Home Other Building Blocks PROPENTOFYLLINE

PROPENTOFYLLINE

CAS No.:
55242-55-2
Catalog Number:
AG00DCE3
Molecular Formula:
C15H22N4O3
Molecular Weight:
306.3602
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Purity
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Product Description
Catalog Number:
AG00DCE3
Chemical Name:
PROPENTOFYLLINE
CAS Number:
55242-55-2
Molecular Formula:
C15H22N4O3
Molecular Weight:
306.3602
MDL Number:
MFCD00133785
IUPAC Name:
3-methyl-1-(5-oxohexyl)-7-propylpurine-2,6-dione
InChI:
InChI=1S/C15H22N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10H,4-9H2,1-3H3
InChI Key:
RBQOQRRFDPXAGN-UHFFFAOYSA-N
SMILES:
CCCn1cnc2c1c(=O)n(CCCCC(=O)C)c(=O)n2C
EC Number:
611-242-7
UNII:
5RTA398U4H
NSC Number:
752424
Properties
Complexity:
454  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
306.169g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
306.366g/mol
Monoisotopic Mass:
306.169g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
75.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  
Literature
Title Journal
Decreased extracellular adenosine levels lead to loss of hypoxia-induced neuroprotection after repeated episodes of exposure to hypoxia. PloS one 20130101
Potentiation of synaptic strength and intrinsic excitability in the nucleus accumbens after 10 days of morphine withdrawal. Journal of neuroscience research 20120601
Cyclotraxin-B, a new TrkB antagonist, and glial blockade by propentofylline, equally prevent and reverse cold allodynia induced by BDNF or partial infraorbital nerve constriction in mice. The journal of pain : official journal of the American Pain Society 20120601
Distinct time courses of microglial and astrocytic hyperactivation and the glial contribution to pain hypersensitivity in a facial cancer model. Brain research 20120531
Propentofylline, a CNS glial modulator does not decrease pain in post-herpetic neuralgia patients: in vitro evidence for differential responses in human and rodent microglia and macrophages. Experimental neurology 20120401
Commentary on Landry et al.: 'Propentofylline, a CNS glial modulator, does not decrease pain in post-herpetic neuralgia patients: in vitro evidence for differential responses in human and rodent microglia and macrophages'. Experimental neurology 20120401
Propentofylline decreases tumor growth in a rodent model of glioblastoma multiforme by a direct mechanism on microglia. Neuro-oncology 20120201
Systematic review on the efficacy and safety of herbal medicines for vascular dementia. Evidence-based complementary and alternative medicine : eCAM 20120101
Comparison of central versus peripheral delivery of pregabalin in neuropathic pain states. Molecular pain 20120101
Preincisional administration of intravenous or subcutaneous infiltration of low-dose ketamine suppresses postoperative pain after appendectomy. Journal of pain research 20120101
Propentofylline targets TROY, a novel microglial signaling pathway. PloS one 20120101
Treatment-resistant Schizophrenia: Evidence-based Strategies. Mens sana monographs 20120101
Neuropathy-induced spinal GAP-43 expression is not a main player in the onset of mechanical pain hypersensitivity. Journal of neurotrauma 20111201
Antiallodynic effects of propentofylline Elicited by interrupting spinal glial function in a rat model of bone cancer pain. Journal of neuroscience research 20111101
Role of astrocytes and altered regulation of spinal glutamatergic neurotransmission in stress-induced visceral hyperalgesia in rats. American journal of physiology. Gastrointestinal and liver physiology 20110901
Potent family-18 chitinase inhibitors: x-ray structures, affinities, and binding mechanisms. The Journal of biological chemistry 20110708
Central glial activation mediates cancer-induced pain in a rat facial cancer model. Neuroscience 20110428
The role of extracellular adenosine in chemical neurotransmission in the hippocampus and Basal Ganglia: pharmacological and clinical aspects. Current topics in medicinal chemistry 20110401
Application of liquid chromatography-tandem mass spectrometry method for the simultaneous quantitative analysis of propentofylline and its chiral metabolite M1 in rats. Biomedical chromatography : BMC 20110301
Propentofylline: glial modulation, neuroprotection, and alleviation of chronic pain. Handbook of experimental pharmacology 20110101
A local anesthetic, ropivacaine, suppresses activated microglia via a nerve growth factor-dependent mechanism and astrocytes via a nerve growth factor-independent mechanism in neuropathic pain. Molecular pain 20110101
A new drug design targeting the adenosinergic system for Huntington's disease. PloS one 20110101
High-throughput assay for the identification of compounds regulating osteogenic differentiation of human mesenchymal stromal cells. PloS one 20110101
Randomized, placebo controlled study of the effect of propentofylline on survival time and quality of life of cats with feline infectious peritonitis. Journal of veterinary internal medicine 20110101
The contribution of spinal glial cells to chronic pain behaviour in the monosodium iodoacetate model of osteoarthritic pain. Molecular pain 20110101
Pentoxifylline decreases allodynia and hyperalgesia in a rat model of neuropathic pain. Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences 20110101
Activation of astrocytes in the spinal cord contributes to the development of bilateral allodynia after peripheral nerve injury in rats. Brain research 20101202
Pharmacological shift of the ambiguous nitric oxide action from neurotoxicity to cyclic GMP-mediated protection. Neurological research 20101101
Synergetic analgesia of propentofylline and electroacupuncture by interrupting spinal glial function in rats. Neurochemical research 20101101
Dynamic regulation of spinal pro-inflammatory cytokine release in the rat in vivo following peripheral nerve injury. Brain, behavior, and immunity 20100501
Cannabinoid-mediated modulation of neuropathic pain and microglial accumulation in a model of murine type I diabetic peripheral neuropathic pain. Molecular pain 20100101
TNF-alpha and neuropathic pain--a review. Journal of neuroinflammation 20100101
Ultra-low dose naltrexone attenuates chronic morphine-induced gliosis in rats. Molecular pain 20100101
Evidence for a role of endocannabinoids, astrocytes and p38 phosphorylation in the resolution of postoperative pain. PloS one 20100101
Use of propentofylline in feline bronchial disease: prospective, randomized, positive-controlled study. Journal of the American Animal Hospital Association 20100101
Temporomandibular joint inflammation activates glial and immune cells in both the trigeminal ganglia and in the spinal trigeminal nucleus. Molecular pain 20100101
Anti-inflammatory effects and possible mechanism of action of lupeol acetate isolated from Himatanthus drasticus (Mart.) Plumel. Journal of inflammation (London, England) 20100101
Post herpetic neuralgia, schwann cell activation and vitamin D. Medical hypotheses 20091201
Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors. Bioorganic & medicinal chemistry letters 20091201
Activation of p-38alpha MAPK contributes to neuronal hyperexcitability in caudal regions remote from spinal cord injury. Experimental neurology 20091101
Astrocyte activation and memory impairment in the repetitive febrile seizures model. Epilepsy research 20091001
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Release of adenosine and ATP during ischemia and epilepsy. Current neuropharmacology 20090901
Adenosine neuromodulation and traumatic brain injury. Current neuropharmacology 20090901
Remote astrocytic and microglial activation modulates neuronal hyperexcitability and below-level neuropathic pain after spinal injury in rat. Neuroscience 20090707
Natural non-trasgenic animal models for research in Alzheimer's disease. Current Alzheimer research 20090401
Microbial transformation of hydroxy metabolites of 1-oxohexyl derivatives of theobromine by Cunninghamella echinulata NRRL 1384. Letters in applied microbiology 20090101
Pharmacological Treatment of Alzheimer's Disease: Is it Progressing Adequately? The open neurology journal 20090101
Effect of interleukin-1beta on spinal cord nociceptive transmission of normal and monoarthritic rats after disruption of glial function. Arthritis research & therapy 20090101
Disruption of glial function regulates the effects of electro-acupuncture at Tsusanli on gastric activity in rats. The American journal of Chinese medicine 20090101
Differential involvement of trigeminal transition zone and laminated subnucleus caudalis in orofacial deep and cutaneous hyperalgesia: the effects of interleukin-10 and glial inhibitors. Molecular pain 20090101
Vascular cognitive impairment. Indian journal of psychiatry 20090101
Differential migration, LPS-induced cytokine, chemokine, and NO expression in immortalized BV-2 and HAPI cell lines and primary microglial cultures. Journal of neurochemistry 20081001
Implication of activated astrocytes in the development of drug dependence: differences between methamphetamine and morphine. Annals of the New York Academy of Sciences 20081001
Propentofylline attenuates allodynia, glial activation and modulates GABAergic tone after spinal cord injury in the rat. Pain 20080831
Present and prospective clinical therapeutic regimens for Alzheimer's disease. Neuropsychiatric disease and treatment 20080801
Propentofylline-induced astrocyte modulation leads to alterations in glial glutamate promoter activation following spinal nerve transection. Neuroscience 20080409
A placebo controlled study of the propentofylline added to risperidone in chronic schizophrenia. Progress in neuro-psychopharmacology & biological psychiatry 20080401
Modulation of microglia can attenuate neuropathic pain symptoms and enhance morphine effectiveness. Pharmacological reports : PR 20080101
Progress update: Pharmacological treatment of Alzheimer's disease. Neuropsychiatric disease and treatment 20071001
The role of ATP and adenosine in the brain under normoxic and ischemic conditions. Purinergic signalling 20070901
Hyaluronan export by the ABC transporter MRP5 and its modulation by intracellular cGMP. The Journal of biological chemistry 20070720
Reprint of 'efficacy of propentofylline, a glial modulating agent, on existing mechanical allodynia following peripheral nerve injury' [Brain Behav. Immun. 21 (2007) 238-246]. Brain, behavior, and immunity 20070701
Effects of interleukin-1beta on spinal cord nociceptive transmission in intact and propentofylline-treated rats. The International journal of neuroscience 20070501
[Activation of astrocytes effects changes of substance P in cornu dorsal medullae spinalis in chronic prostatitis rats]. Zhonghua nan ke xue = National journal of andrology 20070401
Chronic pain-induced astrocyte activation in the cingulate cortex with no change in neural or glial differentiation from neural stem cells in mice. Neuroscience letters 20070319
P1 receptors and cytokine secretion. Purinergic signalling 20070301
Efficacy of propentofylline, a glial modulating agent, on existing mechanical allodynia following peripheral nerve injury. Brain, behavior, and immunity 20070201
Behavioural and morphological evidence for the involvement of glial cell activation in delta opioid receptor function: implications for the development of opioid tolerance. Molecular pain 20070101
p38 MAPK, microglial signaling, and neuropathic pain. Molecular pain 20070101
Direct evidence of astrocytic modulation in the development of rewarding effects induced by drugs of abuse. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20061101
Induction of astrocyte differentiation by propentofylline increases glutamate transporter expression in vitro: heterogeneity of the quiescent phenotype. Glia 20060815
Propentofylline attenuates vincristine-induced peripheral neuropathy in the rat. Neuroscience letters 20060612
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
mu-Opioid receptor internalization-dependent and -independent mechanisms of the development of tolerance to mu-opioid receptor agonists: Comparison between etorphine and morphine. Neuroscience 20060101
Recent advances in basic neurosciences and brain disease: from synapses to behavior. Molecular pain 20060101
Activation of p38 and p42/44 MAP kinase in neuropathic pain: involvement of VPAC2 and NK2 receptors and mediation by spinal glia. Molecular and cellular neurosciences 20051201
Antianalgesia: stereoselective action of dextro-morphine over levo-morphine on glia in the mouse spinal cord. The Journal of pharmacology and experimental therapeutics 20050901
Systemic administration of propentofylline does not attenuate morphine tolerance in non-injured rodents. Neuroscience letters 20050826
Neuroprotection by adenosine in the brain: From A(1) receptor activation to A (2A) receptor blockade. Purinergic signalling 20050601
Propentofylline attenuates tau hyperphosphorylation in Alzheimer's Swedish mutant model Tg2576. Neuropharmacology 20050101
Differential modulation of microglia superoxide anion and thromboxane B2 generation by the marine manzamines. BMC pharmacology 20050101
Controlling neuropathic pain by adeno-associated virus driven production of the anti-inflammatory cytokine, interleukin-10. Molecular pain 20050101
Treatment of vascular dementia: evidence from trials with non-cholinergic drugs. Journal of the neurological sciences 20041115
Effect of propentofylline on hypoxic-ischaemic brain damage in newborn rat. Chinese medical journal 20040801
The effects of local pentoxifylline and propentofylline treatment on formalin-induced pain and tumor necrosis factor-alpha messenger RNA levels in the inflamed tissue of the rat paw. Anesthesia and analgesia 20040601
Pentoxyphylline and propentophylline are inhibitors of TNF-alpha release in monocytes activated by advanced glycation endproducts. Journal of neural transmission (Vienna, Austria : 1996) 20040301
Attenuation of morphine tolerance, withdrawal-induced hyperalgesia, and associated spinal inflammatory immune responses by propentofylline in rats. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20040201
Pentoxifylline, propentofylline and pentifylline for acute ischaemic stroke. The Cochrane database of systematic reviews 20040101
Propentofylline rapidly normalizes mitochondrial respiration in a gerbil low flow unilateral forebrain ischemia. Neuroscience letters 20031002
Effect of PPF and ALCAR on the induction of NGF- and p75-mRNA and on APP processing in Tg2576 brain. Neurochemistry international 20030801
Anti-hyperalgesic and morphine-sparing actions of propentofylline following peripheral nerve injury in rats: mechanistic implications of spinal glia and proinflammatory cytokines. Pain 20030801
Propentofylline protects beta-amyloid protein-induced apoptosis in cultured rat hippocampal neurons. European journal of pharmacology 20030105
Propentofylline for dementia. The Cochrane database of systematic reviews 20030101
Beneficial effects of pentoxifylline and propentofylline on the warm ischemic injury of rat livers. Transplantation proceedings 20021101
Propentofylline after focal cortical lesion in the rat: impact on functional recovery and basic fibroblast growth factor expression. Neuroscience letters 20021018
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Long-term potentiation protects rat hippocampal slices from the effects of acute hypoxia. Brain research 20010713
Propentofylline, a glial modulating agent, exhibits antiallodynic properties in a rat model of neuropathic pain. The Journal of pharmacology and experimental therapeutics 20010601
Neuromodulatory effect of propentofylline on rat brain under acute and long-term hypoperfusion. British journal of pharmacology 20010501
Drugs for treatment of Alzheimer's disease. International journal of clinical practice 20010301
Effect of propentofylline on cerebral blood flow in a gerbil focal cerebral ischemia. Journal of the neurological sciences 20010115
Microglial reaction in focal cerebral ischaemia induced by intra-carotid homologous clot injection. Histology and histopathology 20010101
Clinical trials of propentofylline in vascular dementia. European/Canadian Propentofylline Study Group. Alzheimer disease and associated disorders 19990101
Properties