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M4531

Sigma-Aldrich

Meclofenamic acid sodium salt

Synonym(s):
2-[(2,6-Dichloro-3-methylphenyl)amino]benzoic acid sodium salt
Linear Formula:
C14H10Cl2NO2Na
CAS Number:
Molecular Weight:
318.13
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

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

originator

Pfizer

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

Packaging

1, 5 g in glass bottle

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.

Features and Benefits

This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Homeostatic plasticity shapes cell-type-specific wiring in the retina
Tien NW, et al.
Neuron, 94(3), 656-665 (2017)
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)
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