Millipore Sigma Vibrant Logo
Attention: We have moved. EMD Millipore products are no longer available for purchase on emdmillipore.com.Learn More

440202 LY 294002 - CAS 154447-36-6 - Calbiochem

LY294002, CAS 154447-36-6, is a cell-permeable, potent, reversible, and specific inhibitor of PI 3-kinase ((IC₅₀ = 1.4 µM). Acts on the ATP-binding site.

LY 294002 - CAS 154447-36-6 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one, BRD2 Inhibitor IV, BRD3 Inhibitor III, BRD4 Inhibitor IV

Primary Target: Phosphatidylinositol 3-kinase
View Products on Sigmaaldrich.com
440202
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
154447-36-6C₁₉H₁₇NO₃

Products

Catalog NumberPackaging Qty/Pack
440202-10MG Plastic ampoule 10 mg
440202-25MG Plastic ampoule 25 mg
440202-5MG Plastic ampoule 5 mg
Description
OverviewA cell-permeable, potent, reversible and specific phosphatidylinositol 3-kinase inhibitor (IC50 = 1.4 µM) that acts on the ATP-binding site of the enzyme. Also inhibits nonhomologous DNA end-joining (NHEJ) activity of the 460 kDa phosphatidylinositol 3-like kinase DNA-PKcs, which is the catalytic subunit of DNA-activated protein kinase. Does not affect the activities of EGF receptor kinase, MAP kinase, PKC, Pl 4-kinase, S6 kinase, and c-Src even at 50 µM. Promotes the nuclear accumulation of active GSK-3b. Reported to suppress the proliferation of murine embryonic stem cells. Blocks the proliferation of cultured rabbit aortic smooth muscle cells without inducing apoptosis. Shown to bind to the same site as I-BET (Cat. No. 40101050 ~ 10 µM). A 10 mM (1 mg/325 µl) solution of LY 294002 (Cat. No. 440204) in DMSO is also available.
Catalogue Number440202
Brand Family Calbiochem®
Synonyms2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one, BRD2 Inhibitor IV, BRD3 Inhibitor III, BRD4 Inhibitor IV
References
ReferencesDittman, A., et al. 2013. ACS Chem. Biol. 9, 495.
Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
Baumann, P., and West, S.C. 1998. Proc. Natl. Acad. Sci. USA 95, 14066.
Cardone, M.H., et al. 1998. Science 282, 1318.
Vlahos, C.J., et al. 1995. J. Immunol. 154, 2413.
Yano, H., et al. 1995. Biochem. J. 312, 145.
Vlahos, C.J., et al. 1994. J. Biol. Chem. 269, 5241.



Selected Citations
Lee, J., et al. 2009. Cell Stem Cell 5, 76.
Product Information
CAS number154447-36-6
ATP CompetitiveY
FormOff-white solid
Hill FormulaC₁₉H₁₇NO₃
Chemical formulaC₁₉H₁₇NO₃
ReversibleY
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary TargetPhosphatidylinositol 3-kinase
Primary Target IC<sub>50</sub>1.4 µM against phosphatidylinositol 3-kinase
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage -20°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalog Number GTIN
440202-10MG 04055977186666
440202-25MG 04055977186673
440202-5MG 07790788050290

Documentation

LY 294002 - CAS 154447-36-6 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

LY 294002 - CAS 154447-36-6 - Calbiochem Certificates of Analysis

TitleLot Number
440202

References

Reference overview
Dittman, A., et al. 2013. ACS Chem. Biol. 9, 495.
Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
Baumann, P., and West, S.C. 1998. Proc. Natl. Acad. Sci. USA 95, 14066.
Cardone, M.H., et al. 1998. Science 282, 1318.
Vlahos, C.J., et al. 1995. J. Immunol. 154, 2413.
Yano, H., et al. 1995. Biochem. J. 312, 145.
Vlahos, C.J., et al. 1994. J. Biol. Chem. 269, 5241.



Selected Citations
Lee, J., et al. 2009. Cell Stem Cell 5, 76.

Citations

Title
  • Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
  • Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
  • Oliveira, J.B., et al. 2007. Procedings of the National Academy of Science 104, 8953.
  • Satoshi Fukumoto, et al. (2006) Laminin 5 is required for dental epithelium growth and polarity and the development of tooth bud and shape. Journal of Biological Chemistry 281, 5008-5016.
  • Ana Olivera, et al. (2006) IgE-dependent activation of sphingosine kinase 1 and 2 and secretion of sphingosine-1-phosphate requires Fyn kinase and contributes to mast cell responses. Journal of Biological Chemistry 281, 2515-2525.
  • Qian Yang, et al. (2006) TSC1/TSC2 and Rheb have different effects on TORC1 and TORC2 activity. Proceedings of the National Academy of Sciences (USA) 103, 6811-6816.
  • Ying Zhang, Mingjuan Liao and Maria L. Dufau. (2006) Phosphatidylinositol 3-kinase/protein kinase Cγ-induced phosphorylation of Sp1 and p107 repressor release have a critical role in histone deacetylase inhibitor-mediated depression of transcription of the luteinizing hormone receptor gene. Molecular and Cellular Biology 26, 6748-6761.
  • Huanyu Dou, et al. (2005) Neuroprotective mechanisms of lithium in murine human immunodeficiency virus-1 encephalitis. Journal of Neuroscience 25, 8375-8385.
  • Julie Lotharius, et al. (2005) Progressive degeneration of human mesencephalic neuron-derived cells triggered by dopamine-dependent oxidative stress is dependent on the mixed lineage kinase pathway. Journal of Neuroscience 25, 6329-6342.
  • Meenalakshmi M. Mariappan, M.M., et al. (2005) Phospholipase Cγ-Erk Axis in Vascular Endothelial Growth Factor-Induced Eukaryotic Initiation Factor 4E Phosphorylation and Protein Synthesis in Renal Epithelial Cells. Journal of Biological Chemistry 280, 28402-28411.
  • Michael Tscharntke, et al. (2005) Ras-induced spreading and wound closure in human epidermal keratinocytes. The FASEB Journal in press,.
  • Junji Tsurutani, et al. (2005) Inhibition of the phosphatidylinositol 3-kinase/Akt/Mammalian target of rapamycin pathway but no the MEK/ERK Pathway attentuates laminin-meidated small cell lunch cancer cellular survival and resistance to Imatinib mesylate or chemolyte.. Cancer Research 65, 8423-8432.
  • Xinbo Liao, et al. (2003) Androgen stimulates matrix metalloproteinase-2 expression in human prostate cancer. Endocrinology 144, 1656-1663.
    		•
    Data Sheet

    Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

    Revision28-February-2012 RFH
    Synonyms2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one, BRD2 Inhibitor IV, BRD3 Inhibitor III, BRD4 Inhibitor IV
    DescriptionA cell-permeable, potent, reversible, and specific phosphatidylinositol 3-kinase (PI 3-kinase) inhibitor that acts on the ATP-binding site of the enzyme (IC50 = 1.4 µM). Also inhibits nonhomologous DNA end-joining (NHED) in the 460 kDa phosphatidylinositol 3-like kinase DNA-PKcs, which is the catalytic subunit of DNA-activated protein kinase. Does not affect the activity of EGF receptor kinase, MAP kinase, PKC, PI 4-kinase, S6 kinase, and c-src at 50 µM. Promotes the nuclear accumulation of active GSK-3b. Reported to suppress the proliferation of murine embryonic stem cells. Blocks the proliferation of cultured rabbit aortic smooth muscle cells without inducing apoptosis. Reported to inhibit histamine secretion in RBL-2H3 cells (IC50 = 5 µM).
    FormOff-white solid
    CAS number154447-36-6
    Chemical formulaC₁₉H₁₇NO₃
    Structure formulaStructure formula
    Purity≥98% by HPLC
    SolubilityDMSO (20 mg/ml) or Ethanol. Slight warming may be required to achieve complete solubilization.
    Storage Protect from light
    -20°C
    Do Not Freeze Ok to freeze
    Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
    Toxicity Standard Handling
    ReferencesDittman, A., et al. 2013. ACS Chem. Biol. 9, 495.
    Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
    Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
    Baumann, P., and West, S.C. 1998. Proc. Natl. Acad. Sci. USA 95, 14066.
    Cardone, M.H., et al. 1998. Science 282, 1318.
    Vlahos, C.J., et al. 1995. J. Immunol. 154, 2413.
    Yano, H., et al. 1995. Biochem. J. 312, 145.
    Vlahos, C.J., et al. 1994. J. Biol. Chem. 269, 5241.



    Selected Citations
    Lee, J., et al. 2009. Cell Stem Cell 5, 76.
    Citation
  • Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
  • Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
  • Oliveira, J.B., et al. 2007. Procedings of the National Academy of Science 104, 8953.
  • Satoshi Fukumoto, et al. (2006) Laminin 5 is required for dental epithelium growth and polarity and the development of tooth bud and shape. Journal of Biological Chemistry 281, 5008-5016.
  • Ana Olivera, et al. (2006) IgE-dependent activation of sphingosine kinase 1 and 2 and secretion of sphingosine-1-phosphate requires Fyn kinase and contributes to mast cell responses. Journal of Biological Chemistry 281, 2515-2525.
  • Qian Yang, et al. (2006) TSC1/TSC2 and Rheb have different effects on TORC1 and TORC2 activity. Proceedings of the National Academy of Sciences (USA) 103, 6811-6816.
  • Ying Zhang, Mingjuan Liao and Maria L. Dufau. (2006) Phosphatidylinositol 3-kinase/protein kinase Cγ-induced phosphorylation of Sp1 and p107 repressor release have a critical role in histone deacetylase inhibitor-mediated depression of transcription of the luteinizing hormone receptor gene. Molecular and Cellular Biology 26, 6748-6761.
  • Huanyu Dou, et al. (2005) Neuroprotective mechanisms of lithium in murine human immunodeficiency virus-1 encephalitis. Journal of Neuroscience 25, 8375-8385.
  • Julie Lotharius, et al. (2005) Progressive degeneration of human mesencephalic neuron-derived cells triggered by dopamine-dependent oxidative stress is dependent on the mixed lineage kinase pathway. Journal of Neuroscience 25, 6329-6342.
  • Meenalakshmi M. Mariappan, M.M., et al. (2005) Phospholipase Cγ-Erk Axis in Vascular Endothelial Growth Factor-Induced Eukaryotic Initiation Factor 4E Phosphorylation and Protein Synthesis in Renal Epithelial Cells. Journal of Biological Chemistry 280, 28402-28411.
  • Michael Tscharntke, et al. (2005) Ras-induced spreading and wound closure in human epidermal keratinocytes. The FASEB Journal in press,.
  • Junji Tsurutani, et al. (2005) Inhibition of the phosphatidylinositol 3-kinase/Akt/Mammalian target of rapamycin pathway but no the MEK/ERK Pathway attentuates laminin-meidated small cell lunch cancer cellular survival and resistance to Imatinib mesylate or chemolyte.. Cancer Research 65, 8423-8432.
  • Xinbo Liao, et al. (2003) Androgen stimulates matrix metalloproteinase-2 expression in human prostate cancer. Endocrinology 144, 1656-1663.
    		•