M4267

Mefenamic acid

• Synonym(s): 2-[(2,3-Dimethylphenyl)amino]benzoic acid, N-(2,3-Xylyl)anthranilic acid
• Empirical Formula (Hill Notation): C₁₅H₁₅NO₂
• CAS Number: 61-68-7
• Molecular Weight: 241.29
• EC Number: 200-513-1
• MDL number: MFCD00051721
• UNSPSC Code: 12161501
• PubChem Substance ID: 24896815
• NACRES: NA.77

Properties

• Quality Level: 100
• originator: Shionogi
• SMILES string: Cc1cccc(Nc2ccccc2C(O)=O)c1C
• InChI: 1S/C15H15NO2/c1-10-6-5-9-13(11(10)2)16-14-8-4-3-7-12(14)15(17)18/h3-9,16H,1-2H3,(H,17,18)
• InChI key: HYYBABOKPJLUIN-UHFFFAOYSA-N
• Gene Information: human ... PTGS1(5742), PTGS2(5743)

Description

Application

An NSAID. Circumvents MRP-mediated multidrug resistance. Specifically and significantly potentiates the cytotoxicity of anthracyclines as well as teniposide, VP-16 and vincristine.

Mefenamic acid has been used:

• to test its hepatotoxic effect in the transgenic zebrafish cell line (LiPan)
• to test its neuroprotective functionality in zebrafish embryos/larvae
• in the preparation of mucoadhesive microparticles in hydrogel beads

Biochem/physiol Actions

Mefenamic acid is an analgesic and anti-inflammatory drug. It acts as a cyclooxygenase (COX) enzyme inhibitor. It is hepatoxic and implicated in liver injury. Contrarily, mefenamic acid elicits neuroprotection in in vivo ischemic stroke models by inhibiting cell toxicity induced by glutamate. Mefenamic due its inhibitory effect on prostaglandin synthesis can be used in reducing edema and ache.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• 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