An internal standard for the quantification of piroxicam
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Unlabeled Version(s)
13368Piroxicam
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Piroxicam-d3

Item No. 33248

Technical Information
Formal Name
1,1-dioxide-4-hydroxy-2-(methyl-d3)-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide
Molecular Formula
C15H10D3N3O4S
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Methanol: soluble
SMILES
OC(C1=CC=CC=C12)=C(C(NC3=CC=CC=N3)=O)N(C([2H])([2H])[2H])S2(=O)=O
InChi Code
InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)/i1D3
InChi Key
QYSPLQLAKJAUJT-FIBGUPNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Piroxicam-d3 is intended for use as an internal standard for the quantification of piroxicam (Item No. 13368) by GC- or LC-MS. Piroxicam is a COX inhibitor and non-steroidal anti-inflammatory drug (NSAID) with anti-inflammatory and analgesic properties.1,2 It inhibits production of thromboxane B2 (TXB2; Item No. 19030) from arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) in HEL human erythroleukemic cells (IC50 = 0.45 µM), which endogenously express COX-1, as well as inhibits LPS-induced formation of prostaglandin F (PGF; Item No. 15010) from arachidonic acid in Mono-Mac-6 cells (IC50 = 0.77 µM), which endogenously express COX-2.2 Lornoxicam reduces LPS-induced production of nitric oxide and IL-6 in cell-based assays with IC50 values of 240 and ~470 µM, respectively. It reduces carrageenan-induced paw edema in rats when administered at doses of 1, 2.5, and 5 mg/kg.3 Formulations containing piroxicam have been used in the treatment of pain and inflammation associated with osteoarthritis and rheumatoid arthritis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pairet, M., van Ryn, J., Schierok, H., et alDifferential inhibition of cyclooxygenases-1 and -2 by meloxicam and its 4'-isomer. Inflamm. Res. 47(6), 270-276 (1998).

    2. Berg, J., Fellier, H., Christoph, T., et alThe analgesic NSAID lornoxicam inhibits cyclooxygenase (COX)-1/-2, inducible nitric oxide synthase (iNOS), and the formation of interleukin (IL)-6 in vitro. Inflamm. Res. 48(7), 369-379 (1999).

    3. Buritova, J., Honore, P., Chapman, V., et alCarrageenan oedema and spinal Fos-LI neurones are reduced by piroxicam in the rat. Neuroreport 6(10), 1385-1388 (1995).