Basic information
- CAS
6385-02-0- Standard SMILES
Cc1ccc(Cl)c(Nc2ccccc2C(=O)[O-])c1Cl.[Na+]- InChIKey
OGPIIGMUPMPMNT-UHFFFAOYSA-M- Molecular formula
- C14H10Cl2NNaO2
- Average molar mass
- 318.1 g/mol
- Monoisotopic mass
- 316.9986282
Overview
Sodium meclofenamate (anhydrous) is an organic sodium salt derived from meclofenamic acid. Its monohydrate is used for the treatment of dysmenorrhoea (painful periods), osteoarthritis and rheumatoid arthritis. It contains a meclofenamic acid(1-).
Names & identifiers
- Preferred name
- Meclofenamate Sodium
- IUPAC
- sodium 2-(2,6-dichloro-3-methylanilino)benzoate
- English name
- MECLOFENAMATE SODIUM
- Molecular formula
- C14H10Cl2NO2.Na
- Molecular weight
- 318.13
Names & synonyms
MECLOFENAMATE SODIUM6385-02-0Meclofenamic acid sodiumSodium meclofenamateSodium 2-((2,6-dichloro-3-methylphenyl)amino)benzoateMeclonaxMECLODIUMDTXSID80455679MMQ0YER4Esodium 2-[(2,6-dichloro-3-methylphenyl)amino]benzoateDTXCID801476290Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, monosodium salt
Show more names
Meclofenamateci583C02996MovensmeclomensodiummeclophenamateMECLOFENAMATESODIUM,USP
Meclofenamate Sodium AnhydrousCL-583.NA SALTNSC-757088Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, monosodium salt, monohydratesodium;2-(2,6-dichloro-3-methyl-anilino)benzoateMeclofenamate Sodium SaltRefChem:58588228-983-3
Database identifiers
- CAS
6385-02-0- PubChem CID
- 4038
- DTXSID
DTXSID8045567
Properties
Computed structural properties
- Topological polar surface area
- 52.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 332
Experimental & physicochemical properties
Solubility>47.7 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section157 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 287 · 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
- 50 mg/ml · Soluble in water at 50mg/ml. Also soluble in DMF, DMSO or ethanol
- Merck
- 14 · 14,5779
- Stability
- Hygroscopic
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Meclofenamate sodium
Ambiguous-DILI-concern
3
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- rtecs
- CB2975500
- hs_code
- 2922498050
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes.
Applications
DescriptionMeclofenamate 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.
Usesantiinflammatory, antipyretic
UsesMeclofenamate Sodium is an NSAID used in the treatment of chronic pain.
General DescriptionMeclofenamate 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.
Upstream & downstream products
Upstream raw materials
Related reactions
2 records
Compound notes
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