ChemicalBook > CAS DataBase List > HYDROXY PENTOXIFYLLINE

HYDROXY PENTOXIFYLLINE

Product Name
HYDROXY PENTOXIFYLLINE
CAS No.
6493-06-7
Chemical Name
HYDROXY PENTOXIFYLLINE
Synonyms
LISOFYLLINE;(±)-Lisofylline;(+/-)-LISOFYLLINE;Penthydroxifillyne;Lisofylline (racemic);HYDROXY PENTOXIFYLLINE;5-Hydroxy pentoxifylline;pentoxyfylline metabolite 2;(±)-Lisofylline, 10 mM in DMSO;Hydroxy Pentoxifylline (rac-Lisofylline)
CBNumber
CB7385818
Molecular Formula
C13H20N4O3
Formula Weight
280.32
MOL File
6493-06-7.mol
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HYDROXY PENTOXIFYLLINE Property

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.
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
InChIKey
NSMXQKNUPPXBRG-UHFFFAOYSA-N
SMILES
N1(C)C2=C(N(C)C(=O)N(CCCCC(O)C)C2=O)N=C1
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10010785
Product name
(±)-Lisofylline
Purity
≥98%
Packaging
10mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
10010785
Product name
(±)-Lisofylline
Purity
≥98%
Packaging
25mg
Price
$117
Updated
2024/03/01
Cayman Chemical
Product number
10010785
Product name
(±)-Lisofylline
Purity
≥98%
Packaging
50mg
Price
$220
Updated
2024/03/01
Cayman Chemical
Product number
10010785
Product name
(±)-Lisofylline
Purity
≥98%
Packaging
100mg
Price
$389
Updated
2024/03/01
TRC
Product number
L469050
Product name
(+/-)-Lisofylline
Packaging
50mg
Price
$205
Updated
2021/12/16
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HYDROXY PENTOXIFYLLINE Chemical Properties,Usage,Production

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] ZANDONG YANG  Jerry L N  Meng Chen. Lisofylline: a potential lead for the treatment of diabetes[J]. Biochemical pharmacology, 2005, 69 1: Pages 1-5. DOI:10.1016/j.bcp.2004.08.012
[2] Z-D YANG. The anti-inflammatory compound lisofylline prevents Type I diabetes in non-obese diabetic mice.[J]. Diabetologia, 2002, 45 9: 1307-1314. DOI:10.1007/s00125-002-0901-y
[3] WYSKA E. Pharmacokinetic-pharmacodynamic modeling of methylxanthine derivatives in mice challenged with high-dose lipopolysaccharide.[J]. Pharmacology, 2010, 85 5: 264-271. DOI:10.1159/000288734

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Raw materials

Preparation Products

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View Lastest Price from HYDROXY PENTOXIFYLLINE manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Hydroxy Pentoxifylline 6493-06-7
Price
US $0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-03-28

6493-06-7, HYDROXY PENTOXIFYLLINERelated Search:


  • (+/-)-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-
  • 5-Hydroxy pentoxifylline
  • Hydroxy Pentoxifylline (rac-Lisofylline)
  • 1H-Purine-2,6-dione, 3,7-dihydro-1-(5-hydroxyhexyl)-3,7-dimethyl-
  • Pentoxifylline Impurity 16 ((+/-)-Lisofylline)
  • Hydroxy PentoxifyllineQ: What is Hydroxy Pentoxifylline Q: What is the CAS Number of Hydroxy Pentoxifylline Q: What is the storage condition of Hydroxy Pentoxifylline Q: What are the applications of Hydroxy Pentoxifylline
  • Lisofylline (racemic)
  • 1-(5-hydroxyhexyl)-3,7-dimethylxanthine, pentoxyfylline metabolite 2
  • 1-(5-hydroxyhexyl)-3,7-dimethylxanthine, pentoxyfylline metabolite 2/(±)-Lisofylline
  • 1-(5-hydroxyhexyl)-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione
  • phosphatidic acid,pro-inflammatory cytokines,(±)-Lisofylline,inhibit,(±)Lisofylline,(±) Lisofylline,Inhibitor,free fatty acids,(±)-Lisophylline,Type 1 diabetes
  • (±)-Lisofylline, Anti-inflammatory agent
  • (±)-Lisofylline, 10 mM in DMSO
  • (±)-Lisofylline
  • 1-(5-Hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione
  • 6493-06-7
  • 6493-6-7
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals