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

InChI key

CHGIZYUDGOIAFY-UHFFFAOYSA-N

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);;

SMILES string

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

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

Quality Level

100

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Related Categories

Bioactive Small Molecule Inhibitors

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

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

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).

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.

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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Homeostatic plasticity shapes cell-type-specific wiring in the retina

Tien NW, et al.

Neuron, 94(3), 656-665 (2017)

Boctor, A.M., et al.

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

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)

Biotin-cGMP and -cAMP are able to permeate through the gap junctions of some amacrine cells in the mouse retina despite their large size.

Chunxu Yuan et al.

Frontiers in ophthalmology, 3, 1334602-1334602 (2024-07-10)

Gap junctions transmit electrical signals in neurons and serve metabolic coupling and chemical communication. Gap junctions are made of intercellular channels with large pores, allowing ions and small molecules to permeate. In the mammalian retina, intercellular coupling fulfills many vital

Jungryul Ahn et al.

Frontiers in cellular neuroscience, 16, 889663-889663 (2022-05-24)

Retinal prostheses have shown some clinical success in patients with retinitis pigmentosa and age-related macular degeneration. However, even after the implantation of a retinal prosthesis, the patient's visual acuity is at best less than 20/420. Reduced visual acuity may be

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