HYDROXY PENTOXIFYLLINE
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
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.
MSDS
- Language:English Provider:SigmaAldrich
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
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