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Fenamic acid

SKU: orb1940410

Description

Fenamic acid is a chloride channel blocker that causes renal papillary necrosis in rats. Fenamic acid serves as a parent structure for several nonsteroidal anti-inflammatory drugs (NSAIDs), including flufenamic acid, tolfenamic acid, mefenamic acid, and meclofenamic acid.

Images & Validation

Key Properties

CAS Number91-40-7
MW213.236
Purity>98% (HPLC)
FormulaC13H11NO2
SMILESOC(=O)c1ccccc1Nc1ccccc1
TargetChloride Channel
SolubilityIn Vitro: DMSO : 125 mg/mL (586.22 mM)

Bioactivity

In Vivo
RPA-1 is a biomarker in the detection of collecting duct injury in papillary necrosis in male rats. Fenamic acid (N-Phenylanthranilic acid, NPAA) (350-700 mg/kg/day; o. p. ; 4 d, 8 d, and 15 d) causes renal papillary necrosis and increases urinary renal papillary antigen-1 (RPA-1) in rats. Fenamic acid (20 g/0.2 mL; i.p.) shows inhibitory effect against the abdominal constriction induced by acetic acid in mice. Animal model: Male Wistar Hannover rats (8-10 weeks old; weighting 220-270 g). Dosage: 50, 350, or up to 700 mg/kg. Administration: Oral gavage; once daily; 7 days or 14 days. Result: Increased absolute paired kidney weights (13.8% at 350 mg/kg and 21.2% at 700/500 mg/kg) and relative to body weight (10.5% at 350 mg/kg/day and 20.3% at 700/500 mg/kg/day). Caused minimal papillary necrosis of tip with necrosis, hemorrhage, and inflammation of collecting ducts. Animal model: Male NMRI mice (weighting 20-25 g); abdominal constriction model (writhing test), induced by acetic acid. Dosage: 100 g/mL, each mice injected with 20 mL. Administration: Intraperitoneal injection; once. Result: Showed anti-nociceptive activity and inhibited the abdominal constriction with the maximal inhibition of 96.3% (Mefenamic acid).
In Vitro
Fenamic acid (N-Phenylanthranilic acid, NPAA) (2.5 mM; 3 h) inhibits Cl- transportation and blocks 36C1- uptake and efflux in endothelial cells. Fenamic acid exhibits selectivity to AKR1B10 (the tumor-marker) over human AR, and inhibits AKR1B10 with IC50s of 0.76 μM (Flufenamic acid), 1.6 μM (Mefenamic acid), 9.89 μM (Meclofenamic acid), respectively. Fenamic acid (4-16 μg/mL; 72 h) inhibits 50% of Neisseria gonorrhoeae with an MIC50 value from 4 to 16 μg/mL (tolfenamic acid, flufenamic acid, and meclofenamic acid) in a low frequency of resistance. Fenamic acid (2-8 μg/mL; 8 h) reduces the expression of the porinflammatory cytokines (IL-8, IL-6 and IL-) by infected endocervical cells without (> 128 μg/mL; 24 h) inhibition towards commensal Lactobacillus spp. belonging healthy female genital microbiota.

Storage & Handling

StorageStorage temperature: -20°C. Stability: ≥ 2 years
Expiration Date12 months from date of receipt.
DisclaimerFor research use only

Alternative Names

N-Phenylanthranilic acid | 2-(Phenylamino)benzoic acid | 2-Anilinobenzoic acid | Diphenylamine-2-carboxylic acid

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    C13H11NO2

    100 mg, 200 mg, 500 mg, 1 ml x 10 mM (in DMSO), 1 g
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Fenamic acid (orb1940410)

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