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M4531

Meclofenamic acid sodium salt

Name: Meclofenamic acid sodium salt
Brand: SIGMA

Synonym(s):

2-[(2,6-Dichloro-3-methylphenyl)amino]benzoic acid sodium salt

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About This Item

Linear Formula:

C₁₄H₁₀Cl₂NO₂Na

CAS Number:

6385-02-0

Molecular Weight:

318.13

NACRES:

NA.77

PubChem Substance ID:

24278553

UNSPSC Code:

12352106

EC Number:

228-983-3

MDL number:

MFCD00077376

Assay:

≥93% (HPLC)

Form:

powder

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Properties

biological source

synthetic (organic)

assay

≥93% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless to faintly brownish-yellow, water: 50 mg/mL, clear, colorless to faintly yellow, water: 50 mg/mL, clear, colorless to very faintly brown

SMILES string

[Na].Cc1ccc(Cl)c(Nc2ccccc2C(O)=O)c1Cl

InChI

1S/C14H11Cl2NO2.Na.H/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19;;/h2-7,17H,1H3,(H,18,19);;

InChI key

CHGIZYUDGOIAFY-UHFFFAOYSA-N

Description

General description

Meclofenamic acid consists of two aryl moieties that are twisted in perpendicular orientation, it includes N-2,6-dichloro-3-methylphenyl group and N-2-benzoic acid group. Because of the low aqueous solubility of the compound, it is commercially available as sodium salt.

Application

Meclofenamic acid sodium salt has been used:

in the inhibition of heat-induced denaturation of albumin
as a pharmacological agent in the preparation of superfusion solution for electrophysiology studies
to block the gap junctions

Biochem/physiol Actions

Meclofenamic acid (MFA) is a nonsteroidal anti-inflammatory, analgesic and antipyretic drug. It inhibits prostaglandin biosynthesis pathway and finds its application in the treatment of postoperative and traumatic inflammation and swelling. MFA functions in opening the potassium voltage-gated channel subfamily Q member 2/member 3 (KCNQ2/Q3).

Cyclooxygenase (IC₅₀= 0.6 μM) and 5-lipoxygenase (IC₅₀ = 46.3 μM) inhibitor.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Discover Bioactive Small Molecules for Lipid Signaling Research

High solubility piperazine salts of the nonsteroidal anti-inflammatory drug (NSAID) meclofenamic acid

Sanphui P, et al.

Crystal Growth & Design, 12(4), 2023-2036 (2012)

Diverse inhibitory and excitatory mechanisms shape temporal tuning in transient OFF alpha ganglion cells in the rabbit retina

Murphy-Baum BL and Taylor WR

The Journal of Physiology, 596(3), 477-495 (2018)

Boctor, A.M., et al.

Prostaglandins Leukotrienes Med., 23, 229-229 (1986)

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Global Trade Item Number

SKU	GTIN
M4531-1G	04061834059059
M4531-5G	04061834059066