HYDROXY PENTOXIFYLLINE

HYDROXY PENTOXIFYLLINE Basic information
Product Name:HYDROXY PENTOXIFYLLINE
Synonyms:(+/-)-LISOFYLLINE;LISOFYLLINE;HYDROXY PENTOXIFYLLINE;(+/-)-1-(5-HYDROXYHEXYL)-3,7-DIMETHYLXANTHINE;1-(5-Hydroxyhexyl)-3,7-dimethyl-1,2,3,6-tetrahydro-7H-purine-2,6-dione;Penthydroxifillyne;3,7-Dihydro-1-(5-hydroxyhexyl)-3,7-diMethyl-;5-Hydroxy pentoxifylline
CAS:6493-06-7
MF:C13H20N4O3
MW:280.32
EINECS:
Product Categories:Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:6493-06-7.mol
HYDROXY PENTOXIFYLLINE Structure
HYDROXY PENTOXIFYLLINE Chemical Properties
Melting point 123-125°C
Boiling point 511.2±56.0 °C(Predicted)
density 1.32±0.1 g/cm3(Predicted)
storage temp. Refrigerator
solubility DMSO: soluble
form solid
pka15.22±0.20(Predicted)
color white
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
HYDROXY PENTOXIFYLLINE Usage And Synthesis
DescriptionLisofylline (6493-06-7, racemic) displays anti-inflammatory activity. Regulates immune cell function and autoimmune response by inhibition of IL-12 signalling and cytokine production.1 Protects pancreatic beta cells and prevents type I diabetes in non-obese diabetic mice.2 Lisofylline reduces LPS-induced TNF alpha levels in CD-1 mice.3?Cell permeable.
Chemical PropertiesWhite Solid
UsesA major oxidative metabolite of Pentoxifylline. A potent inhibitor of phosphatidic acid generation (IC50=0.6uM). Protects mice from endotoxic shock and attenuates sepsis-induced acute lung injury in pig.
DefinitionChEBI: 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione is a dimethylxanthine that is 3,7-dihydro-1H-purine-2,6-dione which is substituted at positions 1,3 and 7 by a 5-hydroxyhexyl group, methyl group and methyl group, respectively. It is a secondary alcohol and a dimethylxanthine.
Brand nameProTec (Cell Therapeutics).
in vitro(±)-lisofylline is a potent anti-inflammatory agent in which only the (-) optical isomer is biologically active. (±)-lisofylline was found to inhibit the generation of phosphatidic acid from cytokine-activated lysophosphatidic acyl transferase. (±)-lisofylline could also suppress the production of the proinflammatory cytokine ifn-γ, inhibit il-12-mediated stat-4 activation, as well as enhance glucose-stimulated β-cell insulin secretion [1].
in vivoin a previous study, lisofylline was administered to female non-obese diabetic mice for 3 weeks. cytokines and blood glucose concentrations were monitored. histology and immunohistochemistry were also carried out in pancreatic sections. results showed that lisofylline was able to suppress ifn-γ production, reduce the onset of insulitis and diabetes, and inhibit diabetes [1].
References1) Yang?et al. (2005),?Lisofylline: a potential lead for the treatment of diabetes; Biochem. Pharmacol., 69?1 2) Yang?et al. (2002),?The anti-inflammatory compound lisofylline prevents Type I diabetes in non-obese diabetic mice; Diabetologia,?45?1307 3) Wyska?et al. (2010),?Pharmacokinetic-pharmacodynamic modeling of methylxanthine derivatives in mice challenged with high-dose lipopolysaccharide; Pharmacology,?85?264
HYDROXY PENTOXIFYLLINE Preparation Products And Raw materials
PLX4032 AKTI-1/2 Dacomitinib (PF299804) Theophylline 1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione Cabozantinib (5-METHYL-1H-PYRAZOL-3-YL)-(2-PHENYLQUINAZOLIN-4-YL)AMINE Aminophylline Tivozanib BKM120 (NVP-BKM120, Buparlisib) Binimetinib CC401 HCl Doxofylline HYDROXY PENTOXIFYLLINE-D3 1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione Hydroxy Pentoxifylline-d6 HYDROXY PENTOXIFYLLINE Torbafylline

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