444800

Meloxicam

A cell-permeable, non-steroidal anti-inflammatory drug (NSAID) of the oxicam family which preferentially inhibits the inducible isoform of COX-2 (IC₅₀ = 4.7 µM) relative to COX-1 (IC₅₀ = 36.6 µM).

• Synonym(s): Meloxicam, 4-Hydroxy-2-methyl-N-(5-methyl-2-thiazoyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
• Empirical Formula (Hill Notation): C₁₄H₁₃N₃O₄S₂
• CAS Number: 71125-38-7
• Molecular Weight: 351.40
• MDL number: MFCD00000612
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• description: Merck USA index - 14, 5826
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 10 mg/mL
• shipped in: ambient
• Storage temp.: 2-8°C
• InChI: 1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,19H,1-2H3,(H,15,16)/b13-11+
• InChI key: DWMREKMVXIFPFM-ACCUITESSA-N

Description

General description

A cell-permeable, non-steroidal anti-inflammatory drug (NSAID) of the oxicam family which preferentially inhibits the inducible isoform of COX-2 (IC₅₀ = 4.7 µM) relative to COX-1 (IC₅₀ = 36.6 µM). Also inhibits the growth of colorectal cancer cells in vitro.

A cell-permeable, non-steroidal, anti-inflammatory drug (NSAID) of the oxicam family that preferentially inhibits the inducible isoform of cyclooxygenase-2 (COX-2; IC₅₀ = 4.7 µM) relative to cyclooxygenase-1 (COX-1; IC₅₀ = 36.6 µM). Also inhibits the growth of colorectal cancer cells in vitro.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
COX-2

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 4.7 µM, 36.6 µM against the inducible isoform of COX-2 relative to COX-1, respectively

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 3 months at -20°C.

Other Notes

Blanco, F.J., et al. 1999. J. Rheumatol. 26, 1366.
Davies, N.M., and Skjodt, N.M. 1999. Clin. Pharmacokinet. 36, 115.
Goldman, A.P., et al. 1998. Carcinogenesis 19, 2195.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable