmacology & physiology 20100101 |
| Synthesis and in vitro evaluation of pteridine analogues as monoamine oxidase B and nitric oxide synthase inhibitors. | Bioorganic & medicinal chemistry 20091101 |
| Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. | Nature chemical biology 20091001 |
| Co-administration of the partial dopamine D2 agonist terguride with L-dopa attenuates L-dopa-induced locomotor sensitization in hemiparkinsonian mice. | Behavioural brain research 20090914 |
| Inhibitory effect of 8-(3-chlorostryryl) caffeine on levodopa-induced motor fluctuation is associated with intracellular signaling pathway in 6-OHDA-lesioned rats. | Brain research 20090618 |
| Inhibition of monoamine oxidase by (E)-styrylisatin analogues. | Bioorganic & medicinal chemistry letters 20090501 |
| Modification of the cardiovascular response of posterior hypothalamic adenosine A(2A) receptor stimulation by adenylate cyclase and KATP channel blockade in anesthetized rats. | Autonomic neuroscience : basic & clinical 20090312 |
| Ginsenosides attenuate kainic acid-induced synaptosomal oxidative stress via stimulation of adenosine A(2A) receptors in rat hippocampus. | Behavioural brain research 20090130 |
| Effects of adenosine receptor antagonists on amitriptyline-induced QRS prolongation in isolated rat hearts. | Clinical toxicology (Philadelphia, Pa.) 20080801 |
| CSC, an adenosine A(2A) receptor antagonist and MAO B inhibitor, reverses behavior, monoamine neurotransmission, and amino acid alterations in the 6-OHDA-lesioned rats. | Brain research 20080129 |
| The participation of adenosine receptors in the adenosine 5'-triphosphate-induced relaxation in the isolated rabbit corpus cavernosum penis. | International journal of urology : official journal of the Japanese Urological Association 20070801 |
| Adenosine stimulates the basolateral 50 pS K channels in the thick ascending limb of the rat kidney. | American journal of physiology. Renal physiology 20070701 |
| Effect of 2-(6-cyano-1-hexyn-1-yl)adenosine on ocular blood flow in rabbits. | Life sciences 20070227 |
| Effects of adenosine receptor antagonists on amitriptyline-induced vasodilation in rat isolated aorta. | Clinical toxicology (Philadelphia, Pa.) 20070101 |
| Nucleotide analogues with immunobiological properties: 9-[2-Hydroxy-3-(phosphonomethoxy)propyl]-adenine (HPMPA), -2,6-diaminopurine (HPMPDAP), and their N6-substituted derivatives. | European journal of pharmacology 20060701 |
| Reversion of levodopa-induced motor fluctuations by the A2A antagonist CSC is associated with an increase in striatal preprodynorphin mRNA expression in 6-OHDA-lesioned rats. | Synapse (New York, N.Y.) 20060601 |
| Inhibition of monoamine oxidase B by analogues of the adenosine A2A receptor antagonist (E)-8-(3-chlorostyryl)caffeine (CSC). | Bioorganic & medicinal chemistry 20060515 |
| Purine P1 receptor-dependent immunostimulatory effects of antiviral acyclic analogues of adenine and 2,6-diaminopurine. | European journal of pharmacology 20060113 |
| Endogenous adenosine protects preconditioned heart during early minutes of reperfusion by activating Akt. | American journal of physiology. Heart and circulatory physiology 20060101 |
| Supersensitivity of P2X receptors in cerebrocortical cell cultures after in vitro ischemia. | Journal of neurochemistry 20051201 |
| Neuroprotection induced by the adenosine A2A antagonist CSC in the 6-OHDA rat model of parkinsonism: effect on the activity of striatal output pathways. | Experimental brain research 20050901 |
| 2-(1-Hexyn-1-yl)adenosine-induced intraocular hypertension is mediated via K+ channel opening through adenosine A2A receptor in rabbits. | European journal of pharmacology 20050822 |
| Pharmacological preconditioning with resveratrol: role of CREB-dependent Bcl-2 signaling via adenosine A3 receptor activation. | American journal of physiology. Heart and circulatory physiology 20050101 |
| Isolated rat inferior mesenteric artery response to adenosine: possible participation of Na+/K+-ATPase and potassium channels. | Pharmacological reports : PR 20050101 |
| Effects of adenosine on optic nerve head circulation in rabbits. | Experimental eye research 20041101 |
| PAP 9704, a Korean herbal medicine attenuates methamphetamine-induced hyperlocomotion via adenosine A2A receptor stimulation in mice. | Biological & pharmaceutical bulletin 20040601 |
| Inosine stimulates chemotaxis, Ca2+-transients and actin polymerization in immature human dendritic cells via a pertussis toxin-sensitive mechanism independent of adenosine receptors. | Journal of cellular physiology 20040401 |
| NECA and bradykinin at reperfusion reduce infarction in rabbit hearts by signaling through PI3K, ERK, and NO. | Journal of molecular and cellular cardiology 20040301 |
| Effect of the adenosine A2A receptor antagonist 8-(3-chlorostyryl)caffeine on L-DOPA biotransformation in rat striatum. | Brain research 20040220 |
| Genetic and pharmacological inactivation of the adenosine A2A receptor attenuates 3-nitropropionic acid-induced striatal damage. | Journal of neurochemistry 20040201 |
| Do adenosine receptors play a role in amitriptyline-induced cardiovascular toxicity in rats? | Journal of toxicology. Clinical toxicology 20040101 |
| Adenosine inhibits activation-induced T cell expression of CD2 and CD28 co-stimulatory molecules: role of interleukin-2 and cyclic AMP signaling pathways. | Journal of cellular biochemistry 20030801 |
| Interactive role of adenosine and dopamine in the opiate withdrawal syndrome. | Naunyn-Schmiedeberg's archives of pharmacology 20030801 |
| Cytokine-purine interactions in behavioral depression in rats. | Integrative physiological and behavioral science : the official journal of the Pavlovian Society 20030101 |
| Adenosine A2A antagonism reverses levodopa-induced motor alterations in hemiparkinsonian rats. | Synapse (New York, N.Y.) 20021215 |
| 8-(3-Chlorostyryl)caffeine may attenuate MPTP neurotoxicity through dual actions of monoamine oxidase inhibition and A2A receptor antagonism. | The Journal of biological chemistry 20020927 |
| Coronary function and adenosine receptor-mediated responses in ischemic-reperfused mouse heart. | Cardiovascular research 20020701 |
| [In vivo investigation of the A2A adenosine receptor distribution using the [11C]-CSC radioligand]. | Orvosi hetilap 20020526 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
| Immunoregulation of IL-6 secretion by endogenous and exogenous adenosine and by exogenous purinergic agonists in splenic tissue slices. | Journal of neuroimmunology 20020401 |
| Systemic adenosine given after ischemia protects renal function via A(2a) adenosine receptor activation. | American journal of kidney diseases : the official journal of the National Kidney Foundation 20010901 |
| Antiadrenergic effects of adenosine in pressure overload hypertrophy. | Hypertension (Dallas, Tex. : 1979) 20010301 |
| The role of the D(2) dopamine receptor (D(2)R) in A(2A) adenosine receptor (A(2A)R)-mediated behavioral and cellular responses as revealed by A(2A) and D(2) receptor knockout mice. | Proceedings of the National Academy of Sciences of the United States of America 20010213 |
| Preparation and primary evaluation of [11C]CSC as a possible tracer for mapping adenosine A2A receptors by PET. | Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 19990501 |
| Molecular and behavioral effects mediated by Gs-coupled adenosine A2a, but not serotonin 5-Ht4 or 5-Ht6 receptors following antipsychotic administration. | Neuroscience 19990301 |
| Selective adenosine A2A receptor/dopamine D2 receptor interactions in animal models of schizophrenia. | European journal of pharmacology 19960111 |
| Adenosine antagonists potentiate D2 dopamine-dependent activation of Fos in the striatopallidal pathway. | Neuroscience 19951001 |
| A binding site model and structure-activity relationships for the rat A3 adenosine receptor. | Molecular pharmacology 19940601 |
| Structure-activity relationships of 8-styrylxanthines as A2-selective adenosine antagonists. | Journal of medicinal chemistry 19930514 |
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