3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4-(methylsulfonyl)phenyl]-5-phenyl-1H-pyrazoleCAS: 443919-96-8
MF: C29H29FN2O5S
MW: 536.6
A dual inhibitor of Cox-2 and 5-LO.

3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4-(methylsulfonyl)phenyl]-5-phenyl-1H-pyrazole (CAS 443919-96-8)

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Application: A dual inhibitor of Cox-2 and 5-LO
CAS Number: 443919-96-8
Purity: >95%
Molecular Weight: 536.6
Molecular Formula: C29H29FN2O5S
* Refer to Certificate of Analysis for lot specific data (including water content).
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3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4-(methylsulfonyl)phenyl]-5-phenyl-1H-pyrazole is a dual inhibitor of Cox-2 (cyclooxygenase-2) and 5-LO (5-lipoxygenase) (IC50 of 50 nM and 3 nM, respectively). 3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4-(methylsulfonyl)phenyl]-5-phenyl-1H-pyrazole is selective for Cox-2 over Cox-1 by greater than 200-fold. Cox-2/5-LO inhibitors are also apoptosis-inducing agents and are potentially useful in prostate cancer chemotherapy. In the PC3 human carcinoma cell line, 3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4-(methylsulfonyl)phenyl]-5-phenyl-1H-pyrazole exhibits a 45% inhibition of proliferation at 100 μM, and in the LNCaP human carcinoma cell line, a IC50 value of 83 μM.


References

1 Barbey, S., Goossens, L., Taverne, T., et al. Synthesis and activity of a new methoxytetrahydropyran derivative as dual cyclooxygenase-2/5-lipoxygenase inhibitor. Bioorg Medicinal Chem Letters 12 779-782 (2002).

Physical State :
Solid
Storage :
Store at -20° C
Melting Point :
~703.6° C (Predicted)
Density :
~1.3 g/cm3 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
10459826
SMILES :
COC1(CCOCC1)C2=CC(=CC(=C2)F)OCC3=NN(C(=C3)C4=CC=CC=C4)C5=CC=C(C=C5)S(=O)(=O)C

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Certificate of Analysis

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