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M3935

Sigma-Aldrich

Meloxicam sodium salt hydrate

≥98% (HPLC)

Synonym(s):

4-Hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide sodium hydrate, Metacam sodium salt hydrate, Mobec sodium salt hydrate, UH-AC 62XX sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C14H12N3NaO4S2 · xH2O
CAS Number:
71125-39-8
Molecular Weight:
373.38 (anhydrous basis)
MDL number:
MFCD11046047
UNSPSC Code:
51111800
PubChem Substance ID:
24278802
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

light yellow to dark yellow

solubility

DMSO: 5 mg/mL, clear

originator

Boehringer Ingelheim

storage temp.

room temp

SMILES string

O.[Na+].CN1C(C(=O)Nc2ncc(C)s2)=C([O-])c3ccccc3S1(=O)=O

InChI

1S/C14H13N3O4S2.Na.H2O/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;;/h3-7,18H,1-2H3,(H,15,16,19);;1H2/q;+1;/p-1

InChI key

IZBZAOZGNNQKPJ-UHFFFAOYSA-M

Gene Information

human ... PTGS2(5743)

Application

Meloxicam sodium salt hydrate has been used:
  • as a cyclooxygenase-2 (COX-2) inhibitor in solid Ehrlich tumor
  • as an alternative to diclofenac nonsteroidal anti-inflammatory drugs (NSAID) to treat vultures
  • as a reference standard in liquid chromatography electrospray ionisation mass spectrometry (LC-ESI/MS)
  • to test its effect on prostaglandin (PGE2) production in lipopolysaccharide (LPS)-induced COX-2 protein expression in RAW246.7 cells

Biochem/physiol Actions

Meloxicam, a member of the oxicam family, is a non-steroidal anti-inflammatory drug (NSAID). It is synthesized from piroxicam with aryl and the pyridyl ring substitution. Meloxicam is a cyclooxygenase-2 (COX-2) inhibitor, it may be useful in treating inflammation and pain. Meloxicam has been shown to stop thymulin-induced increas in concentration of cytokines and Nerve growth factor (NGF) in the liver of rats. Meloxicam also suppresses tumor growth and may be capable of antagonizing cachexia in vitro. It promotes apoptosis in hepatocellular carcinoma.

Features and Benefits

This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

related product

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Description
Pricing

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anti-Inflammatory Effect of (7R, 8S)-Dehydrodiconiferyl Alcohol-9? Gamma-Methyl Ether from the Rhizome of Belamcanda Chinensis: Role of Mir-146a and Mir-155
Binh BT, et al.
Biomedicine and Pharmacotherapy, 9(3), 909-918 (2016)
Safety of meloxicam to critically endangered Gyps vultures and other scavenging birds in India
Swarup DPRC, et al.
Animal Conservation, 10(2), 192-198 (2007)
Cyclooxygenase-2 enzyme inhibitors: place in therapy.
Noble SL, et al.
Am. Fam. Physician., 61(12), 3669-3676 (2000)
Effect of the specific cyclooxygenase-2 inhibitor meloxicam on tumour growth and cachexia in a murine model
Hussey HJ and Tisdale MJ
International Journal of Molecular Medicine, 87(1), 95-100 (2000)
B Safieh-Garabedian et al.
Neuropharmacology, 39(9), 1653-1661 (2000-06-16)
We have recently reported that intraperitoneal (i.p.) injection of thymulin at low doses (50 ng) resulted in thermal and mechanical hyperalgesia and upregulation of the level of interleukin-1beta in the liver. In this study, we demonstrate that such injections of
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