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Mefenamic acid
Systematic (IUPAC) name
2-(2,3-dimethylphenyl)aminobenzoic acid
Identifiers
CAS number 61-68-7
ATC code M01AG01
PubChem 4044
DrugBank APRD0073
ChemSpider 3904
Chemical data
Formula C 15H15NO2  
Mol. mass 241.285 g/mol
Pharmacokinetic data
Bioavailability 90%
Protein binding 90%
Metabolism Hepatic (CYP2C9)
Half life 2 hours
Excretion Renal and fecal
Therapeutic considerations
Pregnancy cat. C (Au, U.S.)
Legal status ℞-only (U.S.), POM in UK
Routes Oral
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Mefenamic acid is a non-steroidal anti-inflammatory drug used to treat pain, including menstrual pain. It is typically prescribed for oral administration.

Mefenamic acid decreases inflammation (swelling) and uterine contractions by a still unknown mechanism. However it is thought to be related to the inhibition of prostaglandin synthesis.

Since hepatic metabolism plays a significant role in mefenamic acid elimination, patients with known liver deficiency may be prescribed lower doses. Kidney deficiency may also cause accumulation of the drug and its metabolites in the excretory system. Therefore patients suffering from renal conditions should not be prescribed mefenamic acid.

Brand Names
Ponstel, Ponstan, Ponstal, Parkemed, Mafepain, Mephadolor, Meftal, Dyfenamic, Potarlon, Dolfenal.

Contents

Side effects

Mefenamic acid is known to cause an upset stomach, therefore it is recommended to take prescribed doses together with food or milk. Instances of drowsiness may also occur. As such, it is recommended to avoid driving or consuming alcohol while taking this medication.

Other known mild side effects of mefenamic acid include headaches, nervousness and vomiting. Serious side effects may include diarrhoea, bloody vomit,blood urine(haematuria.blurred vision, skin rash, itching and swelling, sore throat and fever. It is advised to consult a doctor immediately if these symptoms appear while taking this medication.

Non-steroidal anti-inflammatory drugs (NSAIDs) may worsen hypertension. Persons with hypertension, left ventricular dysfunction and heart failure may wish to avoid NSAIDs.

Overdose

Overdose can lead to a range of symptoms including convulsions, nausea, vomiting, vomiting blood, shallow breathing, coma. Onset of symptoms is usually between 30 minutes and 4 hours, but signs of renal failure may appear several days after an overdose. Seek medical attention immediately in the case of overdose. The lethal dose can be as low as 2.5g.

Synthesis

Analogous to fenamic acid, this compound may be synthesized from 2-chlorobenzoic acid and 2,3-dimethylaniline.[1]

References

  1. ^ Trinus, F. P. (1977). "Mefenamic acid — A nonsteroid antiinflammatory agent". Pharmaceutical Chemistry Journal 11: 1706. doi:10.1007/BF00778304.  

Sources








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