Mefenamic acid
Nonsteroidal Anti-inflammatory Drug — MUSCULO-SKELETAL SYSTEM
Also known as: mefenacid, mefenamate, mephenamic acid
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Mefenamic acid is an ofp drug in the Nonsteroidal Anti-inflammatory Drug class catalogued in DrugCentral. It was first approved by the FDA in 1967. Its mechanism of action is classified as Cyclooxygenase Inhibitors. DrugCentral lists 15 molecular targets, including NAPRT, PTGS2 and AKR1C2. Recorded indications include Dysmenorrhea and Pain.
- Approval status: ofp (first approved 1967 by the FDA).
- Drug class: Nonsteroidal Anti-inflammatory Drug.
- Mechanism of action: Cyclooxygenase Inhibitors.
- Molecular targets: NAPRT, PTGS2, AKR1C2 and AKR1C3 (15 listed in DrugCentral).
- Indications: Dysmenorrhea and Pain.
- ATC code: M01AG01 (Fenamates).
- Molecular formula: C15H15NO2; molecular weight 241.29 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (2)
- Dysmenorrhea
- Pain
Off-label uses (1)
- Vascular headache
Contraindications (14)
- Blood coagulation disorder
- Cardiovascular event risk
- Chronic heart failure
- Coronary artery bypass graft
- Disease of liver
- Disorder of cardiovascular system
- Gastrointestinal hemorrhage
- Gastrointestinal ulcer
- Hypertensive disorder
- Kidney disease
- Myocardial infarction
- Peptic ulcer
- Pregnancy, function
- Smokes tobacco daily
Mechanism & targets
| Mechanism of action (MoA) | Cyclooxygenase Inhibitors |
|---|---|
| Established pharmacologic class | Nonsteroidal Anti-inflammatory Drug |
Molecular targets (15)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Nicotinate phosphoribosyltransferase | NAPRT | unknown | Ki 10.30 |
| Prostaglandin G/H synthase 2 | PTGS2 | inhibitor | IC50 6.83 |
| Aldo-keto reductase family 1 member C2 | AKR1C2 | unknown | Ki 6.66 |
| Aldo-keto reductase family 1 member C3 | AKR1C3 | unknown | Ki 6.52 |
| Aldo-keto reductase family 1 member C1 | AKR1C1 | unknown | Ki 6.09 |
| Myeloperoxidase | MPO | unknown | IC50 6.01 |
| Aldo-keto reductase family 1 member B10 | AKR1B10 | unknown | IC50 5.80 |
| Cytochrome P450 2C9 | CYP2C9 | unknown | EC50 5.30 |
| Acetylcholinesterase | ache | unknown | IC50 5.21 |
| Transient receptor potential cation channel subfamily A member 1 | TRPA1 | unknown | EC50 4.80 |
| Prostaglandin G/H synthase 1 | PTGS1 | inhibitor | IC50 4.78 |
| NACHT, LRR and PYD domains-containing protein 3 | Nlrp3 | unknown | IC50 4.60 |
| Dihydrofolate reductase | DHFR | unknown | Ki 4.14 |
| Aldose reductase | AKR1B1 | unknown | IC50 4.11 |
| Calcium-activated potassium channel subunit alpha-1 | KCNMA1 | activator | EC50 4.00 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1967-03-28 | FDA | — | SHIONOGI INC |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
M01AG01 | MUSCULO-SKELETAL SYSTEM › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS › Fenamates |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Paranasal cyst | 126.3 |
| Vascular malformation | 124.6 |
| Infusion site coldness | 118.3 |
| Gamma-glutamyltransferase decreased | 108.5 |
| Mastoiditis | 94.6 |
| Spinal pain | 86.4 |
| Stress | 84.2 |
| Infusion site induration | 77.1 |
| Post-traumatic neck syndrome | 69.9 |
| Mean cell haemoglobin decreased | 63.7 |
| Otitis media | 63.3 |
| Vasodilatation | 61.2 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Mefenamic acid is on its molecule page.
| Molecular formula | C15H15NO2 |
|---|---|
| Molecular weight | 241.29 g/mol |
| CAS number | 61-68-7 |
| InChIKey | HYYBABOKPJLUIN-UHFFFAOYSA-N |
| PubChem CID | 4044 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Mefenamic acid used for?
DrugCentral lists the following indications for Mefenamic acid: Dysmenorrhea and Pain.
How does Mefenamic acid work?
Mefenamic acid is classified as Cyclooxygenase Inhibitors; its molecular targets in DrugCentral include NAPRT, PTGS2 (inhibitor), AKR1C2 and AKR1C3.
When was Mefenamic acid first approved?
Mefenamic acid was first approved by the FDA in 1967.
What drug class does Mefenamic acid belong to?
Mefenamic acid is in the Nonsteroidal Anti-inflammatory Drug class.
What is the chemical formula of Mefenamic acid?
Mefenamic acid has the molecular formula C15H15NO2 and a molecular weight of 241.29 g/mol.
Browse: all drugs starting with M · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 1663 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL686 — compound record and bioactivity
- PubChem CID 4044 — chemical identifiers
- DrugBank DB00784 — drug record
- FDA UNII 367589PJ2C — substance identity
- DailyMed: FDA labels for Mefenamic acid — current prescribing information (label search)
- UniProt Q6XQN6 (NAPRT) — target protein
- UniProt P35354 (PTGS2) — target protein
- UniProt P52895 (AKR1C2) — target protein
- UniProt P42330 (AKR1C3) — target protein
- UniProt Q04828 (AKR1C1) — target protein
- UniProt P05164 (MPO) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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