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Merck
CN

M3935

Meloxicam sodium salt hydrate

≥98% (HPLC), anti-inflammatory agent, powder

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)
UNSPSC Code:
51111800
PubChem Substance ID:
24278802
NACRES:
NA.77
MDL number:
MFCD11046047

Key Documents

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Product Name

Meloxicam sodium salt hydrate, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

light yellow to dark yellow

solubility

DMSO: 5 mg/mL, clear

originator

Boehringer Ingelheim

storage temp.

room temp

Quality Level

200

Gene Information

human ... PTGS2(5743)

Related Categories

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000479818
0000479818
0000420368
0000420368
0000361590

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H J Hussey et al.
International journal of cancer, 87(1), 95-100 (2000-06-22)
The effects of the cyclooxygenase-2 (COX-2) inhibitor, meloxicam, on tumour growth and cachexia have been determined in 2 established murine adenocarcinomas (MAC). At a dose level of 2.5 and 5.0 mgkg(-1), meloxicam produced pronounced inhibition of the growth of the
Cyclooxygenase-2 enzyme inhibitors: place in therapy.
Noble SL, et al.
Am. Fam. Physician., 61(12), 3669-3676 (2000)
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)
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)
Role of Meloxicam as a selective inhibitor of COX-2 in the inhibition of Ehrlich solid tumor growth
Constantino DH, et al.
African Journal of Pharmacy and Pharmacology, 11(26), 295-299 (2017)
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