N-(2-PHENYLETHYL)-INDOMETHACIN AMIDE Chemical Properties

Boiling point:

640.5±55.0 °C(Predicted)

Density 

1.22±0.1 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

≤80mg/ml in ethanol;10mg/ml in DMSO;14mg/ml in dimethyl formamide

form 

Pale yellow solid.

pka

15.12±0.46(Predicted)

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

N-(2-PHENYLETHYL)-INDOMETHACIN AMIDE Usage And Synthesis

Uses

An aromatic amide of indomethacin recently reported to be a potent and selective reversible inhibitor of COX-2. Inhibits human recombinant and ovine COX-2 with IC50 of 0.06 uM and 0.125 uM, respectively

Uses

N-(2-Phenylethyl)indomethacin Amide is an aromatic amide of indomethacin reported to be a potent and selective reversible inhibitor of COX-2. N-(2-Phenylethyl)indomethacin Amide inhibits human recombinant and ovine COX-2 with IC50 of 0.06 uM and 0.125 uM, respectively.

Definition

ChEBI: N-(2-phenylethyl)-Indomethacin amide is a N-acylindole.

Biological Activity

n-(2-phenylethyl)-indomethacin amide is a reversible, potent and selective cox-2 inhibitor [1].cyclooxygenase (cox) is an enzyme responsible for formation of prostanoids, including thromboxane and prostaglandins such as prostacyclin. cox-1 is the constitutive isoform and is mainly responsible for the synthesis of cytoprotective prostaglandins in the gastrointestinal tract (gi) and of the proaggregatory thromboxane in blood platelets. cox-2 is inducible and short-lived that is stimulated by endotoxin, cytokines, and mitogens. cox-2 plays important roles in prostaglandin biosynthesis in inflammatory cells the central nervous system [1].n-(2-phenylethyl)-indomethacin amide (n-2pia) is a reversible, potent and selective cox-2 inhibitor that inhibits human recombinant cox-2 and ovine cox-1 with ic50 values of 0.06 and >66 μm, respectively. it is over 1000 times less potent as an inhibitor of ovine cox-1. n-(2-phenylethyl)-indomethacin amide is an analogous derivative of indomethacin that shows selective against cox-2 [1].in the carageenan-induced foot pad edema assay, orally administration of n-2pia showed anti-inflammatory activity [1].

References

[1]. kalgutkar as, marnett ab, crews bc, et al. ester and amide derivatives of the nonsteroidal antiinflammatory drug, indomethacin, as selective cyclooxygenase-2 inhibitors. j med chem. 2000 jul 27;43(15):2860-70.

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