ChemicalBook > CAS DataBase List > 1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione

1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione

Product Name
1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione
CAS No.
100324-81-0
Chemical Name
1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione
Synonyms
ProTec;CT 1501R;Lisophylline;(R)-Lisofylline;1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione;3,7-Dihydro-1-[(5R)-5-hydroxyhexyl]-3,7-diMethyl-;1-[(5R)-5-hydroxyhexyl]-3,7-dimethylpurine-2,6-dione;(R)-1-(5-Hydroxyhexyl)-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione;3,7-Dihydro-1-[(5R)-5-hydroxyhexyl]-3,7-dimethyl-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1-[(5R)-5-hydroxyhexyl]-3,7-dimethyl-
CBNumber
CB21454169
Molecular Formula
C13H20N4O3
Formula Weight
280.32
MOL File
100324-81-0.mol
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1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione Property

Melting point:
105-107°C
alpha 
D20 -5.6° (c = 6.7 in ethanol)
Boiling point:
511.2±56.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility 
Chloroform, Methanol
form 
Solid
pka
15.22±0.20(Predicted)
color 
White to Off-White
Stability:
Hygroscopic
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
13616
Product name
(R)-Lisofylline
Purity
≥98%
Packaging
1mg
Price
$71
Updated
2024/03/01
Cayman Chemical
Product number
13616
Product name
(R)-Lisofylline
Purity
≥98%
Packaging
5mg
Price
$313
Updated
2024/03/01
Cayman Chemical
Product number
13616
Product name
(R)-Lisofylline
Purity
≥98%
Packaging
10mg
Price
$554
Updated
2024/03/01
TRC
Product number
L469040
Product name
(R)-Lisofylline
Packaging
5mg
Price
$235
Updated
2021/12/16
ApexBio Technology
Product number
C4158
Product name
(R)-Lisofylline
Packaging
1mg
Price
$79
Updated
2021/12/16
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1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A major metabolite of Pentoxifylline. Methylxanthine that inhibits production of phosphatidic acid during the inflammatory response. Immunomodulator.

Definition

ChEBI: (R)-lisofylline is a 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione that has (R)-configuration. A synthetic small molecule which was under development for the treatment of type 1 diabetes mellitus. It has a role as an anti-inflammatory agent and an immunomodulator. It is an enantiomer of a (S)-lisofylline.

brand name

ProTec (Cell Therapeutics).

Biological Activity

lisofylline (lsf) is a potent anti-inflammatory agent. lsf is a chiral metabolite of pentoxifylline. (r)-lsf is the biologically active isomer of lsf [1].in vitro: lisofylline preserved β-cell insulin secretion and inhibited dna damage of islets in the presence of il-1β [2]. simultaneous application of lsf and cytokines to ins-1 cells restored insulin secretion, mitochondrial membrane potential, mtt metabolism, and cell viability to control levels. lsf increased β-cell mtt metabolism as well as insulin release and glucose responsiveness [3].

in vivo

in rats subjected to hemorrhagic shock and resuscitation, lsf increased the intestinal and hepatic blood flow. treatment with lsf (15 mg/kg) ameliorated the development of mucosal damage and hyperpermeability. rats treated with lsf showed lower plasma concentrations of the intracellular hepatic enzyme, aspartate aminotransferase. lsf treatment increased concentrations of adenosine triphosphate in intestinal and hepatic tissue [1]. in nod mice, lisofylline suppressed ifn-γ production, reduced the onset of insulitis and diabetes, and inhibited diabetes after transfer of splenocytes from lisofylline-treated donors to nod.scid recipients [2].

References

[1] wattanasirichaigoon s, menconi m j, fink m p. lisofylline ameliorates intestinal and hepatic injury induced by hemorrhage and resuscitation in rats[j]. critical care medicine, 2000, 28(5): 1540-1549.
[2] yang z d, chen m, wu r, et al. the anti-inflammatory compound lisofylline prevents type i diabetes in non-obese diabetic mice[j]. diabetologia, 2002, 45(9): 1307-1314.
[3] chen m, yang z, wu r, et al. lisofylline, a novel antiinflammatory agent, protects pancreatic β-cells from proinflammatory cytokine damage by promoting mitochondrial metabolism[j]. endocrinology, 2002, 143(6): 2341-2348.

1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione Suppliers

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100324-81-0, 1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dioneRelated Search:


  • 1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione
  • 3,7-Dihydro-1-[(5R)-5-hydroxyhexyl]-3,7-dimethyl-1H-purine-2,6-dione
  • CT 1501R
  • Lisophylline
  • ProTec
  • (R)-Lisofylline
  • 3,7-Dihydro-1-[(5R)-5-hydroxyhexyl]-3,7-diMethyl-
  • 1H-Purine-2,6-dione, 3,7-dihydro-1-[(5R)-5-hydroxyhexyl]-3,7-dimethyl-
  • 1-[(5R)-5-hydroxyhexyl]-3,7-dimethylpurine-2,6-dione
  • Pentoxifylline,Inhibitor,STAT,anti-inflammatory,inhibit,STAT4,(R)-Lisophylline,lysophosphatidic,(R)Lisofylline,acid,IL-12,IFN-γ,diabetes,immunomodulator,(R) Lisofylline,(R)-Lisofylline,acyltransferase,LPS,metabolite
  • (R)-1-(5-Hydroxyhexyl)-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione
  • 100324-81-0
  • Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
  • Various Metabolites and Impurities
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals