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(S)-Lisofylline

Product Name
(S)-Lisofylline
CAS No.
100324-80-9
Chemical Name
(S)-Lisofylline
Synonyms
(S)-Lisofylline;(S)-Lisophylline;(S)-Lisofylline Exclusive;(S)-Lisofylline, 10 mM in DMSO;(S)Lisofylline,(S) Lisofylline;1-[(5S)-5-hydroxyhexyl]-3,7-dimethylpurine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1-[(5S)-5-hydroxyhexyl]-3,7-dimethyl-
CBNumber
CB02589835
Molecular Formula
C13H20N4O3
Formula Weight
280.32
MOL File
100324-80-9.mol
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(S)-Lisofylline Property

storage temp. 
Store at -20°C
solubility 
≤15mg/ml in ethanol;3mg/ml in DMSO;12mg/ml in dimethyl formamide
form 
crystalline solid
color 
Off-white to light yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
13617
Product name
(S)-Lisofylline
Purity
≥98%
Packaging
1mg
Price
$71
Updated
2024/03/01
Cayman Chemical
Product number
13617
Product name
(S)-Lisofylline
Purity
≥98%
Packaging
5mg
Price
$313
Updated
2024/03/01
Cayman Chemical
Product number
13617
Product name
(S)-Lisofylline
Purity
≥98%
Packaging
10mg
Price
$554
Updated
2024/03/01
ApexBio Technology
Product number
C4161
Product name
(S)-Lisofylline
Packaging
10mg
Price
$632
Updated
2021/12/16
ApexBio Technology
Product number
C4161
Product name
(S)-Lisofylline
Packaging
5mg
Price
$356
Updated
2021/12/16
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(S)-Lisofylline Chemical Properties,Usage,Production

Description

LSF, a chiral metabolite of pentoxifylline, acts as a potent anti-inflammatory agent. (S)-LSF is the pharmacologically inactive optical enantiomer of (R)-LSF, the biologically active isomer. When metabolized by isolated human liver cells, pentoxifylline is exclusively reduced to (S)-LSF in the cytosol, while reduction in liver microsomes is 85% stereoselective in favor of (S)-LSF formation. Thus, pentoxifylline is an inefficient prodrug for the delivery of therapeutically relevant lisofylline.

Uses

LSF, a chiral metabolite of pentoxifylline, acts as a potent anti-inflammatory agent. (S)-LSF is the pharmacologically inactive optical enantiomer of (R)-LSF, the biologically active isomer. When metabolized by isolated human liver cells, pentoxifylline is exclusively reduced to (S)-LSF in the cytosol, while reduction in liver microsomes is 85% stereoselective in favor of (S)-LSF formation. Thus, pentoxifylline is an inefficient prodrug for the delivery of therapeutically relevant lisofylline.[Cayman Chemical]

Definition

ChEBI: (S)-lisofylline is a 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione that has (S)-configuration. It is the inactive optical enantiomer of (R)-lisofylline, an anti-inflammatory agent. It is an enantiomer of a (R)-lisofylline.

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 [3].

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] lillibridge, j. a.,kalhorn, t.f. and slattery, j.t. metabolism of lisofylline and pentoxifylline in human liver microsomes and cytosol. drug metabolism and disposition 24(11), 1174-1179 (1996).
[3] 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.
[4] 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.

(S)-Lisofylline Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-Lisofylline Suppliers

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100324-80-9, (S)-LisofyllineRelated Search:


  • (S)-Lisofylline
  • 1-[(5S)-5-hydroxyhexyl]-3,7-dimethylpurine-2,6-dione
  • (S)-Lisofylline Exclusive
  • 1H-Purine-2,6-dione, 3,7-dihydro-1-[(5S)-5-hydroxyhexyl]-3,7-dimethyl-
  • (S)-Lisophylline
  • (S)Lisofylline,(S) Lisofylline
  • (S)-Lisofylline, 10 mM in DMSO
  • 100324-80-9