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M4531

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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)
Meng-Jung Lee et al.
Frontiers in neuroscience, 14, 563964-563964 (2020-12-18)
The mammalian retina processes sensory signals through two major pathways: a vertical excitatory pathway, which involves photoreceptors, bipolar cells, and ganglion cells, and a horizontal inhibitory pathway, which involves horizontal cells, and amacrine cells. This concept explains the generation of

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