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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

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Formula: C29H29FN2O5S
CAS: 443919-96-8

Identification

Structural Formula
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
EINECS:
Molecular Formula:
C29H29FN2O5S
MDL:
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
Synonym:
1H-Pyrazole, 3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4 -(methylsulfonyl)phenyl]-5-phenyl-


Description

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.


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Santa Cruz Biotechnology, Inc.
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Properties for 3-[[3-fluoro-5-(tetrahydro-4-methoxy-2H-pyran-4-yl)phenoxy]methyl]-1-[4-(methylsulfonyl)phenyl]-5-phenyl-1H-pyrazole

Molecular Weight:
536.6 g·mol−1
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