Introduction：Basic information about MECLOFENAMATE SODIUM CAS 6385-02-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
MECLOFENAMATE SODIUM Basic information
| Product Name: | MECLOFENAMATE SODIUM |
| Synonyms: | MECLOFENAMIC ACID SODIUM SALT MONOHYDRATE;Sodium Meclofenamate Monohydrate;C02996;sodium 2-(2,6-dichloro-3-methylanilino)benzoate hydrate;SODIUM MECLOFENAMATE;meclofenamic acid sodium;MECLOFENAMIC ACID SODIUM SALT 99%;Meclofenamate |
| CAS: | 6385-02-0 |
| MF: | C14H10Cl2NO2.Na |
| MW: | 318.13 |
| EINECS: | 228-983-3 |
| Product Categories: | MECLOMEN |
| Mol File: | 6385-02-0.mol |
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MECLOFENAMATE SODIUM Chemical Properties
| Melting point | 287-291 °C |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | White solid. |
| color | White to Off-White |
| biological source | synthetic (organic) |
| Water Solubility | Soluble in water at 50mg/ml. Also soluble in DMF, DMSO or ethanol |
| Merck | 14,5779 |
| Stability: | Hygroscopic |
| Major Application | pharmaceutical |
| InChI | 1S/C14H11Cl2NO2.Na.H/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19;;/h2-7,17H,1H3,(H,18,19);; |
| InChIKey | CHGIZYUDGOIAFY-UHFFFAOYSA-N |
| SMILES | [Na].Cc1ccc(Cl)c(Nc2ccccc2C(O)=O)c1Cl |
Safety Information
| WGK Germany | 3 |
| RTECS | CB2975500 |
| HS Code | 2922498050 |
| Storage Class | 11 - Combustible Solids |
MECLOFENAMATE SODIUM Usage And Synthesis
| Description | Meclofenamate is a time-dependent, non-specific competitive inhibitor of COX-1 and -2. The IC50 values for inhibition of human recombinant COX-1 and -2 are 1.5 and 9.7 μM, respectively for instantaneous inhibition. However, the IC50 is much lower if pre-incubated with the enzyme. |
| Originator | Meclomen,Warner Lambert,US,1980 |
| Uses | Meclofenamate Sodium is an NSAID used in the treatment of chronic pain. |
| Uses | antiinflammatory, antipyretic |
| Definition | ChEBI: An organic sodium salt derived from meclofenamic acid. Its monohydrate is used for the treatment of dysmenorrhoea (painful periods), osteoarthritis and rheumatoid arthritis. |
| Indications | Meclofenamate sodium (Meclomen) isprescribed for rheumatoid arthritis and osteoarthritis.The fenamates show no clear superiority in antiinflammatoryactivity and may produce more adverseeffects than other NSAIDs. |
| 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 |
| General Description | Meclofenamate sodium (Meclomen) is available for use inthe treatment of acute and chronic RA, OA, and primarydysmenorrhea. It is metabolized in a similar manner tomefenamic acid discussed above, thus a similar restriction isalso applied to meclofenamate. The most significant side effectsare GI, including diarrhea. |
| Pharmacokinetics | Meclofenamate sodium is rapidly and almost completely absorbed following oral administration, reaching peak plasmalevels within 2 hours. It is highly bound to plasma proteins (99%) and has a plasma half-life of 2 to 4 hours.Metabolism involves oxidation of the methyl group, aromatic hydroxylation, monodehalogenation, and conjugation.Urinary excretion accounts for approximately 75% of the administered dose. The major metabolite is the product of3′-methyl oxidation and has been shown to possess anti-inflammatory activity.
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| Clinical Use | Meclofenamate sodium is indicated for the relief of mild to moderate pain, the acute and chronic treatment ofrheumatoid arthritis and osteoarthritis, the treatment of primary dysmenorrhea, and the treatment of idiopathic, heavymenstrual blood loss. |
MECLOFENAMATE SODIUM Preparation Products And Raw materials
| Raw materials | 2,6-Dichloro-3-methylaniline-->N-Ethylmorpholine |
