Ampiroxicam (CP 65703)

Alias: CP-65703; Flucam;CP 65703; CP65703;Ampiroxicamum;
Cat No.:V1070 Purity: ≥98%
Ampiroxicam (formerly CP 65703; CP65703; CP-65703; Flucam; Ampiroxicamum), a nonsteroidal anti-inflammatory drug (NSAID), isa potent and non-selective inhibitor of cyclooxygenase (COX1/2) enzyme with potential anti-inflammatory activity.
Ampiroxicam (CP 65703) Chemical Structure CAS No.: 99464-64-9
Product category: COX
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ampiroxicam (formerly CP 65703; CP65703; CP-65703; Flucam; Ampiroxicamum), a nonsteroidal anti-inflammatory drug (NSAID), is a potent and non-selective inhibitor of cyclooxygenase (COX1/2) enzyme with potential anti-inflammatory activity. It has been approved for use as an anti-inflammatory drug.

Biological Activity I Assay Protocols (From Reference)
ln Vitro

In vitro activity: Ampiroxicam (<150 μM) dose-dependently decreases the proliferation of Panc-1 cells. Ampiroxicam (50 μM) results in decreased expression of Sp1, Sp3, Sp4, and VEGFR1 proteins in Panc-1 cells and L3.6pl cells as determined by Western blot analysis. Ampiroxicam (50 μM) results in increased phosphorylation of MAPK1/2 in Panc-1 cells and L3.6pl cells.


Kinase Assay: Panc-1 cells are plated in DME/F12 medium with 5% fetal bovine serum and treated on the next day with vehicle (0.1% DMSO) or various concentrations of Ampiroxicam. Cells are counted at the indicated times with a Coulter Z1 cell counter. Each experiment is done in triplicate, and results are expressed as means, with error bars representing 95% confidence intervals (CIs).

ln Vivo
Ampiroxicam inhibits the stretching response in mice induced by phenylbenzoquinone (PBQ) with maximum protective effect (MPE) of 2 mg/kg. Ampiroxicam inhibits swelling in a dose-responsive manner in the rat foot edema (RFE) assay with ED50 of 28 mg/kg at single oral dose and 7.8 mg/kg at 5 daily oral dose. Ampiroxicam blocks primary and secondary lesion development in rat adjuvant arthritis with ED50 of 2.2 mg/kg and 0.5 mg/kg, respectively. Ampiroxicam (3.2 mg/kg) leads to a plasma concentration of 12 μg/mL at a Tmax of 2 hours for piroxicam derived from ampiroxicam in rats. Ultraviolet-A (UVA)-irradiated 1% Ampiroxicam sensitized in guinea pigs shows positive reaction in the patch testing to UVA-irradiated 1% Ampiroxicam and 1% thiosalicylate (TOS). Concentration of Ampiroxicam is easily reduced by the increase in UVA irradiation doses, as compared with that of piroxicam.
Animal Protocol
Dissolved in 0.1% methylcellulose; 3.2 mg/kg; p.o.
Rats with adjuvant arthritis
References
J Natl Cancer Inst.2006 Jun 21;98(12):855-68;Agents Actions.1993 Jul;39(3-4):157-65.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H21N3O7S
Molecular Weight
447.46
CAS #
99464-64-9
SMILES
S1(C2=C([H])C([H])=C([H])C([H])=C2C(=C(C(N([H])C2=C([H])C([H])=C([H])C([H])=N2)=O)N1C([H])([H])[H])OC([H])(C([H])([H])[H])OC(=O)OC([H])([H])C([H])([H])[H])(=O)=O
InChi Key
LSNWBKACGXCGAJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)
Chemical Name
Carbonic acid, ethyl 1-((2-methyl-3-((2-pyridinylamino)carbonyl)-2H-1,2-benzothiazin-4-yl)oxy)ethyl ester, S,S-dioxide
Synonyms
CP-65703; Flucam;CP 65703; CP65703;Ampiroxicamum;
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:90 mg/mL (201.1 mM)
Water:<1 mg/mL
Ethanol:<1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.2348 mL 11.1742 mL 22.3484 mL
5 mM 0.4470 mL 2.2348 mL 4.4697 mL
10 mM 0.2235 mL 1.1174 mL 2.2348 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Ampiroxicam
    Comparative effects of nonsteroidal antiinflammatory drugs (NSAIDs) on Panc-1 cell proliferation and Sp protein expression.J Natl Cancer Inst.2006 Jun 21;98(12):855-68.
  • Ampiroxicam
    Effects of tolfenamic acid and ampiroxicam on pancreatic cancer cell proliferation.J Natl Cancer Inst.2006 Jun 21;98(12):855-68.
  • Ampiroxicam
    Inhibition of orthotopic pancreatic tumor growth and angiogenesis in mice by tolfenamic acid and gemcitabine.J Natl Cancer Inst.2006 Jun 21;98(12):855-68.
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