| Identification | Back Directory | [Name]
N-(2-PHENYLETHYL)-INDOMETHACIN AMIDE | [CAS]
261766-32-9 | [Synonyms]
N-2PIA
LM 4108
Indomethacin N-Phenylethyl Impurity
N-(2-PHENYLETHYL)-INDOMETHACIN AMIDE
N-(2-PHENYLETHYL)-1-P-CHLOROBENZOYL-5-METHOXY-2-METHYLINDOLE-3-ACETAMIDE
N-(2-PHENYLETHYL)-1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETAMIDE
1-(4-Chlorobenzoyl)-5-Methoxy-2-Methyl-N-(2-phenylethyl)-1H-indole-3-acetaMide
1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-N-(2-phenylethyl)- | [Molecular Formula]
C27H25ClN2O3 | [MDL Number]
MFCD02683391 | [MOL File]
261766-32-9.mol | [Molecular Weight]
460.95 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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]. | [storage]
Store at -20°C | [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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