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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;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-;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
CBNumber:
CB21454169
Molecular Formula:
C13H20N4O3
Molecular Weight:
280.32
MDL Number:
MFCD00867573
MOL File:
100324-81-0.mol
Last updated:2023-09-04 15:50:00

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

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
FDA UNII L1F2Q2X956

1-(5-hydroxyhexyl)-3,7-dimethyl-purine-2,6-dione price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 13616 (R)-Lisofylline ≥98% 100324-81-0 1mg $71 2024-03-01 Buy
Cayman Chemical 13616 (R)-Lisofylline ≥98% 100324-81-0 5mg $313 2024-03-01 Buy
Cayman Chemical 13616 (R)-Lisofylline ≥98% 100324-81-0 10mg $554 2024-03-01 Buy
TRC L469040 (R)-Lisofylline 100324-81-0 5mg $235 2021-12-16 Buy
ApexBio Technology C4158 (R)-Lisofylline 100324-81-0 1mg $79 2021-12-16 Buy
Product number Packaging Price Buy
13616 1mg $71 Buy
13616 5mg $313 Buy
13616 10mg $554 Buy
L469040 5mg $235 Buy
C4158 1mg $79 Buy

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

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

Global( 47)Suppliers
Supplier Tel Email Country ProdList Advantage
Nantong HI-FUTURE Biology Co., Ltd.
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Aladdin Scientific
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 94838 76
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2127 70
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Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 13028896684 sales@rrkchem.com China 55827 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58

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

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 100324-81-0 Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals Various Metabolites and Impurities Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals