Mefenamic Acid
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MedKoo CAT#: 318180

CAS#: 61-68-7

Description: Mefenamic Acid is a non-steroidal anti-inflammatory agent with analgesic, anti-inflammatory, and antipyretic properties. It is an inhibitor of cyclooxygenase and has demonstrated antiproliferative activity against colorectal cancer cells.

Chemical Structure

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Mefenamic Acid
CAS# 61-68-7
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 318180
Name: Mefenamic Acid
CAS#: 61-68-7
Chemical Formula: C15H15NO2
Exact Mass: 241.11
Molecular Weight: 241.290
Elemental Analysis: C, 74.67; H, 6.27; N, 5.81; O, 13.26

Price and Availability

Size Price Availability Quantity
10g USD 250 2 weeks
25g USD 450 2 weeks
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Synonym: Mefenamic Acid; Ponstel; Parkemed; Coslan; Clonmel Brand of Mefenamic Acid; Mefacit; Acid, Mefenamic; Acid, Mefenaminic; Antigen Brand of Mefenamic Acid; Apo Mefenamic;

IUPAC/Chemical Name: 2-(2,3-dimethylanilino)benzoic acid

InChi Key: HYYBABOKPJLUIN-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: c1(c(cccc1)C(=O)O)Nc1c(c(ccc1)C)C

Appearance: White to light yellow crystalline powder.

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Mefenamic acid is a non-steroidal anti-inflammatory agent, acting as a competitive inhibitor of hCOX-1 and hCOX-2, with IC50s of 40 nM and 3 μM for hCOX-1 and hCOX-2, respectively.
In vitro activity: Mefenamic acid exerted cytotoxic effects on KB, Saos-2, and 1321N cells, where the viability was approximately 75%. U-87MG cells were resistant to mefenamic acid. Reference: J Dent (Shiraz). 2016 Sep;17(3):219-25. https://pubmed.ncbi.nlm.nih.gov/27602398/
In vivo activity: Tumor-bearing mice were received MEF (mefenamic acid) at a dose of 25 mg/kg for 6 successive days. MEF treatment in IR exposure mice showed a significant increase in the immunoreactivity of caspase-3 in the colon tumor tissue. MEF has an anti-tumor effect in colon tumor-bearing mice. Reference: Med Oncol. 2022 Jan 4;39(2):18. https://pubmed.ncbi.nlm.nih.gov/34982268/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 74.0 306.68

Preparing Stock Solutions

The following data is based on the product molecular weight 241.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Hashemipour MA, Mehrabizadeh Honarmand H, Falsafi F, Tahmasebi Arashlo M, Rajabalian S, Gandjalikhan Nassab SA. In Vitro Cytotoxic Effects of Celecoxib, Mefenamic Acid, Aspirin and Indometacin on Several Cells Lines. J Dent (Shiraz). 2016 Sep;17(3):219-25. PMID: 27602398; PMCID: PMC5006832. 2. Gierse JK, Hauser SD, Creely DP, Koboldt C, Rangwala SH, Isakson PC, Seibert K. Expression and selective inhibition of the constitutive and inducible forms of human cyclo-oxygenase. Biochem J. 1995 Jan 15;305 ( Pt 2)(Pt 2):479-84. doi: 10.1042/bj3050479. PMID: 7832763; PMCID: PMC1136387. 3. Seyyedi R, Talebpour Amiri F, Farzipour S, Mihandoust E, Hosseinimehr SJ. Mefenamic acid as a promising therapeutic medicine against colon cancer in tumor-bearing mice. Med Oncol. 2022 Jan 4;39(2):18. doi: 10.1007/s12032-021-01618-3. PMID: 34982268. 4. Feng X, Fan Y, Chung CY. Mefenamic acid can attenuate depressive symptoms by suppressing microglia activation induced upon chronic stress. Brain Res. 2020 Aug 1;1740:146846. doi: 10.1016/j.brainres.2020.146846. Epub 2020 Apr 20. PMID: 32325074.
In vitro protocol: 1. Hashemipour MA, Mehrabizadeh Honarmand H, Falsafi F, Tahmasebi Arashlo M, Rajabalian S, Gandjalikhan Nassab SA. In Vitro Cytotoxic Effects of Celecoxib, Mefenamic Acid, Aspirin and Indometacin on Several Cells Lines. J Dent (Shiraz). 2016 Sep;17(3):219-25. PMID: 27602398; PMCID: PMC5006832. 2. Gierse JK, Hauser SD, Creely DP, Koboldt C, Rangwala SH, Isakson PC, Seibert K. Expression and selective inhibition of the constitutive and inducible forms of human cyclo-oxygenase. Biochem J. 1995 Jan 15;305 ( Pt 2)(Pt 2):479-84. doi: 10.1042/bj3050479. PMID: 7832763; PMCID: PMC1136387.
In vivo protocol: 1. Seyyedi R, Talebpour Amiri F, Farzipour S, Mihandoust E, Hosseinimehr SJ. Mefenamic acid as a promising therapeutic medicine against colon cancer in tumor-bearing mice. Med Oncol. 2022 Jan 4;39(2):18. doi: 10.1007/s12032-021-01618-3. PMID: 34982268. 2. Feng X, Fan Y, Chung CY. Mefenamic acid can attenuate depressive symptoms by suppressing microglia activation induced upon chronic stress. Brain Res. 2020 Aug 1;1740:146846. doi: 10.1016/j.brainres.2020.146846. Epub 2020 Apr 20. PMID: 32325074.

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1: Shabbir A, Arshad HM, Shahzad M, Shamsi S, Ashraf MI. Immunomodulatory activity of mefenamic acid in mice models of cell-mediated and humoral immunity. Indian J Pharmacol. 2016 Mar-Apr;48(2):172-8. doi: 10.4103/0253-7613.178837. PubMed PMID: 27127320; PubMed Central PMCID: PMC4825435.

2: Nurhikmah W, Sumirtapura YC, Pamudji JS. Dissolution Profile of Mefenamic Acid Solid Dosage Forms in Two Compendial and Biorelevant (FaSSIF) Media. Sci Pharm. 2016 Feb 14;84(1):181-90. doi: 10.3797/scipharm.ISP.2015.09. eCollection 2016. PubMed PMID: 27110508; PubMed Central PMCID: PMC4839260.

3: Adira Wan Khalit WN, Tay KS. Aqueous chlorination of mefenamic acid: kinetics, transformation by-products and ecotoxicity assessment. Environ Sci Process Impacts. 2016 Apr 9. [Epub ahead of print] PubMed PMID: 27062128.

4: Abadian K, Keshavarz Z, Mojab F, Alavi Majd H, Abbasi NM. Comparison the effect of mefenamic acid and Teucrium polium on the severity and systemic symptoms of dysmenorrhea. Complement Ther Clin Pract. 2016 Feb;22:12-5. doi: 10.1016/j.ctcp.2015.09.003. Epub 2015 Sep 25. PubMed PMID: 26850798.

5: Alshehri SM, Tiwari RV, Alsulays BB, Ashour EA, Alshetaili AS, Almutairy B, Park JB, Morott J, Sandhu B, Majumdar S, Repka MA. Investigation of the combined effect of MgO and PEG on the release profile of mefenamic acid prepared via hot-melt extrusion techniques. Pharm Dev Technol. 2016 Jan 29:1-14. [Epub ahead of print] PubMed PMID: 26821841.

6: Rothan HA, Bahrani H, Abdulrahman AY, Mohamed Z, Teoh TC, Othman S, Rashid NN, Rahman NA, Yusof R. Mefenamic acid in combination with ribavirin shows significant effects in reducing chikungunya virus infection in vitro and in vivo. Antiviral Res. 2016 Mar;127:50-6. doi: 10.1016/j.antiviral.2016.01.006. Epub 2016 Jan 18. PubMed PMID: 26794398.

7: Capoferri L, Leth R, Ter Haar E, Mohanty AK, Grootenhuis PD, Vottero E, Commandeur JN, Vermeulen NP, Jørgensen FS, Olsen L, Geerke DP. Insights into regioselective metabolism of mefenamic acid by cytochrome P450 BM3 mutants through crystallography, docking, molecular dynamics, and free energy calculations. Proteins. 2016 Mar;84(3):383-96. doi: 10.1002/prot.24985. Epub 2016 Feb 3. PubMed PMID: 26757175.

8: Husain A, Ahuja P, Ahmad A, Khan SA. Synthesis, Biological Evaluation and Pharmacokinetic Studies of Mefenamic Acid - N-Hydroxymethylsuccinimide Ester Prodrug as Safer NSAID. Med Chem. 2016 Jan 6. [Epub ahead of print] PubMed PMID: 26740206.

9: Colombo R, Ferreira TC, Ferreira RA, Lanza MR. Removal of Mefenamic acid from aqueous solutions by oxidative process: Optimization through experimental design and HPLC/UV analysis. J Environ Manage. 2016 Feb 1;167:206-13. doi: 10.1016/j.jenvman.2015.11.029. PubMed PMID: 26686073.

10: Fülöp I, Gyéresi Á, Kiss L, Deli MA, Croitoru MD, Szabó-Révész P, Aigner Z. Preparation and investigation of mefenamic acid - polyethylene glycol - sucrose ester solid dispersions. Acta Pharm. 2015 Dec;65(4):453-62. doi: 10.1515/acph-2015-0035. PubMed PMID: 26677901.

11: Ito A, Konnerth C, Schmidt J, Peukert W. Effect of polymer species and concentration on the production of mefenamic acid nanoparticles by media milling. Eur J Pharm Biopharm. 2016 Jan;98:98-107. doi: 10.1016/j.ejpb.2015.11.011. Epub 2015 Nov 22. PubMed PMID: 26592155.

12: Chen P, Wang FL, Yao K, Ma JS, Li FH, Lv WY, Liu GG. Photodegradation of Mefenamic Acid in Aqueous Media: Kinetics, Toxicity and Photolysis Products. Bull Environ Contam Toxicol. 2015 Oct 23. [Epub ahead of print] PubMed PMID: 26499325.

13: Hosseinimehr SJ, Nobakht R, Ghasemi A, Pourfallah TA. Radioprotective effect of mefenamic acid against radiation-induced genotoxicity in human lymphocytes. Radiat Oncol J. 2015 Sep;33(3):256-60. doi: 10.3857/roj.2015.33.3.256. Epub 2015 Sep 30. PubMed PMID: 26484310; PubMed Central PMCID: PMC4607580.

14: Cunha VR, Guilherme VA, de Paula E, de Araujo DR, Silva RO, Medeiros JV, Leite JR, Petersen PA, Foldvari M, Petrilli HM, Constantino VR. Delivery system for mefenamic acid based on the nanocarrier layered double hydroxide: Physicochemical characterization and evaluation of anti-inflammatory and antinociceptive potential. Mater Sci Eng C Mater Biol Appl. 2016 Jan 1;58:629-38. doi: 10.1016/j.msec.2015.08.037. Epub 2015 Sep 1. PubMed PMID: 26478354.

15: Wang Z, Shah UV, Olusanmi D, Narang AS, Hussain MA, Gamble JF, Tobyn MJ, Heng JY. Measuring the sticking of mefenamic acid powders on stainless steel surface. Int J Pharm. 2015 Dec 30;496(2):407-13. doi: 10.1016/j.ijpharm.2015.09.067. Epub 2015 Oct 9. PubMed PMID: 26456293.

16: Wurm S, Schreiber F, Spindelboeck W. Mefenamic acid: A possible cause of drug-induced acute pancreatitis. Pancreatology. 2015 Sep-Oct;15(5):570-2. doi: 10.1016/j.pan.2015.08.003. Epub 2015 Aug 28. PubMed PMID: 26347329.

17: Manzo V, Ulisse K, Rodríguez I, Pereira E, Richter P. A molecularly imprinted polymer as the sorptive phase immobilized in a rotating disk extraction device for the determination of diclofenac and mefenamic acid in wastewater. Anal Chim Acta. 2015 Aug 19;889:130-7. doi: 10.1016/j.aca.2015.07.038. Epub 2015 Aug 10. PubMed PMID: 26343435.

18: Bagheri Sadeghi H, Panahi HA, Mahabadi M, Moniri E. Preconcentration and Determination of Mefenamic Acid in Pharmaceutical and Biological Fluid Samples by Polymer-grafted Silica Gel Solid-phase Extraction Following High Performance Liquid Chromatography. Iran J Pharm Res. 2015 Summer;14(3):765-73. PubMed PMID: 26330865; PubMed Central PMCID: PMC4518105.

19: Fong SY, Zhang Y, Wong YC, Zhou L, Han Q, Zuo Z. Identification and disposition of novel mono-hydroxyl mefenamic acid and their potentially toxic 1-O-acyl-glucuronides in vivo. Biopharm Drug Dispos. 2015 Nov;36(8):529-51. doi: 10.1002/bdd.1964. Epub 2015 Aug 11. PubMed PMID: 26109199.

20: Fong SY, Wong YC, Xie C, Zuo Z. Herb-drug interactions between Scutellariae Radix and mefenamic acid: Simultaneous investigation of pharmacokinetics, anti-inflammatory effect and gastric damage in rats. J Ethnopharmacol. 2015 Jul 21;170:106-16. doi: 10.1016/j.jep.2015.04.036. Epub 2015 May 14. PubMed PMID: 25980420.