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| Meclofenamic acid Basic information |
| Meclofenamic acid Chemical Properties |
Melting point | 257-259°C | Boiling point | 399.4±42.0 °C(Predicted) | density | 1.3567 (rough estimate) | refractive index | 1.6070 (estimate) | storage temp. | Refrigerator | solubility | Chloroform (Slightly), Methanol (Slightly, Heated) | pka | pKa 4.0 (Uncertain) | form | Solid | color | Off-White to Light Orange | EPA Substance Registry System | Benzoic acid, 2-[(2,6-dichloro-3-methylphenyl)amino]- (644-62-2) |
| Meclofenamic acid Usage And Synthesis |
Chemical Properties | White Crystalline Solid | Originator | Meclomen,Warner Lambert,US,1980 | Uses | Meclofenamic acid is used for the same conditions as flufenamic acid. | Uses | Anti-inflammatory; antipyretic | Definition | ChEBI: An aminobenzoic acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is replaced by a 2,6-dichloro-3-methylphenyl group. A non-steroidal anti-inflammatory drug, it is used as the sodium salt for the treatment of dysmenorrhoe
(painful periods), osteoarthritis and rheumatoid arthritis. | Manufacturing Process | A mixture consisting of 22.7 g potassium o-bromobenzoate, 16.6 g 2,6- dichloro-3-methylaniline, 12 ml N-ethylmorpholine, 60 ml diethylene glycol dimethyl ether, and 1.0 g anhydrous cupric bromide is heated in a nitrogen atmosphere at 145°C to 155°C for 2 hours. The reaction mixture is diluted with 60 ml diethylene glycol dimethyl ether and acidified with 25 ml concentrated hydrochloric acid. The acidic mixture is diluted with 100 ml of water and the liquid phase decanted from the insoluble oil. The insoluble oil is stirred with methanol and the crystalline N-(2,6-dichloro-3-methylphenyl) anthranilic acid which separates is collected and washed with methanol. The product, after recrystallization from acetone-water mixture, melts at 248°C to 250°C. | Brand name | Meclomen (Parke-Davis). | Therapeutic Function | Antiinflammatory | Synthesis | Meclofenamic acid, N-(2,6-dichloro-m-tolyl)anthranylic acid
(3.2.20), is synthesized analogous to flufenamic acid, by the reaction of potassium salt of
2-bromobenzoic acid with 2,6-dichloro-3-methylaniline in the presence of copper (II) bromide in a mixture of N-ethylmorpholine and diglyme [82,83]. |
| Meclofenamic acid Preparation Products And Raw materials |
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