Home Other Building Blocks HYDROXY PENTOXIFYLLINE

HYDROXY PENTOXIFYLLINE

CAS No.:
6493-06-7
Catalog Number:
AG00EB4G
Molecular Formula:
C13H20N4O3
Molecular Weight:
280.3229
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Product Description
Catalog Number:
AG00EB4G
Chemical Name:
HYDROXY PENTOXIFYLLINE
CAS Number:
6493-06-7
Molecular Formula:
C13H20N4O3
Molecular Weight:
280.3229
MDL Number:
MFCD00871850
IUPAC Name:
1-(5-hydroxyhexyl)-3,7-dimethylpurine-2,6-dione
InChI:
InChI=1S/C13H20N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8-9,18H,4-7H2,1-3H3
InChI Key:
NSMXQKNUPPXBRG-UHFFFAOYSA-N
SMILES:
CC(CCCCn1c(=O)c2n(C)cnc2n(c1=O)C)O
Properties
Complexity:
390  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
280.154g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
280.328g/mol
Monoisotopic Mass:
280.154g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
78.7A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  
Literature
Title Journal
Macrolide antibiotics and survival in patients with acute lung injury. Chest 20120501
Macrolides for acute lung injury. Chest 20120501
Evidence for activation of inflammatory lipoxygenase pathways in visceral adipose tissue of obese Zucker rats. American journal of physiology. Endocrinology and metabolism 20110101
Saturated- and n-6 polyunsaturated-fat diets each induce ceramide accumulation in mouse skeletal muscle: reversal and improvement of glucose tolerance by lipid metabolism inhibitors. Endocrinology 20100901
12-Lipoxygenase Products Reduce Insulin Secretion and {beta}-Cell Viability in Human Islets. The Journal of clinical endocrinology and metabolism 20100201
Pharmacokinetic interaction between verapamil and methylxanthine derivatives in mice. Drug metabolism letters 20100101
Pharmacokinetic-pharmacodynamic modeling of methylxanthine derivatives in mice challenged with high-dose lipopolysaccharide. Pharmacology 20100101
Pentoxifylline as an adjunct therapy in children with cerebral malaria. Malaria journal 20100101
Pretreatment with R(+)-verapamil significantly reduces mortality and cytokine expression in murine model of septic shock. International immunopharmacology 20090401
Validation of a high-performance liquid chromatography method for pharmacokinetic evaluation of pentoxifylline and lisofylline in rat serum and tissues. Acta poloniae pharmaceutica 20090101
Effects of pentoxifylline and its metabolites on platelet aggregation in whole blood from healthy humans. European journal of pharmacology 20080310
Enantioselective reduction of pentoxifylline to lisofylline using whole-cell Lactobacillus kefiri biotransformation. Biotechnology journal 20070401
Pharmacokinetic modelling of pentoxifylline and lisofylline after oral and intravenous administration in mice. The Journal of pharmacy and pharmacology 20070401
Pharmacokinetics of intranasal and intratracheal pentoxifylline in rabbits. Pharmacotherapy 20070201
Enantioselective biotransformation of pentoxifylline into lisofylline using wine yeast biocatalysis. Acta poloniae pharmaceutica 20070101
Synthesis and biological evaluation of lisofylline (LSF) analogs as a potential treatment for Type 1 diabetes. Bioorganic & medicinal chemistry letters 20060701
Combined treatment with lisofylline and exendin-4 reverses autoimmune diabetes. Biochemical and biophysical research communications 20060609
Pentoxifylline and its major oxidative metabolites exhibit different pharmacological properties. European journal of pharmacology 20060327
Activation of the 12-lipoxygenase and signal transducer and activator of transcription pathway during neointima formation in a model of the metabolic syndrome. American journal of physiology. Endocrinology and metabolism 20060101
Use of liquid chromatography-tandem mass spectrometry for the analysis of pentoxifylline and lisofylline in plasma. Biomedical chromatography : BMC 20050401
Inflammatory blockade improves human pancreatic islet function and viability. American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20050301
Lisofylline: a potential lead for the treatment of diabetes. Biochemical pharmacology 20050101
Pentoxifylline inhibits agonist-induced vasoconstriction in vascular smooth muscle and spontaneous peristalsis in isolated ileum. Oncology research 20050101
Inflammation blockade improves pancreatic islet function. Transplantation proceedings 20041101
Lisofylline, a novel anti-inflammatory agent, enhances glucose-stimulated insulin secretion in vivo and in vitro: studies in prediabetic and normal rats. Metabolism: clinical and experimental 20040301
The novel anti-inflammatory agent lisofylline prevents autoimmune diabetic recurrence after islet transplantation. Transplantation 20040115
Lisofylline, a novel antiinflammatory compound, protects mesangial cells from hyperglycemia- and angiotensin II-mediated extracellular matrix deposition. Endocrinology 20031201
Emerging systemic pharmacologic approaches in acute respiratory distress syndrome. Respiratory care clinics of North America 20031201
Inhibition of STAT4 activation by lisofylline is associated with the protection of autoimmune diabetes. Annals of the New York Academy of Sciences 20031101
The novel anti-inflammatory compound, lisofylline, prevents diabetes in multiple low-dose streptozotocin-treated mice. Pancreas 20030501
The anti-inflammatory compound lisofylline prevents Type I diabetes in non-obese diabetic mice. Diabetologia 20020901
Lisofylline, a novel antiinflammatory agent, protects pancreatic beta-cells from proinflammatory cytokine damage by promoting mitochondrial metabolism. Endocrinology 20020601
Specific therapies for inhalation injury. Critical care medicine 20020301
Effects of heparin and lisofylline on pulmonary function after smoke inhalation injury in an ovine model. Critical care medicine 20020301
Randomized, placebo-controlled trial of lisofylline for early treatment of acute lung injury and acute respiratory distress syndrome. Critical care medicine 20020101
Lisofylline: anti-acute respiratory distress syndrome or just anti-inflammatory? Critical care medicine 20020101
Lisofylline and lysophospholipids ameliorate experimental colitis in rats. Digestion 20020101
Antioxidant and radical scavenging properties of 8-oxo derivatives of xanthine drugs pentoxifylline and lisofylline. Biochemical and biophysical research communications 20011116
Immunotherapy of inflammatory demyelinating diseases of the central nervous system. Immunologic research 20010101
CT-1501R selectively inhibits induced inflammatory monokines in human whole blood ex vivo. Shock (Augusta, Ga.) 19940401
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