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HYDROXY PENTOXIFYLLINE

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HYDROXY PENTOXIFYLLINE Basic information

Product Name:
HYDROXY PENTOXIFYLLINE
Synonyms:
  • (+/-)-LISOFYLLINE
  • LISOFYLLINE
  • pentoxyfylline metabolite 2
  • 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-
CAS:
6493-06-7
MF:
C13H20N4O3
MW:
280.32
Product Categories:
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
6493-06-7.mol
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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
pka
15.22±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.
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Safety Information

WGK Germany 
3

MSDS

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HYDROXY PENTOXIFYLLINE Usage And Synthesis

Description

Lisofylline (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 Properties

White Solid

Uses

A 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.

Definition

ChEBI: 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 name

ProTec (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 vivo

in 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].

References

1) 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 PENTOXIFYLLINESupplier

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