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M4531

Sigma-Aldrich

Meclofenamic acid sodium salt

Synonyme(s) :

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

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About This Item

Formule linéaire :
C14H10Cl2NO2Na
Numéro CAS:
Poids moléculaire :
318.13
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥93% (HPLC)

Forme

powder

Solubilité

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

Chaîne SMILES 

[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);;

Clé InChI

CHGIZYUDGOIAFY-UHFFFAOYSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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)
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
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)
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
Rui Chang et al.
Translational psychiatry, 13(1), 349-349 (2023-11-15)
Memory reconsolidation refers to the process by which the consolidated memory was restored after reactivation (RA). Memory trace becomes labile after reactivation and inhibition of memory reconsolidation may disrupt or update the original memory trace, which provided a new strategy

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