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Merck

M4531

Meclofenamic acid sodium salt

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:
Molecular Weight:
318.13
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
228-983-3
MDL number:
Assay:
≥93% (HPLC)
Form:
powder
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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

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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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)
Boctor, A.M., et al.
Prostaglandins Leukotrienes Med., 23, 229-229 (1986)
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