(±)-LisofyllineA synthetic methylxanthine with potent antiinflammatory action

(±)-Lisofylline (CAS 6493-06-7)

(±)-Lisofylline | CAS 6493-06-7 is rated 5.0 out of 5 by 1.
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Synonym: LSF; BL 194; CT-1501R
Application: A synthetic methylxanthine with potent antiinflammatory action
CAS Number: 6493-06-7
Purity: ≥98%
Molecular Weight: 280.3
Molecular Formula: C13H20N4O3
* Refer to Certificate of Analysis for lot specific data (including water content).
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(±)-Lisofylline is a synthetic methylxanthine metabolite of Pentoxifylline (sc-203184) and an inhibitor of phosphatidic acid generation. Suppression of lipopolysaccharide (LPS)-induced phosphatidic acid generation by (±)-Lisofylline was demonstrated to protect BALB/c mice against septic shock and LPS-associated endotoxin lethality. (±)-Lisofylline exhibits antiinflammatory effects, demonstrated to inhibit production of TNF-α stimulated by LPS, block the release of pro-inflammatory cytokines in response to oxidative injury, and inhibit interleukin-12 (IL-12) signaling activity. Suppression of IL-12 by (±)-Lisofylline is shown to interrupt activation of STAT4 (signal transducer and activator of transcription factor-4), blocking autoimmune deterioration of pancreatic β cells in non-obese diabetic mice.


References

1. Rice, G.C., et al. 1994. Proc. Natl. Acad. Sci. U.S.A. 91: 3857-3861. PMID: 8171002
2. Hasegawa, N., et al. 1997. Am. J. Respir. Crit. Care Med. 155: 928-936. PMID: 9117028
3. Yang, Z., et al. 2003. Ann. N.Y. Acad. Sci. 1005: 409-411. PMID: 14679102
4. Yang, Z., et al. 2005. Biochem. Pharmacol. 69: 1-5. PMID: 15588708
5. Wyska, E. 2010. Pharmacology. 85: 264-271. PMID: 20389149

Physical State :
Solid
Solubility :
Soluble in DMSO (~10 mg/ml), ethanol (~2 mg/ml), DMF (~10 mg/ml), PBS (pH 7.2) (~1 mg/ml), and methanol.
Storage :
Store at room temperature
Melting Point :
123-125° C
Boiling Point :
~511.2° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.62
IC50 :
Phosphatidic acid generation: IC50 = 0.6 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
57782
MDL Number :
MFCD00867573
SMILES :
CC(CCCCN1C(=O)C2=C(N=CN2C)N(C1=O)C)O

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Certificate of Analysis

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(±)-Lisofylline  Product Citations

See how others have used (±)-Lisofylline. Click on the entry to view the PubMed entry .

Citations 1 to 9 of 9 total

PMID: # 15015139  Striffler, JS. et al. 2004. Metab. Clin. Exp. 53: 290-296.

PMID: # 14679102  Yang, Z. et al. 2003. Ann. N. Y. Acad. Sci. 1005: 409-411.

PMID: # 12006582  Yu, C. et al. 2002. J. Biol. Chem. 277: 50230-50236.

PMID: # 12086926  Itani, SI. et al. 2002. Diabetes. 51: 2005-2011.

PMID: # 11319716  Itani, SI. et al. 2001. Metab. Clin. Exp. 50: 553-557.

PMID: # 9862738  Bright, JJ. et al. 1998. J. Immunol. 161: 7015-7022.

PMID: # 9117028  Hasegawa, N. et al. 1997. Am. J. Respir. Crit. Care Med. 155: 928-936.

PMID: # 8548748  Clarke, E. et al. 1996. Cancer Res. 56: 105-112.

PMID: # 8171002  Rice, GC. et al. 1994. Proc. Natl. Acad. Sci. U.S.A. 91: 3857-3861.

Citations 1 to 9 of 9 total
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Rated 5 out of 5 by from Striffler et al Striffler et al. (PubMed ID 15015139) found that the anti-inflammatory agent, lisofylline (LSF), potentiates glucose-stimulated release of insulin in vitro by enhancing beta cell function. -SCBT Publication Review
Date published: 2015-06-19
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