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Chemical Compound Review

Parkemed     2-[(2,3- dimethylphenyl)amino]benzoic acid

Synonyms: Ponalgic, Mefacit, Ponalar, Ponstan, Ponstel, ...
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Disease relevance of mefenamic acid


Psychiatry related information on mefenamic acid


High impact information on mefenamic acid


Chemical compound and disease context of mefenamic acid


Biological context of mefenamic acid


Anatomical context of mefenamic acid

  • Although mefenamic acid has many of the pharmacologic and physicochemical properties of aspirin and produces gastrointestinal ulceration in animals when administered in large doses, the English literature reveals only one case of gastric ulceration and a single instance of upper-gastrointestinal tract hemorrhage associated with its use [23].
  • A 46-year-old woman developed hematemesis and melena two weeks after starting mefenamic acid therapy for osteoarthritis of the spine [23].
  • We also show that mefenamic acid decreases the production of the free radical nitric oxide and reduces cytochrome c release from mitochondria induced by Abeta(1-42), Swe-APP, or APP-CTs in neuronal cells [6].
  • Niflumic acid, mefenamic acid, flufenamic acid, and 4,4'-diisothiocyanatostilbene-2,2'- disulfonic acid, which are commonly used in Xenopus oocytes to suppress endogenous Ca(2+)-activated Cl- channels, were tested for their effects on IsK channels [24].
  • These results indicate that mefenamic acid increases the channel activities of two distinct types of K+ channels (i.e. BKCa channels and KATP channels) and decreased 4-AP-sensitive K+ channels in pig urethral myocytes [25].

Associations of mefenamic acid with other chemical compounds


Gene context of mefenamic acid


Analytical, diagnostic and therapeutic context of mefenamic acid

  • Mefenamic acid for dysmenorrhea in patients with intrauterine devices [35].
  • Effects of mefenamic acid on placental deiodination were examined by HPLC [36].
  • We found that l-NNA after MA induced an additional constriction, whereas MA after l-NNA induced a relative dilation [30].
  • Although in the presence of multiple drug therapy the causative agent cannot be identified with absolute certainty, the association of these severe idiosyncratic hepatic and dermatological reactions with haemolytic anaemia strongly suggests mefenamic acid as the most likely culprit [37].
  • 3. L-NAME and L-NOARG (100 microM) had no effect on the basal perfusion pressures in tissues from either WKY or SHRs, and mefenamic acid only induced a significant reduction of the basal perfusion pressures in the venous mesenteric vessels isolated from WKY [38].


  1. Mefenamic acid for dysmenorrhea. Dorman, J.M. JAMA (1980) [Pubmed]
  2. Mefenamic acid nephropathy. Robertson, C.E., Ford, M.J., Van Someren, V., Dlugolecka, M., Prescott, L.F. Lancet (1980) [Pubmed]
  3. Mefenamic acid overdose mimicking brainstem stroke. Hendrickse, M.T. Lancet (1988) [Pubmed]
  4. Alpha-methyldopa-type autoimmune hemolytic anemia caused by lobenzarit disodium of a mefenamic acid derivative and immunomodulator. Andou, S., Fujii, S., Harada, Y., Ooi, J., Nomiyama, J., Mori, K., Ookubo, M., Azuno, Y., Fujii, Y., Kaku, K. Blood (1994) [Pubmed]
  5. Chinese herbal medicine induced acute renal failure. Abt, A.B., Oh, J.Y., Huntington, R.A., Burkhart, K.K. Arch. Intern. Med. (1995) [Pubmed]
  6. Mefenamic acid shows neuroprotective effects and improves cognitive impairment in in vitro and in vivo Alzheimer's disease models. Joo, Y., Kim, H.S., Woo, R.S., Park, C.H., Shin, K.Y., Lee, J.P., Chang, K.A., Kim, S., Suh, Y.H. Mol. Pharmacol. (2006) [Pubmed]
  7. Mefenamic acid prevents assessment of drug abuse with EMIT assays. Crane, T., Badminton, M.N., Dawson, C.M., Rainbow, S.J. Clin. Chem. (1993) [Pubmed]
  8. Lithium toxicity and mefenamic acid. A possible interaction and the role of prostaglandin inhibition. Shelley, R.K. The British journal of psychiatry : the journal of mental science. (1987) [Pubmed]
  9. Effect of prostaglandin synthetase inhibitors on experimentally induced convulsions in rats. Wallenstein, M.C., Mauss, E.A. Pharmacology (1984) [Pubmed]
  10. Acute effects of tumor necrosis factor on the microcirculation in rat cremaster muscle. Vicaut, E., Hou, X., Payen, D., Bousseau, A., Tedgui, A. J. Clin. Invest. (1991) [Pubmed]
  11. Coma in mefenamic acid poisoning. Gössinger, H., Hruby, K., Haubenstock, A., Jung, M., Zwerina, N. Lancet (1982) [Pubmed]
  12. Avoidance of mefenamic acid in epilepsy. Prescott, L.F., Balali-Mood, M., Critchley, J.A., Proudfoot, A.T. Lancet (1981) [Pubmed]
  13. Asthma improved by nonsteroidal anti-inflammatory drugs. Kordansky, D., Adkinson, N.F., Norman, P.S., Rosenthal, R.R. Ann. Intern. Med. (1978) [Pubmed]
  14. Antipyretic analgesics and the allergic patient. Szczeklik, A. Am. J. Med. (1983) [Pubmed]
  15. A double-blind comparison of nimesulide and mefenamic acid in the treatment of acute upper respiratory tract infections in children. Salzberg, R., Giambonini, S., Maurizio, M., Roulet, D., Zahn, J., Monti, T. Drugs (1993) [Pubmed]
  16. Differential effect of cyclo-oxygenase inhibition on antigen- and ionophore-induced release of slow reacting substance from fragmented guinea-pig lung. Krell, R.D., Kusner, E.J. Br. J. Pharmacol. (1984) [Pubmed]
  17. Double blind comparison of mefenamic acid and acetaminophen (paracetamol) in migraine. Peatfield, R.C., Petty, R.G., Rose, F.C. Cephalalgia : an international journal of headache. (1983) [Pubmed]
  18. Benefits and risks of pharmacological agents used for the treatment of menorrhagia. Roy, S.N., Bhattacharya, S. Drug safety : an international journal of medical toxicology and drug experience. (2004) [Pubmed]
  19. Effect of naturally occurring flavonoids on lipid peroxidation and membrane permeability transition in mitochondria. Santos, A.C., Uyemura, S.A., Lopes, J.L., Bazon, J.N., Mingatto, F.E., Curti, C. Free Radic. Biol. Med. (1998) [Pubmed]
  20. Inhibition of store-operated calcium entry contributes to the anti-proliferative effect of non-steroidal anti-inflammatory drugs in human colon cancer cells. Weiss, H., Amberger, A., Widschwendter, M., Margreiter, R., Ofner, D., Dietl, P. Int. J. Cancer (2001) [Pubmed]
  21. Flufenamic acid, mefenamic acid and niflumic acid inhibit single nonselective cation channels in the rat exocrine pancreas. Gögelein, H., Dahlem, D., Englert, H.C., Lang, H.J. FEBS Lett. (1990) [Pubmed]
  22. Mefenamic acid as a novel activator of L-type voltage-dependent Ca2+ channels in smooth muscle cells from pig proximal urethra. Teramoto, N., Tomoda, T., Ito, Y. Br. J. Pharmacol. (2005) [Pubmed]
  23. Gastritis, duodenitis, and bleeding duodenal ulcer following mefenamic acid therapy. Wolfe, J.A., Plotzker, R., Safina, F.J., Ross, M., Popky, G., Rubin, W. Arch. Intern. Med. (1976) [Pubmed]
  24. Positive regulation by chloride channel blockers of IsK channels expressed in Xenopus oocytes. Busch, A.E., Herzer, T., Wagner, C.A., Schmidt, F., Raber, G., Waldegger, S., Lang, F. Mol. Pharmacol. (1994) [Pubmed]
  25. Multiple effects of mefenamic acid on K(+) currents in smooth muscle cells from pig proximal urethra. Teramoto, N., Brading, A.F., Ito, Y. Br. J. Pharmacol. (2003) [Pubmed]
  26. Caffeine potentiation of mefenamic acid-induced lesions in the rat renal medulla. Hewitson, T.D., Champion de Crespigny, P.J., Kincaid-Smith, P. J. Pathol. (1991) [Pubmed]
  27. Potential strategies for circumventing myeloperoxidase-catalyzed degradation of vinca alkaloids. Schlaifer, D., Cooper, M.R., Attal, M., Rousseau, A., Pris, J., Laurent, G., Myers, C.E. Leukemia (1994) [Pubmed]
  28. The influence of extracellular calcium on microvascular tone in the rat cremaster muscle. Joshua, I.G., Fleming, J.T., Dowe, J.P. Proc. Soc. Exp. Biol. Med. (1988) [Pubmed]
  29. Effect of nonsteroidal anti-inflammatory drugs on the hypoxic rat heart. Karmazyn, M., Pierce, G.N., Williams, S. J. Pharmacol. Exp. Ther. (1981) [Pubmed]
  30. Interaction between nitric oxide and prostanoids in arterioles of rat cremaster muscle in vivo. Laemmel, E., Bonnardel-Phu, E., Hou, X., Seror, J., Vicaut, E. Am. J. Physiol. Heart Circ. Physiol. (2003) [Pubmed]
  31. Inhibition of human liver and duodenum sulfotransferases by drugs and dietary chemicals: a review of the literature. Pacifici, G.M. International journal of clinical pharmacology and therapeutics. (2004) [Pubmed]
  32. Expression and selective inhibition of the constitutive and inducible forms of human cyclo-oxygenase. Gierse, J.K., Hauser, S.D., Creely, D.P., Koboldt, C., Rangwala, S.H., Isakson, P.C., Seibert, K. Biochem. J. (1995) [Pubmed]
  33. Modulation of functional properties of KCNQ1 channel by association of KCNE1 and KCNE2. Toyoda, F., Ueyama, H., Ding, W.G., Matsuura, H. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  34. Functional coupling of ETA receptor with Ca(2+)-permeable nonselective cation channel in mouse fibroblasts and rabbit aortic smooth-muscle cells. Enoki, T., Miwa, S., Sakamoto, A., Minowa, T., Komuro, T., Kobayashi, S., Ninomiya, H., Masaki, T. J. Cardiovasc. Pharmacol. (1995) [Pubmed]
  35. Mefenamic acid for dysmenorrhea in patients with intrauterine devices. Smith, R.P., Powell, J.R. JAMA (1980) [Pubmed]
  36. Synthesis of thyroid hormone binding proteins transthyretin and albumin by human trophoblast. McKinnon, B., Li, H., Richard, K., Mortimer, R. J. Clin. Endocrinol. Metab. (2005) [Pubmed]
  37. A case of Stevens-Johnson syndrome, cholestatic hepatitis and haemolytic anaemia associated with use of mefenamic acid. Chan, J.C., Lai, F.M., Critchley, J.A. Drug safety : an international journal of medical toxicology and drug experience. (1991) [Pubmed]
  38. Comparison of the nitric oxide and cyclo-oxygenase pathway in mesenteric resistance vessels of normotensive and spontaneously hypertensive rats. Le Marquer-Domagala, F., Finet, M. Br. J. Pharmacol. (1997) [Pubmed]
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