OxamflatinCAS: 151720-43-3
MF: C17H14N2O4S
MW: 342.37
A potent inhibitor of HDACs (histone deacetylases).

Oxamflatin (CAS 151720-43-3)

Oxamflatin | CAS 151720-43-3 is rated 5.0 out of 5 by 1.
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Synonym: (2E)-5-[3-(Phenylsulfonylamino)phenyl]-pent-2-en-4-ynohydroxamic acid
Application: A potent inhibitor of HDACs (histone deacetylases)
CAS Number: 151720-43-3
Purity: ≥95%
Molecular Weight: 342.37
Molecular Formula: C17H14N2O4S
* Refer to Certificate of Analysis for lot specific data (including water content).
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Oxamflatin acts as an inhibitory ligand for the enzyme active site metal ion of mammalian HDAC. HDACs deacetylate histones thereby allowing the histones to wrap DNA more tightly. This interaction affects gene expression. Oxamflatin elevates the expression of the extracellular matrix proteins fibronectin and gelsolin. Oxamflatin upregulates plasminogen activator inhibitor type 2 (PAI-2) expression with concomitant inhibition of urokinase (u-PA) gene and protein expression in HT-1080 and U-937 cells. Additionally, oxamflatin induces apoptosis in P-glyoprotein (Pgp)-positive and Pgp-negative multidrug resistant cells.


References

1. Sonoda, H., et al., 1996. Oxamflatin: a novel compound which reverses malignant phenotype to normal one via induction of JunD. Oncogene. 13(1): 143-9. PMID: 8700540
2. Kim, Y B., et al., 1999. Oxamflatin is a novel antitumor compound that inhibits mammalian histone deacetylase. Oncogene. 18(15): 2461-70. PMID: 10229197
3. Dear, A E., et al., 2000. The novel anti-tumour agent oxamflatin differentially regulates urokinase and plasminogen activator inhibitor type 2 expression and inhibits urokinase-mediated proteolytic activity. Biochimica et biophysica acta. 1492(1): 15-22. PMID: 11004477
4. Peart, Melissa J., et al., 2003. Novel mechanisms of apoptosis induced by histone deacetylase inhibitors. Cancer research. 63(15): 4460-71. PMID: 12907619

Usage :
After reconstitution, prepare aliquots and store at -20°C.
Physical State :
Solid
Solubility :
Soluble in DMSO (13 mg/ml), methanol, acetonitrile, DMF (10 mg/ml), and ethanol (0.5 mg/ml).
Storage :
Store at 4° C
Melting Point :
98-100° C
Boiling Point :
592.76° C (Predicted)
Density :
1.44 g/cm3 (Predicted)
Refractive Index :
n20D 1.69 (Predicted)
IC50 :
HDAC: IC50 = 15.7 nM
pK Values :
pKa: 7.75 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5353852
MDL Number :
MFCD00949087
SMILES :
C1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC(=C2)C#C/C=C/C(=O)NO

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Oxamflatin  Product Citations

See how others have used Oxamflatin. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 29162813  Lalonde, J. et al. 2017. Nat Commun. 8: 1659.

PMID: # 26728316  Chan, CN. et al. 2016. Retrovirology. 13: 1.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from An increase in Ac An increase in Ac-Histone H2B can be observed by WB in HeLa cells post treatment with oxamflatin. -SCBT QC
Date published: 2015-02-25
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