An inactive metabolite of celecoxib
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Hydroxy Celecoxib

Item No. 33994

Technical Information
Formal Name
4-[5-[4-(hydroxymethyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide
CAS Number
170571-00-3
Molecular Formula
C17H14F3N3O3S
Formula Weight
Purity
≥95%
A solid
DMSO: slightly solubleMethanol: slightly soluble
SMILES
2935.90.9550NS(C1=CC=C(N2C(C3=CC=C(CO)C=C3)=CC(C(F)(F)F)=N2)C=C1)(=O)=O
InChi Code
InChI=1S/C17H14F3N3O3S/c18-17(19,20)16-9-15(12-3-1-11(10-24)2-4-12)23(22-16)13-5-7-14(8-6-13)27(21,25)26/h1-9,24H,10H2,(H2,21,25,26)
InChi Key
ICRSYPPLGADZKA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hydroxy celecoxib is an inactive metabolite of celecoxib (Item No. 10008672).1 It is formed from celecoxib by the cytochrome P450 (CYP) isoforms CYP2C9, CYP3A4, and CYP2D6 in human liver microsomes.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Penning, T.D., Talley, J.J., Bertenshaw, S.R., et alSynthesis and biological evaluation fo the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, celecoxib). J. Med. Chem. 40(9), 1347-1365 (1997).

    2. Siu, Y.A., Hao, M.-H., Dixit, V., et alCelecoxib is a substrate of CYP2D6: Impact on celecoxib metabolism in individuals with CYP2C9*3 variants. Drug Metab. Pharmacokinet. 33(5), 219-227 (2018).