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    (±)-Lisofylline

    Available from stock

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      (±)-Lisofylline

      SKU
      H0117

      Category: API's & Intermediates

      Synonyms
      1-(5'-Hydroxyhexyl)-3,7-dimethylxanthine , LSF , BL 194 , CT-1501R , 5-Hydroxy pentoxifylline
      6493-06-7
      CAS-Number
      C13H20N4O3
      Molecular Formula
      280.3
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥99% (HPLC)
      Appearance
      White powder
      Identity
      1H-NMR

      Properties

      Solvents
      chloroform

      Documentation

      Safety Data Sheet (SDS)
      CDX H0117 MSDS.pdf
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Transportation
      Not dangerous goods
      Description
      Synthetic methylxanthine metabolite of pentoxifylline. Potent anti-inflammatory agent in which only the (?) optical isomer is biologically active. Inhibits the generation of phosphatidic acid from cytokine-activated lysophosphatidic acyl transferase (LPAAT), which has been shown to protect mice from endotoxic shock. Decreases lipid peroxidation in vitr oand in vivo. Suppresses the production of the proinflammatory cytokine IFN-gamma, inhibits IL-12-mediated STAT-4 activation, enhances glucose-stimulated beta-cell insulin secretion, reducing the onset of diabetes in a non-obese diabetic mouse model, and blocks autoimmune deterioration of pancreatic beta cells in non-obese diabetic mice. Compound can be used as analytical reference material.
      Smiles
      CC(O)CCCCN1C(=O)N(C)C2=C(N(C)C=N2)C1=O
      InChi Key
      NSMXQKNUPPXBRG-UHFFFAOYSA-N
      References
      (1) G.C. Rice, et al.: PNAS 91, 3857 (1994) , (2) E. Clarke, et al.: Cancer Res. 56, 105 (1996) , (3) N. Hasegawa, et al.: Am. J. Respir. Crit. Care Med. 155, 928 (1997) , (4) S. Itani, et al.: Metabolism 50, 553 (2001) , (5) S. Itani, et al.: Diabetes 51, 2005 (2002) , (6) M. Chen, et al.: Endocrinol. 143, 2341 (2002) , (7) Z. Yang, et al.: Ann. N.Y. Acad. Sci. 1005, 409 (2003) , (8) J.S. Striffler, et al:.Metab. Clin. Exp. 53, 290 (2004) , (9) Z. Yang, et al.: Biochem. Pharmacol. 69, 1 (2005) , (10) E. Wyska: Pharmacology 85, 264 (2010)
      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

      Synthetic methylxanthine metabolite of pentoxifylline. Potent anti-inflammatory agent in which only the (?) optical isomer is biologically active. Inhibits the generation of phosphatidic acid from cytokine-activated lysophosphatidic acyl transferase (LPAAT), which has been shown to protect mice from endotoxic shock. Decreases lipid peroxidation in vitr oand in vivo. Suppresses the production of the proinflammatory cytokine IFN-gamma, inhibits IL-12-mediated STAT-4 activation, enhances glucose-stimulated beta-cell insulin secretion, reducing the onset of diabetes in a non-obese diabetic mouse model, and blocks autoimmune deterioration of pancreatic beta cells in non-obese diabetic mice. Compound can be used as analytical reference material.

      SKU: H0117 Category: API's & Intermediates
      • Additional information

      Additional information

      Synonyms

      1-(5'-Hydroxyhexyl)-3,7-dimethylxanthine, LSF, BL 194, CT-1501R, 5-Hydroxy pentoxifylline

      Purity

      ≥99% (HPLC)

      Appearance

      White powder

      CAS-Number

      6493-06-7

      Molecular Formula

      C13H20N4O3

      Molecular Weight

      280.3

      Identity

      1H-NMR

      Solvents

      chloroform

      Smiles

      CC(O)CCCCN1C(=O)N(C)C2=C(N(C)C=N2)C1=O

      InChi Key

      NSMXQKNUPPXBRG-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Transportation

      Not dangerous goods

      References

      (1) G.C. Rice, et al.: PNAS 91, 3857 (1994), (2) E. Clarke, et al.: Cancer Res. 56, 105 (1996), (3) N. Hasegawa, et al.: Am. J. Respir. Crit. Care Med. 155, 928 (1997), (4) S. Itani, et al.: Metabolism 50, 553 (2001), (5) S. Itani, et al.: Diabetes 51, 2005 (2002), (6) M. Chen, et al.: Endocrinol. 143, 2341 (2002), (7) Z. Yang, et al.: Ann. N.Y. Acad. Sci. 1005, 409 (2003), (8) J.S. Striffler, et al:.Metab. Clin. Exp. 53, 290 (2004), (9) Z. Yang, et al.: Biochem. Pharmacol. 69, 1 (2005), (10) E. Wyska: Pharmacology 85, 264 (2010)

      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

      Quantity

      10 mg, 50 mg, Bulk

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