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About This Item
Linear Formula:
C14H10Cl2NO2Na
CAS Number:
Molecular Weight:
318.13
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
228-983-3
MDL number:
Assay:
≥93% (HPLC)
Form:
powder
biological source
synthetic (organic)
assay
≥93% (HPLC)
form
powder
solubility
water: 50 mg/mL, clear, colorless to faintly brownish-yellow, water: 50 mg/mL, clear, colorless to faintly yellow, water: 50 mg/mL, clear, colorless to very faintly brown
SMILES string
[Na].Cc1ccc(Cl)c(Nc2ccccc2C(O)=O)c1Cl
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);;
InChI key
CHGIZYUDGOIAFY-UHFFFAOYSA-N
General description
Meclofenamic acid consists of two aryl moieties that are twisted in perpendicular orientation, it includes N-2,6-dichloro-3-methylphenyl group and N-2-benzoic acid group. Because of the low aqueous solubility of the compound, it is commercially available as sodium salt.
Application
Meclofenamic acid sodium salt has been used:
- in the inhibition of heat-induced denaturation of albumin
- as a pharmacological agent in the preparation of superfusion solution for electrophysiology studies
- to block the gap junctions
Biochem/physiol Actions
Meclofenamic acid (MFA) is a nonsteroidal anti-inflammatory, analgesic and antipyretic drug. It inhibits prostaglandin biosynthesis pathway and finds its application in the treatment of postoperative and traumatic inflammation and swelling. MFA functions in opening the potassium voltage-gated channel subfamily Q member 2/member 3 (KCNQ2/Q3).
Cyclooxygenase (IC50 = 0.6 μM) and 5-lipoxygenase (IC50 = 46.3 μM) inhibitor.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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High solubility piperazine salts of the nonsteroidal anti-inflammatory drug (NSAID) meclofenamic acid
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Boctor, A.M., et al.
Prostaglandins Leukotrienes Med., 23, 229-229 (1986)
Jungryul Ahn et al.
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