ChemicalBook > Product Catalog >API >Antipyretic analgesics >Nonsteroidal Anti-Inflammatory Drugs (NSAIDS) >Mefenamic acid

Mefenamic acid

Mefenamic acid  Structure
CAS No.
61-68-7
Chemical Name:
Mefenamic acid
Synonyms
Mefenamic;Mefanamic acid;MEFENAMATE;Ponstel;Ponstan;ac.mefenamico;Mephenamic acid;Mefenamic Acid (200 mg);in-M;HL 1
CBNumber:
CB5472051
Molecular Formula:
C15H15NO2
Molecular Weight:
241.29
MOL File:
61-68-7.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:11

Mefenamic acid Properties

Melting point 230 °C
Boiling point 384.06°C (rough estimate)
Density 1.0944 (rough estimate)
refractive index 1.5200 (estimate)
storage temp. 2-8°C
solubility Practically insoluble in water, slightly soluble in ethanol (96 per cent) and in methylene chloride. It dissolves in dilute solutions of alkali hydroxides
form Solid
pka 4.2(at 25℃)
color White to Pale Yellow
Water Solubility It is soluble in acetone, chloroform, dichloromethane, methanol. Insoluble in water.
Merck 14,5798
InChIKey HYYBABOKPJLUIN-UHFFFAOYSA-N
LogP 5.120
CAS DataBase Reference 61-68-7(CAS DataBase Reference)
NIST Chemistry Reference Mefenamic acid(61-68-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22-40-20/21/22
Safety Statements  22-36
WGK Germany  3
RTECS  CB4550000
HS Code  28142000
Toxicity LD50 orally in mice, rats: 630, 790 mg/kg (Jahn, Adrian)
NFPA 704
0
2 0

Mefenamic acid price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) M4267 Mefenamic acid 61-68-7 50G ₹6040.35 2022-06-14 Buy
Sigma-Aldrich(India) M4267 Mefenamic acid 61-68-7 500G ₹33968.85 2022-06-14 Buy
Sigma-Aldrich(India) 92574 Mefenamic acid analytical standard 61-68-7 250MG ₹6365.1 2022-06-14 Buy
TCI Chemicals (India) M1782 Mefenamic Acid 61-68-7 25G ₹2500 2022-05-26 Buy
TCI Chemicals (India) M1782 Mefenamic Acid 61-68-7 100G ₹9100 2022-05-26 Buy
Product number Packaging Price Buy
M4267 50G ₹6040.35 Buy
M4267 500G ₹33968.85 Buy
92574 250MG ₹6365.1 Buy
M1782 25G ₹2500 Buy
M1782 100G ₹9100 Buy

Mefenamic acid Chemical Properties,Uses,Production

Chemical Properties

white or light yellow crystalline powder, odorless, insoluble in water, slightly soluble in ethanol, chloroform, slightly soluble in ether. Melting point 230-231°C, mefenamic acid is an anti-inflammatory analgesic with antipyretic, analgesic and anti-inflammatory effects.

Uses

Mefenamic acid is used for the same indications as flufenamic acid. Synonyms for this drug are parkemed, ponstan, ponstel, and others.

Indications

Mefenamic acid (Ponstel) is indicated only for analgesia and primary dysmenorrhea when therapy will not exceed 1 week.

Definition

ChEBI: An aminobenzoic acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is replaced by a 2,3-dimethylphenyl group. Although classed as a non-steroidal anti-inflammatory drug, its anti-inflammatory properties are considered to b minor. It is used to relieve mild to moderate pain, including headaches, dental pain, osteoarthritis and rheumatoid arthritis.

brand name

Ponstel (Sciele, Parke Davis, USA), Lysalgo (SIT, Italy), Opustan (Opus Pharm, UK), Parkemed (Parke Davis, Germany), Ponstan (Werner-Lambert, Switzerland), Pontal (Sankyo, Japan).

General Description

Mefenamic acid (Ponstel, Ponstan) is one of the oldestNSAIDs, introduced into the market in 1967 for mild tomoderate pain and for primary dysmenorrhea. It is rapidly absorbed with peak plasma levels occurring 2 to 4 hoursafter oral administration. It undergoes hepatic benzylic hydroxylationof its 3'methyl group regioselectively into twoinactive metabolites, 3'-hydroxymethylmefenamic acid andthe 3'carboxylate metabolite (via further oxidation of thebenzylic alcohol group). The parent drugs and these metabolitesare conjugated with glucuronic acid and excreted primarilyin the urine. Thus, although patients with knownliver deficiency may be given lower doses, it is contraindicatedin patients with preexisting renal dysfunction.
Common side effects associated with its use include diarrhea,drowsiness, and headache. The possibility of blood disordershas also prompted limitation of its administration to 7days. It is not recommended for children or during pregnancy.

Clinical Use

Mefenamic acid is synthesized from o-chlorobenzoic acid and 2,3-dimethylaniline under catalytic conditions. Mefenamic acid is the only fenamic acid derivative that produces analgesia centrally and peripherally. Mefenamic acid is indicated for the short-term relief of moderate pain and for primary dysmenorrhea.

Safety

Mefenamic acid has mild anti-inflammatory properties and is used primarily as a short-term analgesic. Gastrointestinal disturbances, including possibly allergic diarrhea and potential renal toxicity, limit its use.

Synthesis

Mefenamic acid, N-(2,3-xylyl)anthranylic acid (3.2.19), is synthesized in basically the same manner, by the reaction of the potassium salt of 2-bromobenzoic acid with 2,3-dimethylaniline in the presence of copper (II) acetate [80,81].Synthesis_61-68-7
Synthesis 2: mefenamic acid is prepared via the Jourdan – Ullmann – Goldberg synthesis utilizing either anthranilic acid and 3-bromo-1,2- dimethylbenzene or 2,3-dimethylaniline and an o-halobenzoic acid in the presence of a copper catalyst and a proton acceptor.
Mefenamic acid synthesis

Metabolism

Mefenamic acid is absorbed rapidly following oral administration, with peak plasma levels being attained within 2 to 4 hours. It is highly bound to plasma proteins (78.5%) and has a plasma half-life of 2 to 4 hours. Metabolism occurs through regioselective oxidation of the 3′-methyl group and glucuronidation of mefenamic acid and its metabolites. Urinary excretion accounts for approximately 50 to 55% of an administered dose, with unchanged drug accounting for 6%, the 3′-hydroxymethyl metabolite (primarily as the glucuronide) accounting for 25%, and the remaining 20% as the dicarboxylic acid (of which 30% is the glucuronide conjugate). These metabolites are essentially inactive.

Mefenamic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 590)Suppliers
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THE MOLECULEZ +91-7506703683 +91-7506703683 Maharashtra, India 79 58 Inquiry
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GLP Pharma Standards +91 9866074638 Hyderabad, India 1644 58 Inquiry
Gonane Pharma +91-9819380043 +91-9819380043 NaviMumbai, India 192 58 Inquiry
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Wanbury Limited +91-2271963222 +91-2267942222 Maharashtra, India 17 58 Inquiry
in-M Lysalgo Mefacit Mefenacid Ponstan forte ponstanforte Ponstil Ponstyl Pontal Tamany Bonsan Tanston Vialidon 2-[(2,3-DIMETHYLPHENYL)AMINO]BENZOIC ACID 2-(2,3-XYLIDINO)BENZOIC ACID METHENAMIC ACID MEFENAMIC ACID LABOTEST-BB LT00134660 MEFENAMIC ACID BP98 MEFENAMIC ACID /2-( (2,3-DIMETHYLPHENYL) AMINO ) BENZOIC ACID 2',3'-dimethyl-2-diphenylaminecarboxylic acid Nitrous acid, lead(2+) salt Ac. mefenamico [Italian] Acide mefenamique [French] Mefedolo 2-(2,3-Dimethylanilino)benzoic acid n-2,3-xylyl-anthranilicaci Namphen Parkemed Ponalar Ponstel (TN) Mefenamic acid, >=99% Mefenamic Acid ,CI-473, Penstel, Ponstan, Pontal, Ponstyl, Tanston, Vialidin N-[(2,3-DIMETHYLPHENYL)AMINO]BENZOIC ACID N-(2,3-DIMETHYLPHENYL)ANTHRANILIC ACID n-(2,3-xylyl)anthranilic acid Mefenaminsaeure mephenamicacid Mephenaminic acid mephenaminicacid N-(2,3-Xylyl)-2-aminobenzoic acid n-(2,3-xylyl)-2-aminobenzoicacid n-(2,3-xylyl)-anthranilicaci 2-((2,3-dimethyl(phenyl)amino)-benzoicaci 2-((2,3-dimethylphenyl)amino)-benzoicaci N-(2,3-Dimethylphenyl)anthranilic Acid 2-(2,3-Dimethylphenylamino)benzoic Acid 2-(2,3-Xylidino)benzoic Acid CI 473,CN-35355 Mefenamic acid Solution, 100ppm MefenaMic Aicd (API) 2’,3’-dimethyl-2-diphenylaminecarboxylicaci 2-Diphenylaminecarboxylic acid, 2',3'-dimethyl- Acide mefenamique acidemefenamique AGN-1255 Anthranilic acid, N-2,3-xylyl- Bafameritin-M Bafhameritin-M Benzoic acid, 2-[(2,3-dimethylphenyl)amino]- Bonabol