Name | 2-[2-(2-Chloro-6-fluorophenylamino)-5-methylphenyl]acetic acid |
Synonyms | COX 189 Prexige CGS 35189 Lumaricoxib Lumiracoxib Unii-V91T9204hu 2-[(2-Chloro-6-fluorophenyl)amino]-5-methylbenzeneacetic Acid {2-[(2-chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid 2-[2-(2-Chloro-6-fluorophenylamino)-5-methylphenyl]acetic acid Benzeneacetic acid, 2-((2-chloro-6-fluorophenyl)amino)-5-methyl- 2-[2-[(2-chloro-6-fluoro-phenyl)amino]-5-methyl-phenyl]acetic acid |
CAS | 220991-20-8 |
EINECS | 1308068-626-2 |
InChI | InChI=1/C15H13ClFNO2/c1-9-5-6-13(10(7-9)8-14(19)20)18-15-11(16)3-2-4-12(15)17/h2-7,18H,8H2,1H3,(H,19,20) |
Molecular Formula | C15H13ClFNO2 |
Molar Mass | 293.72 |
Density | 1.363±0.06 g/cm3(Predicted) |
Melting Point | 139-141°C |
Boling Point | 395.7±42.0 °C(Predicted) |
Flash Point | 193.1°C |
Vapor Presure | 5.68E-07mmHg at 25°C |
pKa | 4.18±0.10(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
Refractive Index | 1.628 |
Use | Anti-arthritis drugs |
In vitro study | Lumiracoxib acts on dermal fibroblasts expressing COX-2 with an IC50 of 0.14 μm, but acts on HEK 293 cells transfected with human COX-1 at concentrations up to 30 μm, nor does it inhibit COX-1. In the human whole blood assay, Lumiracoxib acts on COX-2 with an IC50 of 0.13 μm, acts on COX-1, the IC50 was 67 μm (COX-1/COX-2 selectivity ratio of 515). |
In vivo study | Lumiracoxib is a highly selective COX-2 inhibitor with anti-inflammatory, analgesic and antipyretic activity compared to Diclofenac, a reference NSAID, but with greatly improved gastrointestinal safety. Lumiracoxib was absorbed rapidly in rats treated orally, reaching peak plasma concentrations between 0.5 and 1 hour. Lumiracoxib treated rat models of hyperalgesia, edema, fever and arthritis with similar effects to Diclofenac in a dose-dependent manner. However, consistent with Lumiracoxib having low COX-1 inhibitory activity, Lumiracoxib did not cause ulceration when treated orally at a dose of 100 mg/kg and was significantly less ulcerogenic than Diclofenac. |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 3.405 ml | 17.023 ml | 34.046 ml |
5 mM | 0.681 ml | 3.405 ml | 6.809 ml |
10 mM | 0.34 ml | 1.702 ml | 3.405 ml |
5 mM | 0.068 ml | 0.34 ml | 0.681 ml |